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(+)-catechin hydrate + 1/2 O2
?
-
-
-
?
(-)-epicatechin + 1/2 O2
?
-
-
-
?
caffeic acid + 1/2 O2
caffeoyl quinone + H2O
-
-
-
?
D-dopa + 1/2 O2
D-dopaquinone + H2O
tyrosinase oxidizes L- and D-forms with similar rate
-
-
?
D-tyrosine + O2 + AH2
D-dopa + H2O + A
tyrosinase oxidizes L- and D-forms with similar rate
-
-
?
DL-dopa + 1/2 O2
DL-dopaquinone + H2O
tyrosinase oxidizes L- and D-forms with similar rate
-
-
?
DL-tyrosine + O2 + AH2
DL-dopa + H2O + A
tyrosinase oxidizes L- and D-forms with similar rate
-
-
?
L-dopa + 1/2 O2
L-dopaquinone + H2O
L-Dopa + O2
L-dopaquinone + H2O
-
-
-
?
L-tyrosine + O2
dihydroxyphenylalanine quinone + H2O
-
-
-
?
L-tyrosine + O2 + AH2
L-dopa + H2O + A
tyrosinase oxidizes L- and D-forms with similar rate
-
-
?
p-cresol + O2 + AH2
4-methylpyrocatechol + H2O + A
-
-
-
?
p-tyrosol + O2 + AH2
2-(3,4-dihydroxyphenyl)ethanol + H2O + A
-
-
-
?
phenol + O2 + AH2
catechol + H2O + A
-
-
-
?
pyrocatechol + 1/2 O2
1,2-benzoquinone + H2O
-
-
-
?
pyrogallol + 1/2 O2
?
-
-
-
?
tyramine + O2
4-(2-aminoethyl)cyclohexa-3,5-diene-1,2-dione + H2O
-
-
-
?
(R)-dopaxanthin + dehydroascorbic acid + O2
(R)-dopaxanthin quinone + L-ascorbic acid + H2O
(R)-tyrosine-betaxanthin + L-DOPA + O2
(R)-dopaxanthin + dopaquinone + H2O
-
i.e. (R)-portulacaxanthin II, the activity of the enzyme is not restricted to betaxanthins derived from (S)-amino acids
(R)-dopaxanthin is a pigment, quantitative product analysis
-
?
1,5-bis(4-hydroxyphenyl)-1,4-pentadiene-3-one + O2
?
-
-
-
-
?
2 2-methyl-L-dopa + O2
2 2-methyldopaquinone + 2 H2O
-
-
-
-
?
2 catechol + O2
2 1,2-benzoquinone + 2 H2O
2 L-dopa + O2
2 dopaquinone + 2 H2O
2 L-tyrosine + O2
2 L-dopa
-
-
-
-
?
2-methyl-L-tyrosine + O2
2-methyldopaquinone + H2O
-
-
-
-
?
2-methylresorcinol + O2
?
-
acts as enzyme substrate and inhibitor, low activity
-
-
?
3,3',4',5,7-pentahydroxyflavone + 1/2 O2
?
-
quercetin
-
-
?
3,4-dihydroxyphenyl propionic acid + O2
2-(3,4-dioxocyclohexa-1,5-dien-1-yl)propionic acid + H2O
-
-
-
-
r
3,4-dihydroxyphenylacetic acid + 1/2 O2
(3,4-dioxocyclohexa-1,5-dien-1-yl)acetic acid + H2O
-
DHPAA
-
-
?
3,4-dihydroxyphenylalanine + 1/2 O2
dopaquinone + H2O
-
-
-
-
?
3,4-dihydroxyphenylalanine + O2
?
-
-
-
-
?
3,4-dihydroxyphenylpropionic acid + 1/2 O2
3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid + H2O
-
DHPPA
-
-
?
3-hydroxyanthranilic acid + O2
cinnabarinic acid + H2O
-
-
-
?
3-hydroxybenzyl alcohol + O2
?
-
-
-
-
?
3-methoxyphenol + O2
?
-
-
-
-
?
3-[2-(3,4-dihydroxyphenyl)ethylaminocarbonyl]-3-methyl-1-(4-acetylphenyl)triazene + O2
(2E)-3-(4-acetylphenyl)-N-[2-(3,4-dioxocyclohexa-1,5-dien-1-yl)ethyl]-1-methyltriaz-2-ene-1-carboxamide + H2O
-
-
-
-
?
3-[2-(3,4-dihydroxyphenyl)ethylaminocarbonyl]-3-methyl-1-(4-ethoxycarbonylphenyl)triazene + O2
ethyl 4-[(1E)-3-[[2-(3,4-dioxocyclohexa-1,5-dien-1-yl)ethyl]carbamoyl]-3-methyltriaz-1-en-1-yl]benzoate + H2O
-
-
-
-
?
3-[2-(3,4-dihydroxyphenyl)ethylaminocarbonyl]-3-methyl-1-(4-tolyl)triazene + O2
(2E)-N-[2-(3,4-dioxocyclohexa-1,5-dien-1-yl)ethyl]-1-methyl-3-(4-methylphenyl)triaz-2-ene-1-carboxamide + H2O
-
-
-
-
?
3-[2-(4-hydroxyphenyl)ethylaminocarbonyl]-3-methyl-1-(4-acetylphenyl)triazene + O2
(2E)-3-(4-acetylphenyl)-1-methyl-N-[2-(4-oxocyclohexa-1,5-dien-1-yl)ethyl]triaz-2-ene-1-carboxamide + H2O
-
-
-
-
?
3-[2-(4-hydroxyphenyl)ethylaminocarbonyl]-3-methyl-1-(4-cyanophenyl)triazene + O2
(2E)-3-(4-cyanophenyl)-1-methyl-N-[2-(4-oxocyclohexa-1,5-dien-1-yl)ethyl]triaz-2-ene-1-carboxamide + H2O
-
-
-
-
?
3-[2-(4-hydroxyphenyl)ethylaminocarbonyl]-3-methyl-1-(4-ethoxycarbonylphenyl)triazene + O2
ethyl 4-[(1E)-3-methyl-3-[[2-(4-oxocyclohexa-1,5-dien-1-yl)ethyl]carbamoyl]triaz-1-en-1-yl]benzoate + H2O
-
-
-
-
?
3-[2-(4-hydroxyphenyl)ethylaminocarbonyl]-3-methyl-1-(4-tolyl)triazene + O2
(2E)-1-methyl-3-(4-methylphenyl)-N-[2-(4-oxocyclohexa-1,5-dien-1-yl)ethyl]triaz-2-ene-1-carboxamide + H2O
-
-
-
-
?
4-bromophenol + O2
?
-
-
-
-
?
4-chlorocatechol + 1/2 O2
4-chlorocyclohexa-3,5-diene-1,2-dione + H2O
-
-
-
-
?
4-chlorophenol + O2
4-chloro-1,2-quinone + H2O
-
-
-
-
?
4-ethoxyphenol + O2
?
-
-
-
-
?
4-ethylcatechol + 1/2 O2
4-ethylcyclohexa-3,5-diene-1,2-dione + H2O
-
-
-
-
?
4-ethylresorcinol + O2
?
-
acts as enzyme substrate and inhibitor
-
-
?
4-fluorophenol + O2
?
-
-
-
-
?
4-hexylresorcinol + O2
?
-
-
-
-
?
4-hydroxyanisole + O2
3,4-dihydoxyanisol + H2O
4-hydroxyanisole + O2
?
-
-
-
-
?
4-hydroxybenzaldehyde + O2
?
-
-
-
-
?
4-hydroxybenzyl alcohol + O2
?
4-hydroxyphenyl acetic acid + O2
?
-
-
-
-
?
4-hydroxyphenyl propionic acid + O2
3,4-dihydroxyphenyl propionic acid + H2O
-
-
-
-
r
4-hydroxyphenyl propionic acid + O2
?
-
-
-
-
?
4-iodophenol + O2
?
-
-
-
-
?
4-methoxyphenol + O2
?
-
-
-
-
?
4-methylcatechol + 1/2 O2
4-methyl-1,2-benzoquinone + H2O
4-methylcatechol + O2
4-methyl-o-benzoquinone + H2O
-
-
-
-
?
4-Methylphenol + O2
?
-
-
-
-
?
4-methylresorcinol + O2
?
-
acts as enzyme substrate and inhibitor
-
-
?
4-n-butylresorcinol + O2
?
-
-
-
-
?
4-nitrocatechol + 1/2 O2
4-nitrocyclohexa-3,5-diene-1,2-dione + H2O
-
-
-
-
?
4-tert-butylcatechol + 1/2 O2
4-tert-butylcyclohexa-3,5-diene-1,2-dione + H2O
-
-
-
-
?
4-tert-butylcatechol + O2
4-tert-butyl-o-benzoquinone + H2O
-
-
-
-
r
4-tert-butylphenol + O2
4-tert-butyl 1,2-benzoquinone + H2O
-
-
-
?
4-tert-butylphenol + O2
?
-
-
-
-
?
4-[(4-methylphenyl)azo]-1,2-benzendiol + 1/2 O2
4-[(E)-(4-methylphenyl)diazenyl]cyclohexa-3,5-diene-1,2-dione + H2O
4-[(4-methylphenyl)azo]-phenol + O2 + AH2
4-[(4-methylbenzo)azo]-1,2-benzendiol + H2O + A
alpha-arbutin + O2
?
-
alpha-arbutin also has a weaker inhibitory effect on the monophenolase activity of the enzyme, molecular docking, overview. The hydroxyl group establishes hydrogen bonds with the peroxide ion and polar contacts with a copper ion as well as with residues H259 and H263. The aromatic ring position cannot be stabilized by Pi-Pi-interactions
-
-
?
caffeic acid + O2
caffeoyl quinone + H2O
-
-
-
-
?
catechin + O2
?
-
-
-
-
?
catechin dimer + O2
?
-
-
-
-
?
catechin trimer + O2
?
-
-
-
-
?
catechol + 1/2 O2
1,2-benzoquinone + H2O
-
pyrogallol and catechol are best substrates for catalysis and inactivation
-
-
?
catechol + O2
?
reaction of EC 1.10.3.1
-
-
?
D-ascorbic acid + O2
?
-
-
-
-
r
D-tyrosine + L-dopa + O2
D-dopa + dopaquinone + H2O
-
-
-
-
?
deoxyarbutin + O2
?
oxytyrosinase is able to hydroxylate deoxyarbutin and finishes the catalytic cycle by oxidizing the formed o-diphenol to quinone, while the enzyme becomes deoxytyrosinase, which evolves to oxytyrosinase in the presence of oxygen. deoxyarbutin can alsio act as enzyme inhibitor. This compound is the only one described that does not release o-diphenol after the hydroxylation step. Oxytyrosinase hydroxylates the deoxyarbutin in ortho position of the phenolic hydroxyl group by means of an aromatic electrophilic substitution. As the oxygen orbitals and the copper atoms are not coplanar, but in axial/equatorial position, the concerted oxidation/reduction cannot occur and the release of a copper atom to bind again in coplanar position, enabling the oxidation/reduction or release of the o-diphenol from the active site to the medium. In the case of deoxyarbutin, the o-diphenol formed is repulsed by the water due to its hydrophobicity, and so can bind correctly and be oxidized to a quinone before being released
-
-
?
DL-2-methyltyrosine + O2
?
-
-
-
-
?
dopa methyl ester + O2
dopaquinone methyl ester + H2O
-
-
-
-
r
dopamine + O2
dopamine quinone + H2O
epicatechin + O2
?
-
-
-
-
?
esculetin + 1/2 O2
2H-chromene-2,6,7-trione + H2O
-
demonstration, that esculetin is no inhibitor, but a substrate of mushroom polyphenol oxidase (PPO) and horseradish peroxidase (POD)
-
-
?
gallic acid + 1/2 O2
5-hydroxy-3,4-dioxocyclohexa-1,5-diene-1-carboxylic acid + H2O
-
-
-
-
?
gamma-L-glutaminyl-3,4-dihydroxybenzene + O2
gamma-L-glutaminyl-3,4-benzoquinone + H2O
-
-
-
?
gamma-L-glutaminyl-4-hydroxybenzene + O2 + AH2
gamma-L-glutaminyl-3,4-dihydroxybenzene + H2O + A
-
-
-
?
Gly-Gly-L-Tyr + O2
?
-
-
-
-
?
Gly-L-Tyr-Gly + O2
?
-
-
-
-
?
hydrocaffeic acid + O2
?
-
-
-
-
?
hydroquinone + O2
?
-
-
-
-
?
hydroxyhydroquinone + O2
2-hydroxy-p-benzoquinone + H2O
-
the oxidation of hydroxyhydroquinone by O2 catalyzed by tyrosinase occurs simultaneously with the non-enzymatic oxidation of hydroxyhydroquinone at pH 7.0, the identical isosbestic points indicating that there is a stoichiometric transformation from hydroxyhydroquinone to 2-hydroxy p-benzoquinone, a red p-quinone
-
-
?
L-3,4-dihydroxyphenylalanine + 1/2 O2
L-dopaquinone + H2O
-
individually grafted onto a novel CSG1.0 membrane as a ligand
-
-
?
L-alpha-methyl tyrosine + O2
L-alpha-methyldopa + H2O
-
-
-
-
r
L-alpha-methyldopa + H2O
L-alpha-methyl tyrosine + O2
-
-
-
-
r
L-alpha-methyldopa + O2
L-alpha-methyldopaquinone + H2O
-
-
-
-
r
L-dopa + 1/2 O2
L-dopachrome + H2O
-
-
-
-
?
L-dopa + 1/2 O2
L-dopaquinone + H2O
-
-
676133, 685452, 685515, 685530, 685671, 686065, 686532, 687260, 687948, 688037, 688064, 689106, 689383, 689439, 689441, 689702 -
-
?
L-DOPA + O2
dopaquinone + H2O
L-Dopa + O2
L-dopaquinone + H2O
-
-
-
-
?
L-isoproterenol + O2
1-[1-hydroxy-2-(propan-2-ylamino)ethyl]-3,4-dioxocyclohexa-1,5-diene + H2O
-
-
-
-
r
L-Tyr + O2
L-Dopa + H2O
-
diphenolase activity
-
-
?
L-Tyr-Gly-Gly + O2
?
-
-
-
-
?
L-tyrosine + L-dopa + O2
L-dopa + dopaquinone + H2O
L-tyrosine + O2
dopaquinone + H2O
L-tyrosine + O2
L-DOPA + H2O
L-tyrosine + O2 + AH2
L-3,4-dihydroxyphenylalanine + H2O + A
L-tyrosine + O2 + AH2
L-dopa + H2O + A
-
-
685452, 685458, 685461, 685462, 685668, 685671, 687154, 687948, 687996, 688064, 689064, 689118, 689413, 689702 -
-
?
L-tyrosine methyl ester + O2
?
-
-
-
-
?
methyl gallate + O2
methyl 5-hydroxy-3,4-dioxocyclohexa-1,5-diene-1-carboxylate + H2O
-
-
-
-
?
N-acetyl-L-tyrosine + O2
N-acetyl-dopaquinone + H2O
-
-
-
?
p-coumaric acid + O2
caffeic acid + H2O
-
-
-
-
?
p-tyrosol + O2
2-(3,4-dihydroxyphenyl)ethanol + H2O
-
-
-
-
?
phenol + O2
catechol + H2O
-
-
-
-
r
phenol + O2 + AH2
catechol + H2O + A
-
-
-
-
?
phloretic acid + O2
?
-
-
-
-
?
phloretin + O2
?
-
the compound is a substrate and an inhibitor for tyrosinase
-
-
?
phloridzin + O2
?
-
the compound is a substrate and an inhibitor for tyrosinase
-
-
?
phloroglucinol + 1/2 O2
?
-
-
-
-
?
protocatechuic acid + 1/2 O2
3,4-dioxocyclohexa-1,5-diene-1-carboxylic acid + H2O
-
-
-
-
?
protocatechuic aldehyde + 1/2 O2
3,4-dioxocyclohexa-1,5-diene-1-carbaldehyde + H2O
-
-
-
-
?
pyrocatechol + 1/2 O2
1,2-benzoquinone + H2O
-
-
-
-
?
resorcinol + O2
?
-
acts as enzyme substrate and inhibitor
-
-
?
resveratrol + O2
?
-
-
-
-
?
rhododendrol + O2
?
-
-
-
-
?
tyramine + O2
dopamine + H2O
-
-
-
-
r
tyrosine + O2
dopaquinone + H2O
-
-
744483, 744486, 744488, 744495, 744511, 744676, 744819, 745130, 745138, 745139, 746193, 746346, 746498 -
-
?
tyrosol + O2
?
-
the compound is a substrate and an inhibitor for tyrosinase
-
-
?
additional information
?
-
L-dopa + 1/2 O2
L-dopaquinone + H2O
-
-
-
?
L-dopa + 1/2 O2
L-dopaquinone + H2O
tyrosinase oxidizes L- and D-forms with similar rate
-
-
?
(R)-dopaxanthin + dehydroascorbic acid + O2
(R)-dopaxanthin quinone + L-ascorbic acid + H2O
-
-
-
-
?
(R)-dopaxanthin + dehydroascorbic acid + O2
(R)-dopaxanthin quinone + L-ascorbic acid + H2O
-
(R)-dopaxanthin is a pigment, the reaction rate on the (R)-isomer of dopaxanthin is 1.9fold lower than that for the (S)-isomer
quantitative product analysis
-
?
2 catechol + O2
2 1,2-benzoquinone + 2 H2O
-
-
-
-
?
2 catechol + O2
2 1,2-benzoquinone + 2 H2O
-
-
-
-
r
2 L-dopa + O2
2 dopaquinone + 2 H2O
-
-
744014, 744483, 744486, 744488, 744490, 744491, 744495, 744511, 744669, 744671, 744676, 744818, 744819, 745086, 745095, 745130, 745133, 745138, 745139, 745406, 745819, 746193, 746346, 746498 -
-
?
2 L-dopa + O2
2 dopaquinone + 2 H2O
-
-
-
-
r
2 L-dopa + O2
2 dopaquinone + 2 H2O
-
-
-
?
2 L-dopa + O2
2 dopaquinone + 2 H2O
-
-
-
?
4-hydroxyanisole + O2
3,4-dihydoxyanisol + H2O
-
-
-
-
?
4-hydroxyanisole + O2
3,4-dihydoxyanisol + H2O
-
-
-
-
r
4-hydroxybenzyl alcohol + O2
?
-
-
-
-
?
4-hydroxybenzyl alcohol + O2
?
-
the compound is a substrate and an inhibitor for tyrosinase
-
-
?
4-methylcatechol + 1/2 O2
4-methyl-1,2-benzoquinone + H2O
-
-
-
-
?
4-methylcatechol + 1/2 O2
4-methyl-1,2-benzoquinone + H2O
-
oxidation of the substrate with NaIO4 in CHCl3, and [P]CHCl3
-
-
?
4-[(4-methylphenyl)azo]-1,2-benzendiol + 1/2 O2
4-[(E)-(4-methylphenyl)diazenyl]cyclohexa-3,5-diene-1,2-dione + H2O
-
-
-
-
?
4-[(4-methylphenyl)azo]-1,2-benzendiol + 1/2 O2
4-[(E)-(4-methylphenyl)diazenyl]cyclohexa-3,5-diene-1,2-dione + H2O
-
synthetic substrate
-
-
?
4-[(4-methylphenyl)azo]-phenol + O2 + AH2
4-[(4-methylbenzo)azo]-1,2-benzendiol + H2O + A
-
-
-
-
?
4-[(4-methylphenyl)azo]-phenol + O2 + AH2
4-[(4-methylbenzo)azo]-1,2-benzendiol + H2O + A
-
synthetic substrate
-
-
?
beta-arbutin + O2
?
-
-
-
?
beta-arbutin + O2
?
-
alpha-arbutin also has a weaker inhibitory effect on the monophenolase activity of the enzyme, molecular docking, overview. The hydroxyl group establishes hydrogen bonds with the peroxide ion and polar contacts with a copper ion as well as with residues H259 and H263. The aromatic ring position cannot be stabilized by Pi-Pi-interactions
-
-
?
dopamine + O2
?
-
-
-
-
?
dopamine + O2
dopamine quinone + H2O
-
-
-
-
?
dopamine + O2
dopamine quinone + H2O
-
-
-
-
r
ellagic acid + O2
?
-
-
-
-
?
ellagic acid + O2
?
-
high affinity substrate
-
-
?
L-DOPA + O2
dopaquinone + H2O
-
-
696844, 697659, 697741, 697744, 698040, 698427, 699039, 699403, 699640, 700322, 712534, 712597, 713205, 727168 -
-
?
L-DOPA + O2
dopaquinone + H2O
-
-
-
-
r
L-DOPA + O2
dopaquinone + H2O
-
o-diphenolase activity
-
-
?
L-DOPA + O2
dopaquinone + H2O
-
diphenolase activity
-
-
?
L-DOPA + O2
dopaquinone + H2O
-
monophenolase activity
-
-
?
L-tyrosine + L-dopa + O2
L-dopa + dopaquinone + H2O
-
-
-
-
?
L-tyrosine + L-dopa + O2
L-dopa + dopaquinone + H2O
-
-
o-dopaquinone is unstable in aqueous solution and rapidly suffers a non-enzymatic cyclization to leukodopachrome
-
?
L-tyrosine + O2
dopaquinone + H2O
-
-
-
-
?
L-tyrosine + O2
dopaquinone + H2O
-
-
-
-
r
L-tyrosine + O2
dopaquinone + H2O
-
-
-
?
L-tyrosine + O2
L-DOPA + H2O
-
-
696650, 696667, 696694, 696844, 697659, 699239, 699403, 700853, 711435, 712597, 713205 -
-
?
L-tyrosine + O2
L-DOPA + H2O
-
-
-
-
r
L-tyrosine + O2
L-DOPA + H2O
-
o-monophenolase activity
-
-
?
L-tyrosine + O2
L-DOPA + H2O
-
diphenolase activity
-
-
?
L-tyrosine + O2
L-DOPA + H2O
-
monophenolase activity
-
-
?
L-tyrosine + O2 + AH2
L-3,4-dihydroxyphenylalanine + H2O + A
-
-
-
-
?
L-tyrosine + O2 + AH2
L-3,4-dihydroxyphenylalanine + H2O + A
-
individually grafted onto a novel CSG1.0 membrane as a ligand
-
-
?
oxyresveratrol + O2
?
-
-
-
-
?
oxyresveratrol + O2
?
-
tyrosinase hydroxylates the oxyresveratrol to an o-diphenol and oxidizes the latter to an o-quinone, which finally isomerizes to p-quinone. For these reactions to take place the presence of the Eox (oxy-tyrosinase) form is necessary, analysis of the catalytic mechanism, overview. The compound can also act as inhibitor of tyrosinase
-
-
?
phenol + O2
?
-
-
-
-
?
pyrogallol + 1/2 O2
?
-
-
-
-
?
pyrogallol + 1/2 O2
?
-
pyrogallol and catechol are best substrates for catalysis and inactivation
-
-
?
tyramine + O2
?
-
-
-
-
?
additional information
?
-
accepts both mono- and diphenols as substrates. The hydroxylation ability of the enzyme is also referred to cresolase or monophenolase activity (EC 1.14.18.1), and the oxidation ability to catecholase or diphenolase activity (EC 1.10.3.1). The tyrosinases generally have noticeably lower activity on monophenols than on di- or triphenols. Ferulic acid is not a substrate to any of the tyrosinases. The substrate p-coumaric acid is rapidly oxidized only by tyrosinase from Trichoderma reesei
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-
?
additional information
?
-
-
role of the enzyme in the biosynthetic scheme of betalains, overview
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-
?
additional information
?
-
-
streospecificity, and monophenolase and diphenolase activities and specificities dependent on conditions, overview
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-
?
additional information
?
-
-
the enzyme catalyzes the hydroxylation of monophenols to o-diphenols, monophenolase activity EC 1.14.18.1, and the oxidation of the o-diphenols to o-quinones, diphenolase activity EC 1.10.3.1, cross-reaction analysis, overview
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-
?
additional information
?
-
-
the enzyme catalyzes the hydroxylation of monophenols to o-diphenols, monophenolase activity EC 1.14.18.1, and the oxidation of the o-diphenols to o-quinones, diphenolase activity EC 1.10.3.1, cross-reaction analysis, overview
-
-
?
additional information
?
-
-
tyrosinase is a copper-containing enzyme that catalyzes two distinct reactions of melanin synthesis: the hydroxylation of tyrosine by monophenolase action and the oxidation of 3,4-dihydroxyphenylalanine (L-DOPA) to o-dopaquinone by diphenolase action
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-
?
additional information
?
-
-
catalyzing the rate-limiting step for melanin biosynthesis
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-
?
additional information
?
-
-
the enzyme shows low activity using mono- and triphenols as substrates but much greater activity with the diphenolic substrate
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-
?
additional information
?
-
-
tyrosinase possesses cresolase/monophenolase and/or catecholase/diphenolase activities
-
-
?
additional information
?
-
mushroom tyrosinase-associated lectin-like protein (MtaL) binds to mature Agaricus bisporus tyrosinase in vivo, binding structure analysis, overview. MtaL undergoes conformational changes upo tyrosinase binding, but the general beta-trefoil fold is conserved, it is essential for carbohydrate interaction in other lectin-like proteins
-
-
?
additional information
?
-
-
mushroom tyrosinase-associated lectin-like protein (MtaL) binds to mature Agaricus bisporus tyrosinase in vivo, binding structure analysis, overview. MtaL undergoes conformational changes upo tyrosinase binding, but the general beta-trefoil fold is conserved, it is essential for carbohydrate interaction in other lectin-like proteins
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-
?
additional information
?
-
-
the enzyme catalyzes the oxidation of both monophenols (cresolase or monophenolase activity) and o-diphenols (catecholase or diphenolase activity) into reactive o-quinones
-
-
?
additional information
?
-
-
tyrosinase exhibits two mechanisms of oxidation: monooxygenase (EC 1.14.18.1) and oxidase (1.10.3.1) activities. The enzyme is characterised by possessing four discrete oxidation states (deoxy-, oxy-, met- and deact-tyrosinase), detailed overview. The enzyme exhibits a lag period when employed in vitro and it is slowly inactivated by catechol substrates and is rapidly inactivated by resorcinols
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-
?
additional information
?
-
-
development of a facile fluorescent assay for TYR activity based on dopamine functionalized carbon quantum dots (CQDs-Dopa), method evaluation, overview. Dopamine (Dopa) is covalently bound to CQDs through a simple one-pot hydrothermal method, and the prepared CQDs-Dopa exhibits a fluorescence emission at 499 nm under exciting wavelength at 310 nm with a quantum yield of approximately 2.1%. When TYR is mixed with CODs-Dopa, the dopamine moiety in CQDs-Dopa conjugate is oxidized to O-dopaquinone, and an intra-particle photo-induced electron transfer process consequently occurs between CQDs and O-dopaquinone to quench the fluorescence of CQDs-Dopa. TYR activity can be determined based on the fluorescence quenching degree of CQDs-Dopa. The assay covers two broad linear ranges: 44.4-711.1 U/l and 711.1-2925.4 U/l with detection limit of 17.7 U/l. The proposed fluorescent assay is applied to TYR activity measurement in human serum samples and might be useful for TYR activity assays in clinical applications
-
-
?
additional information
?
-
-
hydroxyhydroquinone autooxidation depends on the pH, overview
-
-
?
additional information
?
-
-
monooxygenation of L-tyrosine gives dopaquinone which undergoes rapid intramolecular cyclization giving cyclodopa. Spontaneous redox exchange with dopaquinone then gives 3,4-dihydroxyphenylalanine (dopa) and dopachrome. Thus, small amounts of monooxygenase activity, initially present, generate dopa from L-tyrosine and this activates more of the met-enzyme. N,N-Dimethyltyramine is oxidized to the corresponding ortho-quinone and undergoes cyclization but is unable to take part in redox exchange, and consequently no activating catechol is formed Rearrangement to a quinomethane prevents formation of an enzymeactivating catechol
-
-
?
additional information
?
