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Information on EC 1.4.3.4 - monoamine oxidase and Organism(s) Bos taurus and UniProt Accession P56560

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EC Tree
     1 Oxidoreductases
         1.4 Acting on the CH-NH2 group of donors
             1.4.3 With oxygen as acceptor
                1.4.3.4 monoamine oxidase
IUBMB Comments
A mitochondrial outer-membrane flavoprotein (FAD) that catalyses the oxidative deamination of neurotransmitters and biogenic amines . Acts on primary amines, and also on some secondary and tertiary amines. It differs from EC 1.4.3.21, primary-amine oxidase as it can oxidize secondary and tertiary amines but not methylamine. This enzyme is inhibited by acetylenic compounds such as chlorgyline, 1-deprenyl and pargyline but, unlike EC 1.4.3.21 and EC 1.4.3.22 (diamine oxidase), it is not inhibited by semicarbazide.
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Bos taurus
UNIPROT: P56560
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The taxonomic range for the selected organisms is: Bos taurus
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
hide
RCH2NHR'
+
H2O
+
O2
=
RCHO
+
R'NH2
+
H2O2
+
+
=
+
+
Synonyms
monoamine oxidase, mao-b, mao-a, monoamine oxidase a, mao a, mao b, monoamine oxidase b, monoamine oxidase-b, monoamine oxidase-a, semicarbazide-sensitive amine oxidase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monoamine oxidase B
-
adrenaline oxidase
-
-
-
-
epinephrine oxidase
-
-
-
-
MAO
-
-
-
-
MAO A
MAO B
-
-
MAO-B
-
-
monoamine oxidase
-
-
-
-
monoamine oxidase A
monoamine oxidase B
-
-
monoamine:O2 oxidoreductase (deaminating)
-
-
-
-
serotonin deaminase
-
-
-
-
SSAO
-
-
tyraminase
-
-
-
-
tyramine oxidase
-
-
-
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
RCH2NHR' + H2O + O2 = RCHO + R'NH2 + H2O2
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Deamination
-
-
-
-
redox reaction
-
-
-
-
oxidation
-
-
-
-
reduction
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
amine:oxygen oxidoreductase (deaminating)
A mitochondrial outer-membrane flavoprotein (FAD) that catalyses the oxidative deamination of neurotransmitters and biogenic amines [3]. Acts on primary amines, and also on some secondary and tertiary amines. It differs from EC 1.4.3.21, primary-amine oxidase as it can oxidize secondary and tertiary amines but not methylamine. This enzyme is inhibited by acetylenic compounds such as chlorgyline, 1-deprenyl and pargyline but, unlike EC 1.4.3.21 and EC 1.4.3.22 (diamine oxidase), it is not inhibited by semicarbazide.
CAS REGISTRY NUMBER
COMMENTARY hide
9001-66-5
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-methyl-3-(4-chlorophenyl)-3-pyrroline + H2O + O2
?
show the reaction diagram
-
-
-
?
1-methyl-3-phenyl-3-pyrroline + H2O + O2
1-methyl-3-phenylpyrrole + NH3 + H2O2
show the reaction diagram
oxidation is a 2-electron process. Rapid clearance of 1-methyl-3-phenylpyrrole from the brain may contribute to their lack of neurotoxicity
-
-
?
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + 2 H2O + 2 O2
1-methyl-4-phenylpyridinium + 3 H2O2
show the reaction diagram
the parkinsonian inducing agent 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine is oxidized to 1-methyl-4-phenylpyridinium MPP+, a 4-electron oxidation product and a potent mitochondrial toxin
-
-
?
3-pyrroline + 2,4,5-trihydroxyphenylalanine quinone + H2O + O2
? + H2O2 + NH3
show the reaction diagram
3-pyrrolines are mechanism-based inactivators of the quinone-dependent amine oxidases but only substrates of the flavin-dependent amine oxidases
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
show the reaction diagram
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
show the reaction diagram
pyrrolidine + 2,4,5-trihydroxyphenylalanine quinone + H2O + O2
? + H2O2 + NH3
show the reaction diagram
-
-
-
?
1,4-dibenzyl-1-cyclopropyl-1,2,3,6-tetrahydropyridine
?
show the reaction diagram
-
-
-
-
?