-
-
monophenolase and diphenolase activities of mushroom tyrosinase are performed using L-tyrosine and L-DOPA, respectively, by measuring the dopachrome accumulation at 475 nm before immobilization on the chip surface for surface plasmon resonance analysis
-
-
?
additional information
?
-
-
resorcinol and some derivatives, 4-ethylresorcinol, 2-methylresorcinol and 4-methylresorcinol, all act as substrates of tyrosinase if the catalytic cycle is completed with a reductant such as ascorbic acid or an o-diphenol such as 4-tert-butylcatechol. The reaction can also be carried out, adding hydrogen peroxide to the reaction medium. Measurement of the activity of the enzyme after pre-incubation with resorcinol, 4-ethylresorcinol or 4-methylresorcinol points to an apparent loss of activity at short times. If the measurements are extended over longer times, a burst is observed and the enzymatic activity is recovered, demonstrating that these compounds are not suicide substrates of the enzyme. These effects are not observed with 2-methylresorcinol. The docking results indicate that the binding of met-tyrosinase with these resorcinols occurs in the same way, but not with 2-methylresorcinol, due to steric hindrance. The enzyme assays are performed in preenceof ascorbic acid or hydrogen peroxide. Molecular docking simulations and modeling, overview
-
-
?
additional information
?
-
-
the oxy form of tyrosinase (oxytyrosinase) hydroxylates alpha and beta-arbutin in ortho position of the phenolic hydroxyl group, giving rise to a complex formed by met-tyrosinase with the hydroxylated alpha or beta-arbutin. This complex can evolve in two ways: by oxidizing the originated o-diphenol to o-quinone and deoxy-tyrosinase, or by delivering the o-diphenol and met-tyrosinase to the medium, which would produce the self-activation of the system. If 3-methyl-2-benzothiazolinone hydrazone hydrochloride hydrate is used, the o-quinone is attacked, so that it becomes an adduct, which can be oxidized by another molecule of o-quinone, generating o-diphenol in the medium. In this way, the system reaches the steady state and originates a chromophore, which, in turn, has a high absorptivity in the visible spectrum and can be measured. The catalysis cannot be quantified because the quinones generated in both cases are unstable. 3-Methyl-2-benzothiazolinone hydrazone, MBTH, is a very potent nucleophile, which, in its deprotonated form, attacks the o-quinone generated by the action of tyrosinase on alpha- and beta-arbutin. The addition of hydrogen peroxide is required and transforms Em to Eox, which is able to hydroxylate arbutin, although the o-quinone that is originated is unstable
-
-
?
additional information
?
-
the proteolytically activated mushroom tyrosinase shows over 50% of its maximal activity in the range of pH 5-10 and accepts a wide range of substrates including mono- and diphenols, flavonols and chalcones. The activated AbPPO4 catalyzes both reactions observed for tyrosinase. The catechol oxidase activity proceeds typically with a rate two orders of magnitude faster than the hydroxylation and oxidation of monophenols. Of the tested substrates the enzyme exhibits the highest affinity and the lowest reaction rate for L-tyrosine. Activated AbPPO4 discriminates between enantiomers of tyrosine showing pronounced differences in the rate of the tyrosinase reaction. For tyrosine 1 mM of the L-enantiomer is converted at a rate of 1.22 U/mg, which is 2.58times faster than the rate on D-tyrosine. A slight increase in enantioselectivity is seen for the methyl ester of tyrosine
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-
?
additional information
?
-
-
the proteolytically activated mushroom tyrosinase shows over 50% of its maximal activity in the range of pH 5-10 and accepts a wide range of substrates including mono- and diphenols, flavonols and chalcones. The activated AbPPO4 catalyzes both reactions observed for tyrosinase. The catechol oxidase activity proceeds typically with a rate two orders of magnitude faster than the hydroxylation and oxidation of monophenols. Of the tested substrates the enzyme exhibits the highest affinity and the lowest reaction rate for L-tyrosine. Activated AbPPO4 discriminates between enantiomers of tyrosine showing pronounced differences in the rate of the tyrosinase reaction. For tyrosine 1 mM of the L-enantiomer is converted at a rate of 1.22 U/mg, which is 2.58times faster than the rate on D-tyrosine. A slight increase in enantioselectivity is seen for the methyl ester of tyrosine
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-
?
additional information
?
-
-
the reactivity, the monomer (catechin/epicatechin) or oligomer (e.g. dimer, trimer) existing in Rhododendron pulchrum proanthocyanidins can take the place of 3,4-dihydroxyphenylalanine
-
-
?
additional information
?
-
tyrosinase catalyzes the o-hydroxylation of monophenols to the corresponding o-diphenols and the subsequent conversion of the o-diphenols to the corresponding o-quinones
-
-
?
additional information
?
-
-
tyrosinase catalyzes the o-hydroxylation of monophenols to the corresponding o-diphenols and the subsequent conversion of the o-diphenols to the corresponding o-quinones
-
-
?
additional information
?
-
tyrosinase uses molecular oxygen as cosubstrate to catalyse the ortho-hydroxylation of monophenols to o-diphenols (monophenolase activity), and the oxidation of o-diphenols to o-quinones (diphenolase activity)
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-
?
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ammonium tetramolybdate
-
(+)-gallocatechin-3-O-gallate
-
GCG, tyrosinase inhibitor
(-)-epicatechin-3-O-gallate
-
ECG, tyrosinase inhibitor
(-)-epigallocatechin
-
competitive, IC50: 0.035 mM
(-)-epigallocatechin-3-O-gallate
(1E,2E)-3-(2,4-dimethoxyphenyl)-N-hydroxy-1-(pyridin-2-yl)prop-2-en-1-imine
-
52.5% inhibition at 50 mM
(1E,4E)-1,5-bis(2-fluoro-4-methoxyphenyl)penta-1,4-dien-3-one
-
-
(1E,4E)-1,5-bis(4-fluorophenyl)penta-1,4-dien-3-one
-
-
(1E,4E)-1,5-bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one
-
-
(2-([4-(4-methoxy-benzyloxy)-benzylidene]-hydrazono)-4-oxothiazolidin-5-ylidene)-acetic acid methyl ester
-
-
(2-[(2-hydroxy-benzylidene)-hydrazono]-4-oxo-thiazolidin-5-ylidene)-acetic acid methyl ester
-
-
(2-[(5-methyl-furan-2-ylmethylene)-hydrazono]-4-oxothiazolidin-5-ylidene)-acetic acid methyl ester
-
-
(2E)-1-(2-hydroxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one
-
59.2% inhibition at 50 mM
(2E)-1-(2-hydroxyphenyl)-3-(pyridin-3-yl)prop-2-en-1-one
-
55.9% inhibition at 50 mM
(2E)-1-(2-hydroxyphenyl)-3-(pyridin-4-yl)prop-2-en-1-one
-
48.9% inhibition at 50 mM
(2E)-1-(3-hydroxynaphthalen-2-yl)-3-(pyridin-2-yl)prop-2-en-1-one
-
49.5% inhibition at 50 mM
-
(2E)-1-(3-hydroxynaphthalen-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one
-
59.2% inhibition at 50 mM
(2E)-1-(3-hydroxynaphthalen-2-yl)-3-(pyridin-4-yl)prop-2-en-1-one
-
42.7% inhibition at 50 mM
(2E)-3-(2,4-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one
-
12.3% inhibition at 50 mM
(2E)-3-(3,4-dihydroxyphenyl)-N-(2-phenylethyl)prop-2-enamide
-
-
(2E)-3-(3,4-dihydroxyphenyl)-N-(4-hydroxybenzyl)prop-2-enamide
-
-
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(3,4-dihydroxyphenyl)ethyl]prop-2-enamide
-
-
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]prop-2-enamide
-
-
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
-
-
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
-
-
(2E)-3-(3,4-dimethoxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
-
-
(2E)-3-(4-chlorophenyl)-N-[2-(4-chlorophenyl)ethyl]prop-2-enamide
-
-
(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
-
-
(2E)-3-(4-hydroxyphenyl)-N-(2-phenylethyl)prop-2-enamide
-
strong tyrosinase inhibitory potential
(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid
-
-
(2E)-3-(4-methoxyphenyl)-N-(1-phenylethyl)prop-2-enamide
-
-
(2E)-3-(4-methoxyphenyl)-N-(2-phenylethyl)prop-2-enamide
-
-
(2E)-3-(4-methoxyphenyl)prop-2-enoic acid
-
-
(2E)-3-phenyl-N-(1-phenylethyl)prop-2-enamide
-
-
(2E)-3-phenyl-N-(2-phenylethyl)prop-2-enamide
-
-
(2E)-3-phenylprop-2-enoic acid
-
-
(2E)-3-[4-(dimethylamino)phenyl]-1-(pyridin-2-yl)prop-2-en-1-one
-
16.9% inhibition at 50 mM
(2E)-but-2-enoic acid
-
non-competitive inhibition
(2E)-N-(3,4-dihydroxybenzyl)-3-(3,4-dihydroxyphenyl)prop-2-enamide
-
-
(2E)-N-(4-chlorobenzyl)-3-phenylprop-2-enamide
-
-
(2E)-N-benzyl-3-(3,4-dihydroxyphenyl)prop-2-enamide
-
-
(2E)-N-benzyl-3-(4-hydroxyphenyl)prop-2-enamide
-
strong tyrosinase inhibitory potential
(2E)-N-benzyl-3-(4-methoxyphenyl)prop-2-enamide
-
-
(2E)-N-benzyl-3-phenylprop-2-enamide
-
-
(2E)-N-[2-(4-chlorophenyl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
-
-
(2E)-N-[2-(4-chlorophenyl)ethyl]-3-phenylprop-2-enamide
-
-
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide
-
-
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
-
-
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
-
-
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-methoxyphenyl)prop-2-enamide
-
-
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-phenylprop-2-enamide
-
-
(2E,4E)-hexa-2,4-dienoic acid
-
non-competitive inhibition
(2E,6E)-2,6-bis[(4-chlorophenyl)methylidene]cyclohexanone
-
-
(2E,6E)-2,6-bis[(4-hydroxyphenyl)methylidene]cyclohexanone
-
-
(2R,3R)-taxifolin
-
isolated from the sprout of Polygonum hydropiper L. (Benitade), inhibited 70% of tyrosinase activity at a concentration of 0.50 mM
(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
-
-
(2Z)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid
-
-
(2Z)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid
-
-
(2Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
-
-
(2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
-
-
(2Z)-3-(4-hydroxyphenyl)prop-2-enoic acid
-
-
(2Z)-3-(4-methoxyphenyl)prop-2-enoic acid
-
-
(2Z)-3-phenylprop-2-enoic acid
-
-
(4-oxo-2-[(1H-pyrrol-2-ylmethylene)-hydrazono]-thiazolidin-5-ylidene)-acetic acid methyl ester
-
-
(4-oxo-2-[(3-phenyl-allylidene)-hydrazono]-thiazolidin-5-ylidene)-acetic acid methyl ester
-
-
(7S, 8R, 8'R)-(-)-lariciresinol-4'-O-beta-D-glucopyranoside
-
tyrosinase inhibitors from Marrubium velutinum, lignan glucosides
(7S, 8R, 8'R)-(-)-lariciresinol-4,4'-O-bis-beta-D-glucopyranoside
-
tyrosinase inhibitors from Marrubium velutinum, lignan glucosides
(7S, 8R, 8'R)-(-)-lariciresinol-4-O-beta-D-glucopyranoside
-
tyrosinase inhibitors from Marrubium velutinum, lignan glucosides
1,10-bis(1,10-carboxyethyl) ether
-
-
1,3-dimethylimidazolium methylsulfate
-
69.7% residual activity at 5% (w/v)
1,5-bis(4-hydroxyphenyl)-1,4-pentadiene-3-one
-
-
1-(1,4-diacetylphenyl)dithiosemicarbazide
-
-
1-(1-(2,4,6-trihydroxyphenyl)ethylidene)thiosemicarbazide
-
-
1-(1-(2,4-dihydroxyphenyl)ethylidene)thiosemicarbazide
-
-
1-(1-(4-bromophenyl)ethylidene)thiosemicarbazide
-
-
1-(1-(4-fluorophenyl)ethylidene)thiosemicarbazide
-
-
1-(1-(4-hydroxyphenyl)ethylidene)thiosemicarbazide
-
-
1-(1-(4-isopropylphenyl)ethylidene)thiosemicarbazide
-
-
1-(1-(4-methoxyphenyl)ethylidene)thiosemicarbazide
-
-
1-(1-(4-methoxyphenyl)propan-2-ylidene)-thiosemicarbazide
-
-
1-(1-(4-methoxyphenyl)propan-2-ylidene)thiosemicarbazide
-
-
1-(1-(pyrazin-2-yl)ethylidene)thiosemicarbazide
-
-
1-(1-(pyridin-3-yl)ethylidene)thiosemicarbazide
-
-
1-(1-(thiophen-2-yl)ethylidene)thiosemicarbazide
-
-
1-(1-p-tolylethylidene)thiosemicarbazide
-
-
1-(1-phenylethylidene)thiosemicarbazide
-
-
1-(2,4-dihydroxyphenyl)-3-(2,4-dimethoxy-3-methylphenyl)propane
-
tyrosinase inhibitor with strong depigmenting effects, found in the medicinal plant Dianella ensifolia. Synthetic and plant derived versions of the enzyme inhibit mushroom tyrosinase with similar potencies
1-(2,4-dimethoxyphenyl)-3-hydroxyurea
-
-
1-(2,5-dimethyl-1H-pyrrol-1-yl)thiourea
-
-
1-(2-hydroxy-1,2-diphenylethylidene)thiosemicarbazide
-
-
1-(2-oxo-1,2-diphenylethylidene)thiosemicarbazide
-
-
1-(3-methylbutylidene)thiosemicarbazide
-
-
1-(3-oxocyclohexylidene)thiosemicarbazide
-
-
1-(3-phenylallylidene)thiosemicarbazide
-
-
1-(4-(4-hydroxyphenyl)butan-2-ylidene)-thiosemicarbazide
-
-
1-(4-(4-hydroxyphenyl)butan-2-ylidene)thiosemicarbazide
-
-
1-(4-bromophenyl)-3-hydroxyurea
-
-
1-(4-butoxyphenyl)-3-hydroxyurea
-
-
1-(4-fluorophenyl)-ethanone
-
-
1-(4-methoxyphenyl)-ethanone
-
-
1-(4-methylpent-3-en-2-ylidene) thiosemicarbazide
-
-
1-(but-2-enylidene)thiosemicarbazide
-
-
1-(butan-2-ylidene)thiosemicarbazide
-
-
1-(propan-2-ylidene)thiosemicarbazide
1-(thiophen-2-yl)-ethanone
-
-
1-butyl-3-methylimidazolium methylsulfate
-
47.8% residual activity at 5% (w/v)
1-cyclohexylidenethiosemicarbazide
-
-
1-cyclopentyl-1-hydroxy-2-oxohydrazine
-
inhibition of the diphenolase activity of mushroom tyrosinase over the pH range of 5.5-8.0 is studied
1-cyclopentylidenethiosemicarbazide
-
-
1-dodecyl-1-hydroxy-2-oxohydrazine
-
inhibition of the diphenolase activity of mushroom tyrosinase over the pH range of 5.5-8.0 is studied
1-ethyl-3-methylimidazolium methylsulfate
-
64.1% residual activity at 5% (w/v)
1-ethylidenethiosemicarbazide
-
-
1-hydroxy-1,3-dimethyl-3-phenylurea
-
-
1-hydroxy-1-methyl-3-(4-nitrophenyl)urea
-
-
1-hydroxy-1-methyl-3-phenylurea
-
-
1-hydroxy-1-naphthalen-1-yl-2-oxohydrazine
-
inhibition of the diphenolase activity of mushroom tyrosinase over the pH range of 5.5-8.0 is studied
1-hydroxy-2-oxo-1-phenylhydrazine
-
inhibition of the diphenolase activity of mushroom tyrosinase over the pH range of 5.5-8.0 is studied
1-hydroxy-3-(4-hydroxyphenyl)urea
-
-
1-hydroxy-3-(4-methoxyphenyl)urea
-
-
1-hydroxy-3-(4-nitrophenyl)urea
-
-
1-hydroxy-3-phenylthiourea
-
-
1-hydroxy-3-phenylurea
-
also retains a substantial potency in cell culture by reducing pigment synthesis by 78%
1-hydroxy-3-[4-(trifluoromethyl)phenyl]urea
-
-
1-methoxy-3-(4-nitrophenyl)thiourea
-
-
1-methoxy-3-naphthalen-2-ylthiourea
-
-
1-methoxy-3-phenylurea
-
-
1-methylethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
-
-
1-pentanoyl-3-(2,3-dichlorophenyl)thiourea
-
-
1-pentanoyl-3-(2,4,6-trimethylphenyl)thiourea
-
-
1-pentanoyl-3-(2,4-dinitrophenyl)thiourea
-
-
1-pentanoyl-3-(2,6-dibromo-4-fluorophenyl)thiourea
-
-
1-pentanoyl-3-(3-nitrophenyl)thiourea
-
-
1-pentanoyl-3-(4-bromo-2-fluorophenyl)thiourea
-
-
1-pentanoyl-3-(4-bromophenyl)thiourea
-
-
1-pentanoyl-3-(4-chlorophenyl)thiourea
-
-
1-pentanoyl-3-(4-methoxyphenyl)thiourea
-
noncompetitive inhibition, docking interaction analysis between 1-pentanoyl-3-(4-methoxyphenyl)thiourea and mushroom tyrosinase
1-pentanoyl-3-(4-nitrophenyl)thiourea
-
-
1-propylidenethiosemicarbazide
-
-
1-[1-(4-methoxyphenyl)ethylidene]thiosemicarbazide
-
-
1-[4-(benzyloxy)phenyl]-3-hydroxyurea
-
-
1-[[tert-butyl(dimethyl)silyl]oxy]-3-phenylurea
-
-
2'-(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-2-(4-hydroxyphenyl)-2,2',3,3',4a,8a-hexahydro-4H,4'H-3,8'-bichromene-4,4'-dione
-
most potent inhibitor
2,2':4',2''-ter-1,3,4-oxadiazole-5,5',5''(4H,4''H)-trithione
-
-
2,2':4',2''-ter-1,3,4-thiadiazole-5,5',5''(4H,4''H)-trithione
-
-
2,3,4'-trihydroxy-4-methoxydeoxybenzoin
-
displays stable and significant inhibitory effect on tyrosinase activity
2,3,4,4'-tetrahydroxydeoxybenzoin
-
-
2,3,4-trihydroxy-3',4'-dimethoxydeoxybenzoin
-
-
2,3,4-trihydroxy-4'-methoxydeoxybenzoin
-
-
2,4,4',6-tetrahydroxydeoxybenzoin
-
-
2,4,4'-trihydroxydeoxybenzoin
-
-
2,4,5-trihydroxy-4'-methoxydeoxybenzoin
-
-
2,4,6-trihydroxy-4'-methoxydeoxybenzoin
-
-
2,4-dichlorocinnamic acid
-
-
2,4-dihydroxy-3',4'-dimethoxydeoxybenzoin
-
-
2,4-dihydroxy-4'-methoxydeoxybenzoin
-
-
2,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
-
IC50: 0.550 mM
2,4-dihydroxy-N-(4-hydroxybenzyl)benzamide
-
IC50: 1.820 mM
2-(2-furanylmethylene)-thiosemicarbazone
-
-
2-(2-hydroxyethoxy)ethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
-
-
2-(2-methoxyethoxy)ethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
-
-
2-(3,4-dihydroxy-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl 3,4,5-trihydroxybenzoate
-
mixed-type inhibitor
2-(4-fluorophenyl)-quinazolin-4(3H)-one
-
synthesis of the tyrosinase inhibitor, inhibits the diphenolase activity of tyrosinase. Structure analysis by 1H and 13C NMR spectroscopy, Fourier transform infrared spectroscopy (FTIR), and high resolution mass spectrometry. Molecular docking simulation analysis and inhibition mechanism, a mixed-type inhibitor exerting reversible inhibition, overview. The inhibitor does not reduce the amount of the enzyme, but decreases the enzyme activity for the oxidation of L-dopa
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate
-
mixed-type inhibition
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
-
reversible, mixed-type inhibition
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 2,4-dihydroxybenzoate
-
mixed-type inhibition
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,4-dihydroxybenzoate
-
-
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,5-dihydroxybenzoate
-
-
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 4-hydroxybenzoate
-
-
2-(chloromethyl)-10-(2-fluorophenyl)-7,7-dimethyl-6,7,8,10-tetrahydropyrano[3,2-b]chromene-4,9-dione
-
-
2-(chloromethyl)-10-(4-fluorophenyl)-7,7-dimethyl-6,7,8,10-tetrahydropyrano[3,2-b]chromene-4,9-dione
-
i.e. DHPC04, binding mode of R-DHPC04 and S-DHPC04 on the catalytic site of the enzyme, interactions between DHPC04 and residues His243 and Asn260
2-(hydroxymethyl)-7,7-dimethyl-10-phenyl-6,7,8,10-tetrahydropyrano[3,2-b]chromene-4,9-dione
-
weak inhibition
2-(phenylmethylene)-thiosemicarbazone
-
-
2-acetylamino-1,3,4-thiadiazole-5-sulfonamide
-
acetazolamide or ACZ, in vitro, in vivo studies, and in silico docking studies. Inhibition kinetics, noncompetitive inhibition. Molecular dynamics simulations, overview
2-butyl-5-hydroxyphenyl 3-(3,4-dihydroxyphenyl)propanoate
-
KI-063, a new tyrosinase inhibitor, strong concentration-dependent inhibitory effect on tyrosinase activity
2-chlorobenzaldehyde thiosemicarbazone
-
exhibits significant inhibitory potency on both monophenolase activity and diphenolase activity of tyrosinase, reversible noncompetitive inhibitor
2-chlorocinnamic acid
-
-
2-cyano-4-hydroxycinnamic acid
-
-
2-ethyl-3-hydroxy-4H-pyran-4-one
-
-
2-hydroxy-4-methoxybenzoic acid
-
-
2-hydroxy-4-methylbenzoic acid
-
-
2-hydroxy-5-methoxybenzoic acid
-
-
2-hydroxy-5-methylbenzoic acid
-
-
2-Hydroxybenzaldehyde
-
-
2-hydroxybenzoic acid
-
-
2-hydroxyethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
-
-
2-methoxyethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
-
-
2-Methylresorcinol
-
acts as enzyme substrate and inhibitor
2-oxoglutaric acid
-
AKG, a reversible inhibitor of tyrosinase, inhibition kinetics integrated with molecular dynamics simulations reveal a complex induced parabolic slope mixed-type inhibition. AKG significantly inhibits the L-dopa oxidation of tyrosinase in a dose-dependent manner, complete inactivation at about 25 mM. Enzyme residues His85, His259, Asn260, Phe264, Met280, Gly281, and Val283 interact with the inhibitor
2-[(1E,2E)-N-hydroxy-3-(pyridin-2-yl)prop-2-enimidoyl]phenol
-
77.5% inhibition at 50 mM, reversible competitive inhibition
2-[(1E,2E)-N-hydroxy-3-(pyridin-3-yl)prop-2-enimidoyl]phenol
-
80.6% inhibition at 50 mM, reversible competitive inhibition
2-[(1E,2E)-N-hydroxy-3-(pyridin-4-yl)prop-2-enimidoyl]phenol
-
69.8% inhibition at 50 mM
2-[(2,3,4-trihydroxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(2,4-dihydroxyphenyl)methylene]-thiosemicarbazone
-
most potent tyrosinase inhibitor
2-[(2,5-dihydroxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(2,5-dimethoxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(2-hydroxy-4-bromophenyl)methylene]thiosemicarbazone
-
-
2-[(2-hydroxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(3,4,5-trihydroxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(3,4,5-trimethoxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(3,4-dihydroxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(3,5-dihydroxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(3-hydroxy-4-methoxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(3-hydroxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(3-methoxy-4-hydroxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(4-bromophenyl)methylene]-thiosemicarbazone
-
-
2-[(4-hydroxyphenyl)methylene]-thiosemicarbazone
-
-
2-[(4-methoxyphenyl)methylene]-thiosemicarbazone
-
-
2-[2-(2,4-dihydroxyphenyl)ethyl]-5-(D-xylopyranosyloxy)phenyl D-xylopyranoside
-
isolated from Chlorophytum arundinaceum (liliaceae)
2-[2-(2,4-dihydroxyphenyl)ethyl]-5-hydroxyphenyl D-xylopyranoside
-
isolated from Chlorophytum arundinaceum (liliaceae)
2-[2-(2-hydroxyethoxy)ethoxy]ethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
-
-
2-[2-(2-methoxyethoxy)ethoxy]ethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
-
-
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(2,4-dihydroxyphenyl)prop-2-enoate
non-competitive inhibitor, binding to the enzyme's binuclear active site is irreversible. The 2-hydroxy group in the compound interacts with amino acid HIS85 which is present in active binding site
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate
-
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
mixed-type inhibition
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-phenylprop-2-enoate
-
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 2,4-dihydroxybenzoate
mixed-type inhibition
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,4,5-trihydroxybenzoate
-
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,4-dihydroxybenzoate
-
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,5-dihydroxybenzoate
-
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3-hydroxybenzoate
-
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 4-hydroxybenzoate
-
2-[3-(2,4-dimethoxy-3-methylphenyl)propyl]benzene-1,4-diol
-
plant-derived diarylpropane tyrosinase inhibitor
2alpha,3alpha,23-trihydroxyolean-12-en-28-oic acid
-
pentacyclic triterpene extracted from Rhododendron collettianum
3'',4''-dihydroglabridin
-
100% inhibition at 0.33 mg/ml
3',5,5',7,7'-pentahydroxy-2,2'-bis(4-hydroxyphenyl)-2,2',3,3',4a,8a-hexahydro-4H,4'H-3,8'-bichromene-4,4'-dione
-
-
3,4,5-trihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
-
IC50: 0.555 mM
3,4,5-trihydroxy-N-(4-hydroxybenzyl)benzamide
-
IC50: 1.180 mM
3,4-dihydroxy-4'-methoxydeoxybenzoin
-
-
3,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
-
IC50: 0.280 mM
3,4-dihydroxy-N-(4-hydroxybenzyl)benzamide
-
IC50: 2.0 mM
3,4-dihydroxybenzaldehyde-O-ethyloxime
-
-
3,4-dihydroxycinnamic acid
-
noncompetitive inhibition
3,4-dimethoxycinnamic acid
-
2.5% inhibition at 0.33 mM
3,4-dimethoxydihydrocinnamic acid
-
20.2% inhibition at 1 mM
3,5-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
-
IC50: 0.705 mM
3,5-dihydroxy-N-(4-hydroxybenzyl)benzamide
-
IC50: 0.710 mM
3,7,3',4'-taxifolin tetraacetate
-
assayed together with (2R,3R)-taxifolin
3-(3',4',5'-trihydroxyphenyl)-6,8-dihydroxycoumarin
-
potent, non-competitive tyrosinase inhibitor, 68.3% inhibition at 0.8 mM
3-(3-hydroxyphenyl)-2H-chromen-2-one
-
19.3% inhibition at 0.8 mM
3-(4-bromophenyl)-1-hydroxy-1-methylurea
-
-
3-hydroxy-1,2-dimethyl-4(1H)-pyridone
-
-
3-hydroxy-1-methyl-1-phenylurea
-
-
3-Hydroxybenzaldehyde
-
-
3-hydroxycinnamic acid
-
-
3-hydroxyphloretin
-
constituents from the formosan apple (Malus doumeri var. formosana), exhibits a dose-dependent inhibitory effect on mushroom tyrosinase activity, competitive inhibitor. Enzyme kinetics study of 3-hydroxyphloretin as inhibitor with various concentrations of the L-tyrosine substrate (15.625, 31.25, 62.5, 125, 250, 500 microM)
3-methoxy-1-methyl-1-phenylurea
-
-
3-Methoxybenzaldehyde
-
-
3-methylcrotonic acid
-
-
3-O-[2,6-di-O-alpha-L-rhamnopyranosyl-beta-D-galactopyranosyl]-quercetin
-
from Guioa villosa leaf extract
3-[(1E,2E)-N-hydroxy-3-(pyridin-2-yl)prop-2-enimidoyl]naphthalen-2-ol
-
58.2% inhibition at 50 mM
3-[(1E,2E)-N-hydroxy-3-(pyridin-3-yl)prop-2-enimidoyl]naphthalen-2-ol
-
62.6% inhibition at 50 mM
3-[(1E,2E)-N-hydroxy-3-(pyridin-4-yl)prop-2-enimidoyl]naphthalen-2-ol
-
57.5% inhibition at 50 mM
3beta, 23, 24-trihydroxyolean-12-en-28-oic acid
-
pentacyclic triterpene extracted from Rhododendron collettianum
4'-hydroxy-[1,1'-biphenyl]-2-carboxylic acid
-
-
4'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid
-
-
4'-hydroxy-[1,1'-biphenyl]-4-carboxylic acid
-
binding mode, modeling
4'-methoxy-[1,1'-biphenyl]-2-carboxylic acid
-
-
4'-methoxy-[1,1'-biphenyl]-3-carboxylic acid
-
-
4'-methoxy-[1,1'-biphenyl]-4-carboxylic acid
-
binding mode, modeling
4,4'-diamino-3-(4-hydroxyphenyl)-1'H-1,3'-bi-1,2,4-triazole-5,5'(4H,4'H)-dithione
-
-
4,4'-diamino-3-(pyridin-4-yl)-1'H-1,3'-bi-1,2,4-triazole-5,5'(4H,4'H)-dithione
-
-
4,4'-ethane-1,2-diyldibenzene-1,3-diol
-
-
4-(1-methylethyl)benzaldehyde
-
-
4-(1-methylethyl)benzoic acid
-
-
4-(2-(hydroxymethyl)-7,7-dimethyl-4,9-dioxo-4,6,7,8,9,10-hexahydropyrano[3,2-b]chromen-10-yl)benzonitrile
-
-
4-(benzyloxy)-N'-(hydrazinylcarbonyl)benzohydrazide
-
-
4-(hexyloxy)benzoic acid
-
-
4-(pentyloxy)benzoic acid
-
-
4-Aminobenzoic acid
-
a noncompetitive inhibitor
4-chlorobenzaldehyde thiosemicarbazone
-
exhibits significant inhibitory potency on both monophenolase activity and diphenolase activity of tyrosinase, reversible mixed-type inhibitor
4-chlorosalicylic acid
-
-
4-coumaric acid
-
74.4% inhibition at 0.33 mM
4-ethenylbenzaldehyde
-
-
4-ethenylbenzoic acid
-
-
4-ethylresorcinol
-
acts as enzyme substrate and inhibitor
4-formyl-2-methoxyphenyl (4-methylpiperazin-1-yl)acetate
-
reversible, non-competitive inhibition
4-formyl-2-methoxyphenyl (4-phenylpiperazin-1-yl)acetate
-
-
4-formyl-2-methoxyphenyl chloroacetate
-
-
4-formylphenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
-
-
4-formylphenyl 2,3,4-tri-O-acetyl-beta-D-allopyranoside
-
-
4-formylphenyl 2,3,4-tri-O-benzyl-beta-D-ribopyranoside
-
-
4-formylphenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside
-
-
4-formylphenyl 2,3-O-(1-methylethylidene)-beta-D-allopyranoside
-
-
4-formylphenyl 4,6-O-(phenylmethylidene)-beta-D-gulopyranoside
-
-
4-formylphenyl 6-O-(dimethoxyphosphoryl)-beta-D-allopyranoside
-
-
4-formylphenyl 6-O-trityl-beta-D-allopyranoside
-
-
4-formylphenyl beta-D-allopyranoside
-
-
4-formylphenyl beta-D-glucopyranoside
-
-
4-formylphenyl beta-D-ribopyranoside
-
-
4-formylphenyl-O-beta-D-allopyranoside
-
-
4-hydroxy-3-methoxycinnamic acid
-
noncompetitive inhibition
4-hydroxyanisole
-
can also act as enzyme substrate
4-hydroxybenzoic acid
-
-
4-Hydroxybenzyl alcohol
-
the compound is a substrate and an inhibitor for tyrosinase, 39% inhibition at 1.5 mM
4-hydroxycinnamic acid
-
competitive inhibition of tyrosinase by 4-hydroxycinnamic acid is a slow, reversible reaction with fractional remaining activity, has no effects on the proliferation of normal liver L02 cells, delays the mushroom browning. Molecular docking analysis and kinetic modeling, structure-function analysis, detailed overview
4-Hydroxycoumarin
-
weak inhibition
4-hydroxyphenyl beta-D-xyloside
-
-
4-hydroxyphenyl beta-xylodioside
-
competitive inhibitor
4-hydroxyphenyl beta-xylotetraoside
-
competitive inhibitor, shows 35fold more potent inhibitory activity than beta-arbutin
4-hydroxyphenyl beta-xylotrioside
-
competitive inhibitor
4-methoxybenzaldehyde
-
-
4-methoxybenzoic acid
-
-
4-methylresorcinol
-
acts as enzyme substrate and inhibitor
4-phenyl-2-butanol
-
a reversible, potent inhibitor of tyrosinase, mixed-type inhibitor fothe monophenoase activity and noncompetitive-type inhibitor for the diphenolase activity
4-propoxybenzoic acid
-
-
4-tert-butylbenzaldehyde
-
-
4-tert-butylbenzoic acid
-
-
4-xylidine-bis(dithiocarbamate) sodium salt
-
Na-SSC-NH-CH2-C6H4-CH2-NH-CSS-Na, mixed-type inhibition for both, catecholase and cresolase activities
4-[(1E,3E)-3-(hydroxyimino)-3-(pyridin-2-yl)prop-1-en-1-yl]-N,N-dimethylaniline
-
50.6% inhibition at 50 mM
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-allopyranoside
-
-
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-galactopyranoside
-
-
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
-
-
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,4,6-tetrakis-O-(phenylcarbonyl)-beta-D-glucopyranoside
-
-
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,4-tris-O-(phenylcarbonyl)-beta-D-xylopyranoside
-
-
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside
-
-
4-[(E)-(carbamothioylhydrazono)methyl]phenyl beta-D-allopyranoside
-
-
4-[(E)-(carbamothioylhydrazono)methyl]phenyl beta-D-glucopyranoside
-
-
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-allopyranoside
-
reversible and competitive-type inhibitor
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-galactopyranoside
-
-
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
-
-
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,4,6-tetrakis-O-(phenylcarbonyl)-beta-D-glucopyranoside
-
-
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,4-tris-O-(phenylcarbonyl)-beta-D-xylopyranoside
-
-
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside
-
-
4-[(E)-(hydroxyimino)methyl]phenyl beta-D-allopyranoside
-
-
4-[(E)-(hydroxyimino)methyl]phenyl beta-D-glucopyranoside
-
-
4-[(E)-(methoxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-allopyranoside
-
-
4-[(E)-(methoxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-galactopyranoside
-
-
4-[(E)-(methoxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
-
-
4-[(E)-(methoxyimino)methyl]phenyl 2,3,4,6-tetrakis-O-(phenylcarbonyl)-beta-D-glucopyranoside
-
-
4-[(E)-(methoxyimino)methyl]phenyl 2,3,4-tris-O-(phenylcarbonyl)-beta-D-xylopyranoside
-
-
4-[(E)-(methoxyimino)methyl]phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside
-
-
4-[(E)-(methoxyimino)methyl]phenyl beta-D-allopyranoside
-
-
4-[(E)-(methoxyimino)methyl]phenyl beta-D-glucopyranoside
-
-
4-[2-(2,4-dihydroxyphenyl)ethyl]-3-hydroxyphenyl D-xylopyranoside
-
isolated from Chlorophytum arundinaceum (liliaceae)
4-[3-(2-hydroxy-5-methoxyphenyl)propyl]benzene-1,3-diol
-
plant-derived diarylpropane tyrosinase inhibitor
4-[[hydroxy(nitroso)amino]methyl]benzene-1,3-diol
-
inhibition of the diphenolase activity of mushroom tyrosinase over the pH range of 5.5-8.0 is studied
4-[[hydroxy(nitroso)amino]methyl]phenol
-
inhibition of the diphenolase activity of mushroom tyrosinase over the pH range of 5.5-8.0 is studied
5'-(3-hydroxyphenyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-(4-hydroxyphenyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-(4-hydroxyphenyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
-
5'-(4-[[tert-butyl(dimethyl)silyl]oxy]phenyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
-
5'-(diphenylmethyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-(diphenylmethyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
-
5'-(naphthalen-1-yl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-(pyridin-4-yl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-(pyridin-4-yl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
-
5'-benzyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-cyclohexyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-phenyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-phenyl-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
-
5'-[(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)methyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-[(5-thioxo-4,5-dihydro-1,3,4-thiadiazol-2-yl)methyl]-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
-
-
5'-[3-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)propyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-[3-(benzyloxy)phenyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5'-[4-(benzyloxy)phenyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
-
-
5,2',4'-trihydroxy-2'',2''-dimethylchromene-(6,7:5'',6'')-flavanone
-
dalenin, the reversible inhibitor is 52 and 495times more effective as a monophenolase inhibitor than hydroquinone and kojic acid, respectively, non-competitive inhibitor with L-DOPA as substrate, mixed-I type inhibitor with L-tyrosine as substrate
5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-2,2',3,3',4a,8a-hexahydro-4H,4'H-3,8'-bichromene-4,4'-dione
-
-
5,5',7-trihydroxy-2,2'-bis(4-hydroxyphenyl)-4,4'-dioxo-3,3',4,4',4a,8a-hexahydro-2H,2'H-3,8'-bichromen-7'-yl D-glucopyranoside
-
tyrosinase inhibitor isolated from extracts of the seeds of Garcinia kola
5,6,7,4'-tetramethylscutellarein
-
tyrosinase inhibitors from Marrubium velutinum, flavones/flavonols. Methoxylated flavones, like the methylethers of scutellarein, showed 10times lower inhibitory activity than kojic acid
5,6,7,8,4'-pentahydroxyflavone
-
tyrosinase inhibitors from Marrubium cylleneum, flavones/flavonols
5,7,3',4'-taxifolin teramethyl ether
-
assayed together with (2R,3R)-taxifolin
5,7,4'-trimethylscutellarein
-
tyrosinase inhibitors from Marrubium velutinum, flavones/flavonols. Methoxylated flavones, like the methylethers of scutellarein, showed 10times lower inhibitory activity than kojic acid
5-(4-(2-(2-methoxyethoxy)ethoxy)benzyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
97.49% inhibition at 0.2 mM
5-(4-(2-(2-methoxyethoxy)ethoxy)benzyl)pyrimidine-2,4,6(1H,3H,5H)trione
-
14.3% inhibition at 0.2 mM
5-(4-(2-(2-methoxyethoxy)ethoxy)benzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
complete inhibition at 0.2 mM
5-(4-(2-(2-methoxyethoxy)ethoxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
-
88.67% inhibition at 0.2 mM
5-(4-(2-butoxyethoxy)benzyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
78.67% inhibition at 0.2 mM
5-(4-(2-butoxyethoxy)benzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
85.88% inhibition at 0.2 mM
5-(4-(2-butoxyethoxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
-
complete inhibition at 0.2 mM
5-(4-(2-hydroxyethoxy)benzyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
95.86% inhibition at 0.2 mM
5-(4-(2-hydroxyethoxy)benzyl)pyrimidine-2,4,6(1H,3H,5H)-trione
-
5.27% inhibition at 0.2 mM
5-(4-(2-hydroxyethoxy)benzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
16.54% inhibition at 0.2 mM
5-(4-(2-hydroxyethoxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
-
22.41% inhibition at 0.2 mM
5-(4-(2-methoxyethoxy)benzyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
complete inhibition at 0.2 mM
5-(4-(2-methoxyethoxy)benzyl)pyrimidine-2,4,6(1H,3H,5H)-trione
-
23.12% inhibition at 0.2 mM
5-(4-(2-methoxyethoxy)benzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
complete inhibition at 0.2 mM
5-(4-(2-methoxyethoxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
-
complete inhibition at 0.2 mM
5-(4-(4-methoxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
-
12.2% inhibition at 0.2 mM
5-(4-(4-methoxybutoxy)benzyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
9.85% inhibition at 0.2 mM
5-(4-(4-methoxyethoxy)benzyl)pyrimidine-2,4,6(1H,3H,5H)-trione
-
1.15% inhibition at 0.2 mM
5-(4-(4-methoxyethoxy)benzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
complete inhibition at 0.2 mM
5-(4-hydroxybenzyl)-2-thioxo-dihydropyrimidine-4,6(1H,5H)-dione
-
complete inhibition at 0.2 mM
5-(4-hydroxybenzyl)pyrimidine-2,4,6(1H,3H,5H)-trione
-
47.5% inhibition at 0.2 mM
5-(4-hydroxybenzylidene)-2-thioxo-dihydropyrimidine-4,6(1H,5H)-dione
-
complete inhibition at 0.2 mM
5-(4-hydroxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
-
complete inhibition at 0.2 mM
5-ethenyl-5-hydroxy-3-isocyanocyclopent-2-en-1-one
-
inhibitor produced by Trichoderma viride strain H1-7 from a marine environment. Competitive inhibition
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
-
-
5-hydroxy-4-oxo-4H-pyran-2-carboxylic acid
-
-
5-hydroxymethyl-2-furfural
-
noncompetitive inhibition
6'-glucosyl-martynoside
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides. Bathochromic shift of 6'-glucosyl-martynoside in the presence of CuSO4 (0.05 mM)
6-hydroxy-2H-pyran-3-carbaldehyde
-
a new tyrosinase inhibitor from Crinum yemense, testing for tyrosinase inhibiting activity, based on structural similarity to kojic acid. It shows a concentration-dependant reduction in tyrosinase activity similar to kojic acid in an in vitro assay, more potent than kojic acid
6-hydroxy-3-(4'-hydroxyphenyl)coumarin
-
26.7% inhibition at 0.8 mM
6-hydroxy-kaempferol-3-O-rutinoside
-
tyrosinase inhibitors from Marrubium velutinum, flavone/flavonol glucosides
6-hydroxyapigenin
-
5,6,7-trihydroxyflavone, high inhibitory effects on tyrosinase. Acts as a cofactor to monophenolase
6-hydroxycoumarin
-
weak inhibition
6-hydroxygalangin
-
5,6,7-trihydroxyflavone, high inhibitory effects on tyrosinase. Acts as a cofactor to monophenolase
6-hydroxykaempferol
-
5,6,7-trihydroxyflavone, high inhibitory effects on tyrosinase. Acts as a cofactor to monophenolase. competitive inhibitor
7-(2,4-dihydroxyphenyl)-4-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydrofuro(3,2-g)chromen-5-one
-
artocarpfuranol, isolated from the wood of Artocarpus heterophyllus, strong mushroom tyrosinase inhibitory activity
7-hydroxy-3-(4-hydroxyphenyl)-2H-chromen-2-one
-
9.6% inhibition at 0.8 mM
8-isoprenyl-5'-geranyl-5,7,2',4'-tetrahydroxy flavanone
-
competitive inhibitor
8-O-methyltianmushanol
-
-
9-hydroxy-4-methoxypsoralen
-
noncompetitive inhibition
Ac-KSRFR
-
N-acetyl-pentapeptide Ac-P2, mixed-type inhibition
Ac-KSSFR
-
N-acetyl-pentapeptide Ac-P3, mixed-type inhibition
Ac-RSRFK
-
N-acetyl-pentapeptide Ac-P1, mixed-type inhibition
Ac-RSRFS
-
N-acetyl-pentapeptide Ac-P4, mixed-type inhibition
acetone
-
increasing solvent concentration up to 80% (v/v) yields a gradual reduction in the activity of the soluble and cross-linked enzyme forms, the cross-linked enzyme aggregate shows about 40% residual activity after incubation in acetone for about 34 h
acteoside
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides. Bathochromic shift of acteoside in the presence of CuSO4 (0.05 mM)
Agaritine
-
uncompetitive inhibition
alpha-arbutin
-
inhibition of monophenolase activity, the inhibitory activity of beta-arbutin is higher compared to alpha-arbutin, molecular docking, overview. The hydroxyl group establishes hydrogen bonds with the peroxide ion and polar contacts with a copper ion as well as with residues H259 and H263. The aromatic ring position cannot be stabilized by Pi-Pi-interactions
alpha-cyano-4-hydroxycinnamic acid
-
-
alpha-picolyl heptyl amine
-
-
alpha-picolyl nonyl amine
-
-
alpha-picolyl pentyl amine
-
-
alpha-picolyl propyl amine
-
-
alyssonoside
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides
anacardic acid
-
competitive inhibition
Anisic acid
-
uncompetitive inhibition
anthraglycoside B
-
anthraquinone, isolated from the root of Polygonum cuspidatum
Antrodia camphorata extract
-
basidiomycete, only other effect on tyrosinase activity is prepared from Antrodia camphorata using 75% ethanol extraction
-
apigenin
-
tyrosinase inhibitors from Marrubium velutinum, flavones/flavonols
apigenin 4'-O-beta-D-glucopyranoside
-
from Guioa villosa leaf extract
apigenin-7-O-(3'',6''-di-p-coumaroyl)-glucoside
-
tyrosinase inhibitors from Marrubium velutinum, flavone/flavonol acylated glucosides
apigenin-7-O-(6''-p-coumaroyl)-glucoside
-
tyrosinase inhibitors from Marrubium cylleneum, flavone/flavonol acylated glucosides
arbutine
-
clinically used tyrosinase inhibitor
arjungenin
-
pentacyclic triterpene extracted from Rhododendron collettianum
arjunilic acid
-
pentacyclic triterpene extracted from Rhododendron collettianum, most potent inhibitor, have potential to be used for the treatment of hyperpigmentation associated with the high production of melanocytes
artocarpanone
-
isolated from the wood of Artocarpus heterophyllus, strong mushroom tyrosinase inhibitory activity
artocarpesin
-
isolated from the wood of Artocarpus heterophyllus, strong mushroom tyrosinase inhibitory activity
artocarpetin
-
isolated from the wood of Artocarpus heterophyllus
artocarpin
-
isolated from the wood of Artocarpus heterophyllus
baicalein
-
5,6,7-trihydroxyflavone, high inhibitory effects on tyrosinase. Acts as a cofactor to monophenolase
Barbituric acid
-
5.95% inhibition at 0.2 mM
bayogenin
-
pentacyclic triterpene extracted from Rhododendron collettianum
benzohydroxamic acid
-
is known to inhibit tyrosinase by chelating with copper. Completely independent of pH
benzylacetone
-
a reversible, potent inhibitor of tyrosinase, mixed-type inhibitor
benzyldithiocarbamate sodium salt
-
C6H5-CH2-NH-CSS-Na, noncompetitive inhibition for both, catecholase and cresolase activities
benzylideneacetone
-
a reversible, potent inhibitor of tyrosinase, mixed-type inhibitor
beta-picolyl heptyl amine
-
uncompetitive inhibition of monophenolase and diphenolase activities
beta-picolyl nonyl amine
-
-
beta-picolyl pentyl amine
-
uncompetitive inhibition of monophenolase and diphenolase activities
beta-picolyl propyl amine
-
uncompetitive inhibition of monophenolase and diphenolase activities
betulin
-
from Guioa villosa leaf extract
betulinic acid
-
pentacyclic triterpene extracted from Rhododendron collettianum
Bromoacetate
-
noncompetitive inhibition in a dose-dependent manner
brosimone I
-
isolated from the wood of Artocarpus heterophyllus
broussonin C
-
competitive inhibition
butylxanthate sodium salt
-
sodium salt of n-alkyl xanthate compound, competitive inhibition for the cresolase activity, competitive inhibition for the catecholase activity
campestrol
-
isolated from Trifolium balansae, NMR structure identification, IC50: 0.00890 mM
carpachromene
-
isolated from the wood of Artocarpus heterophyllus
chloroform
-
the cross-linked enzyme aggregate shows about 30% residual activity after incubation in chloroform for about 3 h
chlorogenic acid
-
tyrosinase inhibitors from Marrubium velutinum, phenolic acids
choline acetate
-
27.9% residual activity at 5% (w/v)
choline dihydrophosphate
-
27.4% residual activity at 5% (w/v)
choline methylsulfonate
-
39.7% residual activity at 5% (w/v)
choline nitrate
-
54.6% residual activity at 5% (w/v)
chrysoeriol
-
tyrosinase inhibitors from Marrubium velutinum, flavones/flavonols
chrysoeriol 4'-O-beta-D-glucopyranoside
-
from Guioa villosa leaf extract
chrysoeriol-7-O-(3'',6''-di-p-coumaroyl)-glucoside
-
tyrosinase inhibitors from Marrubium velutinum, flavone/flavonol acylated glucosides
cistanoside F
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides. Comparing the activity of tetrasaccharides with cistanoside F
citreorosein
-
anthraquinone, isolated from the root of Polygonum cuspidatum
crenulatoside A
-
from Guioa villosa leaf extract, inhibition at 5 mg/ml 23.7%
crenulatoside B
-
from Guioa villosa leaf extract
crenulatoside C
-
from Guioa villosa leaf extract
crenulatoside D
-
from Guioa villosa leaf extract
crude ethanol phase
-
ECPE, inhibitory effect on diphenolase activity of tyrosinase
-
cudraflavone B
-
isolated from the wood of Artocarpus heterophyllus
cumic acid
-
noncompetitive inhibition
cyanomaclurin
-
isolated from the wood of Artocarpus heterophyllus
cycloartocarpesin
-
isolated from the wood of Artocarpus heterophyllus
cycloartocarpin
-
isolated from the wood of Artocarpus heterophyllus
cyclomorusin
-
exhibits competitive inhibition characteristics. Flavone displaying tyrosinase inhibitory activity, isolated from the stem barks of Morus lhou. Inhibitory potency of this flavonoid toward monophenolase activity of mushroom tyrosinase is investigated
D-ascorbic acid
-
met-tyrosinase is stable in anaerobic conditions but, in the presence of D-ascorbic acid undergoes an inactivation
D-ascorbic acid-6-p-hydroxybenzoic acid ester
-
irreversible inhibitor
daedalin A
-
(2R)-6-hydroxy-2-hydroxymethyl-2-methyl-2H-chromene from mycelial culture of Daedalea dickinsii
davanol
-
competitive, IC50: 0.017 mM
decahydro-2-naphthyl gallate
-
-
deoxyarbutin
competitive, a potent inhibitor of tyrosinase that can also act as substrate of the enzyme, shows membrane breaking and toxicity towards melanosomes, induces hydroxyl free radicals. Inhibition mechanism, overview
dihydro-4-coumaric acid
-
19.6% inhibition at 1 mM
dihydro-4-methoxycinnamic acid
-
46.4% inhibition at 1 mM
dihydrocaffeic acid
-
2.7% inhibition at 1 mM
dihydrocinnamic acid
-
40.5% inhibition at 1 mM
dihydroferulic acid
-
17.9% inhibition at 1 mM
dihydroisoferulic acid
-
60.6% inhibition at 0.33 mM
dihydromorin
-
isolated from the wood of Artocarpus heterophyllus, strong mushroom tyrosinase inhibitory activity
dihydrosinapic acid
-
22.6% inhibition at 1 mM
dioxane
-
increasing solvent concentration up to 80% (v/v) yields a gradual reduction in the activity of the soluble and cross-linked enzyme forms, the cross-linked enzyme aggregate shows about 40% residual activity after incubation in dioxane for about 62 h
DL-dithiothreitol
-
very slight inhibition at 300 pmol/unit of enzyme
echinacoside
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides. Bathochromic shift of echinacoside in the presence of CuSO4 (0.05 mM)
emodin
-
anthraquinone, isolated from the root of Polygonum cuspidatum
epicatechin-(4beta-8, 2beta-O-7)-epicatechin-(4beta-8)-epicatechin
-
from Guioa villosa leaf extract, inhibition at 5 mg/ml 34.6%
epigallocatechin gallate
-
exhibits a greater anti-tyrosinase activity than arbutin
erythrodiol
-
pentacyclic triterpene extracted from Rhododendron collettianum
esculetin
-
6,7-dihydroxycoumarin, weak inhibition
ethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
-
-
ethylxanthate sodium salt
-
sodium salt of n-alkyl xanthate compound, uncompetitive inhibition for the cresolase activity, mixed inhibition for the catecholase activity
flemichin D
-
competitive inhibition
fleminchalcone A
-
i.e. 1-(5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chroman-8-yl)-3-(4-methoxyphenyl)-propan-1-one, competitive inhibition
fleminchalcone B
-
i.e. 1-(3,5-dihydroxy-2,2-dimethylchroman-6-yl)-3-(4-methoxyphenyl)propan-1-one, competitive inhibition
fleminchalcone C
-
i.e. 1-(5-hydroxy-8-(2-hydroxypropan-2-yl)-2,2-dimethyl-7,8-dihydro-2H-furo[2,3-h]chromen-6-yl)-3-(4-methoxyphenyl)propan-1-one, competitive inhibition
forsythoside B
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides. Bathochromic shift of for sythoside B in the presence of CuSO4 (0.05 mM)
galangin
-
and its flavonoid mixture from Alpinia officinarum
gamma-picolyl heptyl amine
-
uncompetitive inhibition of monophenolase activity and mixed-type inhibition of diphenolase activity
gamma-picolyl nonyl amine
-
-
gamma-picolyl pentyl amine
-
uncompetitive inhibition of monophenolase activity and mixed-type inhibition of diphenolase activity
gamma-picolyl propyl amine
-
uncompetitive inhibition of monophenolase activity and mixed-type inhibition of diphenolase activity
Ganoderma lucidum extract
-
basidiomycete, also known as Lingzhi in the herbal medicine community, exhibits significant inhibition of tyrosinase activity. No difference in inhibitory effects on tyrosinase activity is observed by Ganoderma lucidum extracts obtained by the three different extraction methods (75%, 50% ethanol, and distilled water extraction)
-
geranic acid
-
in lemongrass (Cymbopogon citratus)
geranic acid ethyl amide
-
-
geranic acid ethyl ester
-
-
geranic acid ethylene glycol ester
-
-
glabridine
-
tyrosinase inhibitor
glutamic acid
-
individually grafted onto a novel CSG1.0 membrane as a ligand for enzyme purification
glyasperin C
-
tyrosinase inhibitor
glycolic acid
-
tyrosinase inhibitor
Guanidine-HCl
-
treatment with guanidine-HCl at increasing concentrations (0-800 mM) results in a reduced activity for both enzyme forms, but aggregation as cross-linked enzyme aggregate improves tyrosinase stability at higher concentrations (above 314 mM)
hesperidin
-
inhibitory effect on tyrosinase diphenolase, from citrus peel crude extracts
hexane
-
the cross-linked enzyme aggregate shows about 20% residual activity after incubation in hexane for about 24 h
hexanoic acid
-
mixed-type inhibition
hexylxanthate sodium salt
-
sodium salt of n-alkyl xanthate compound, competitive inhibition for the cresolase activity, competitive inhibition for the catecholase activity
histidine
-
individually grafted onto a novel CSG1.0 membrane as a ligand for enzyme purification
hydroxyanisole
-
tyrosinase inhibitor
isoartocarpesin
-
isolated from the wood of Artocarpus heterophyllus, strong mushroom tyrosinase inhibitory activity
isoferulate
-
tyrosinase inhibitors from Marrubium cylleneum, phenolic acids
isoferulic acid
-
77.8% inhibition at 0.33 mM
isorhamnetin-3-O-(6''-OAc)-glucoside
-
tyrosinase inhibitors from Marrubium velutinum, flavone/flavonol acylated glucosides
isorhamnetin-3-O-glucoside
-
tyrosinase inhibitors from Marrubium velutinum, flavone/flavonol glucosides
isorhamnetin-3-O-rutinoside
-
tyrosinase inhibitors from Marrubium velutinum, flavone/flavonol glucosides
isorhamnetin-7-O-(6''-p-coumaroyl)-glucoside
-
tyrosinase inhibitors from Marrubium velutinum, flavone/flavonol acylated glucosides
kaempferol 3-O-alpha-L-rhamnopyranosyl-(1->6)-beta-D-glucopyranoside
-
IC50 of 0.1806 mg/ml
kaempferol 3-O-[beta-D-glucopyranosyl-(1->4)][alpha-L-rhamnopyranosyl-(1->6)]-beta-D-glucopyranoside
-
IC50 of 0.1935 mg/ml
kaempferol-3-O-(6''-p-coumaroyl)-glucoside
-
tyrosinase inhibitors from Marrubium velutinum and Marrubium cylleneum, flavone/flavonol acylated glucosides
kaempferol-3-O-glucoside
-
tyrosinase inhibitors from Marrubium cylleneum, flavone/flavonol glucosides
kazinol C
-