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + H2O + O2
?
show the reaction diagram
-
-
-
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
show the reaction diagram
3-phenyl-3-pyrroline + H2O + O2
4-phenyl-2H-pyrrole + ?
show the reaction diagram
-
4-phenyl-2H-pyrrole rapidly tautomerizes to 5-phenyl-2H-pyrrole
-
?
4-benzyl-1-cyclopropyl-1,2,3,6-tetrahydropyridine + H2O + O2
?
show the reaction diagram
-
-
-
-
r
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
show the reaction diagram
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
show the reaction diagram
-
nonselective substrate
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
show the reaction diagram
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
show the reaction diagram
tryptamine + H2O + O2
1H-indol-3-yl-acetaldehyde + NH3 + H2O2
show the reaction diagram
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
show the reaction diagram
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
FAD
-
covalently bound at the active site
flavin
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Cu2+
-
0.00014-0.00015 mg copper per mg of protein, nonessential for activity
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2R)-1-cyclohexyl-N-methyl-N-(1H-pyrrol-2-ylmethyl)propan-2-amine
-
(R)-N-(alpha-cyclohexylethyl),N-methyl-1H-pyrrole-2-carboxamide
-
(R)-N-(alpha-cyclohexylethyl)-1H-pyrrole-2-carboxamide
-
1,3-diphenyl-4,5-dihydro-1H-pyrazole
IC50: 0.2 mM, MAO-B
1-acetyl-3,5-diphenyl-4,5-dihydro-1H-pyrazole
IC50: 0.041 mM, MAO-B
1-acetyl-3-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.1 mM, MAO-B
1-acetyl-3-(2,5-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.14 mM, MAO-B
1-acetyl-3-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.1 mM, MAO-B
1-acetyl-3-(2-nitrophenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.09 mM, MAO-B
1-acetyl-3-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.088 mM, MAO-B
1-acetyl-3-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.1 mM, MAO-B
1-acetyl-3-(4-bromophenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.1 mM, MAO-B
1-acetyl-3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.1 mM, MAO-B
1-acetyl-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.1 mM, MAO-B
1-acetyl-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.02 mM, MAO-B
1-acetyl-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.1 mM, MAO-B
1-acetyl-5-(2,4-dimethoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.1 mM, MAO-B
1-acetyl-5-(2-methylphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.038 mM, MAO-B
1-acetyl-5-(3,4-dimethoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.025 mM, MAO-B
1-acetyl-5-(3-methylphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.083 mM, MAO-B
1-acetyl-5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.1 mM, MAO-B
1-phenyl-N-(1H-pyrrol-2-ylmethyl)methanamine
-
2-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
IC50: 0.019 mM, MAO-B
2-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
IC50: 0.07 mM, MAO-B
2-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
IC50: 0.04 mM, MAO-B
2-phenyl-N-(1H-pyrrol-2-ylmethyl)ethanamine
-
2-[1-(4-chlorophenyl)-5-(2,3-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.3 mM, MAO-B
2-[1-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.3 mM, MAO-B
2-[1-(4-chlorophenyl)-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.48 mM, MAO-B
2-[1-(4-chlorophenyl)-5-(2-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.025 mM, MAO-B
2-[1-(4-chlorophenyl)-5-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 2.0 mM, MAO-B
2-[1-(4-chlorophenyl)-5-(3-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 3.8 mM, MAO-B
2-[1-(4-chlorophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 1.0 mM, MAO-B
2-[1-(4-chlorophenyl)-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 1.8 mM, MAO-B
2-[1-(4-chlorophenyl)-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.2 mM, MAO-B
2-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.1 mM, MAO-B
2-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.0001 mM, MAO-B
2-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.019 mM, MAO-B
2-[1-acetyl-5-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.04 mM, MAO-B
2-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.00006 mM, MAO-B
2-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0072 mM, MAO-B
2-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.1 mM, MAO-B
2-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.1 mM, MAO-B
2-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.06 mM, MAO-B