competitive inhibition
kazinol F
-
competitive inhibition
kazinol S
-
competitive inhibition, i.e. 5'-(2-methylbut-3-en-2-yl)-6''-(3-methylbut-2-enyl)-5''-(2,3-epoxy-3-methylbytyl)-2',4',3'',4''-tetrahydroxy diphenylpropane
kazinol T
-
i.e. 5'-(2-methylbut-3-en-2-yl)-6''-(3-methylbut-2-enyl)-4'',5''-[(2-(1-hydroxy-1-methylethyl)]-dihydrofuranyl)-2',4',3''-trihydroxy diphenylpropane
khonklonginol H
-
competitive inhibition
kuraridinol
-
prenylated flavonoid from Sophora flavescens, isolated from the EtOAc fraction, inhibitory effects on tyrosinase and melanin synthesis. Inhibitory activity 20times more potent than that of the positive control, kojic acid. Kuraridinol is a chalcone compound belonging to the prenylated flavonoids
kurarinone
-
from the root of Sophora flavescens, exhibits potent antibacterial activity, noncompetitive inhibitor, binds at an allosteric site
kuwanon C
-
exhibits competitive inhibition characteristics. Flavone displaying tyrosinase inhibitory activity, isolated from the stem barks of Morus lhou. Inhibitory potency of this flavonoid toward monophenolase activity of mushroom tyrosinase is investigated
kuwanon E
-
competitive inhibitor
L-ascorbic acid
-
met-tyrosinase is stable in anaerobic conditions but, in the presence of L-ascorbic acid undergoes an inactivation
L-cysteine
-
effects of inhibitors on mushroom PPO are determined by using pyrogallol as substrate
ladanein
-
tyrosinase inhibitors from Marrubium velutinum, flavones/flavonols. Methoxylated flavones, like the methylethers of scutellarein, showed 10times lower inhibitory activity than kojic acid
lamiophlomiside
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides
lavandulifolioside
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides. Bathochromic shift of lavandulifolioside in the presence of CuSO4 (0.05 mM)
leucosceptoside A
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides. Bathochromic shift of leucosceptoside A in the presence of CuSO4 (0.05 mM)
lupeol
-
from Guioa villosa leaf extract
lupinifolin
-
competitive inhibition
luteolin 4'-O-beta-D-glucopyranoside
-
from Guioa villosa leaf extract, inhibition at 5 mg/ml 14%
luteolin 7-O-glucoside
-
-
luteolin-7-O-glucoside
-
tyrosinase inhibitors from Marrubium cylleneum, flavone/flavonol glucosides
macroporus adsorption resin
-
FGRE, inhibitory effect on diphenolase activity of tyrosinase
-
martynoside
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides
maslinic acid
-
pentacyclic triterpene extracted from Rhododendron collettianum
mauritianin
-
from Guioa villosa leaf extract
methanol
-
the soluble enzyme retains 7.8% of its original activity, as compared to 31% by the cross-linked enzyme aggregates, after being incubated in the presence of 40% (v/v) methanol
methyl (Z)-2-((E)-2-(((E)-(5-bromothiophen-2-yl)methylene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate
-
-
methyl (Z)-2-((E)-2-(((E)-4-(dimethylamino)benzylidene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate
-
-
methyl arjunolate
-
pentacyclic triterpene extracted from Rhododendron collettianum
methyl gallate
-
shows a concentration-dependent inhibitory activity against tyrosinase with IC50 of 0.0625 mg/ml
monobenzyl hydroquinone
-
benoquin, PBP, tyrosinase inhibitor
moracin M
-
competitive inhibitor
moracin N
-
competitive inhibitor
moracinoside M
-
competitive inhibitor
morin
-
competitive, IC50: 2.320 mM
mormin
-
exhibits competitive inhibition characteristics. Characterized as a new flavone possesing a 3-hydroxymethyl-2-butenyl at C-3. Flavone displaying tyrosinase inhibitory activity, isolated from the stem barks of Morus lhou. Inhibitory potency of this flavonoid toward monophenolase activity of mushroom tyrosinase is investigated
morusin
-
Flavone displaying tyrosinase inhibitory activity, isolated from the stem barks of Morus lhou. Inhibitory potency of this flavonoid toward monophenolase activity of mushroom tyrosinase is investigated
N',N'''-benzene-1,4-diylbis(1-hydroxyurea)
-
-
N'-(hydrazinylcarbonyl)-4-hydroxybenzohydrazide
-
-
N'-(hydrazinylcarbonyl)naphthalene-2-carbohydrazide
-
-
N,N-unsubstituted selenourea derivatives
-
55.5% inhibition at 0.2 mM, IC50: 0.17-0.23 mM
-
N-(2,4-dihydroxybenzyl)-2,4-dihydroxybenzamide
-
IC50: 0.029 mM
N-(2,4-dihydroxybenzyl)-3,4,5-trihydroxybenzamide
-
IC50: 0.017 mM
N-(2,4-dihydroxybenzyl)-3,4-dihydroxybenzamide
-
IC50: 0.011 mM
N-(2,4-dihydroxybenzyl)-3,5-dihydroxybenzamide
-
IC50: 0.0022 mM
N-benzyl-2,4-dihydroxybenzamide
-
IC50: 1.660 mM
N-benzyl-3,4,5-trihydroxybenzamide
-
IC50: 0.780 mM
N-benzyl-3,4-dihydroxybenzamide
-
IC50: 2.0 mM
N-benzyl-3,5-dihydroxybenzamide
-
IC50: 0.700 mM
N-benzylamide
-
IC50: 1.990 mM
N-benzylbenzamide derivatives
-
inhibitory potency, structureactivity relationships, overview
-
N-hydroxy-N-(phenylcarbamoyl)acetamide
-
-
N-phenylthiourea
-
PTU induces a strong inhibition of the tyrosinase activity
NaN3
-
treatment with NaN3 at increasing concentrations (0-4 mM) results in a reduced activity for both soluble and cross-linked enzyme forms, but aggregation as cross-linked enzyme aggregates improves tyrosinase stability at higher concentrations (above 0.4 mM)
neocyclomorusin
-
competitive inhibitor
nikotiflorin
-
tyrosinase inhibitors from Marrubium velutinum, flavone/flavonol glucosides
nobiletin
-
inhibitory effect on tyrosinase diphenolase, from citrus peel crude extracts
octanoic acid
-
mixed-type inhibition
octyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
-
-
p-Aminobenzoic acid
-
individually grafted onto a novel CSG1.0 membrane as a ligand. This study indicates the p-aminobenzoic acid (ABA) grafted chitosan membrane (CSG-ABA) exhibits the best sorption capacity on tyrosinase
p-hydroxybenzyl alcohol
-
4HBA, inhibitory effect on tyrosinase activity and melanogenesis. As the concentration of p-hydroxybenzyl alcohol increases, the enzyme activity rapidly decreases. Results indicate that the tyrosinase binds to the p-hydroxybenzyl alcohol and induces the enzyme conformation changes, and then causes total loss of the enzyme
pentagalloyl glucopyranose
-
exhibits potent, dose-dependent inhibitory effect on tyrosinase with respect to L-DOPA with IC50 of 0.04265 mg/ml
petroleum ether
-
PCPE, inhibitory effect on diphenolase activity of tyrosinase
-
phaselic acid
-
tyrosinase inhibitors from Marrubium velutinum, phenolic acids
Phenylthiourea
-
IC50: 0.17 mM
phloretin
-
the compound is a substrate and an inhibitor for tyrosinase, 63% inhibition at 0.2 mM
phloridzin
-
the compound is a substrate and an inhibitor for tyrosinase, 53% inhibition at 0.15 mM
phloroglucinol
-
enzyme-inhibitor interaction measurement by SPR
physcion
-
anthraquinone, isolated from the root of Polygonum cuspidatum. Most potent tyrosinase inhibition among the four anthraquinones examined, which is comparable to kojic acid
propylxanthate sodium salt
-
sodium salt of n-alkyl xanthate compound, uncompetitive inhibition for the cresolase activity, mixed inhibition for the catecholase activity
pyrogallol
-
enzyme-inhibitor interaction measurement by SPR
quercetin 3-O-alpha-L-rhamnopyranosyl-(1->6)-beta-D-glucopyranoside
-
IC50 of 0.1297 mg/ml
quercetin 3-O-[beta-D-glucopyranosyl-(1->4)][alpha-L-rhamnopyranosyl-(1->6)]-beta-D-glucopyranoside
-
IC50 of 0.1462 mg/ml
quercetin-3-O-(6''-p-coumaroyl)-glucoside
-
tyrosinase inhibitors from Marrubium cylleneum, flavone/flavonol acylated glucosides
resorcinol
-
acts as enzyme substrate and inhibitor
resveratrol
-
can also act as enzyme substrate
rutin
-
tyrosinase inhibitors from Marrubium velutinum, flavone/flavonol glucosides
saffron
-
enzyme-inhibitor interaction measurement by SPR
-
SDS
-
a sharp decrease in the activity of the soluble enzyme is noted from 0 to 17 mM SDS
Sinapic acid
-
1.6% inhibition at 1 mM
Sodium azide
-
effects of inhibitors on mushroom PPO are determined by using pyrogallol as substrate
Sodium fluoride
-
effects of inhibitors on mushroom PPO are determined by using pyrogallol as substrate
sodium iso-butylxanthate
-
-
sodium iso-pentylxanthate
-
-
sodium iso-propylxanthate
-
-
sophoraflavanone G
-
from the root of Sophora flavescens, exhibits potent antibacterial activity, noncompetitive inhibitor
soyacerebroside I
-
from Guioa villosa leaf extract, inhibition at 5 mg/ml 86.3%
stachydrine
-
tyrosinase inhibitors from Marrubium cylleneum, lignan glucosides
stachysoside D
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides
stigmast-5-ene-3beta,26-diol
-
isolated from Trifolium balansae, NMR structure identification, IC50: 0.00239 mM
stigmast-5-ene-3beta-ol
-
isolated from Trifolium balansae, NMR structure identification, IC50: 0.00525 mM
Streptomyces hiroshimensis strain TI-C3 with anti-tyrosinase activity
-
bacterial strain TI-C3, isolated and verified to display 498 U/ml of anti-tyrosinase acitivity. The anti-tyrosinase activity of the strain TI-C3 is improved to 905 U/ml under cultivation, usong glucose and malt extract as the sole carbon and nitrogen sources
-
Tannic acid
-
enzyme-inhibitor interaction measurement by SPR
terrein
-
examine the effects of a combination of 2-butyl-5-hydroxyphenyl 3-(3,4-dihydroxyphenyl)propanoate with terrein, an agent that down-regulates microphthalmia-associated transcription factor
tert-butanol
-
the cross-linked enzyme aggregate shows about 50% residual activity after incubation in tert-butanol for about 326 h
tetrabutylammonium acetate
-
24.1% residual activity at 5% (w/v)
tetrabutylammonium methylsulfonate
-
45.3% residual activity at 5% (w/v)
tetramethylammonium acetate
-
30% residual activity at 5% (w/v)
Thai honey
-
different types of Thai honey on pathogenic bacteria causing skin diseases, tyrosinase enzyme and generating free radicals, antibacterial and antioxidant activities of Thai honey, overview. Honey from longan flower gives the highest activity on multiresistent Staphylococcus aureus (MRSA isolate 49) when compared to the other types of honey, with a minimum inhibitory concentration of 12.5% v/v and minimum bactericidal concentration of 25% v/v. The antioxidant activity of the honey obtained from coffee pollen is the highest with highest level of phenolic and flavonoid compounds. Honey from coffee flower shows inhibition of tyrosinase by 63.46%. The highest activity of tyrosinase inhibition from manuka honey is also very high
-
Thiobarbituric acid
-
8.21% inhibition at 0.2 mM
tiliroside
-
tyrosinase inhibitors from Marrubium velutinum, flavone/flavonol acylated glucosides
trans-cinnamaldehyde
-
competitive inhibition
tributylammonium dihydrophosphate
-
27.5% residual activity at 5% (w/v)
triethylammonium dihydrophosphate
-
23.4% residual activity at 5% (w/v)
trifolirhizin
-
prenylated flavonoid from Sophora flavescens, isolated from the EtOAc fraction, inhibitory effects on tyrosinase and melanin synthesis
trimethylammonium dihydrophosphate
-
12% residual activity at 5% (w/v)
trimethylammonium methylsulfonate
-
40.9% residual activity at 5% (w/v)
tyrosol
-
the compound is a substrate and an inhibitor for tyrosinase, 18% inhibition at 1.5 mM
velutinoside I
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides
velutinoside II
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides. Bathochromic shift of velutinoside II in the presence of CuSO4 (0.05 mM)
velutinoside III
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides
velutinoside IV
-
tyrosinase inhibitors from Marrubium velutinum, phenylethanoid glycosides
[1,1''-biphenyl]-3-carboxylic acid
-
little availability of the carboxylic acid group in 2-phenylbenzooic acid to chelate with cupric ions in the active site
[1,1'-biphenyl]-2-carboxylic acid
-
-
[1,1'-biphenyl]-4-carboxylic acid
-
-
[2-(furan-2-ylmethylene-hydrazono)-4-oxo-thiazolidin-5-ylidene]-acetic acid methyl ester
-
-
[2-[(4-benzyloxy-benzylidene)-hydrazono]-4-oxo-thiazolidin-5-ylidene]-acetic acid methyl ester
-
-
[4-oxo-2-(pyridin-4-ylmethylene-hydrazono)-thiazolidin-5-ylidene]-acetic acid methyl ester
-
non-competitive inhibition
(-)-epigallocatechin-3-O-gallate
-
competitive, IC50: 0.034 mM
(-)-epigallocatechin-3-O-gallate
-
EGCG, tyrosinase inhibitor
1-(propan-2-ylidene)thiosemicarbazide
-
-
1-(propan-2-ylidene)thiosemicarbazide
-
most potent inhibitor
4-hydroxybenzaldehyde
-
-
4-hydroxybenzaldehyde
-
16.4% inhibition at 0.2 mM
4-methoxycinnamic acid
-
-
4-methoxycinnamic acid
-
tyrosinase inhibitory activity of 4-methoxycinnamic acid is ever reported, selected as comparing substance
4-methoxycinnamic acid
-
46.62% inhibition at 0.2 mM
4-methoxycinnamic acid
-
55.2% inhibition at 1 mM
aloesin
-
-
aloesin
-
noncompetitive inhibition
Anisaldehyde
-
-
Anisaldehyde
-
noncompetitive inhibition
arbutin
-
-
arbutin
-
inhibitory effect on diphenolase activity of tyrosinase
arbutin
-
tyrosinase inhibitor
arbutin
-
tyrosinase inhibitory activity of arbutin is ever reported, selected as comparing substance
arbutin
-
a glycosylated benzoquinone, ascorbic acid reduces melanin formation via reduction of dopaquinone
ascorbic acid
-
-
ascorbic acid
-
tyrosinase inhibitor
ascorbic acid
-
IC50 of 0.0066 mg/ml
azelaic acid
-
-
azelaic acid
-
tyrosinase inhibitor
benzoic acid
-
-
benzoic acid
-
effects of inhibitors on mushroom PPO are determined by using pyrogallol as substrate
benzoic acid
-
is known to inhibit tyrosinase by chelating with copper. Acts in a similar manner to 1-hydroxy-2-oxo-1-phenylhydrazine
benzoic acid
-
competitive inhibition, 45% inhibition of diphenolase activity at 0.7 mM, 42% inhibition of monophenolase activity at 0.7 mM
beta-arbutin
competitive
beta-arbutin
-
i.e. 4-hydroxyphenyl beta-D-glucopyranoside
beta-arbutin
-
inhibition of monophenolase activity, the inhibitory activity of beta-arbutin is higher compared to alpha-arbutin, molecular docking, overview. The hydroxyl group establishes hydrogen bonds with the peroxide ion and polar contacts with a copper ion as well as with residues H259 and H263. The aromatic ring position cannot be stabilized by Pi-Pi-interactions
caffeic acid
-
-
caffeic acid
-
i.e. 3,4-dihydroxycinnamic acid
caffeic acid
-
6.6% inhibition at 1 mM
catechin
-
-
catechin
-
tyrosinase inhibitor
catechol
-
constituents from the formosan apple (Malus doumeri var. formosana)
catechol
-
enzyme-inhibitor interaction measurement by SPR
cefazolin
-
-
cefazolin
-
reversible, competitive inhibition of both monophenolase and diphenolase activities of tyrosinase
cefodizime
-
-
cefodizime
-
reversible, mixed-type inhibition of both monophenolase and diphenolase activities of tyrosinase
Cinnamic acid
-
-
Cinnamic acid
-
49.3% inhibition at 1 mM
Cinnamic acid
-
competitive inhibition, 48% inhibition of diphenolase activity at 1.0 mM, 50% inhibition of monophenolase activity at 1.0 mM
cuminaldehyde
-
-
cuminaldehyde
-
noncompetitive inhibition
ferulic acid
-
tyrosinase inhibitors from Marrubium cylleneum, phenolic acids
ferulic acid
-
3.3% inhibition at 0.33 mM
gallic acid
-
significantly inhibited tyrosinase. Isolated from Radix polygoni multiflori, a herb used effectively to prevent graying and treat skin depigmentation diseases in traditional Chinese medicine
gallic acid
-
shows a concentration-dependent inhibitory activity against tyrosinase with IC50 of 0.644 mg/ml
glabridin
-
-
glabridin
-
99.8% inhibition at 0.33 mg/ml
glabridin
-
clinically used tyrosinase inhibitor
hydroquinone
-
-
hydroquinone
-
tyrosinase inhibitor
hydroquinone
shows membrane breaking and toxicity towards melanosomes, and induces hydroxyl free radicals
kaempferol
-
-
kaempferol
-
competitive inhibition
kaempferol
-
competitive, IC50: 0.230
kaempferol
-
clinically used tyrosinase inhibitor
kojic acid
-
-
673001, 685452, 685458, 685530, 685604, 685609, 687948, 688064, 689383, 689441, 696563, 696667, 696758, 697741, 698427, 699640, 710912, 711457, 711476, 727168, 744488, 744495, 744671, 744819, 744844, 745819, 746498
kojic acid
-
IC50: 0.0163 mM
kojic acid
-
IC50: 0.01667 mM
kojic acid
-
IC50: 0.277 mM
kojic acid
-
commonly used tyrosinase inhibitor
kojic acid
-
inhibitory effect on diphenolase activity of tyrosinase
kojic acid
-
inhibitory effects with kojic acid
kojic acid
-
is known to inhibit tyrosinase by chelating with copper. Shows only slight pH-dependence of tyrosinase inhibition
kojic acid
-
postive control
kojic acid
-
tyrosinase inhibitor
kojic acid
-
used as a positive control
kojic acid
-
used as standard inhibitor for the tyrosinase
kojic acid
-
well-known tyrosinase inhibitor
kojic acid
-
76.41% inhibition at 0.33 mg/ml
kojic acid
-
IC50 of 0.0021 mg/ml
kojic acid
-
42.8% inhibition at 50 mM, competitive inhibition
kojic acid
-
binding mode on the catalytic site of the enzyme
kojic acid
-
clinically used tyrosinase inhibitor
kojic acid
-
mixed-type inhibition, inhibition study of tyrosinase by pressure-mediated (electrophoretically-mediated) microanalysis, method development and validation, overview
kurarinol
-
from the root of Sophora flavescens, shows no antibacterial activity, competitive inhibitor. Is 50times more potent than lavandulylated flavanones sophoraflavanone G and kurarinone
kurarinol
-
prenylated flavonoid from Sophora flavescens, isolated from the EtOAc fraction, inhibitory effects on tyrosinase and melanin synthesis. Kurarinol is a prenylated flavanone and an effective inhibitor of alpha-glucosidase, beta-amylase, and cGMP phosphodiesterase-5, and also inhibits diacylglycerol acyltransferase activity
L-mimosine
-
-
L-mimosine
-
IC50: 0.00368 mM
L-mimosine
-
used as a positive control
norartocarpetin
-
competitive inhibitor
norartocarpetin
-
exhibits competitive inhibition characteristics. Flavone displaying tyrosinase inhibitory activity, isolated from the stem barks of Morus lhou. Inhibitory potency of this flavonoid toward monophenolase activity of mushroom tyrosinase is investigated. Norartocarpetin shows a time-dependent inhibition against oxidation of l-tyrosine. It also operated under the enzyme isomerization model
norartocarpetin
-
isolated from the wood of Artocarpus heterophyllus, strong mushroom tyrosinase inhibitory activity
oxyresveratrol
-
-
oxyresveratrol
-
a stilbenoid and reversible, non-competitive, and strong inhibitor of tyrosinase, is proposed as skin-whitening and anti-browning agent, can also act as enzyme substrate
oxyresveratrol
-
clinically used tyrosinase inhibitor
p-coumaric acid
-
-
p-coumaric acid
-
mixed inhibition
p-coumaric acid
-
tyrosinase inhibitors from Marrubium cylleneum, phenolic acids
p-coumaric acid
-
clinically used tyrosinase inhibitor
quercetin
-
competitive, IC50: 0.070 mM
quercetin
-
decreases the rate of bioreduction to a greater degree in tyrosinase overexpressing clones
quercetin
-
tyrosinase inhibitors from Marrubium cylleneum, flavones/flavonols
steppogenin
-
competitive inhibitor
steppogenin
-
isolated from the wood of Artocarpus heterophyllus, strong mushroom tyrosinase inhibitory activity
tropolone
-
-
tropolone
-
is known to inhibit tyrosinase by chelating with copper. Shows only slight pH-dependence of tyrosinase inhibition
additional information
-
melan-a cell viability after application of N,N-unsubstituted selenourea derivatives and kojic acid, overview
-
additional information
-
no inhibition by phythyl-1-hexanoate and pentacosanol, both isolated and identified from Trifolium balansae
-
additional information
-
structure, application and importance of inhibitors, overview
-
additional information
-
antibrowning effects of Artocarpus heterophyllus extracts on fresh-cut apple slices tested
-
additional information
-
compounds from Sophora flavescens are further tested for their inhibitory effects on melanogenesis in B16 melanoma cells. MeOH extract fraction, CH2Cl2 fraction, EtOAc fraction and, n-BuOH fraction from Sophora flavescens inhibit L-tyrosine oxidation catalyzed by tyrosinase in concentration dependent manner. EtOAc fraction has more potent inhibitory activity than the other fractions
-
additional information
-
extracts and constituents of Sideroxylon inerme L. stem bark, used in South Africa for skin lightening. Three different extracts (acetone, methanol and dichloromethane) of Sideroxylon inerme L. are evaluated for their inhibitory effect in vitro on the monophenolase and diphenolase activated forms of tyrosinase, using a colorimetric procedure
-
additional information
-
extracts of Antrodia camphorata prepared by 50% extraction and distilled water, and all extracts prepared from Agaricus brasiliensis and Cordyceps militaris show less than 25% inhibition in the reaction mixtures contained 1 mg/ml extracts. No significant inhibitory effect on tyrosinase activity is observed when 0.1 mg/ml extracts are used in the reaction mixture
-
additional information
-
flavonoids and phenylethanoid glycosides show moderate inhibitory activity against tyrosinase (almost 2-3times weaker than kojic acid). In general at lower concentrations activity descends as flavonols > flavones > acylated monoglycosides > monoglycosides > diglycosides
-
additional information
-
it is shown, that tyrosinase is not inhibited by an excess of monophenol or by reductants such as 6BH4, 6.7 di-CH3BH4 and AH2, when the experimental measurements are made in the true steady-state
-
additional information
-
NHOH moiety is important for tyrosinase inhibition
-
additional information
-
suicide inactivation of tyrosinase acting on o-diphenols. A kinetic study of the suicide inactivation of tyrosinase during its action on a variety of substrates is described, and a mechanism is proposed to explain the experimental kinetic results and to throw light on the suicide inactivation step of mushroom tyrosinase
-
additional information
-
the main active moiety interacting with the center of tyrosinase would be thiosemicarbazo group, the inhibitory activity is closely related with thiosemicarbazide moieties and the groups attached on the aromatic ring. The proposed structure of the formed complexes between tyrosinase and synthesized compounds is shown
-
additional information
-
the ranking of the inhibitory potency is physcion > citreorosein = anthraglycoside B = emodin
-
additional information
-
5-(4-(2-butoxyethoxy)benzyl)pyrimidine-2,4,6(1H,3H,5H)-trione is not active against tyrosinase
-
additional information
-
atractylenolide III, isofuranodiene, glechomanolide, and chloranthalactone A exhibit no inhibition against tyrosinase
-
additional information
-
ellagic acid is not an inhibitor of polyphenol oxidase
-
additional information
-
histidine chemical modification of tyrosinase conspicuously inactivates enzyme activity
-
additional information
-
not inhibited by alpha-tocopherol
-
additional information
-
not inhibited by glabridin diacetate, glabridin dihexanoate, glabridin didecanoate, glabridin dipalmitate, and glabridin distearate
-
additional information
-
not inhibited by VLLK and KFEFKFEF
-
additional information
-
the alcoholic extract from seed kernels of Thai mango (Mangifera indica L. cultivar Fahlun) exhibits potent, dose-dependent inhibitory effect on tyrosinase with respect to L-DOPA with IC50 of 0.09863 mg/ml
-
additional information
-
not inhibited by butyric acid
-
additional information
-
automated docking calculations for inhibitor docking to the enzyme structure model, molecular dynamics, overview. Intermolecular interactions and effectiveness of specific inhibition
-
additional information
-
avocado proanthocyanidins, from Persea americana fruits, are a source of tyrosinase inhibitors, they are reversible and competitive inhibitors, structure-activity relationships, and inhibition mechanism, overview. Ligand structure analysis by mass spectroscopy
-
additional information
-
both 4'-hydroxylation and methoxylation of 4-phenylbenzoic acid increase the inhibitory activity of phenylbenzoic acid isomers against mushroom tyrosinase, molecular inhibition mechanism involving the copper ions of the enzyme, overview. Arg268 fixes the angle of the aromatic ring of Phe264, and Val248 and is supposed to interact with the inhibitors as a hydrophobic manner. 4'-Hydroxylation but not methoxylation of 2-phenylbenzoic acid appears inhibitory activity. The interactions of Asn260 and Phe264 in the active site with the adequate-angled biphenyl group are involved in the inhibitory activities of the modified phenylbenzoic acid isomers by parallel and T-shaped Pi-Pi interactions, respectively
-
additional information
carvacrol derivatives as mushroom tyrosinase inhibitors, synthesis, kinetics mechanism and molecular docking studies using crystal structure of mushroom tyrosinase, PDB ID 2Y9X, overview
-
additional information
-
design, synthesis (by incorporating heterocyclic piperazine ring), and inhibitory activity of vanillin derivatives against tyrosinase, molecular docking analysis using the tyrosinase structure PDB ID 2ZWE, overview
-
additional information
-
design, synthesis, kinetic mechanism, and molecular docking studies of 1-pentanoyl-3-arylthioureas as inhibitors of mushroom tyrosinase and free radical scavengers, structure activity relationships, overview
-
additional information
-
hydroxycoumarin derivatives as enzyme inhibitors, molecular docking study, structure-activity relationships, overview
-
additional information
-
inhibition mechanism of mono- and diphenolase activities, overview
-
additional information
-
inhibition of tyrosinase by 4H-chromene analogues, synthesis, kinetic studies, and computational analysis, overview. Dihydropyrano[3,2-b] chromenediones (DHPCs), which are considered 4H-chromenes, are an important class of fused oxygenated heterocycles that are synthesized via a one-pot three-component reaction of kojic acid, an aldehyde and a 1,3-dione. Molecular docking and molecular modeling using the enzyme crystal structure, PDB ID 2Y9X, as template
-
additional information
-
inhibitor screening using surface plasmon resonance (SPR), two-state modeling. Structural changes of the mushroom tyrosinase in the presence of inhibitors are analyzed by circular dichroism spectroscopy
-
additional information
-
inhibitory kinetics of azachalcones and their oximes on mushroom tyrosinase, solid-state-based mechanochemical synthesis process, and analysis of the inhibition mechanism, overview. The 2'-OH group substituted on ring A is an important design element in achieving enhanced tyrosinase inhibition. The presence of a pyridinyl skeleton results in an improved tyrosinase effect. The pyridinyl N-atom of substituted azachalcone derivatives can possibly get protonated at physiological pH or might be available to coordinate the Cu-atoms existing in the tyrosinase active site
-
additional information
-
mushroom tyrosinase and melanogenesis inhibition by N-acetyl-pentapeptides, inhibition kinetics, overview. The compounds inhibits melanogenesis and reduce the melanin content, e.g. in murine B16F10 cells
-
additional information
-
proanthocyanidins extracted from Rhododendron pulchrum fresh leaves, collected from the campus of Jiangxi Normal University (Nanchang, China) in June 2011, are a source of tyrosinase inhibitors, structure, activity, and mechanism, mass spectrometric analysis, overview. Inhibition of monophenolase and diphenolase activity of mushroom tyosinase. Molecular docking of tyrosinase with the ligands using the structure of the oxy tyrosinase from Streptomyces castaneoglobisporus as the initial model for docking simulations
-
additional information
-
structural mechanism of resorcinol inhibitors, overview
-
additional information
-
synthesis of caffeic acid ester morpholines and inhibitory effect on tyrosinase
-
additional information
-
synthesis, computational studies and enzyme inhibitory kinetics of substituted methyl[(2-(4-dimethylamino-benzylidene)-hydrazono)-4-oxo-thiazolidin-5-ylidene]acetates as mushroom tyrosinase inhibitors, pharmacophore modeling and molecular docking studies using mushroom tyrosinase structure, PDB ID 2Y9X, as template, overview. Two-dimensional quantitative structure-activity relationship modeling. Inhibition of the diphenolase activity. The thiazolidinone derivatives are synthesized by condensation of substituted thiosemicarbazones with dimethyl acetylenedicarboxylate 4. The thiosemicarbazones are synthesized as intermediates by acid catalyzed condensation of thiosemicarbazide with a range of substituted aromatic aldehydes
-
additional information
-
the compounds with resorcinol structure can also act as substrates, react with tyrosinase producing reactive quinones
-
additional information
-
the enzyme exhibits a lag period when employed in vitro and it is slowly inactivated by catechol substrates and is rapidly inactivated by resorcinols
-
additional information
-
the inhibition of tyrosinase by analogues of kojic acid, main interactions occurring between inhibitors-tyrosinase complexes and influence of divalent cation (Cu2+) in enzymatic inhibition are analysed using molecular docking, molecular dynamic simulations and linear interaction energy (LIE) method, using the three-dimensional structure of enzyme AbTYR in complex with inhibitor tropolone, PDB 2Y9X, overview. No inhibition by 3-hydroxy-2-methyl-4-pyrone. Tyrosinase displays various inhibition patterns
-
additional information
-
true inhibitors of tyrosinase diminish the rate of action of the enzyme when it acts on either of its physiological substrates, L-tyrosine (monophenolase activity) or L-dopa (diphenolase activity)
-
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0.0025 - 0.018
4-hexylresorcinol
0.0075 - 0.028
ammonium tetramolybdate
0.0008 - 0.0012
Salicylhydroxamic acid
0.0013 - 0.0017
tropolone
0.035
(+)-gallocatechin-3-O-gallate
Agaricus bisporus
-
competitive inhibition
0.034
(-)-epigallocatechin-3-O-gallate
Agaricus bisporus
-
competitive inhibition
0.25
(1E,4E)-1,5-bis(2-fluoro-4-methoxyphenyl)penta-1,4-dien-3-one
Agaricus bisporus
-
IC50 above 0.25 mM
0.25
(1E,4E)-1,5-bis(4-fluorophenyl)penta-1,4-dien-3-one
Agaricus bisporus
-
IC50 above 0.25 mM
0.25
(1E,4E)-1,5-bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one
Agaricus bisporus
-
IC50 above 0.25 mM
0.298
(2-([4-(4-methoxy-benzyloxy)-benzylidene]-hydrazono)-4-oxothiazolidin-5-ylidene)-acetic acid methyl ester
Agaricus bisporus
-
pH 6.8, 25°C, substrate L-DOPA
0.0498
(2-[(5-methyl-furan-2-ylmethylene)-hydrazono]-4-oxothiazolidin-5-ylidene)-acetic acid methyl ester
Agaricus bisporus
-
pH 6.8, 25°C, substrate L-DOPA
1
(2E)-3-(3,4-dihydroxyphenyl)-N-(2-phenylethyl)prop-2-enamide
Agaricus bisporus
-
IC50 above 1 mM
0.35
(2E)-3-(3,4-dihydroxyphenyl)-N-(4-hydroxybenzyl)prop-2-enamide
Agaricus bisporus
-
-
1
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(3,4-dihydroxyphenyl)ethyl]prop-2-enamide
Agaricus bisporus
-
IC50 above 1 mM
0.6
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]prop-2-enamide
Agaricus bisporus
-
-
0.25
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
Agaricus bisporus
-
-
0.2781
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.3218
(2E)-3-(3,4-dimethoxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
1
(2E)-3-(4-chlorophenyl)-N-[2-(4-chlorophenyl)ethyl]prop-2-enamide
Agaricus bisporus
-
IC50 above 1 mM
0.35
(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
Agaricus bisporus
-
IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.03
(2E)-3-(4-hydroxyphenyl)-N-(2-phenylethyl)prop-2-enamide
Agaricus bisporus
-
-
0.5
(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid
Agaricus bisporus
-
-
1
(2E)-3-(4-methoxyphenyl)-N-(1-phenylethyl)prop-2-enamide
Agaricus bisporus
-
IC50 above 1 mM
1
(2E)-3-(4-methoxyphenyl)-N-(2-phenylethyl)prop-2-enamide
Agaricus bisporus
-
IC50 above 1 mM
0.42
(2E)-3-(4-methoxyphenyl)prop-2-enoic acid
Agaricus bisporus
-
-
0.1
(2E)-3-phenyl-N-(1-phenylethyl)prop-2-enamide
Agaricus bisporus
-
IC50 above 0.1 mM
0.1
(2E)-3-phenyl-N-(2-phenylethyl)prop-2-enamide
Agaricus bisporus
-
IC50 above 0.1 mM
2.1
(2E)-3-phenylprop-2-enoic acid
Agaricus bisporus
-
-
12.05 - 20
(2E)-but-2-enoic acid
0.35
(2E)-N-(3,4-dihydroxybenzyl)-3-(3,4-dihydroxyphenyl)prop-2-enamide
Agaricus bisporus
-
-
0.1
(2E)-N-(4-chlorobenzyl)-3-phenylprop-2-enamide
Agaricus bisporus
-
IC50 above 0.1 mM
0.25
(2E)-N-benzyl-3-(3,4-dihydroxyphenyl)prop-2-enamide
Agaricus bisporus
-
-
0.028
(2E)-N-benzyl-3-(4-hydroxyphenyl)prop-2-enamide
Agaricus bisporus
-
-
1
(2E)-N-benzyl-3-(4-methoxyphenyl)prop-2-enamide
Agaricus bisporus
-
IC50 above 1 mM
0.1
(2E)-N-benzyl-3-phenylprop-2-enamide
Agaricus bisporus
-
IC50 above 0.1 mM
0.1
(2E)-N-[2-(4-chlorophenyl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
Agaricus bisporus
-
IC50 above 0.1 mM
1
(2E)-N-[2-(4-chlorophenyl)ethyl]-3-phenylprop-2-enamide
Agaricus bisporus
-
IC50 above 1 mM
0.0054
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.008
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.008
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.0238
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-methoxyphenyl)prop-2-enamide
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.0404
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-phenylprop-2-enamide
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.9 - 4.95
(2E,4E)-hexa-2,4-dienoic acid
0.25
(2E,6E)-2,6-bis[(4-chlorophenyl)methylidene]cyclohexanone
Agaricus bisporus
-
IC50 above 0.25 mM
0.25
(2E,6E)-2,6-bis[(4-hydroxyphenyl)methylidene]cyclohexanone
Agaricus bisporus
-
IC50 above 0.25 mM
0.24
(2R,3R)-taxifolin
Agaricus bisporus
-
-
0.35
(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
Agaricus bisporus
-
IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.35
(2Z)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid
Agaricus bisporus
-
IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.1152
(2Z)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.35
(2Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
Agaricus bisporus
-
IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.35
(2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Agaricus bisporus
-
IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.1213
(2Z)-3-(4-hydroxyphenyl)prop-2-enoic acid
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.35
(2Z)-3-(4-methoxyphenyl)prop-2-enoic acid
Agaricus bisporus
-
IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.35
(2Z)-3-phenylprop-2-enoic acid
Agaricus bisporus
-
IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.0501
(4-oxo-2-[(1H-pyrrol-2-ylmethylene)-hydrazono]-thiazolidin-5-ylidene)-acetic acid methyl ester
Agaricus bisporus
-
pH 6.8, 25°C, substrate L-DOPA
0.208
(4-oxo-2-[(3-phenyl-allylidene)-hydrazono]-thiazolidin-5-ylidene)-acetic acid methyl ester
Agaricus bisporus
-
pH 6.8, 25°C, substrate L-DOPA
0.07905
1,5-bis(4-hydroxyphenyl)-1,4-pentadiene-3-one
Agaricus bisporus
-
-
0.00015
1-(1,4-diacetylphenyl)dithiosemicarbazide
Agaricus bisporus
-
-
0.022
1-(1-(2,4,6-trihydroxyphenyl)ethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00058
1-(1-(2,4-dihydroxyphenyl)ethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00052
1-(1-(4-bromophenyl)ethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00017
1-(1-(4-fluorophenyl)ethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00031
1-(1-(4-hydroxyphenyl)ethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.001
1-(1-(4-isopropylphenyl)ethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00011
1-(1-(4-methoxyphenyl)ethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00042
1-(1-(4-methoxyphenyl)propan-2-ylidene)-thiosemicarbazide
Agaricus bisporus
-
-
0.00042
1-(1-(4-methoxyphenyl)propan-2-ylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00088
1-(1-(pyrazin-2-yl)ethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00082
1-(1-(pyridin-3-yl)ethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00014
1-(1-(thiophen-2-yl)ethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00027
1-(1-p-tolylethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00034
1-(1-phenylethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00024
1-(2,4-dihydroxyphenyl)-3-(2,4-dimethoxy-3-methylphenyl)propane
Agaricus bisporus
-
-
0.00085
1-(2,5-dimethyl-1H-pyrrol-1-yl)thiourea
Agaricus bisporus
-
-
0.0555
1-(2-hydroxy-1,2-diphenylethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.1
1-(2-oxo-1,2-diphenylethylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00062
1-(3-methylbutylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.0151
1-(3-oxocyclohexylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.0027
1-(3-phenylallylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00054
1-(4-(4-hydroxyphenyl)butan-2-ylidene)-thiosemicarbazide
Agaricus bisporus
-
-
0.00054
1-(4-(4-hydroxyphenyl)butan-2-ylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.0027
1-(4-bromophenyl)-3-hydroxyurea
Agaricus bisporus
-
-
0.99
1-(4-fluorophenyl)-ethanone
Agaricus bisporus
-
-
2
1-(4-methoxyphenyl)-ethanone
Agaricus bisporus
-
-
0.0115
1-(4-methylpent-3-en-2-ylidene) thiosemicarbazide
Agaricus bisporus
-
-
0.001
1-(but-2-enylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.00028
1-(butan-2-ylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.000086 - 0.00011
1-(propan-2-ylidene)thiosemicarbazide
0.15
1-(thiophen-2-yl)-ethanone
Agaricus bisporus
-
-
0.00095
1-cyclohexylidenethiosemicarbazide
Agaricus bisporus
-
-
0.000075 - 0.0006
1-cyclopentyl-1-hydroxy-2-oxohydrazine
0.00017
1-cyclopentylidenethiosemicarbazide
Agaricus bisporus
-
-
0.00026 - 0.0022
1-dodecyl-1-hydroxy-2-oxohydrazine
0.00023
1-ethylidenethiosemicarbazide
Agaricus bisporus
-
-
0.77
1-hydroxy-1-methyl-3-(4-nitrophenyl)urea
Agaricus bisporus
-
-
0.0062 - 0.046
1-hydroxy-1-naphthalen-1-yl-2-oxohydrazine
0.00013 - 0.0011
1-hydroxy-2-oxo-1-phenylhydrazine
0.041
1-hydroxy-3-(4-hydroxyphenyl)urea
Agaricus bisporus
-
-
0.032
1-hydroxy-3-(4-methoxyphenyl)urea
Agaricus bisporus
-
-
0.0026
1-hydroxy-3-(4-nitrophenyl)urea
Agaricus bisporus
-
-
0.00029
1-hydroxy-3-phenylurea
Agaricus bisporus
-
-
0.0043
1-hydroxy-3-[4-(trifluoromethyl)phenyl]urea
Agaricus bisporus
-
-
0.026
1-methoxy-3-naphthalen-2-ylthiourea
Agaricus bisporus
-
-
0.0803
1-methylethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.8), at 37°C
0.0078
1-pentanoyl-3-(2,3-dichlorophenyl)thiourea
Agaricus bisporus
-
pH 6.8, 25°C
0.0197
1-pentanoyl-3-(2,4,6-trimethylphenyl)thiourea
Agaricus bisporus
-
pH 6.8, 25°C
0.0101
1-pentanoyl-3-(2,4-dinitrophenyl)thiourea
Agaricus bisporus
-
pH 6.8, 25°C
0.0195
1-pentanoyl-3-(2,6-dibromo-4-fluorophenyl)thiourea
Agaricus bisporus
-
pH 6.8, 25°C
0.0166
1-pentanoyl-3-(3-nitrophenyl)thiourea
Agaricus bisporus
-
pH 6.8, 25°C
0.0065
1-pentanoyl-3-(4-bromo-2-fluorophenyl)thiourea
Agaricus bisporus
-
pH 6.8, 25°C
0.0034
1-pentanoyl-3-(4-bromophenyl)thiourea
Agaricus bisporus
-
pH 6.8, 25°C
0.0023
1-pentanoyl-3-(4-chlorophenyl)thiourea
Agaricus bisporus
-
pH 6.8, 25°C
0.0016
1-pentanoyl-3-(4-methoxyphenyl)thiourea
Agaricus bisporus
-
pH 6.8, 25°C
0.008
1-pentanoyl-3-(4-nitrophenyl)thiourea
Agaricus bisporus
-
pH 6.8, 25°C
0.0002
1-propylidenethiosemicarbazide
Agaricus bisporus
-
-
0.000086
1-[1-(4-methoxyphenyl)ethylidene]thiosemicarbazide
Agaricus bisporus
-
-
0.0063
1-[4-(benzyloxy)phenyl]-3-hydroxyurea
Agaricus bisporus
-
-
0.07
1-[[tert-butyl(dimethyl)silyl]oxy]-3-phenylurea
Agaricus bisporus
-
-
0.582
2'-(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-2-(4-hydroxyphenyl)-2,2',3,3',4a,8a-hexahydro-4H,4'H-3,8'-bichromene-4,4'-dione
Agaricus bisporus
-
-
0.0694
2,2':4',2''-ter-1,3,4-oxadiazole-5,5',5''(4H,4''H)-trithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.0029
2,2':4',2''-ter-1,3,4-thiadiazole-5,5',5''(4H,4''H)-trithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.0431 - 0.0461
2,3,4'-trihydroxy-4-methoxydeoxybenzoin
0.3 - 0.5
2,3,4,4'-tetrahydroxydeoxybenzoin
0.2033 - 0.3
2,3,4-trihydroxy-4'-methoxydeoxybenzoin
0.2613 - 0.3
2,4,4',6-tetrahydroxydeoxybenzoin
0.1359 - 0.1785
2,4,4'-trihydroxydeoxybenzoin
0.08435 - 0.1974
2,4,5-trihydroxy-4'-methoxydeoxybenzoin
0.07105 - 0.2302
2,4,6-trihydroxy-4'-methoxydeoxybenzoin
0.1121 - 0.2397
2,4-dihydroxy-3',4'-dimethoxydeoxybenzoin
0.0788 - 0.1814
2,4-dihydroxy-4'-methoxydeoxybenzoin
0.55
2,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
Agaricus bisporus
-
IC50: 0.550 mM
1.82
2,4-dihydroxy-N-(4-hydroxybenzyl)benzamide
Agaricus bisporus
-
IC50: 1.820 mM
0.00045
2-(2-furanylmethylene)-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.0265
2-(2-hydroxyethoxy)ethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.8), at 37°C
0.0591
2-(2-methoxyethoxy)ethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.8), at 37°C
0.16
2-(3,4-dihydroxy-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl 3,4,5-trihydroxybenzoate
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8) for 10 min at 25°C
0.12
2-(4-fluorophenyl)-quinazolin-4(3H)-one
Agaricus bisporus
-
pH and temperature not specified in the publication
0.0309
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate
Agaricus bisporus
-
pH 6.8, 25°C
0.0161
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
Agaricus bisporus
-
pH 6.8, 25°C
0.0426
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 2,4-dihydroxybenzoate
Agaricus bisporus
-
pH 6.8, 25°C
0.1569
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,4-dihydroxybenzoate
Agaricus bisporus
-
pH 6.8, 25°C
0.0598
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,5-dihydroxybenzoate
Agaricus bisporus
-
pH 6.8, 25°C
0.2012
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 4-hydroxybenzoate
Agaricus bisporus
-
pH 6.8, 25°C
0.00193
2-(phenylmethylene)-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.00122 - 0.0154
2-chlorobenzaldehyde thiosemicarbazone
2.28
2-hydroxy-4-methoxybenzoic acid
Agaricus bisporus
-
-
1.65
2-hydroxy-4-methylbenzoic acid
Agaricus bisporus
-
-
7.9
2-hydroxy-5-methoxybenzoic acid
Agaricus bisporus
-
-
2.15
2-hydroxy-5-methylbenzoic acid
Agaricus bisporus
-
-
2.85
2-Hydroxybenzaldehyde
Agaricus bisporus
-
-
4.3
2-hydroxybenzoic acid
Agaricus bisporus
-
-
0.0749
2-hydroxyethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.8), at 37°C
0.0004
2-hydroxytropone
Agaricus bisporus
-
-
0.0981
2-methoxyethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.8), at 37°C
2.6
2-Methylbenzaldehyde
Agaricus bisporus
-
-
2.56
2-Methylbenzoic acid
Agaricus bisporus
-
-
0.717 - 1.415
2-Methylresorcinol
15
2-oxoglutaric acid
Agaricus bisporus
-
pH 7.0, 25°C
0.0153
2-[(1E,2E)-N-hydroxy-3-(pyridin-2-yl)prop-2-enimidoyl]phenol
Agaricus bisporus
-
pH 6.8, 30°C
0.0127
2-[(1E,2E)-N-hydroxy-3-(pyridin-3-yl)prop-2-enimidoyl]phenol
Agaricus bisporus
-
pH 6.8, 30°C
0.2
2-[(2,3,4-trihydroxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
IC50 above 0.2 mM, in 50 mM phosphate buffer (pH 6.8), at 25°C
0.00018
2-[(2,4-dihydroxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.0065
2-[(2,5-dihydroxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.0875
2-[(2,5-dimethoxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.00033
2-[(2-hydroxy-4-bromophenyl)methylene]thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.00038
2-[(2-hydroxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.1152
2-[(3,4,5-trihydroxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.1455
2-[(3,4,5-trimethoxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.0422
2-[(3,4-dihydroxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.0336
2-[(3,5-dihydroxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.00488
2-[(3-hydroxy-4-methoxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.0039
2-[(3-hydroxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.00568
2-[(3-methoxy-4-hydroxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.00028
2-[(4-bromophenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.00041
2-[(4-hydroxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.00148
2-[(4-methoxyphenyl)methylene]-thiosemicarbazone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.00073
2-[2-(2,4-dihydroxyphenyl)ethyl]-5-(D-xylopyranosyloxy)phenyl D-xylopyranoside
Agaricus bisporus
-
-
0.0016
2-[2-(2,4-dihydroxyphenyl)ethyl]-5-hydroxyphenyl D-xylopyranoside
Agaricus bisporus
-
5times more potent than that of kojic acid
0.0792
2-[2-(2-hydroxyethoxy)ethoxy]ethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.8), at 37°C
0.0676
2-[2-(2-methoxyethoxy)ethoxy]ethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.8), at 37°C
0.0000167
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(2,4-dihydroxyphenyl)prop-2-enoate
Agaricus bisporus
pH 6.8, 25°C
0.0067
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate
Agaricus bisporus
pH 6.8, 25°C
0.0065
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
Agaricus bisporus
pH 6.8, 25°C
0.0077
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-phenylprop-2-enoate
Agaricus bisporus
pH 6.8, 25°C
0.0067
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 2,4-dihydroxybenzoate
Agaricus bisporus
pH 6.8, 25°C
0.0652
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,4,5-trihydroxybenzoate
Agaricus bisporus
pH 6.8, 25°C
0.0159
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,4-dihydroxybenzoate
Agaricus bisporus
pH 6.8, 25°C
0.0938
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,5-dihydroxybenzoate
Agaricus bisporus
pH 6.8, 25°C
0.0149
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3-hydroxybenzoate
Agaricus bisporus
pH 6.8, 25°C
0.0149
2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 4-hydroxybenzoate
Agaricus bisporus
pH 6.8, 25°C
0.001
2-[3-(2,4-dimethoxy-3-methylphenyl)propyl]benzene-1,4-diol
Agaricus bisporus
-
-
0.00112
2alpha,3alpha,23-trihydroxyolean-12-en-28-oic acid
Agaricus bisporus
-
-
0.0114
3'',4''-dihydroglabridin
Agaricus bisporus
-
in 20 mM phosphate buffer (pH 6.8), at 25°C
0.555
3,4,5-trihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
Agaricus bisporus
-
IC50: 0.555 mM
1.18
3,4,5-trihydroxy-N-(4-hydroxybenzyl)benzamide
Agaricus bisporus
-
IC50: 1.180 mM
0.168 - 0.3
3,4-dihydroxy-4'-methoxydeoxybenzoin
0.28
3,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
Agaricus bisporus
-
IC50: 0.280 mM
2
3,4-dihydroxy-N-(4-hydroxybenzyl)benzamide
Agaricus bisporus
-
IC50: 2.0 mM
0.0003
3,4-dihydroxybenzaldehyde-O-ethyloxime
Agaricus bisporus
-
-
0.97
3,4-dihydroxycinnamic acid
Agaricus bisporus
-
-
1
3,4-dimethoxycinnamic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
1
3,4-dimethoxydihydrocinnamic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.705
3,5-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
Agaricus bisporus
-
IC50: 0.705 mM
0.71
3,5-dihydroxy-N-(4-hydroxybenzyl)benzamide
Agaricus bisporus
-
IC50: 0.710 mM
0.27
3-(3',4',5'-trihydroxyphenyl)-6,8-dihydroxycoumarin
Agaricus bisporus
-
in 0.067 M phosphoric acid buffer (pH 6.8), at 25°C
3.68
3-(3-hydroxyphenyl)-2H-chromen-2-one
Agaricus bisporus
-
in 0.067 M phosphoric acid buffer (pH 6.8), at 25°C
0.035
3-cymene
Agaricus bisporus
-
competitive, IC50: 0.035 mM
0.016
3-hydroxy-1-methyl-1-phenylurea
Agaricus bisporus
-
-
3.7
3-Hydroxybenzaldehyde
Agaricus bisporus
-
-
1
3-hydroxycinnamic acid
Agaricus bisporus
-
IC50 above 1 mM
0.0634
3-hydroxyphloretin
Agaricus bisporus
-
exhibits a dose-dependent inhibitory effect on mushroom tyrosinase activity, enzyme kinetics study of 3-hydroxyphloretin as inhibitor with various concentrations of the L-tyrosine substrate (15.625, 31.25, 62.5, 125, 250, 500 microM)
1.8
3-Methoxybenzaldehyde
Agaricus bisporus
-
-
0.45
3-methylbenzaldehyde
Agaricus bisporus
-
-
0.58
3-methylbenzoic acid
Agaricus bisporus
-
-
1.7
3-methylcrotonic acid
Agaricus bisporus
-
-
0.01102
3beta, 23, 24-trihydroxyolean-12-en-28-oic acid
Agaricus bisporus
-
-
0.1
4'-hydroxy-[1,1'-biphenyl]-2-carboxylic acid
Agaricus bisporus
-
pH 6.5, 30°C
0.01059
4'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid
Agaricus bisporus
-
pH 6.5, 30°C
0.0147
4'-hydroxy-[1,1'-biphenyl]-4-carboxylic acid
Agaricus bisporus
-
pH 6.5, 30°C
0.1
4'-methoxy-[1,1'-biphenyl]-2-carboxylic acid
Agaricus bisporus
-
above, pH 6.5, 30°C
0.0153
4'-methoxy-[1,1'-biphenyl]-3-carboxylic acid
Agaricus bisporus
-
pH 6.5, 30°C
0.0153
4'-methoxy-[1,1'-biphenyl]-4-carboxylic acid
Agaricus bisporus
-
pH 6.5, 30°C
0.0024
4,4'-diamino-3-(4-hydroxyphenyl)-1'H-1,3'-bi-1,2,4-triazole-5,5'(4H,4'H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00101
4,4'-diamino-3-(pyridin-4-yl)-1'H-1,3'-bi-1,2,4-triazole-5,5'(4H,4'H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00037
4,4'-ethane-1,2-diyldibenzene-1,3-diol
Agaricus bisporus
-
-
0.075
4-(1-methylethyl)benzaldehyde
Agaricus bisporus
-
-
0.225
4-(1-methylethyl)benzoic acid
Agaricus bisporus
-
-
0.049
4-(benzyloxy)-N'-(hydrazinylcarbonyl)benzohydrazide
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
1.15
4-(hexyloxy)benzoic acid
Agaricus bisporus
-
-
1.4
4-(pentyloxy)benzoic acid
Agaricus bisporus
-
-
1.65
4-butoxybenzoic acid
Agaricus bisporus
-
-
0.038
4-butylbenzaldehyde
Agaricus bisporus
-
-
0.165
4-butylbenzoic acid
Agaricus bisporus
-
-
0.00182 - 0.0067
4-chlorobenzaldehyde thiosemicarbazone
0.1156
4-coumaric acid
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.023
4-ethenylbenzaldehyde
Agaricus bisporus
-
-
0.33
4-ethenylbenzoic acid
Agaricus bisporus
-
-
1.1
4-ethoxybenzoic acid
Agaricus bisporus
-
-
0.095
4-Ethylbenzaldehyde
Agaricus bisporus
-
-
0.29
4-ethylbenzoic acid
Agaricus bisporus
-
-
0.0019 - 0.00931
4-ethylresorcinol
0.0216
4-formyl-2-methoxyphenyl (4-methylpiperazin-1-yl)acetate
Agaricus bisporus
-
pH 6.8, 25°C
0.1014
4-formyl-2-methoxyphenyl (4-phenylpiperazin-1-yl)acetate
Agaricus bisporus
-
pH 6.8, 25°C
0.0789
4-formyl-2-methoxyphenyl chloroacetate