2-[5-(3-bromophenyl)-1-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.25 mM, MAO-B
2-[5-(4-bromophenyl)-1-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 1 mM, MAO-B
2-{1-(4-chlorophenyl)-5-[4-(dimethylamino)phenyl]-4,5-dihydro-1H-pyrazol-3-yl}phenol
IC50: 0.4 mM, MAO-B
3,5-bis(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
3,5-di-2-thienyl-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
3,5-diphenyl-1-propionyl-4,5-dihydro-1H-pyrazole
-
3-(2,4-dimethoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.04 mM, MAO-B
3-(2-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.5 mM, MAO-B
3-(3,4-dimethoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.017 mM, MAO-B
3-(3-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.001 mM, MAO-B
3-(3-methylphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.98 mM, MAO-B
3-(4-bromophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.087 mM, MAO-B
3-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.1 mM, MAO-B
3-(4-chlorophenyl)-5-(4-fluorocyclohexa-1,5-dien-1-yl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
3-(4-chlorophenyl)-5-(4-methoxycyclohexa-1,5-dien-1-yl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
3-(4-chlorophenyl)-5-(4-methylcyclohexa-1,5-dien-1-yl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
3-(4-chlorophenyl)-5-cyclohexa-1,5-dien-1-yl-1-propionyl-4,5-dihydro-1H-pyrazole
-
3-(4-fluorophenyl)-5-(2-furyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
3-(4-fluorophenyl)-5-(4-methoxycyclohexa-1,5-dien-1-yl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
3-(4-fluorophenyl)-5-(4-methylcyclohexa-1,5-dien-1-yl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
3-(4-fluorophenyl)-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
3-(4-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.0125 mM, MAO-B
3-(4-methoxyphenyl)-5-(4-methylcyclohexa-1,5-dien-1-yl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
3-(4-methylphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.05 mM, MAO-B
3-(4-nitrophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.00145 mM, MAO-B
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,2,3-triol
IC50: 0.39 mM, MAO-B
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
IC50: 0.08 mM, MAO-B
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
IC50: 0.062 mM, MAO-B
4-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
IC50: 0.03 mM, MAO-B
4-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
IC50: 0.003 mM, MAO-B
4-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.038 mM, MAO-B
4-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.02 mM, MAO-B
4-[1-acetyl-5-(2-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.087 mM, MAO-B
4-[1-acetyl-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.13 mM, MAO-B
4-[1-acetyl-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.1 mM, MAO-B
4-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.00002 mM, MAO-B
4-[1-acetyl-5-(3-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.023 mM, MAO-B
4-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.000038 mM, MAO-B
4-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.019 mM, MAO-B
4-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.12mM, MAO-B
4-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.04 mM, MAO-B
4-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.083 mM, MAO-B
4-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0072 mM, MAO-B
4-[1-acetyl-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.042 mM, MAO-B
4-[1-acetyl-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.03 mM, MAO-B
5-(2-furyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-(2-furyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-(4-chlorocyclohexa-1,5-dien-1-yl)-3-(4-chlorophenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-chlorocyclohexa-1,5-dien-1-yl)-3-(4-fluorophenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-chlorocyclohexa-1,5-dien-1-yl)-3-(4-methoxyphenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-chlorocyclohexa-1,5-dien-1-yl)-3-(4-methylphenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-chlorophenyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-(4-chlorophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-(4-chlorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-(4-chlorophenyl)-3-phenyl-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-fluorocyclohexa-1,5-dien-1-yl)-3-(4-fluorophenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-fluorocyclohexa-1,5-dien-1-yl)-3-(4-methoxyphenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-fluorocyclohexa-1,5-dien-1-yl)-3-(4-methylphenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-fluorophenyl)-3-phenyl-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-methoxycyclohexa-1,5-dien-1-yl)-3-(4-methoxyphenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-methoxycyclohexa-1,5-dien-1-yl)-3-(4-methylphenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-methoxycyclohexa-1,5-dien-1-yl)-3-phenyl-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-methylcyclohexa-1,5-dien-1-yl)-3-(4-methylphenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-methylcyclohexa-1,5-dien-1-yl)-3-phenyl-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-(4-methylphenyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-cyclohexa-1,5-dien-1-yl-3-(4-fluorophenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-cyclohexa-1,5-dien-1-yl-3-(4-methoxyphenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
5-cyclohexa-1,5-dien-1-yl-3-(4-methylphenyl)-1-propionyl-4,5-dihydro-1H-pyrazole
-
N,N'-(1R,2S)-cyclohexane-1,2-diylbis(2-oxo-2H-chromene-3-carboxamide)
-
N,N'-1,2-phenylenebis(2-oxo-2H-chromene-3-carboxamide)
-
N,N'-1,4-phenylenebis(2-oxo-2H-chromene-3-carboxamide)
-
N,N'-butane-1,4-diylbis(2-oxo-2H-chromene-3-carboxamide)
potent inhibitor of MAO-A with high selectivity towards MAO-B
N,N'-butane-1,4-diylbis(7-methoxy-2-oxo-2H-chromene-3-carboxamide)
-
N,N'-ethane-1,2-diylbis(2-oxo-2H-chromene-3-carboxamide)
-
N,N'-hexane-1,6-diylbis(2-oxo-2H-chromene-3-carboxamide)
potent inhibitor of MAO-A with high selectivity towards MAO-B
N-(1-phenylethyl)-1H-pyrrole-2-carboxamide
-
N-(1H-pyrrol-2-ylmethyl)prop-2-yn-1-amine
-
N-(2-cyclohexylethyl)-N-methyl-1H-pyrrole-2-carboxamide
-
N-(2-phenylethyl),N-methyl-1H-pyrrole-2-carboxamide
-
N-(3-phenylpropyl),N-methyl-1H-pyrrole-2-carboxamide
-
N-(3-phenylpropyl)-1H-pyrrole-2-carboxamide
-
N-(4-phenylbutyl),N-methyl 1H-pyrrole-2-carboxamide
-
N-(4-phenylbutyl)-1H-pyrrole-2-carboxamide
-
N-benzyl,N-methyl-1H-pyrrole-2-carboxamide
-
N-benzyl-1-(1-methyl-1H-pyrrol-2-yl)methanamine
-
N-benzyl-1H-pyrrole-2-carboxamide
-
N-benzyl-N-methyl-1-(1-methyl-1H-pyrrol-2-yl)methanamine
-
N-methyl,N-(benzyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°Cmost selective MAO-B inhibitor
N-methyl-1-phenyl-N-(1H-pyrrol-2-ylmethyl)ethanamine
-
N-methyl-2-phenyl-N-(1H-pyrrol-2-ylmethyl)ethanamine
-
N-methyl-3-phenyl-N-(1H-pyrrol-2-ylmethyl)propan-1-amine
-
N-methyl-4-phenyl-N-(1H-pyrrol-2-ylmethyl)butan-1-amine
-
N-methyl-N-(1-phenylethyl)-1H-pyrrole-2-carboxamide
-
N-prop-2-yn-1-yl-1H-pyrrole-2-carboxamide
-
N-[(1R)-1-cyclohexylethyl]-1H-pyrrole-2-carboxamide
-
N-[(1S)-1-cyclohexylethyl]-1H-pyrrole-2-carboxamide
-
pheniprazine
i.e. (1-methyl-2-phenylethyl)hydrazine. Mechanism-based MAO inhibitor
(2R)-1-cyclohexyl-N-methyl-N-(1H-pyrrol-2-ylmethyl)propan-2-amine
-
(R)-N-(alpha-cyclohexylethyl),N-methyl-1H-pyrrole-2-carboxamide
-
(R)-N-(alpha-cyclohexylethyl)-1H-pyrrole-2-carboxamide
-
1,10 phenanthroline
-
weak inhibition
1,3-diphenyl-4,5-dihydro-1H-pyrazole
IC50: 0.0098 mM, MAO-A
1-acetyl-3,5-diphenyl-4,5-dihydro-1H-pyrazole
IC50: 0.000009 mM, MAO-A
1-acetyl-3-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.00023 mM, MAO-A
1-acetyl-3-(2,5-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.0002 mM, MAO-A
1-acetyl-3-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.00029 mM, MAO-A
1-acetyl-3-(2-nitrophenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.0003 mM, MAO-A
1-acetyl-3-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.0001 mM, MAO-A
1-acetyl-3-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.00024 mM, MAO-A
1-acetyl-3-(4-bromophenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.00001 mM, MAO-A
1-acetyl-3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.00001mM, MAO-A
1-acetyl-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.0002 mM, MAO-A
1-acetyl-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole
IC50: 0.0001 mM, MAO-A
1-acetyl-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.0001 mM, MAO-A
1-acetyl-5-(2,4-dimethoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.00001 mM, MAO-A
1-acetyl-5-(2-methylphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.0001 mM, MAO-A
1-acetyl-5-(3,4-dimethoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.00001 mM, MAO-A
1-acetyl-5-(3-methylphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.000009 mM, MAO-A
1-acetyl-5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.000008 mM, MAO-A