Agaricus bisporus
-
pH 6.8, 25°C
3
4-formylphenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
Agaricus bisporus
-
-
3
4-formylphenyl 2,3,4-tri-O-acetyl-beta-D-allopyranoside
Agaricus bisporus
-
-
3
4-formylphenyl 2,3,4-tri-O-benzyl-beta-D-ribopyranoside
Agaricus bisporus
-
-
3
4-formylphenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside
Agaricus bisporus
-
-
0.62
4-formylphenyl 2,3-O-(1-methylethylidene)-beta-D-allopyranoside
Agaricus bisporus
-
-
0.052
4-formylphenyl 4,6-O-(phenylmethylidene)-beta-D-gulopyranoside
Agaricus bisporus
-
-
0.43
4-formylphenyl 6-O-(dimethoxyphosphoryl)-beta-D-allopyranoside
Agaricus bisporus
-
-
3
4-formylphenyl 6-O-trityl-beta-D-allopyranoside
Agaricus bisporus
-
-
2.54
4-formylphenyl beta-D-allopyranoside
Agaricus bisporus
-
-
0.94
4-formylphenyl beta-D-glucopyranoside
Agaricus bisporus
-
-
0.28
4-formylphenyl beta-D-ribopyranoside
Agaricus bisporus
-
-
2.54
4-formylphenyl-O-beta-D-allopyranoside
Agaricus bisporus
-
-
0.0088
4-heptylbenzaldehyde
Agaricus bisporus
-
-
0.095
4-heptylbenzoic acid
Agaricus bisporus
-
-
0.008
4-hexylbenzaldehyde
Agaricus bisporus
-
-
0.11
4-hexylbenzoic acid
Agaricus bisporus
-
-
0.97
4-hydroxy-3-methoxycinnamic acid
Agaricus bisporus
-
-
1.12 - 1.22
4-hydroxybenzaldehyde
1.3
4-hydroxybenzoic acid
Agaricus bisporus
-
-
3
4-hydroxyphenyl beta-D-xyloside
Agaricus bisporus
-
in 100 mM sodium phosphate buffer (pH 6.8), at 25°C
0.74
4-hydroxyphenyl beta-xylodioside
Agaricus bisporus
-
in 100 mM sodium phosphate buffer (pH 6.8), at 25°C
0.18
4-hydroxyphenyl beta-xylotetraoside
Agaricus bisporus
-
in 100 mM sodium phosphate buffer (pH 6.8), at 25°C
0.48
4-hydroxyphenyl beta-xylotrioside
Agaricus bisporus
-
in 100 mM sodium phosphate buffer (pH 6.8), at 25°C
0.35
4-methoxybenzaldehyde
Agaricus bisporus
-
-
0.42
4-methoxybenzoic acid
Agaricus bisporus
-
-
0.41 - 0.8617
4-methoxycinnamic acid
0.12
4-methylbenzaldehyde
Agaricus bisporus
-
-
0.35
4-methylbenzoic acid
Agaricus bisporus
-
-
0.0011
4-methylresorcinol
Agaricus bisporus
-
pH 7.0, 25°C, inhibition of the diphenolase activity of mushroom tyrosinase
0.01
4-octylbenzaldehyde
Agaricus bisporus
-
-
0.082
4-octylbenzoic acid
Agaricus bisporus
-
-
0.0135
4-pentylbenzaldehyde
Agaricus bisporus
-
-
0.12
4-pentylbenzoic acid
Agaricus bisporus
-
-
0.8 - 1.1
4-phenyl-2-butanol
1.85
4-propoxybenzoic acid
Agaricus bisporus
-
-
0.075
4-propylbenzaldehyde
Agaricus bisporus
-
-
0.235
4-propylbenzoic acid
Agaricus bisporus
-
-
0.038
4-tert-butylbenzaldehyde
Agaricus bisporus
-
-
0.215
4-tert-butylbenzoic acid
Agaricus bisporus
-
-
0.00341
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-allopyranoside
Agaricus bisporus
-
-
0.00041
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-galactopyranoside
Agaricus bisporus
-
-
0.00031
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
Agaricus bisporus
-
-
0.0528
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,4,6-tetrakis-O-(phenylcarbonyl)-beta-D-glucopyranoside
Agaricus bisporus
-
-
0.0365
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,4-tris-O-(phenylcarbonyl)-beta-D-xylopyranoside
Agaricus bisporus
-
-
0.00065
4-[(E)-(carbamothioylhydrazono)methyl]phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside
Agaricus bisporus
-
-
0.00361
4-[(E)-(carbamothioylhydrazono)methyl]phenyl beta-D-allopyranoside
Agaricus bisporus
-
-
0.00296
4-[(E)-(carbamothioylhydrazono)methyl]phenyl beta-D-glucopyranoside
Agaricus bisporus
-
-
0.2
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-allopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-galactopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,4,6-tetrakis-O-(phenylcarbonyl)-beta-D-glucopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,4-tris-O-(phenylcarbonyl)-beta-D-xylopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(hydroxyimino)methyl]phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(hydroxyimino)methyl]phenyl beta-D-allopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(hydroxyimino)methyl]phenyl beta-D-glucopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(methoxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-allopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(methoxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-galactopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(methoxyimino)methyl]phenyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(methoxyimino)methyl]phenyl 2,3,4,6-tetrakis-O-(phenylcarbonyl)-beta-D-glucopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(methoxyimino)methyl]phenyl 2,3,4-tris-O-(phenylcarbonyl)-beta-D-xylopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(methoxyimino)methyl]phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-beta-D-glucopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(methoxyimino)methyl]phenyl beta-D-allopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.2
4-[(E)-(methoxyimino)methyl]phenyl beta-D-glucopyranoside
Agaricus bisporus
-
IC50 above 0.2 mM
0.00043
4-[2-(2,4-dihydroxyphenyl)ethyl]-3-hydroxyphenyl D-xylopyranoside
Agaricus bisporus
-
-
0.024
4-[3-(2-hydroxy-5-methoxyphenyl)propyl]benzene-1,3-diol
Agaricus bisporus
-
-
0.0027 - 0.0238
4-[[hydroxy(nitroso)amino]methyl]benzene-1,3-diol
0.0011 - 0.0137
4-[[hydroxy(nitroso)amino]methyl]phenol
0.0185
5'-(3-hydroxyphenyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00177
5'-(4-hydroxyphenyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00019
5'-(4-hydroxyphenyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00053
5'-(4-[[tert-butyl(dimethyl)silyl]oxy]phenyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00676
5'-(diphenylmethyl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.0052
5'-(diphenylmethyl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.0336
5'-(naphthalen-1-yl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.0142
5'-(pyridin-4-yl)-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00247
5'-(pyridin-4-yl)-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00367
5'-benzyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00494
5'-cyclohexyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00647
5'-phenyl-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00131
5'-phenyl-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00442
5'-[(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)methyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00049
5'-[(5-thioxo-4,5-dihydro-1,3,4-thiadiazol-2-yl)methyl]-2,3'-bi-1,3,4-thiadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.0019
5'-[3-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)propyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00364
5'-[3-(benzyloxy)phenyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00135
5'-[4-(benzyloxy)phenyl]-2,3'-bi-1,3,4-oxadiazole-2',5(4H)-dithione
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.00026 - 0.01861
5,2',4'-trihydroxy-2'',2''-dimethylchromene-(6,7:5'',6'')-flavanone
0.1325
5-(4-(2-(2-methoxyethoxy)ethoxy)benzyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.2
5-(4-(2-(2-methoxyethoxy)ethoxy)benzyl)pyrimidine-2,4,6(1H,3H,5H)trione
Agaricus bisporus
-
IC50 above 0.2 mM, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.0342
5-(4-(2-(2-methoxyethoxy)ethoxy)benzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.1374
5-(4-(2-(2-methoxyethoxy)ethoxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.1793
5-(4-(2-butoxyethoxy)benzyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.1074
5-(4-(2-butoxyethoxy)benzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.04545
5-(4-(2-butoxyethoxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.1559
5-(4-(2-hydroxyethoxy)benzyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.2
5-(4-(2-hydroxyethoxy)benzyl)pyrimidine-2,4,6(1H,3H,5H)-trione
Agaricus bisporus
-
IC50 above 0.2 mM, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.2
5-(4-(2-hydroxyethoxy)benzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
IC50 above 0.2 mM, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.2
5-(4-(2-hydroxyethoxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
Agaricus bisporus
-
IC50 above 0.2 mM, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.1128
5-(4-(2-methoxyethoxy)benzyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.2
5-(4-(2-methoxyethoxy)benzyl)pyrimidine-2,4,6(1H,3H,5H)-trione
Agaricus bisporus
-
IC50 above 0.2 mM, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.02843
5-(4-(2-methoxyethoxy)benzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.07542
5-(4-(2-methoxyethoxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.2
5-(4-(4-methoxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
Agaricus bisporus
-
IC50 above 0.2 mM, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.2
5-(4-(4-methoxybutoxy)benzyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
IC50 above 0.2 mM, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.2
5-(4-(4-methoxyethoxy)benzyl)pyrimidine-2,4,6(1H,3H,5H)-trione
Agaricus bisporus
-
IC50 above 0.2 mM, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.0778
5-(4-(4-methoxyethoxy)benzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.07002
5-(4-hydroxybenzyl)-2-thioxo-dihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.2
5-(4-hydroxybenzyl)pyrimidine-2,4,6(1H,3H,5H)-trione
Agaricus bisporus
-
IC50 above 0.2 mM, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.01449
5-(4-hydroxybenzylidene)-2-thioxo-dihydropyrimidine-4,6(1H,5H)-dione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.01398
5-(4-hydroxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
0.0514 - 0.0516
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
0.98
5-hydroxymethyl-2-furfural
Agaricus bisporus
-
-
0.0422
6-hydroxy-2H-pyran-3-carbaldehyde
Agaricus bisporus
-
-
1.567
6-hydroxy-3-(4'-hydroxyphenyl)coumarin
Agaricus bisporus
-
in 0.067 M phosphoric acid buffer (pH 6.8), at 25°C
0.193
6-hydroxyapigenin
Agaricus bisporus
-
-
0.182
6-hydroxygalangin
Agaricus bisporus
-
-
0.124
6-hydroxykaempferol
Agaricus bisporus
-
-
0.1
7-hydroxy-3-(4-hydroxyphenyl)-2H-chromen-2-one
Agaricus bisporus
-
IC50 above 0.1 mM, in 0.067 M phosphoric acid buffer (pH 6.8), at 25°C
0.0442 - 0.2
8-isoprenyl-5'-geranyl-5,7,2',4'-tetrahydroxy flavanone
0.312
8-O-methyltianmushanol
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 37°C
0.2
9-hydroxy-4-methoxypsoralen
Agaricus bisporus
-
-
0.00078
Ac-KSRFR
Agaricus bisporus
-
pH 6.8, 25°C
0.00081
Ac-KSSFR
Agaricus bisporus
-
pH 6.8, 25°C
0.00075
Ac-RSRFK
Agaricus bisporus
-
pH 6.8, 25°C
0.00029
Ac-RSRFS
Agaricus bisporus
-
pH 6.8, 25°C
0.85
acetophenone
Agaricus bisporus
-
-
0.03
Agaritine
Agaricus bisporus
-
-
0.1
aloesin
Agaricus bisporus
-
-
12
alpha-picolyl heptyl amine
Agaricus bisporus
-
IC50 above 12 mM, in 0.1 M phosphate buffer (pH 6.5)
12
alpha-picolyl pentyl amine
Agaricus bisporus
-
IC50 above 12 mM, in 0.1 M phosphate buffer (pH 6.5)
12
alpha-picolyl propyl amine
Agaricus bisporus
-
IC50 above 12 mM, in 0.1 M phosphate buffer (pH 6.5)
0.0001
anacardic acid
Agaricus bisporus
-
-
0.38
Anisaldehyde
Agaricus bisporus
-
-
0.68
Anisic acid
Agaricus bisporus
-
-
0.006577
arjungenin
Agaricus bisporus
-
-
0.001
arjunilic acid
Agaricus bisporus
-
-
0.001545
artocarpanone
Agaricus bisporus
-
-
0.0005254
artocarpesin
Agaricus bisporus
-
-
0.2009
artocarpetin
Agaricus bisporus
-
-
0.04793
artocarpfuranol
Agaricus bisporus
-
-
0.273
baicalein
Agaricus bisporus
-
-
0.0011
bayogenin
Agaricus bisporus
-
-
0.8
benzaldehyde
Agaricus bisporus
-
-
1
benzoic acid
Agaricus bisporus
-
-
1.5 - 2
benzylideneacetone
6.3
beta-arbutin
Agaricus bisporus
-
-
9.5
beta-picolyl heptyl amine
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.5)
12
beta-picolyl pentyl amine
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.5)
12
beta-picolyl propyl amine
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.5)
1.44
betulin
Agaricus bisporus
-
-
0.00214
betulinic acid
Agaricus bisporus
-
-
25
Bromoacetate
Agaricus bisporus
-
-
0.06028
brosimone I
Agaricus bisporus
-
-
0.00043 - 0.00057
broussonin C
0.35
bufobutanoic acid
Agaricus bisporus
-
IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.0089
campestrol
Agaricus bisporus
-
isolated from Trifolium balansae, NMR structure identification, IC50: 0.00890 mM
0.09438
carpachromene
Agaricus bisporus
-
-
0.1666
cudraflavone B
Agaricus bisporus
-
-
0.26
cumic acid
Agaricus bisporus
-
-
0.05
cuminaldehyde
Agaricus bisporus
-
-
0.06873
cyanomaclurin
Agaricus bisporus
-
-
0.092
cyclomorusin
Agaricus bisporus
-
for monophenolase activity
0.58
D-ascorbic acid-6-p-hydroxybenzoic acid ester
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8) for 10 min at 25°C
0.194
daedalin A
Agaricus bisporus
-
-
0.017
davanol
Agaricus bisporus
-
competitive, IC50: 0.017 mM
1
dihydro-4-coumaric acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
1
dihydro-4-methoxycinnamic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
1
dihydrocaffeic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
1
dihydrocinnamic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
1
dihydroferulic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.1957
dihydroisoferulic acid
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.01035
dihydromorin
Agaricus bisporus
-
-
1
dihydrosinapic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.034
dillapiole
Agaricus bisporus
-
competitive, IC50: 0.034 mM
0.0655
epigallocatechin gallate
Agaricus bisporus
-
-
0.00312
erythrodiol
Agaricus bisporus
-
-
0.0363
ethyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.8), at 37°C
0.11
farnesic acid
Agaricus bisporus
-
-
1
ferulic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.00179 - 0.00748
flemichin D
0.00101 - 0.0195
fleminchalcone A
0.0184 - 0.0326
fleminchalcone B
0.00128 - 0.00522
fleminchalcone C
6.8
gamma-picolyl heptyl amine
Agaricus bisporus
-
-
4.2
gamma-picolyl pentyl amine
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.5)
5.8
gamma-picolyl propyl amine
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.5)
1.62
geranial
Agaricus bisporus
-
-
0.01858
glabridin
Agaricus bisporus
-
in 20 mM phosphate buffer (pH 6.8), at 25°C
16.08
hesperidin
Agaricus bisporus
-
-
3.35 - 13.2
hexanoic acid
0.01348 - 1.09
hydroquinone
0.0006628
isoartocarpesin
Agaricus bisporus
-
-
0.1149
isoferulic acid
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.0155 - 0.0228
kazinol C
0.00096 - 0.0017
kazinol F
0.0179 - 0.0269
kazinol S
3.6
KFEKKFEK
Agaricus bisporus
-
in 0.67 mM potassium phosphate buffer (pH 6.8), at 37°C
0.00496 - 0.0204
khonklonginol H
0.88
kuraridinol
Agaricus bisporus
-
potent tyrosinase inhibitory activity
0.0022
kurarinone
Agaricus bisporus
-
-
0.135
kuwanon C
Agaricus bisporus
-
for monophenolase activity
2.73
L-Pro-L-Leu-Gly
Agaricus bisporus
-
in 0.67 mM potassium phosphate buffer (pH 6.8), at 37°C
2.24
lupeol
Agaricus bisporus
-
-
0.0112 - 0.0841
lupinifolin
0.0017
maslinic acid
Agaricus bisporus
-
-
0.349
methyl (Z)-2-((E)-2-(((E)-(5-bromothiophen-2-yl)methylene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate
Agaricus bisporus
-
pH 6.8, 25°C, substrate L-DOPA
0.101
methyl (Z)-2-((E)-2-(((E)-4-(dimethylamino)benzylidene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate
Agaricus bisporus
-
pH 6.8, 25°C, substrate L-DOPA
0.002345
methyl arjunolate
Agaricus bisporus
-
-
0.0074 - 0.0646
moracin M
0.0825 - 0.2
moracinoside M
2.32
morin
Agaricus bisporus
-
competitive, IC50: 2.320 mM
0.088
mormin
Agaricus bisporus
-
for monophenolase activity
0.25
morusin
Agaricus bisporus
-
for monophenolase activity
0.027
N',N'''-benzene-1,4-diylbis(1-hydroxyurea)
Agaricus bisporus
-
-
0.1772
N'-(hydrazinylcarbonyl)-4-hydroxybenzohydrazide
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.996
N'-(hydrazinylcarbonyl)naphthalene-2-carbohydrazide
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 25°C
0.17 - 0.23
N,N-unsubstituted selenourea derivatives
Agaricus bisporus
-
55.5% inhibition at 0.2 mM, IC50: 0.17-0.23 mM
-
0.029
N-(2,4-dihydroxybenzyl)-2,4-dihydroxybenzamide
Agaricus bisporus
-
IC50: 0.029 mM
0.017
N-(2,4-dihydroxybenzyl)-3,4,5-trihydroxybenzamide
Agaricus bisporus
-
IC50: 0.017 mM
0.011
N-(2,4-dihydroxybenzyl)-3,4-dihydroxybenzamide
Agaricus bisporus
-
IC50: 0.011 mM
0.0022
N-(2,4-dihydroxybenzyl)-3,5-dihydroxybenzamide
Agaricus bisporus
-
IC50: 0.0022 mM
1.66
N-benzyl-2,4-dihydroxybenzamide
Agaricus bisporus
-
IC50: 1.660 mM
0.78
N-benzyl-3,4,5-trihydroxybenzamide
Agaricus bisporus
-
IC50: 0.780 mM
2
N-benzyl-3,4-dihydroxybenzamide
Agaricus bisporus
-
IC50: 2.0 mM
0.7
N-benzyl-3,5-dihydroxybenzamide
Agaricus bisporus
-
IC50: 0.700 mM
1.99
N-benzylamide
Agaricus bisporus
-
IC50: 1.990 mM
0.17
N-hydroxy-N-(phenylcarbamoyl)acetamide
Agaricus bisporus
-
-
0.0018
N-phenylthiourea
Agaricus bisporus
-
-
0.1274 - 0.2
neocyclomorusin
1.49
nobiletin
Agaricus bisporus
-
-
0.0012 - 0.4647
norartocarpetin
2.15 - 3.06
octanoic acid
0.4
octyl (2E)-3-(5-hydroxy-4-oxo-4H-pyran-2-yl)prop-2-enoate
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.8), at 37°C
0.001 - 0.0012
oxyresveratrol
0.2 - 3.65
p-coumaric acid
0.3506
p-hydroxybenzyl alcohol
Agaricus bisporus
-
-
0.17
Phenylthiourea
Agaricus bisporus
-
IC50: 0.17 mM
0.346
procyanidin B1
Agaricus bisporus
-
-
0.07
quercetin
Agaricus bisporus
-
competitive, IC50: 0.070 mM
0.123
RADSRADC
Agaricus bisporus
-
in 0.67 mM potassium phosphate buffer (pH 6.8), at 37°C
0.35
serotonin
Agaricus bisporus
-
IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C
8
SFLLRN
Agaricus bisporus
-
in 0.67 mM potassium phosphate buffer (pH 6.8), at 37°C
1
Sinapic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.0047
sophoraflavanone G
Agaricus bisporus
-
-
1.13
soyacerebroside I
Agaricus bisporus
-
-
0.0005733 - 0.0265
steppogenin
0.00239
stigmast-5-ene-3beta,26-diol
Agaricus bisporus
-
isolated from Trifolium balansae, NMR structure identification, IC50: 0.00239 mM
0.00525
stigmast-5-ene-3beta-ol
Agaricus bisporus
-
isolated from Trifolium balansae, NMR structure identification, IC50: 0.00525 mM
0.358
tianmushanol
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 37°C
0.85
trans-cinnamaldehyde
Agaricus bisporus
-
-
0.14 - 2.3
trans-geranic acid
506.8
trifolirhizin
Agaricus bisporus
-
moderate inhibitory activity
0.0004 - 0.00042
tropolone
0.42
umbelliferone
Agaricus bisporus
-
in 0.067 M phosphoric acid buffer (pH 6.8), at 25°C
0.04
YRSRKYSSWY
Agaricus bisporus
-
in 0.67 mM potassium phosphate buffer (pH 6.8), at 37°C
0.00697
[1,1''-biphenyl]-3-carboxylic acid
Agaricus bisporus
-
pH 6.5, 30°C
0.1
[1,1'-biphenyl]-2-carboxylic acid
Agaricus bisporus
-
above, pH 6.5, 30°C
0.06324
[1,1'-biphenyl]-4-carboxylic acid
Agaricus bisporus
-
pH 6.5, 30°C
0.0753
[2-(furan-2-ylmethylene-hydrazono)-4-oxo-thiazolidin-5-ylidene]-acetic acid methyl ester
Agaricus bisporus
-
pH 6.8, 25°C, substrate L-DOPA
0.142
[2-[(4-benzyloxy-benzylidene)-hydrazono]-4-oxo-thiazolidin-5-ylidene]-acetic acid methyl ester
Agaricus bisporus
-
pH 6.8, 25°C, substrate L-DOPA
0.0032
[4-oxo-2-(pyridin-4-ylmethylene-hydrazono)-thiazolidin-5-ylidene]-acetic acid methyl ester
Agaricus bisporus
-
pH 6.8, 25°C, substrate L-DOPA
additional information
additional information
-
0.0025
4-hexylresorcinol
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, partially purified)
0.018
4-hexylresorcinol
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, crude powder, lot 105k7026)
0.0075
ammonium tetramolybdate
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, partially purified)
0.028
ammonium tetramolybdate
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, crude powder, lot 105k7026)
0.21
esculetin
Agaricus bisporus
Worthington mushroom tyrosinase (WMT, crude powder, lot 33H6588Q)
0.225
esculetin
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, crude powder, lot 105k7026)
0.025
kojic acid
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, partially purified)
0.03
kojic acid
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, crude powder, lot 105k7026)
0.045
kojic acid
Agaricus bisporus
Worthington mushroom tyrosinase (WMT, crude powder, lot 33H6588Q)
0.04
Methimazole
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, crude powder, lot 105k7026)
0.047
Methimazole
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, partially purified)
0.0008
Salicylhydroxamic acid
Agaricus bisporus
Worthington mushroom tyrosinase (WMT, crude powder, lot 33H6588Q)
0.0009
Salicylhydroxamic acid
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, partially purified)
0.0012
Salicylhydroxamic acid
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, crude powder, lot 105k7026)
0.0013
tropolone
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, crude powder, lot 105k7026)
0.0017
tropolone
Agaricus bisporus
Sigma mushroom tyrosinase (SMT, partially purified)
12.05
(2E)-but-2-enoic acid
Agaricus bisporus
-
value for inhibition of diphenolase activity, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
20
(2E)-but-2-enoic acid
Agaricus bisporus
-
value for inhibition of monophenolase activity, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.9
(2E,4E)-hexa-2,4-dienoic acid
Agaricus bisporus
-
value for inhibition of diphenolase activity, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
4.95
(2E,4E)-hexa-2,4-dienoic acid
Agaricus bisporus
-
value for inhibition of monophenolase activity, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.000086
1-(propan-2-ylidene)thiosemicarbazide
Agaricus bisporus
-
most potent inhibitor
0.00011
1-(propan-2-ylidene)thiosemicarbazide
Agaricus bisporus
-
-
0.000075
1-cyclopentyl-1-hydroxy-2-oxohydrazine
Agaricus bisporus
-
at pH 5.8
0.0006
1-cyclopentyl-1-hydroxy-2-oxohydrazine
Agaricus bisporus
-
at pH 6.8
0.00026
1-dodecyl-1-hydroxy-2-oxohydrazine
Agaricus bisporus
-
at pH 5.8
0.0022
1-dodecyl-1-hydroxy-2-oxohydrazine
Agaricus bisporus
-
at pH 6.8
0.0062
1-hydroxy-1-naphthalen-1-yl-2-oxohydrazine
Agaricus bisporus
-
at pH 5.8
0.046
1-hydroxy-1-naphthalen-1-yl-2-oxohydrazine
Agaricus bisporus
-
-
0.00013
1-hydroxy-2-oxo-1-phenylhydrazine
Agaricus bisporus
-
at pH 5.8
0.0011
1-hydroxy-2-oxo-1-phenylhydrazine
Agaricus bisporus
-
at pH 6.8
0.0431
2,3,4'-trihydroxy-4-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 1.5 h
0.04337
2,3,4'-trihydroxy-4-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 0.5 h
0.0461
2,3,4'-trihydroxy-4-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 2.5 h
0.3
2,3,4,4'-tetrahydroxydeoxybenzoin
Agaricus bisporus
-
IC50 above 0.3 mM, at incubation interval of 0.5 h
0.3
2,3,4,4'-tetrahydroxydeoxybenzoin
Agaricus bisporus
-
IC50 above 0.3 mM, at incubation interval of 1.5 h
0.5
2,3,4,4'-tetrahydroxydeoxybenzoin
Agaricus bisporus
-
IC50 above 0.5 mM, at incubation interval of 2.5 h
0.2033
2,3,4-trihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 1.5 h
0.2119
2,3,4-trihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 2.5 h
0.3
2,3,4-trihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
IC50 above 0.3 mM, at incubation interval of 0.5 h
0.2613
2,4,4',6-tetrahydroxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 2.5 h
0.3
2,4,4',6-tetrahydroxydeoxybenzoin
Agaricus bisporus
-
IC50 above 0.3 mM, at incubation interval of 0.5 h
0.3
2,4,4',6-tetrahydroxydeoxybenzoin
Agaricus bisporus
-
IC50 above 0.3 mM, at incubation interval of 1.5 h
0.1359
2,4,4'-trihydroxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 1.5 h
0.1724
2,4,4'-trihydroxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 2.5 h
0.1785
2,4,4'-trihydroxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 0.5 h
0.08435
2,4,5-trihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 0.5 h
0.1442
2,4,5-trihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 1.5 h
0.1974
2,4,5-trihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 2.5 h
0.07105
2,4,6-trihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 0.5 h
0.2139
2,4,6-trihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 1.5 h
0.2302
2,4,6-trihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 2.5 h
0.1121
2,4-dihydroxy-3',4'-dimethoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 0.5 h
0.2091
2,4-dihydroxy-3',4'-dimethoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 1.5 h
0.2397
2,4-dihydroxy-3',4'-dimethoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 2.5 h
0.0788
2,4-dihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 0.5 h
0.1604
2,4-dihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 1.5 h
0.1814
2,4-dihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 2.5 h
0.00122
2-chlorobenzaldehyde thiosemicarbazone
Agaricus bisporus
-
using L-Dopa as substrate, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.0154