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine
-
-
1-phenyl-N-(1H-pyrrol-2-ylmethyl)methanamine
-
2-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
IC50: 0.0001 mM, MAO-A
2-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
IC50: 0.001 mM, MAO-A
2-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
IC50: 0.000072 mM, MAO-A
2-hydroxyquinoline
-
reversible by dialysis
2-phenyl-N-(1H-pyrrol-2-ylmethyl)ethanamine
-
2-[1-(4-chlorophenyl)-5-(2,3-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.008 mM, MAO-A
2-[1-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.009 mM, MAO-A
2-[1-(4-chlorophenyl)-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0094 mM, MAO-A
2-[1-(4-chlorophenyl)-5-(2-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.097 mM, MAO-A
2-[1-(4-chlorophenyl)-5-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.098 mM, MAO-A
2-[1-(4-chlorophenyl)-5-(3-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.013 mM, MAO-A
2-[1-(4-chlorophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.09 mM, MAO-A
2-[1-(4-chlorophenyl)-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.094 mM, MAO-A
2-[1-(4-chlorophenyl)-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.088 mM, MAO-A
2-[1-(4-chlorophenyl)-5-[4-(dimethylamino)phenyl]-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0095 mM, MAO-A
2-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0000086 mM, MAO-A
2-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.00001 mM, MAO-A
2-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.000008 mM, MAO-A
2-[1-acetyl-5-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0001 mM, MAO-A
2-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.000028 mM, MAO-A
2-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.000009 mM, MAO-A
2-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.002 mM, MAO-A
2-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0000088 mM, MAO-A
2-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.0001 mM, MAO-A
2-[5-(3-bromophenyl)-1-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.089 mM, MAO-A
2-[5-(4-bromophenyl)-1-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.12 mM, MAO-A
3,5-bis(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
3,5-di-2-thienyl-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
3-(2,4-dimethoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.0018 mM, MAO-A
3-(2-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.01 mM, MAO-A
3-(3,4-dimethoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.003 mM, MAO-A
3-(3-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.000014 mM, MAO-A
3-(3-methylphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.09 mM, MAO-A
3-(4-bromophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.0074 mM, MAO-A
3-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.0099 mM, MAO-A
3-(4-fluorophenyl)-5-(2-furyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
3-(4-fluorophenyl)-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
3-(4-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.00011 mM, MAO-A
3-(4-methylphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.0069 mM, MAO-A
3-(4-nitrophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
IC50: 0.000086 mM, MAO-A
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,2,3-triol
IC50: 0.0001 mM, MAO-A
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
IC50: 0.0001 mM, MAO-A
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
IC50: 0.00005 mM, MAO-A
4-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
IC50: 0.0001 mM, MAO-A
4-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
IC50: 0.000073 mM, MAO-A
4-benzyl-1-cyclopropyl-1,2,3,6-tetrahydropyridine
-
-
4-Cyanophenol
-
weak inhibition
4-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.0001 mM, MAO-A
4-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.00001 mM, MAO-A
4-[1-acetyl-5-(2-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0000086 mM, MAO-A
4-[1-acetyl-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.000008 mM, MAO-A
4-[1-acetyl-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0000088 mM, MAO-A
4-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.00001 mM, MAO-A
4-[1-acetyl-5-(3-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.00001 mM, MAO-A
4-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.000013 mM, MAO-A
4-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.000008 mM, MAO-A
4-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.00001 mM, MAO-A
4-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0001 mM, MAO-A
4-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.000009 mM, MAO-A
4-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.000009 mM, MAO-A
4-[1-acetyl-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
IC50: 0.000009 mM, MAO-A
4-[1-acetyl-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
IC50: 0.0001mM, MAO-A
5-(2-furyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-(2-furyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-(4-chlorophenyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-(4-chlorophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-(4-chlorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
5-(4-methylphenyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
8-hydroxyquinoline
-
reversible by the addition of Zn2+, Ni2+, Co2+
alpha-Naphthol
amphetamine
-
-
beta-naphthol
D-amphetamine
-
-
deoxycholate
-
-
Harmaline
-
-
moclobemide
-
N,1-dimethyl-N-prop-2-yn-1-yl-1H-pyrrole-2-carboxamide
-
N,N'-(1R,2S)-cyclohexane-1,2-diylbis(2-oxo-2H-chromene-3-carboxamide)
-
N,N'-1,2-phenylenebis(2-oxo-2H-chromene-3-carboxamide)
-
N,N'-1,4-phenylenebis(2-oxo-2H-chromene-3-carboxamide)
-
N,N'-butane-1,4-diylbis(2-oxo-2H-chromene-3-carboxamide)
potent inhibitor of MAO-A with high selectivity towards MAO-B
N,N'-butane-1,4-diylbis(7-methoxy-2-oxo-2H-chromene-3-carboxamide)
-
N,N'-ethane-1,2-diylbis(2-oxo-2H-chromene-3-carboxamide)
-
N,N'-hexane-1,6-diylbis(2-oxo-2H-chromene-3-carboxamide)
potent inhibitor of MAO-A with high selectivity towards MAO-B
N-(1-phenylethyl)-1H-pyrrole-2-carboxamide
-
N-(1H-pyrrol-2-ylmethyl)prop-2-yn-1-amine
-
N-(2-cyclohexylethyl)-N-methyl-1H-pyrrole-2-carboxamide
-
N-(2-phenylethyl),N-methyl-1H-pyrrole-2-carboxamide
-
N-(3-phenylpropyl),N-methyl-1H-pyrrole-2-carboxamide
-
N-(3-phenylpropyl)-1H-pyrrole-2-carboxamide
-
N-(4-phenylbutyl),N-methyl 1H-pyrrole-2-carboxamide
-
N-(4-phenylbutyl)-1H-pyrrole-2-carboxamide
-
N-2-phenylethyl-1H-pyrrole-2-carboxamide
-
N-benzyl,N-methyl-1H-pyrrole-2-carboxamide
-
N-benzyl-1-(1-methyl-1H-pyrrol-2-yl)methanamine
most selective MAO-A inhibitor
N-benzyl-1H-pyrrole-2-carboxamide
-
N-benzyl-N-methyl-1-(1-methyl-1H-pyrrol-2-yl)methanamine
-
N-methyl,N-(benzyl),N-(pyrrol-2-ylmethyl)amine
-
N-methyl-1-phenyl-N-(1H-pyrrol-2-ylmethyl)ethanamine
-
N-methyl-2-phenyl-N-(1H-pyrrol-2-ylmethyl)ethanamine
-
N-methyl-3-phenyl-N-(1H-pyrrol-2-ylmethyl)propan-1-amine
-
N-methyl-4-phenyl-N-(1H-pyrrol-2-ylmethyl)butan-1-amine
-
N-methyl-N-(1-phenylethyl)-1H-pyrrole-2-carboxamide
-
N-methyl-N-[(1-methyl-1H-pyrrol-2-yl)methyl]prop-2-yn-1-amine
-
N-phenyl-1H-pyrrole-2-carboxamide
-
N-prop-2-yn-1-yl-1H-pyrrole-2-carboxamide
-
N-[(1R)-1-cyclohexylethyl]-1H-pyrrole-2-carboxamide
-
N-[(1S)-1-cyclohexylethyl]-1H-pyrrole-2-carboxamide
-
phenylhydrazine
-
-
Semicarbazide
-
-
Sodium diethyldithiocarbamate
-
weak inhibition
tetrahydropyridines
-
-
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0448
1-methyl-3-(4-chlorophenyl)-3-pyrroline
pH 7.4, 37°C
0.0564
1-methyl-3-phenyl-3-pyrroline
pH 7.4, 37°C
0.138
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine
pH 7.4, 37°C
0.04
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine
-
-
0.19
2-Phenylethylamine
-
-
0.252
3-phenyl-3-pyrroline
pH 7.2, 30°C
0.414
4-benzyl-1-cyclopropyl-1,2,3,6-tetrahydropyridine
-
-
0.12 - 0.51
benzylamine
0.07
kynuramine
-
-
0.19 - 0.25
Phenylethylamine
-
MAO-B
additional information
additional information
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
834
3-phenyl-3-pyrroline
pH 7.2, 30°C
7 - 7.83
benzylamine
-
-
18.2 - 20.8
Phenylethylamine
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00003
(R)-N-(alpha-cyclohexylethyl),N-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0015
(R)-N-(alpha-cyclohexylethyl)-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.007
(R)-N-(alpha-cyclohexylethyl)-N-methyl,N-(pyrrol-2-ylmethyl)-amine
pH 7.4, 38°C
0.0025
(R,S)-N-(alpha-phenylethyl)-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0045
(R,S)-N-methyl,N-(alpha-phenylethyl),N-(pyrrol-2-ylmethyl)-amine
pH 7.4, 38°C
0.0618
(R,S)-N-methyl,N-(alpha-phenylethyl)-1H-pyrrole- 2-carboxamide
pH 7.4, 38°C
0.0041
(S)-N-(alpha-cyclohexylethyl),N-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0036
(S)-N-(alpha-cyclohexylethyl)-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00001
3,5-bis(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-B
0.00005
3,5-di-2-thienyl-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-B
0.00037
3-(4-fluorophenyl)-5-(2-furyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-B
0.00005