2-chlorobenzaldehyde thiosemicarbazone
Agaricus bisporus
-
using L-tyrosine as substrate, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.717
2-Methylresorcinol
Agaricus bisporus
-
pH 7.0, 25°C, inhibition of the diphenolase activity of mushroom tyrosinase
1.415
2-Methylresorcinol
Agaricus bisporus
-
pH 7.0, 25°C, inhibition of the monophenolase activity of mushroom tyrosinase
0.168
3,4-dihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 1.5 h
0.1777
3,4-dihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
at incubation interval of 2.5 h
0.3
3,4-dihydroxy-4'-methoxydeoxybenzoin
Agaricus bisporus
-
IC50 above 0.3 mM, at incubation interval of 0.5 h
0.00182
4-chlorobenzaldehyde thiosemicarbazone
Agaricus bisporus
-
using L-Dopa as substrate, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.0067
4-chlorobenzaldehyde thiosemicarbazone
Agaricus bisporus
-
using L-tyrosine as substrate, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.0019
4-ethylresorcinol
Agaricus bisporus
-
pH 7.0, 25°C, inhibition of the monophenolase activity of mushroom tyrosinase
0.0033
4-ethylresorcinol
Agaricus bisporus
-
pH 7.0, 25°C, inhibition of the diphenolase activity of mushroom tyrosinase
0.00931
4-ethylresorcinol
Agaricus bisporus
-
pH 7.0, 25°C, inhibition of the monophenolase activity of mushroom tyrosinase
1.12
4-hydroxybenzaldehyde
Agaricus bisporus
-
-
1.15
4-hydroxybenzaldehyde
Agaricus bisporus
-
-
1.22
4-hydroxybenzaldehyde
Agaricus bisporus
-
in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 25°C
1.22
4-hydroxybenzaldehyde
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.41
4-methoxycinnamic acid
Agaricus bisporus
-
-
0.41
4-methoxycinnamic acid
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
0.8617
4-methoxycinnamic acid
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.8
4-phenyl-2-butanol
Agaricus bisporus
-
inhibition of diphenolase activity of the enzyme, pH and temperature not specified in the publication
1.1
4-phenyl-2-butanol
Agaricus bisporus
-
inhibition of monophenolase activity of the enzyme, pH and temperature not specified in the publication
0.0027
4-[[hydroxy(nitroso)amino]methyl]benzene-1,3-diol
Agaricus bisporus
-
at pH 5.8
0.0238
4-[[hydroxy(nitroso)amino]methyl]benzene-1,3-diol
Agaricus bisporus
-
at pH 6.8
0.0011
4-[[hydroxy(nitroso)amino]methyl]phenol
Agaricus bisporus
-
at pH 5.8
0.0137
4-[[hydroxy(nitroso)amino]methyl]phenol
Agaricus bisporus
-
at pH 6.8
0.00026
5,2',4'-trihydroxy-2'',2''-dimethylchromene-(6,7:5'',6'')-flavanone
Agaricus bisporus
-
value for inhibition of diphenolase activity using L-tyrosine as substrate, in 50 mM phosphate buffer, pH 6.5, at 37°C
0.01861
5,2',4'-trihydroxy-2'',2''-dimethylchromene-(6,7:5'',6'')-flavanone
Agaricus bisporus
-
value for inhibition of monophenolase activity using L-Dopa as substrate, in 50 mM phosphate buffer, pH 6.5, at 37°C
0.0514
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.0516
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.0442
8-isoprenyl-5'-geranyl-5,7,2',4'-tetrahydroxy flavanone
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
8-isoprenyl-5'-geranyl-5,7,2',4'-tetrahydroxy flavanone
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.0985
albafuran A
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
albafuran A
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.04
arbutin
Agaricus bisporus
-
-
0.201
arbutin
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.2105
arbutin
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.3292
arbutin
Agaricus bisporus
-
-
0.672
arbutin
Agaricus bisporus
-
daedalin A is 3times more potent than arbutin
7.3
arbutin
Agaricus bisporus
-
-
8.4
arbutin
Agaricus bisporus
-
-
10.4
arbutin
Agaricus bisporus
-
-
27.31
arbutin
Agaricus bisporus
-
-
548
arbutin
Agaricus bisporus
-
-
0.6
benzylacetone
Agaricus bisporus
-
inhibition of diphenolase activity of the enzyme, pH and temperature not specified in the publication
2.8
benzylacetone
Agaricus bisporus
-
inhibition of monophenolase activity of the enzyme, pH and temperature not specified in the publication
1.5
benzylideneacetone
Agaricus bisporus
-
inhibition of monophenolase activity of the enzyme, pH and temperature not specified in the publication
2
benzylideneacetone
Agaricus bisporus
-
inhibition of diphenolase activity of the enzyme, pH and temperature not specified in the publication
0.00043
broussonin C
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.00057
broussonin C
Agaricus bisporus
-
using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.4
caffeic acid
Agaricus bisporus
-
-
1
caffeic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.02
cefazolin
Agaricus bisporus
-
for diphenolase activity of tyrosinase, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
7
cefazolin
Agaricus bisporus
-
for monophenolase activity of tyrosinase, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.13
cefodizime
Agaricus bisporus
-
for monophenolase activity of tyrosinase, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.21
cefodizime
Agaricus bisporus
-
for diphenolase activity of tyrosinase, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
1
Cinnamic acid
Agaricus bisporus
-
IC50 above 1 mM
1
Cinnamic acid
Agaricus bisporus
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.00179
flemichin D
Agaricus bisporus
-
with L-tyrosine as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.00748
flemichin D
Agaricus bisporus
-
with L-DOPA as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.00101
fleminchalcone A
Agaricus bisporus
-
with L-tyrosine as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.0195
fleminchalcone A
Agaricus bisporus
-
with L-DOPA as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.0184
fleminchalcone B
Agaricus bisporus
-
with L-tyrosine as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.0326
fleminchalcone B
Agaricus bisporus
-
with L-DOPA as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.00128
fleminchalcone C
Agaricus bisporus
-
with L-tyrosine as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.00522
fleminchalcone C
Agaricus bisporus
-
with L-DOPA as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
3.35
hexanoic acid
Agaricus bisporus
-
value for inhibition of diphenolase activity, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
13.2
hexanoic acid
Agaricus bisporus
-
value for inhibition of monophenolase activity, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.01348
hydroquinone
Agaricus bisporus
-
value for inhibition of diphenolase activity using L-tyrosine as substrate, in 50 mM phosphate buffer, pH 6.5, at 37°C
0.037
hydroquinone
Agaricus bisporus
-
-
0.0916
hydroquinone
Agaricus bisporus
-
-
1.09
hydroquinone
Agaricus bisporus
-
value for inhibition of monophenolase activity using L-Dopa as substrate, in 50 mM phosphate buffer, pH 6.5, at 37°C
0.23
kaempferol
Agaricus bisporus
-
-
0.23
kaempferol
Agaricus bisporus
-
competitive, IC50: 0.230 mM
0.262
kaempferol
Agaricus bisporus
-
-
0.0155
kazinol C
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.0228
kazinol C
Agaricus bisporus
-
using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.1647
kazinol D
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
kazinol D
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.00096
kazinol F
Agaricus bisporus
-
using L-tyrosine as substrate, using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.0017
kazinol F
Agaricus bisporus
-
using L-DOPA as substrate, using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.0179
kazinol S
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.0269
kazinol S
Agaricus bisporus
-
using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.1031
kazinol T
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
kazinol T
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.00496
khonklonginol H
Agaricus bisporus
-
with L-tyrosine as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.0204
khonklonginol H
Agaricus bisporus
-
with L-DOPA as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.0074
kojic acid
Agaricus bisporus
-
-
0.008
kojic acid
Agaricus bisporus
-
-
0.0123
kojic acid
Agaricus bisporus
-
with L-tyrosine as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.01476
kojic acid
Agaricus bisporus
-
in 20 mM phosphate buffer (pH 6.8), at 25°C
0.0163
kojic acid
Agaricus bisporus
-
IC50: 0.0163 mM
0.0163
kojic acid
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.01667
kojic acid
Agaricus bisporus
-
-
0.01667
kojic acid
Agaricus bisporus
-
IC50: 0.01667 mM
0.01857
kojic acid
Agaricus bisporus
-
value for inhibition of monophenolase activity using L-Dopa as substrate, in 50 mM phosphate buffer, pH 6.5, at 37°C
0.0372
kojic acid
Agaricus bisporus
-
-
0.0373
kojic acid
Agaricus bisporus
-
pH 6.8, 30°C
0.0373
kojic acid
Agaricus bisporus
-
with L-DOPA as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.06655
kojic acid
Agaricus bisporus
-
-
0.0716
kojic acid
Agaricus bisporus
-
-
0.075
kojic acid
Agaricus bisporus
-
-
0.0752
kojic acid
Agaricus bisporus
-
-
0.129
kojic acid
Agaricus bisporus
-
value for inhibition of diphenolase activity using L-tyrosine as substrate, in 50 mM phosphate buffer, pH 6.5, at 37°C
0.13
kojic acid
Agaricus bisporus
-
-
0.1328
kojic acid
Agaricus bisporus
-
at incubation interval of 0.5 h
0.2251
kojic acid
Agaricus bisporus
-
at incubation interval of 1.5 h
0.243
kojic acid
Agaricus bisporus
-
in 50 mM Na-phosphate buffer (pH 6.8), at 37°C
0.277
kojic acid
Agaricus bisporus
-
IC50: 0.277 mM
0.323
kojic acid
Agaricus bisporus
-
in 0.1 M phosphate buffer (pH 6.8), at 37°C
0.3881
kojic acid
Agaricus bisporus
-
-
0.4383
kojic acid
Agaricus bisporus
-
at incubation interval of 2.5 h
0.68
kojic acid
Agaricus bisporus
-
-
0.0001
kurarinol
Agaricus bisporus
-
-
8.6
kurarinol
Agaricus bisporus
-
potent tyrosinase inhibitory activity
0.1318
kuwanon A
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
kuwanon A
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.0475
kuwanon E
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
kuwanon E
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
kuwanon U
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
kuwanon U
Agaricus bisporus
-
IC50 above 0.2 mM, using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.00368
L-mimosine
Agaricus bisporus
-
-
0.00368
L-mimosine
Agaricus bisporus
-
IC50: 0.00368 mM
0.0112
lupinifolin
Agaricus bisporus
-
with L-tyrosine as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.0841
lupinifolin
Agaricus bisporus
-
with L-DOPA as substrate, in 0.05 M phosphate buffer (pH 6.8), at 30°C
0.0074
moracin M
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.0646
moracin M
Agaricus bisporus
-
using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.1603
moracin N
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
moracin N
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.0825
moracinoside M
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
moracinoside M
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
morusinol
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
morusinol
Agaricus bisporus
-
IC50 above 0.2 mM, using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.1274
neocyclomorusin
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
neocyclomorusin
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.0012
norartocarpetin
Agaricus bisporus
-
for monophenolase activity
0.0012
norartocarpetin
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.2
norartocarpetin
Agaricus bisporus
-
IC50 above 0.2 mM, using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.4647
norartocarpetin
Agaricus bisporus
-
-
2.15
octanoic acid
Agaricus bisporus
-
value for inhibition of diphenolase activity, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
3.06
octanoic acid
Agaricus bisporus
-
value for inhibition of monophenolase activity, in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.001
oxyresveratrol
Agaricus bisporus
-
-
0.0012
oxyresveratrol
Agaricus bisporus
-
pH 7.0, 25°C
0.2
p-coumaric acid
Agaricus bisporus
-
-
3.65
p-coumaric acid
Agaricus bisporus
-
-
0.652
resorcinol
Agaricus bisporus
-
pH 7.0, 25°C, inhibition of the diphenolase activity of mushroom tyrosinase
1.125
resorcinol
Agaricus bisporus
-
pH 7.0, 25°C, inhibition of the monophenolase activity of mushroom tyrosinase
0.0005733
steppogenin
Agaricus bisporus
-
-
0.0013
steppogenin
Agaricus bisporus
-
using L-tyrosine as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
0.0265
steppogenin
Agaricus bisporus
-
using L-DOPA as substrate, in 0.25 M phosphate buffer (pH 6.8), at 30°C
2
Thiosemicarbazide
Agaricus bisporus
-
-
2
Thiosemicarbazide
Agaricus bisporus
-
IC50 aboe 2.0 mM, in 50 mM phosphate buffer (pH 6.8), at 25°C
0.14
trans-geranic acid
Agaricus bisporus
-
isomer 1
2.3
trans-geranic acid
Agaricus bisporus
-
isomer 2
0.0004
tropolone
Agaricus bisporus
-
-
0.00042
tropolone
Agaricus bisporus
-
in 50 mM phosphate buffer (pH 6.8), at 25°C
additional information
additional information
Agaricus bisporus
-
1-hydroxy-2-oxo-1-phenylhydrazine displays competitive inhibition at pH 6.8 and 5.8, all the other N-substituted N-nitrosohydroxylamines show a different type of inhibition at pH 6.8. and 5.8
-
additional information
additional information
Agaricus bisporus
-
daedalin A also shows 1,1-diphenyl-2-picrylhydrazyl scavenging activity (IC50: 16.9 microM) and superoxide anion scavenging activity (IC50: 28.5 microM)
-
additional information
additional information
Agaricus bisporus
-
Ganoderma lucidum exhibits significant inhibition of tyrosinase activity, IC50 value 0.32 mg/ml
-
additional information
additional information
Agaricus bisporus
-
IC50 values for N-phenylurea, 1-(2,4-dimethoxyphenyl)-3-hydroxyurea, 1-(4-butoxyphenyl)-3-hydroxyurea, 3-(4-bromophenyl)-1-hydroxy-1-methylurea, 1-methoxy-3-phenylurea, 1-hydroxy-1-methyl-3-phenylurea, 1-hydroxy-1,3-dimethyl-3-phenylurea, 3-methoxy-1-methyl-1-phenylurea, 1-hydroxy-3-phenylthiourea, 1-methoxy-3-(4-nitrophenyl)thiourea are above 1 mM
-
additional information
additional information
Agaricus bisporus
-
IC50-value for petroleum ether: 8.09 mg/ml, IC50-value for crude ethanol phase (ECPE): 7.53 mg/ml, IC50-value for macroporus adsorption resin (FGRE): 4.80 mg/ml
-
additional information
additional information
Agaricus bisporus
-
IC50-values above 1 mM for artocarpin, cycloartocarpin, and cycloartocarpesin
-
additional information
additional information
Agaricus bisporus
-
methanolic and acetonic extracts of the stem bark of Sideroxylon inerme show significant inhibition of monophenolase activity (IC50 values of 63 microg/ml and 82 microg/ml). The methanolic extract also exhibits 37% reduction of melanin content at 6.2 microg/ml in melanocytes without being significantly toxic to the cells
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Nelson, R.M.; Mason, H.S.
Tyrosinase (mushroom)
Methods Enzymol.
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626-632
1970
Agaricus bisporus
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brenda
Vanneste, W.H.; Zuberb hler, A.
Copper-containing oxygenases
Mol. Mech. Oxygen Activ. (Hayaishi, O., ed.) Academic Press, New York
New York
371-404
1974
Agaricus bisporus, Mammalia, Mushroom
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brenda
Strothkamp, K.; Jolly, R.; Mason, H.S.
Quaternary structure of mushroom tyrosinase
Biochem. Biophys. Res. Commun.
70
519-524
1976
Agaricus bisporus
brenda
Naish-Byfield, S.; Cooksey, C.J.; Riley, P.A.
Oxidation of monohydric phenol substrates by tyrosinase: effect of dithiothreitol on kinetics
Biochem. J.
304
155-162
1994
Agaricus bisporus
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brenda
Rescigno, A.; Sanjust, E.; Soddu, G.; Rinaldi, A.C.; Sollai, F.; Curreli, N.; Rinaldi, A.
Effect of 3-hydroxyanthranilic acid on mushroom tyrosinase activity
Biochim. Biophys. Acta
1384
268-276
1998
Agaricus bisporus
brenda
Espin, J.C.; Jolivet, S.; Wichers, H.J.
Kinetic Study of the Oxidation of g-L-Glutaminyl-4-hydroxybenzene Catalyzed by Mushroom (Agaricus bisporus) Tyrosinase
J. Agric. Food Chem.
47
3495-3502
1999
Agaricus bisporus
brenda
Espin, J.C.; Varon, R.; Fenoll, L.G.; Gilabert, M.A.; Garcia-Ruiz, P.A.; Tudela, J.; Garcia-Canovas, F.
Kinetic characterization of the substrate specificity and mechanism of mushroom tyrosinase
Eur. J. Biochem.
267
1270-1279
2000
Agaricus bisporus
brenda
Shi, Y.L.; Benzie, I.F.F.; Buswell, J.A.
Role of tyrosinase in the genoprotective effect of the edible mushroom, Agaricus bisporus
Life Sci.
70
1595-1608
2002
Agaricus bisporus
brenda
Ha, S.K.; Koketsu, M.; Lee, K.; Choi, S.Y.; Park, J.H.; Ishihara, H.; Kim, S.Y.
Inhibition of tyrosinase activity by N,N-unsubstituted selenourea derivatives
Biol. Pharm. Bull.
28
838840
2005
Agaricus bisporus
brenda
Cho, S.J.; Roh, J.S.; Sun, W.S.; Kim, S.H.; Park, K.D.
N-Benzylbenzamides: A new class of potent tyrosinase inhibitors
Bioorg. Med. Chem. Lett.
16
2682-2684
2006
Agaricus bisporus
brenda
Kim, Y.J.; Uyama, H.
Tyrosinase inhibitors from natural and synthetic sources: structure, inhibition mechanism and perspective for the future
Cell. Mol. Life Sci.
62
1707-1723
2005
Agaricus bisporus, Beta vulgaris, Homo sapiens, Neurospora crassa, Streptomyces glaucescens
brenda
Gandia-Herrero, F.; Escribano, J.; Garcia-Carmona, F.
Characterization of the activity of tyrosinase on betaxanthins derived from (R)-amino acids
J. Agric. Food Chem.
53
9207-9212
2005
Agaricus bisporus
brenda
Garcia-Molina, F.; Penalver, M.J.; Fenoll, L.G.; Rodriguez-Lopez, J.N.; Varon, R.; Gracia-Canovas, F.; Tudela, J.
Kinetic study of monophenol and o-diphenol binding to oxytyrosinase
J. Mol. Catal. B
32
185-192
2005
Agaricus bisporus, Neurospora crassa, Streptomyces antibioticus, Streptomyces glaucescens
-
brenda
Sabudak, T.; Khan, M.T.H.; Choudhury, M.I.; Oksuz, S.
Potent tyrosinase inhibitors from Trifolium balansae
Nat. Prod. Res.
20
665-670
2006
Agaricus bisporus
brenda
Saboury, A.A.; Alijanianzadeh, M.; Mansoori-Torshizi, H.
The role of alkyl chain length in the inhibitory effect n-alkyl xanthates on mushroom tyrosinase activities
Acta Biochim. Pol.
54
183-191
2007
Agaricus bisporus
brenda
Munoz-Munoz, J.L.; Garcia-Molina, F.; Garcia-Ruiz, P.A.; Molina-Alarcon, M.; Tudela, J.; Garcia-Canovas, F.; Rodriguez-Lopez, J.N.
Phenolic substrates and suicide inactivation of tyrosinase: kinetics and mechanism
Biochem. J.
416
431-440
2008
Agaricus bisporus
brenda
Liu, S.H.; Pan, I.H.; Chu, I.M.
Inhibitory effect of p-hydroxybenzyl alcohol on tyrosinase activity and melanogenesis
Biol. Pharm. Bull.
30
1135-1139
2007
Agaricus bisporus, Mus musculus
brenda
Miyazawa, M.; Tamura, N.
Inhibitory compound of tyrosinase activity from the sprout of Polygonum hydropiper L. (Benitade)
Biol. Pharm. Bull.
30
595-597
2007
Agaricus bisporus
brenda
Hyun, S.K.; Lee, W.H.; Jeong, d.a..M.; Kim, Y.; Choi, J.S.
Inhibitory effects of kurarinol, kuraridinol, and trifolirhizin from Sophora flavescens on tyrosinase and melanin synthesis
Biol. Pharm. Bull.
31
154-158
2008
Agaricus bisporus
brenda
Tsuchiya, T.; Yamada, K.; Minoura, K.; Miyamoto, K.; Usami, Y.; Kobayashi, T.; Hamada-Sato, N.; Imada, C.; Tsujibo, H.
Purification and determination of the chemical structure of the tyrosinase inhibitor produced by Trichoderma viride strain H1-7 from a marine environment
Biol. Pharm. Bull.
31
1618-1620
2008
Agaricus bisporus
brenda
Karioti, A.; Protopappa, A.; Megoulas, N.; Skaltsa, H.
Identification of tyrosinase inhibitors from Marrubium velutinum and Marrubium cylleneum
Bioorg. Med. Chem.
15
2708-2714
2007
Agaricus bisporus
brenda
Liu, J.; Yi, W.; Wan, Y.; Ma, L.; Song, H.
1-(1-Arylethylidene)thiosemicarbazide derivatives: a new class of tyrosinase inhibitors
Bioorg. Med. Chem.
16
1096-1102
2008
Agaricus bisporus
brenda
Criton, M.; Le Mellay-Hamon, V.
Analogues of N-hydroxy-N-phenylthiourea and N-hydroxy-N-phenylurea as inhibitors of tyrosinase and melanin formation
Bioorg. Med. Chem. Lett.
18
3607-3610
2008
Agaricus bisporus
brenda
Oozeki, H.; Tajima, R.; Nihei, K.I.
Molecular design of potent tyrosinase inhibitors having the bibenzyl skeleton
Bioorg. Med. Chem. Lett.
18
5252-5254
2008
Agaricus bisporus
brenda
Morimura, K.; Yamazaki, C.; Hattori, Y.; Makabe, H.; Kamo, T.; Hirota, M.
A tyrosinase inhibitor, Daedalin A, from mycelial culture of Daedalea dickinsii
Biosci. Biotechnol. Biochem.
71
2837-2840
2007
Agaricus bisporus
brenda
Munoz-Munoz, J.L.; Garcia-Molina, F.; Varon, R.; Rodriguez-Lopez, J.N.; Garcia-Canovas, F.; Tudela, J.
Kinetic characterization of the oxidation of esculetin by polyphenol oxidase and peroxidase
Biosci. Biotechnol. Biochem.
71
390-396
2007
Agaricus bisporus
brenda
Yang, Z.; Yue, Y.J.; Xing, M.
Tyrosinase activity in ionic liquids
Biotechnol. Lett.
30
153-158
2008
Agaricus bisporus
brenda
Nesterov, A.; Zhao, J.; Minter, D.; Hertel, C.; Ma, W.; Abeysinghe, P.; Hong, M.; Jia, Q.
1-(2,4-dihydroxyphenyl)-3-(2,4-dimethoxy-3-methylphenyl)propane, a novel tyrosinase inhibitor with strong depigmenting effects
Chem. Pharm. Bull.
56
1292-1296
2008
Agaricus bisporus, Mus musculus
brenda
Liu, J.; Cao, R.; Yi, W.; Ma, C.; Wan, Y.; Zhou, B.; Ma, L.; Song, H.
A class of potent tyrosinase inhibitors: Alkylidenethiosemicarbazide compounds
Eur. J. Med. Chem.
44
1773-1778
2009
Agaricus bisporus
brenda
Gouzi, H.; Benmansour, A.
Partial purification and characterization of polyphenol oxidase extracted from Agaricus bisporus (J.E.Lange) Imbach
Int. J. Chem. React. Eng.
5
A76
2007
Agaricus bisporus
-
brenda
Flurkey, A.; Cooksey, J.; Reddy, A.; Spoonmore, K.; Rescigno, A.; Inlow, J.; Flurkey, W.H.
Enzyme, protein, carbohydrate, and phenolic contaminants in commercial tyrosinase preparations: potential problems affecting tyrosinase activity and inhibition studies
J. Agric. Food Chem.
56
4760-4768
2008
Agaricus bisporus (O42713), Agaricus bisporus
brenda
Masuda, T.; Odaka, Y.; Ogawa, N.; Nakamoto, K.; Kuninaga, H.
Identification of geranic acid, a tyrosinase inhibitor in lemongrass (Cymbopogon citratus)
J. Agric. Food Chem.
56
597-601
2008
Agaricus bisporus
brenda
Selinheimo, E.; NiEidhin, D.; Steffensen, C.; Nielsen, J.; Lomascolo, A.; Halaouli, S.; Record, E.; OBeirne, D.; Buchert, J.; Kruus, K.
Comparison of the characteristics of fungal and plant tyrosinases
J. Biotechnol.
130
471-480
2007
Malus domestica, Trametes sanguinea, Trichoderma reesei, Agaricus bisporus (O42713), Solanum tuberosum (Q41428)
brenda
Okunji, C.; Komarnytsky, S.; Fear, G.; Poulev, A.; Ribnicky, D.M.; Awachie, P.I.; Ito, Y.; Raskin, I.
Preparative isolation and identification of tyrosinase inhibitors from the seeds of Garcinia kola by high-speed counter-current chromatography
J. Chromatogr. A
1151
45-50
2007
Agaricus bisporus
brenda
Chang, T.S.; Tseng, M.; Ding, H.Y.; Shou-Ku Tai, S.
Isolation and characterization of Streptomyces hiroshimensis strain TI-C3 with anti-tyrosinase activity
J. Cosmet. Sci.
59
33-40
2008
Agaricus bisporus
brenda
Alijanianzadeh, M.; Saboury, A.A.; Mansuri-Torshizi, H.; Haghbeen, K.; Moosavi-Movahedi, A.A.
The inhibitory effect of some new synthesized xanthates on mushroom tyrosinase activities
J. Enzyme Inhib. Med. Chem.
22
239-246
2007
Agaricus bisporus
brenda
Garcia Molina, F.; Munoz, J.L.; Varon, R.; Rodriguez Lopez, J.N.; Garcia Canovas, F.; Tudela, J.
Effect of tetrahydropteridines on the monophenolase and diphenolase activities of tyrosinase
J. Enzyme Inhib. Med. Chem.
22
383-394
2007
Agaricus bisporus
brenda
Lu, Y.H.; Lin-Tao, Y.H.; Wang, Z.T.; Wei, D.Z.; Xiang, H.B.
Mechanism and inhibitory effect of galangin and its flavonoid mixture from Alpinia officinarum on mushroom tyrosinase and B16 murine melanoma cells
J. Enzyme Inhib. Med. Chem.
22
433-438
2007
Agaricus bisporus
brenda
Zhang, C.; Lu, Y.; Tao, L.; Tao, X.; Su, X.; Wei, D.
Tyrosinase inhibitory effects and inhibition mechanisms of nobiletin and hesperidin from citrus peel crude extracts
J. Enzyme Inhib. Med. Chem.
22
91-98
2007
Agaricus bisporus
brenda
Shiino, M.; Watanabe, Y.; Umezawa, K.
pH-dependent inhibition of mushroom tyrosinase by N-substituted N-nitrosohydroxylamines
J. Enzyme Inhib. Med. Chem.
23
16-20
2008
Agaricus bisporus
brenda
Guan, S.; Su, W.; Wang, N.; Li, P.; Wang, Y.
Effects of radix polygoni multiflori components on tyrosinase activity and melanogenesis
J. Enzyme Inhib. Med. Chem.
23
252-255
2008
Agaricus bisporus, Mus musculus
brenda
Ryu, Y.B.; Ha, T.J.; Curtis-Long, M.J.; Ryu, H.W.; Gal, S.W.; Park, K.H.
Inhibitory effects on mushroom tyrosinase by flavones from the stem barks of Morus lhou (S.) Koidz
J. Enzyme Inhib. Med. Chem.
23
922-930
2008
Agaricus bisporus
brenda
Momtaz, S.; Mapunya, B.M.; Houghton, P.J.; Edgerly, C.; Hussein, A.; Naidoo, S.; Lall, N.
Tyrosinase inhibition by extracts and constituents of Sideroxylon inerme L. stem bark, used in South Africa for skin lightening
J. Ethnopharmacol.
119
507-512
2008
Agaricus bisporus
brenda
Chao, A.
Preparation of porous chitosan/GPTMS hybrid membrane and its application in affinity sorption for tyrosinase purification with Agaricus bisporus
J. Membr. Sci.
311
306-318
2008
Agaricus bisporus
-
brenda
Kim, D.S.; Lee, S.; Lee, H.K.; Park, S.H.; Ryoo, I.J.; Yoo, I.D.; Kwon, S.B.; Baek, K.J.; Na, J.I.; Park, K.C.
The hypopigmentary action of KI-063 (a new tyrosinase inhibitor) combined with terrein
J. Pharm. Pharmacol.
60
343-348
2008
Agaricus bisporus, Mus musculus
brenda
Zheng, Z.P.; Cheng, K.W.; To, J.T.; Li, H.; Wang, M.
Isolation of tyrosinase inhibitors from Artocarpus heterophyllus and use of its extract as antibrowning agent
Mol. Nutr. Food Res.
52
1530-1538
2008
Agaricus bisporus
brenda
Gao, H.; Nishida, J.; Saito, S.; Kawabata, J.
Inhibitory effects of 5,6,7-trihydroxyflavones on tyrosinase
Molecules
12
86-97
2007
Agaricus bisporus
brenda
Chien, C.C.; Tsai, M.L.; Chen, C.C.; Chang, S.J.; Tseng, C.H.
Effects on tyrosinase activity by the extracts of Ganoderma lucidum and related mushrooms
Mycopathologia
166
117-120
2008
Agaricus bisporus
brenda
Thangasamy, T.; Sittadjody, S.; Lanza-Jacoby, S.; Wachsberger, P.R.; Limesand, K.H.; Burd, R.
Quercetin selectively inhibits bioreduction and enhances apoptosis in melanoma cells that overexpress tyrosinase
Nutr. Cancer
59
258-268
2007
Agaricus bisporus
brenda
Abdel-Halim, O.B.; Marzouk, A.M.; Mothana, R.; Awadh, N.
A new tyrosinase inhibitor from Crinum yemense as potential treatment for hyperpigmentation
Pharmazie
63
405-407
2008
Agaricus bisporus
brenda
Lin, Y.P.; Hsu, F.L.; Chen, C.S.; Chern, J.W.; Lee, M.H.
Constituents from the Formosan apple reduce tyrosinase activity in human epidermal melanocytes
Phytochemistry
68
1189-1199
2007
Agaricus bisporus, Homo sapiens
brenda
Ryu, Y.B.; Westwood, I.M.; Kang, N.S.; Kim, H.Y.; Kim, J.H.; Moon, Y.H.; Park, K.H.
Kurarinol, tyrosinase inhibitor isolated from the root of Sophora flavescens
Phytomedicine
15
612-618
2008
Agaricus bisporus
brenda
Ullah, F.; Hussain, H.; Hussain, J.; Bukhari, I.A.; Khan, M.T.; Choudhary, M.I.; Gilani, A.H.; Ahmad, V.U.
Tyrosinase inhibitory pentacyclic triterpenes and analgesic and spasmolytic activities of methanol extracts of Rhododendron collettianum
Phytother. Res.
21
1076-1081
2007
Agaricus bisporus
brenda
Parvez, S.; Kang, M.; Chung, H.S.; Bae, H.
Naturally occurring tyrosinase inhibitors: mechanism and applications in skin health, cosmetics and agriculture industries
Phytother. Res.
21
805-816
2007
Agaricus bisporus, Beta vulgaris, Neurospora crassa, Streptomyces glaucescens
brenda
Leu, Y.L.; Hwang, T.L.; Hu, J.W.; Fang, J.Y.
Anthraquinones from Polygonum cuspidatum as tyrosinase inhibitors for dermal use
Phytother. Res.
22
552-556
2008
Agaricus bisporus
brenda
Guan, S.; Su, W.; Wang, N.; Li, P.; Wang, Y.
A potent tyrosinase activator from Radix Polygoni multiflori and its melanogenesis stimulatory effect in B16 melanoma cells
Phytother. Res.
22
660-663
2008
Agaricus bisporus, Mus musculus
brenda
Magid, A.A.; Voutquenne-Nazabadioko, L.; Bontemps, G.; Litaudon, M.; Lavaud, C.
Tyrosinase inhibitors and sesquiterpene diglycosides from Guioa villosa
Planta Med.
74
55-60
2008
Agaricus bisporus
brenda
Jirawattanapong, W.; Saifah, E.; Patarapanich, C.
Synthesis of glabridin derivatives as tyrosinase inhibitors
Arch. Pharm. Res.
32
647-654
2009
Agaricus bisporus
brenda
Munoz-Munoz, J.L.; Garcia-Molina, F.; Garcia-Ruiz, P.A.; Varon, R.; Tudela, J.; Garcia-Canovas, F.; Rodriguez-Lopez, J.N.
Stereospecific inactivation of tyrosinase by L- and D-ascorbic acid
Biochim. Biophys. Acta
1794
244-253
2009
Agaricus bisporus
brenda
Le Mellay-Hamon, V.; Criton, M.
Phenylethylamide and phenylmethylamide derivatives as new tyrosinase inhibitors
Biol. Pharm. Bull.
32
301-303
2009
Agaricus bisporus
brenda
Yi, W.; Cao, R.; Wen, H.; Yan, Q.; Zhou, B.; Wan, Y.; Ma, L.; Song, H.
Synthesis and biological evaluation of helicid analogues as mushroom tyrosinase inhibitors
Bioorg. Med. Chem. Lett.
18
6490-6493
2008
Agaricus bisporus
brenda
Kang, S.S.; Kim, H.J.; Jin, C.; Lee, Y.S.
Synthesis of tyrosinase inhibitory (4-oxo-4H-pyran-2-yl)acrylic acid ester derivatives
Bioorg. Med. Chem. Lett.
19
188-191
2009
Agaricus bisporus
brenda
Yi, W.; Cao, R.; Wen, H.; Yan, Q.; Zhou, B.; Ma, L.; Song, H.
Discovery of 4-functionalized phenyl-O-beta-D-glycosides as a new class of mushroom tyrosinase inhibitors
Bioorg. Med. Chem. Lett.
19
6157-6160
2009
Agaricus bisporus
brenda
Baek, Y.S.; Ryu, Y.B.; Curtis-Long, M.J.; Ha, T.J.; Rengasamy, R.; Yang, M.S.; Park, K.H.
Tyrosinase inhibitory effects of 1,3-diphenylpropanes from Broussonetia kazinoki
Bioorg. Med. Chem.
17
35-41
2009
Agaricus bisporus
brenda
Ng, L.T.; Ko, H.H.; Lu, T.M.
Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins
Bioorg. Med. Chem.
17
4360-4366
2009
Agaricus bisporus
brenda
Chiku, K.; Dohi, H.; Saito, A.; Ebise, H.; Kouzai, Y.; Shinoyama, H.; Nishida, Y.; Ando, A.
Enzymatic synthesis of 4-hydroxyphenyl beta-D-oligoxylosides and their notable tyrosinase inhibitory activity
Biosci. Biotechnol. Biochem.
73
1123-1128
2009
Agaricus bisporus
brenda
Yi, W.; Cao, R.H.; Chen, Z.Y.; Yu, L.; Ma, L.; Song, H.C.
Design, synthesis and biological evaluation of hydroxy- or methoxy-substituted phenylmethylenethiosemicarbazones as tyrosinase inhibitors
Chem. Pharm. Bull.
57
1273-1277
2009
Agaricus bisporus
brenda
Selinheimo, E.; Gasparetti, C.; Mattinen, M.; Steffensen, C.; Buchert, J.; Kruus, K.
Comparison of substrate specificity of tyrosinases from Trichoderma reesei and Agaricus bisporus
Enzyme Microb. Technol.
44
1-10
2009
Agaricus bisporus, Trichoderma reesei
-
brenda
Lee, K.H.; Ab Aziz, F.H.; Syahida, A.; Abas, F.; Shaari, K.; Israf, D.A.; Lajis, N.H.
Synthesis and biological evaluation of curcumin-like diarylpentanoid analogues for anti-inflammatory, antioxidant and anti-tyrosinase activities
Eur. J. Med. Chem.
44
3195-3200
2009
Agaricus bisporus
brenda
Perry, M.J.; Mendes, E.; Simplicio, A.L.; Coelho, A.; Soares, R.V.; Iley, J.; Moreira, R.; Francisco, A.P.
Dopamine- and tyramine-based derivatives of triazenes: activation by tyrosinase and implications for prodrug design
Eur. J. Med. Chem.
44
3228-3234
2009
Agaricus bisporus
brenda
Yan, Q.; Cao, R.; Yi, W.; Chen, Z.; Wen, H.; Ma, L.; Song, H.
Inhibitory effects of 5-benzylidene barbiturate derivatives on mushroom tyrosinase and their antibacterial activities
Eur. J. Med. Chem.
44
4235-4243
2009
Agaricus bisporus
brenda
Yi, W.; Wu, X.; Cao, R.; Song, H.; Ma, L.
Biological evaluations of novel vitamin C esters as mushroom tyrosinase inhibitors and antioxidants
Food Chem.
117
381-386
2009
Agaricus bisporus
brenda
Munoz-Munoz, J.L.; Garcia-Molina, F.; Garcia-Molina, M.; Tudela, J.; Garcia-Canovas, F.; Rodriguez-Lopez, J.N.
Ellagic acid: characterization as substrate of polyphenol oxidase
IUBMB Life
61
171-177
2009
Agaricus bisporus
brenda
Jeong, S.H.; Ryu, Y.B.; Curtis-Long, M.J.; Ryu, H.W.; Baek, Y.S.; Kang, J.E.; Lee, W.S.; Park, K.H.
Tyrosinase inhibitory polyphenols from roots of Morus lhou
J. Agric. Food Chem.
57
1195-1203
2009
Agaricus bisporus
brenda
Bandyopadhyay, P.; Jha, S.; Imran Ali, S.K.
Picolyl alkyl amines as novel tyrosinase inhibitors: Influence of hydrophobicity and substitution
J. Agric. Food Chem.
57
9780-9786
2009
Agaricus bisporus
brenda
Gou, L.; Lu, Z.R.; Park, D.; Sang, H.; Shi, L.; Seong, J.; Bhak, J.; Park, Y.; Ren, Z.; Zou, F.
The effect of histidine residue modification on tyrosinase activity and conformation: Inhibition kinetics and computational prediction
J. Biomol. Struct. Dyn.
26
395-401
2008
Agaricus bisporus
brenda
Xue, C.B.; Luo, W.C.; Ding, Q.; Liu, S.Z.; Gao, X.X.
Quantitative structure-activity relationship studies of mushroom tyrosinase inhibitors
J. Comput. Aided Mol. Des.
22
299-309
2008
Agaricus bisporus
brenda
Zhuang, J.X.; Li, W.G.; Qiu, L.; Zhong, X.; Zhou, J.J.; Chen, Q.X.
Inhibitory effects of Cefazolin and Cefodizime on the activity of mushroom tyrosinase
J. Enzyme Inhib. Med. Chem.
24
251-256
2009
Agaricus bisporus
brenda
Abu Ubeid, A.; Zhao, L.; Wang, Y.; Hantash, B.M.
Short-sequence oligopeptides with inhibitory activity against mushroom and human tyrosinase
J. Invest. Dermatol.
129
2242-2249
2009
Agaricus bisporus, Homo sapiens
brenda
Wu, B.; Chen, J.; Qu, H.; Cheng, Y.
Complex sesquiterpenoids with tyrosinase inhibitory activity from the leaves of Chloranthus tianmushanensis
J. Nat. Prod.
71
877-880
2008
Agaricus bisporus
brenda
Antonella Fai, A.F.; Corda, M.; Era, B.; Fadda, M.; Matos, M.; Quezada, E.; Santana, L.; Picciau, C.; Podda, G.; Delogu, G.
Tyrosinase inhibitor activity of coumarin-resveratrol hybrids
Molecules
14
2514-2520
2009
Agaricus bisporus
brenda
Nithitanakool, S.; Pithayanukul, P.; Bavovada, R.; Saparpakorn, P.
Molecular docking studies and anti-tyrosinase activity of Thai mango seed kernel extract
Molecules
14
257-265
2009
Agaricus bisporus
brenda
Nugroho, A.; Choi, J.K.; Park, J.H.; Lee, K.T.; Cha, B.C.; Park, H.J.
Two new flavonol glycosides from Lamium amplexicaule L. and their in vitro free radical scavenging and tyrosinase inhibitory activities
Planta Med.
75
364-366
2009
Agaricus bisporus
brenda
Ismaya, W.T.; Rozeboom, H.J.; Schurink, M.; Boeriu, C.G.; Wichers, H.; Dijkstra, B.W.
Crystallization and preliminary X-ray crystallographic analysis of tyrosinase from the mushroom Agaricus bisporus
Acta Crystallogr. Sect. F
67
575-578
2011
Agaricus bisporus (O42713), Agaricus bisporus
brenda
Guo, Y.J.; Pan, Z.Z.; Chen, C.Q.; Hu, Y.H.; Liu, F.J.; Shi, Y.; Yan, J.H.; Chen, Q.X.
Inhibitory effects of fatty acids on the activity of mushroom tyrosinase
Appl. Biochem. Biotechnol.
162
1564-1573
2010
Agaricus bisporus
brenda
Takahashi, T.; Miyazawa, M.
Synthesis and structure-activity relationships of phenylpropanoid amides of serotonin on tyrosinase inhibition
Bioorg. Med. Chem. Lett.
21
1983-1986
2011
Agaricus bisporus
brenda
Ghani, U.; Ullah, N.
New potent inhibitors of tyrosinase: novel clues to binding of 1,3,4-thiadiazole-2(3H)-thiones, 1,3,4-oxadiazole-2(3H)-thiones, 4-amino-1,2,4-triazole-5(4H)-thiones, and substituted hydrazides to the dicopper active site
Bioorg. Med. Chem.
18
4042-4048
2010
Agaricus bisporus
brenda
Chiari, M.E.; Vera, D.M.; Palacios, S.M.; Carpinella, M.C.
Tyrosinase inhibitory activity of a 6-isoprenoid-substituted flavanone isolated from Dalea elegans
Bioorg. Med. Chem.
19
3474-3482
2011
Agaricus bisporus
brenda
Li, Z.C.; Chen, L.H.; Yu, X.J.; Hu, Y.H.; Song, K.K.; Zhou, X.W.; Chen, Q.X.
Inhibition kinetics of chlorobenzaldehyde thiosemicarbazones on mushroom tyrosinase
J. Agric. Food Chem.
58
12537-12540
2010
Agaricus bisporus
brenda
Xu, D.Y.; Yang, Y.; Yang, Z.
Activity and stability of cross-linked tyrosinase aggregates in aqueous and nonaqueous media
J. Biotechnol.
152
30-36
2011
Agaricus bisporus
brenda
Amin, E.; Saboury, A.; Mansuri-Torshizi, H.; Moosavi-Movahedi, A.
Potent inhibitory effects of benzyl and p-xylidine-bis dithiocarbamate sodium salts on activities of mushroom tyrosinase
J. Enzyme Inhib. Med. Chem.
25
272-281
2010
Agaricus bisporus
brenda
Takahashi, T.; Miyazawa, M.
Tyrosinase inhibitory activities of cinnamic acid analogues
Pharmazie
65
913-918
2010
Agaricus bisporus
brenda
Munoz-Munoz, J.L.; Berna, J.; Garcia-Molina, M.d.e.l..M.; Garcia-Molina, F.; Garcia-Ruiz, P.A.; Varon, R.; Rodriguez-Lopez, J.N.; Garcia-Canovas, F.
Hydroxylation of p-substituted phenols by tyrosinase: further insight into the mechanism of tyrosinase activity
Biochem. Biophys. Res. Commun.
424
228-233
2012
Agaricus bisporus
brenda
Wang, Y.; Curtis-Long, M.; Lee, B.; Yuk, H.; Kim, D.; Tan, X.; Park, K.
Inhibition of tyrosinase activity by polyphenol compounds from Flemingia philippinensis roots
Bioorg. Med. Chem.
22
1115-1120
2014
Agaricus bisporus
brenda
Lai, X.; Soler-Lopez, M.; Ismaya, W.; Wichers, H.; Dijkstra, B.
Crystal structure of recombinant tyrosinase-binding protein MtaL at 1.35% resolution
Acta Crystallogr. Sect. F
72
244-250
2016
Agaricus bisporus (C7FF04), Agaricus bisporus
brenda
Liu, D.M.; Yang, J.L.; Ha, W.; Chen, J.; Shi, Y.P.
Kinetics and inhibition study of tyrosinase by pressure mediated microanalysis
Anal. Biochem.
525
54-59
2017
Agaricus bisporus
brenda
Hu, J.J.; Bai, X.L.; Liu, Y.M.; Liao, X.
Functionalized carbon quantum dots with dopamine for tyrosinase activity analysis
Anal. Chim. Acta
995
99-105
2017
Agaricus bisporus
brenda
Jantakee, K.; Tragoolpua, Y.
Activities of different types of Thai honey on pathogenic bacteria causing skin diseases, tyrosinase enzyme and generating free radicals
Biol. Res.
48
4-4
2015
Agaricus bisporus
brenda
Ramsden, C.A.; Riley, P.A.
Tyrosinase the four oxidation states of the active site and their relevance to enzymatic activation, oxidation and inactivation
Bioorg. Med. Chem.
22
2388-2395
2014
Agaricus bisporus
brenda
Ortiz-Ruiz, C.V.; Berna, J.; Garcia-Molina, M.d.e.l. .M.; Tudela, J.; Tomas, V.; Garcia-Canovas, F.
Identification of p-hydroxybenzyl alcohol, tyrosol, phloretin and its derivate phloridzin as tyrosinase substrates
Bioorg. Med. Chem.
23
3738-3746
2015
Agaricus bisporus
brenda
Ashraf, Z.; Rafiq, M.; Seo, S.Y.; Babar, M.M.; Zaidi, N.U.
Synthesis, kinetic mechanism and docking studies of vanillin derivatives as inhibitors of mushroom tyrosinase
Bioorg. Med. Chem.
23
5870-5880
2015
Agaricus bisporus
brenda
Garcia-Jimenez, A.; Teruel-Puche, J.A.; Berna, J.; Rodriguez-Lopez, J.N.; Tudela, J.; Garcia-Ruiz, P.A.; Garcia-Canovas, F.
Characterization of the action of tyrosinase on resorcinols
Bioorg. Med. Chem.
24
4434-4443
2016
Agaricus bisporus
brenda
Wang, R.; Chai, W.M.; Yang, Q.; Wei, M.K.; Peng, Y.
2-(4-Fluorophenyl)-quinazolin-4(3H)-one as a novel tyrosinase inhibitor Synthesis, inhibitory activity, and mechanism
Bioorg. Med. Chem.
24
4620-4625
2016
Agaricus bisporus
brenda
Channar, P.A.; Saeed, A.; Larik, F.A.; Rafiq, M.; Ashraf, Z.; Jabeen, F.; Fattah, T.A.
Synthesis, computational studies and enzyme inhibitory kinetics of substituted methyl[(2-(4-dimethylamino-benzylidene)-hydrazono)-4-oxo-thiazolidin-5-ylidene]acetates as mushroom tyrosinase inhibitors
Bioorg. Med. Chem.
25
5929-5938
2017
Agaricus bisporus
brenda
Oyama, T.; Yoshimori, A.; Takahashi, S.; Yamamoto, T.; Sato, A.; Kamiya, T.; Abe, H.; Abe, T.; Tanuma, S.I.
Structural insight into the active site of mushroom tyrosinase using phenylbenzoic acid derivatives
Bioorg. Med. Chem. Lett.
27
2868-2872
2017
Agaricus bisporus
brenda
Radhakrishnan, S.K.; Shimmon, R.G.; Conn, C.; Baker, A.T.
Inhibitory kinetics of azachalcones and their oximes on mushroom tyrosinase a facile solid-state synthesis
Chem. Biodivers.
13
531-538
2016
Agaricus bisporus
brenda
Abbas, Q.; Raza, H.; Hassan, M.; Phull, A.R.; Kim, S.J.; Seo, S.Y.
Acetazolamide inhibits the level of tyrosinase and melanin an enzyme kinetic, in vitro, in vivo, and in silico studies
Chem. Biodivers.
14
e1700117
2017
Agaricus bisporus, Danio rerio, Homo sapiens
brenda
Brasil, E.M.; Canavieira, L.M.; Cardoso, E.T.C.; Silva, E.O.; Lameira, J.; Nascimento, J.L.M.; Eifler-Lima, V.L.; Macchi, B.M.; Sriram, D.; Bernhardt, P.V.; Silva, J.R.A.; Williams, C.M.; Alves, C.N.
Inhibition of tyrosinase by 4H-chromene analogs Synthesis, kinetic studies, and computational analysis
Chem. Biol. Drug Des.
90
804-810
2017
Agaricus bisporus
brenda
Zaidi, K.U.; Ali, A.S.; Ali, S.A.
Purification and characterization of melanogenic enzyme tyrosinase from button mushroom
Enzyme Res.
2014
120739
2014
Agaricus bisporus
brenda
Nokinsee, D.; Shank, L.; Lee, V.S.; Nimmanpipug, P.
Estimation of inhibitory effect against tyrosinase activity through homology modeling and molecular docking
Enzyme Res.
2015
262364
2015
Agaricus bisporus, Homo sapiens (P14679), Homo sapiens
brenda
Larik, F.A.; Saeed, A.; Channar, P.A.; Muqadar, U.; Abbas, Q.; Hassan, M.; Seo, S.Y.; Bolte, M.
Design, synthesis, kinetic mechanism and molecular docking studies of novel 1-pentanoyl-3-arylthioureas as inhibitors of mushroom tyrosinase and free radical scavengers
Eur. J. Med. Chem.
141
273-281
2017
Agaricus bisporus
brenda
Gou, L.; Lee, J.; Hao, H.; Park, Y.D.; Zhan, Y.; Lue, Z.R.
The effect of oxaloacetic acid on tyrosinase activity and structure Integration of inhibition kinetics with docking simulation
Int. J. Biol. Macromol.
101
59-66
2017
Agaricus bisporus
brenda
Hu, Y.H.; Chen, Q.X.; Cui, Y.; Gao, H.J.; Xu, L.; Yu, X.Y.; Wang, Y.; Yan, C.L.; Wang, Q.
4-Hydroxy cinnamic acid as mushroom preservation anti-tyrosinase activity kinetics and application
Int. J. Biol. Macromol.
86
489-495
2016
Agaricus bisporus
brenda
del Mar Garcia-Molina, M.; Munoz-Munoz, J.L.; Berna, J.; Garcia-Ruiz, P.A.; Rodriguez-Lopez, J.N.; Garcia-Canovas, F.
Catalysis and inactivation of tyrosinase in its action on hydroxyhydroquinone
IUBMB Life
66
122-127
2014
Agaricus bisporus
brenda
Ortiz-Ruiz, C.V.; Maria-Solano, M.A.; Garcia-Molina, M.d.e.l. .M.; Varon, R.; Tudela, J.; Tomas, V.; Garcia-Canovas, F.
Kinetic characterization of substrate-analogous inhibitors of tyrosinase
IUBMB Life
67
757-767
2015
Agaricus bisporus
brenda
Ortiz-Ruiz, C.V.; Ballesta de Los Santos, M.; Berna, J.; Fenoll, J.; Garcia-Ruiz, P.A.; Tudela, J.; Garcia-Canovas, F.
Kinetic characterization of oxyresveratrol as a tyrosinase substrate
IUBMB Life
67
828-836
2015
Agaricus bisporus
brenda
Patil, S.; Sistla, S.; Jadhav, J.
Screening of inhibitors for mushroom tyrosinase using surface plasmon resonance
J. Agric. Food Chem.
62
11594-11601
2014
Agaricus bisporus
brenda
Asthana, S.; Zucca, P.; Vargiu, A.V.; Sanjust, E.; Ruggerone, P.; Rescigno, A.
Structure-activity relationship study of hydroxycoumarins and mushroom tyrosinase
J. Agric. Food Chem.
63
7236-7244
2015
Agaricus bisporus
brenda
Chai, W.M.; Wei, M.K.; Wang, R.; Deng, R.G.; Zou, Z.R.; Peng, Y.Y.
Avocado proanthocyanidins as a source of tyrosinase inhibitors structure characterization, inhibitory activity, and mechanism
J. Agric. Food Chem.
63
7381-7387
2015
Agaricus bisporus
brenda
Liu, X.; Jia, Y.L.; Chen, J.W.; Liang, G.; Guo, H.Y.; Hu, Y.H.; Shi, Y.; Zhou, H.T.; Chen, Q.X.
Inhibition effects of benzylideneacetone, benzylacetone, and 4-phenyl-2-butanol on the activity of mushroom tyrosinase
J. Biosci. Bioeng.
119
275-279
2015
Agaricus bisporus
brenda
Lima, C.R.; Silva, J.R.; de Tassia Carvalho Cardoso, E.; Silva, E.O.; Lameira, J.; do Nascimento, J.L.; do Socorro Barros Brasil, D.; Alves, C.N.
Combined kinetic studies and computational analysis on kojic acid analogous as tyrosinase inhibitors
Molecules
19
9591-9605
2014
Agaricus bisporus
brenda
Chai, W.M.; Wang, R.; Wei, M.K.; Zou, Z.R.; Deng, R.G.; Liu, W.S.; Peng, Y.Y.
Proanthocyanidins extracted from Rhododendron pulchrum leaves as source of tyrosinase inhibitors structure, activity, and mechanism
PLoS ONE
10
e0145483
2015
Agaricus bisporus
brenda
Garcia-Jimenez, A.; Teruel-Puche, J.A.; Berna, J.; Rodriguez-Lopez, J.N.; Tudela, J.; Garcia-Canovas, F.
Action of tyrosinase on alpha and beta-arbutin A kinetic study
PLoS ONE
12
e0177330
2017
Agaricus bisporus
brenda
Ashraf, Z.; Rafiq, M.; Nadeem, H.; Hassan, M.; Afzal, S.; Waseem, M.; Afzal, K.; Latip, J.
Carvacrol derivatives as mushroom tyrosinase inhibitors; synthesis, kinetics mechanism and molecular docking studies
PLoS ONE
12
e0178069
2017
Agaricus bisporus (C7FF04)
brenda
Garcia-Jimenez, A.; Teruel-Puche, J.A.; Garcia-Ruiz, P.A.; Saura-Sanmartin, A.; Berna, J.; Garcia-Canovas, F.; Rodriguez-Lopez, J.N.
Structural and kinetic considerations on the catalysis of deoxyarbutin by tyrosinase
PLoS ONE
12
e0187845
2017
Agaricus bisporus (C7FF04)
brenda
Zheng, J.; Zhang, R.; Chen, Y.; Ye, X.; Chen, Q.; Shen, D.; Wang, Q.
Synthesis of caffeic acid ester morpholines and their activation effects on tyrosinase
Process Biochem.
62
91-98
2017
Agaricus bisporus, Homo sapiens (P14679)
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brenda
Pretzler, M.; Bijelic, A.; Rompel, A.
Heterologous expression and characterization of functional mushroom tyrosinase (AbPPO4)
Sci. Rep.
7
1810
2017
Agaricus bisporus (C7FF05), Agaricus bisporus
brenda
Lien, C.Y.; Chen, C.Y.; Lai, S.T.; Chan, C.F.
Kinetics of mushroom tyrosinase and melanogenesis inhibition by N-acetyl-pentapeptides
ScientificWorldJournal
2014
409783
2014
Agaricus bisporus
brenda
Martinkova, L.; Chmatal, M.
The integration of cyanide hydratase and tyrosinase catalysts enables effective degradation of cyanide and phenol in coking wastewaters
Water Res.
102
90-95
2016
Agaricus bisporus
brenda