3-(4-fluorophenyl)-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-B
0.00002
5-(2-furyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-B
0.00017
5-(2-furyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-B
0.000006
5-(4-chlorophenyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-B
0.001
5-(4-chlorophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-B
0.0000015
5-(4-chlorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-B
0.00001
5-(4-methylphenyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-B
0.058
Clorgyline
pH 7.4, 38°C
0.006
isatin
monoamine oxidase B
0.00002
N-(2-benzyl),N-(1-methylpyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.085
N-(2-phenylethyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.00012
N-(2-phenylethyl),N-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0089
N-(3-phenylpropyl),N-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.025
N-(3-phenylpropyl)-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0025
N-(4-phenylbutyl),N-methyl 1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.057
N-(4-phenylbutyl)-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0072
N-(benzyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.00062
N-(propargyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.15
N-benzyl,N-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.15
N-benzyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0007
N-methyl,N-(2-phenylethyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.002
N-methyl,N-(3-phenylbutyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.0048
N-methyl,N-(3-phenylpropyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.3
N-methyl,N-(benzyl),N-(1-methylpyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.00002
N-methyl,N-(benzyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.07
N-propargyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00008 - 0.00045
pheniprazine
0.00097
selegiline
pH 7.4, 38°C
0.0000017
(R)-N-(alpha-cyclohexylethyl),N-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00026
(R)-N-(alpha-cyclohexylethyl)-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00002
(R)-N-(alpha-cyclohexylethyl)-N-methyl,N-(pyrrol-2-ylmethyl)-amine
pH 7.4, 38°C
0.00122
(R,S)-N-(alpha-phenylethyl)-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0001
(R,S)-N-methyl,N-(alpha-phenylethyl),N-(pyrrol-2-ylmethyl)-amine
pH 7.4, 38°C
0.00001
(R,S)-N-methyl,N-(alpha-phenylethyl)-1H-pyrrole- 2-carboxamide
pH 7.4, 38°C
0.00002
(S)-N-(alpha-cyclohexylethyl),N-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00033
(S)-N-(alpha-cyclohexylethyl)-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.182
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine
-
-
0.25
2-hydroxyquinoline
-
-
0.000006
3,5-bis(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-A
0.000027
3,5-di-2-thienyl-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-A
0.000008
3-(4-fluorophenyl)-5-(2-furyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-A
0.000007
3-(4-fluorophenyl)-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-A
0.00005
5-(2-furyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-A
0.000004
5-(2-furyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-A
0.000041
5-(4-chlorophenyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-A
0.000006
5-(4-chlorophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-A
0.000031
5-(4-chlorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-A
0.00005
5-(4-methylphenyl)-3-(2-thienyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
pH 7.4, 38°C, MAO-A
0.65
8-hydroxyquinoline
-
-
0.2
alpha-Naphthol
-
-
0.1
beta-naphthol
-
-
0.000054
Clorgyline
pH 7.4, 38°C
0.0115
moclobemide
pH 7.4, 38°C
0.000024
N-(2-benzyl),N-(1-methylpyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.00002
N-(2-phenylethyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.000007
N-(2-phenylethyl),N-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00004
N-(3-phenylpropyl),N-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0007
N-(3-phenylpropyl)-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00009
N-(4-phenylbutyl),N-methyl 1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.000055
N-(4-phenylbutyl)-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00035
N-(benzyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.0003
N-(propargyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.00042
N-2-phenylethyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0006
N-benzyl,N-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00025
N-benzyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00005
N-methyl,N-(2-phenylethyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.0001
N-methyl,N-(3-phenylbutyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.00005
N-methyl,N-(3-phenylpropyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.00015
N-methyl,N-(benzyl),N-(1-methylpyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.0035
N-methyl,N-(benzyl),N-(pyrrol-2-ylmethyl)amine
pH 7.4, 38°C
0.00044
N-methyl,N-(propargyl),N-(1-methylpyrrol-2-ylmethyl)-amine
pH 7.4, 38°C
0.0004
N-phenyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00083
N-propargyl,N-methyl-1-methyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.00023
N-propargyl-1H-pyrrole-2-carboxamide
pH 7.4, 38°C
0.0038
selegiline
pH 7.4, 38°C
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.2
1,3-diphenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.2 mM, MAO-B
0.041
1-acetyl-3,5-diphenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.041 mM, MAO-B
0.1
1-acetyl-3-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.1 mM, MAO-B
0.14
1-acetyl-3-(2,5-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.14 mM, MAO-B
0.1
1-acetyl-3-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.1 mM, MAO-B
0.09
1-acetyl-3-(2-nitrophenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.09 mM, MAO-B
0.088
1-acetyl-3-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.088 mM, MAO-B
0.1
1-acetyl-3-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.1 mM, MAO-B
0.1
1-acetyl-3-(4-bromophenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.1 mM, MAO-B
0.1
1-acetyl-3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.1 mM, MAO-B
0.1
1-acetyl-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.1 mM, MAO-B
0.02
1-acetyl-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.02 mM, MAO-B
0.1
1-acetyl-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.1 mM, MAO-B
0.1
1-acetyl-5-(2,4-dimethoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.1 mM, MAO-B
0.038
1-acetyl-5-(2-methylphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.038 mM, MAO-B
0.025
1-acetyl-5-(3,4-dimethoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.025 mM, MAO-B
0.083
1-acetyl-5-(3-methylphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.083 mM, MAO-B
0.1
1-acetyl-5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.1 mM, MAO-B
0.019
2-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
Bos taurus
IC50: 0.019 mM, MAO-B
0.07
2-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
Bos taurus
IC50: 0.07 mM, MAO-B
0.04
2-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
Bos taurus
IC50: 0.04 mM, MAO-B
0.3
2-[1-(4-chlorophenyl)-5-(2,3-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.3 mM, MAO-B
0.3
2-[1-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.3 mM, MAO-B
0.48
2-[1-(4-chlorophenyl)-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.48 mM, MAO-B
0.025
2-[1-(4-chlorophenyl)-5-(2-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.025 mM, MAO-B
2
2-[1-(4-chlorophenyl)-5-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 2.0 mM, MAO-B
3.8
2-[1-(4-chlorophenyl)-5-(3-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 3.8 mM, MAO-B
1
2-[1-(4-chlorophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 1.0 mM, MAO-B
1.8
2-[1-(4-chlorophenyl)-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 1.8 mM, MAO-B
0.2
2-[1-(4-chlorophenyl)-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.2 mM, MAO-B
0.1
2-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.1 mM, MAO-B
0.0001
2-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.0001 mM, MAO-B
0.019
2-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.019 mM, MAO-B
0.04
2-[1-acetyl-5-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.04 mM, MAO-B
0.00006
2-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.00006 mM, MAO-B
0.0072
2-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0072 mM, MAO-B
0.1
2-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.1 mM, MAO-B
0.1
2-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.1 mM, MAO-B
0.06
2-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.06 mM, MAO-B
0.25
2-[5-(3-bromophenyl)-1-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.25 mM, MAO-B
1
2-[5-(4-bromophenyl)-1-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 1 mM, MAO-B
0.4
2-{1-(4-chlorophenyl)-5-[4-(dimethylamino)phenyl]-4,5-dihydro-1H-pyrazol-3-yl}phenol
Bos taurus
IC50: 0.4 mM, MAO-B
0.04
3-(2,4-dimethoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.04 mM, MAO-B
0.5
3-(2-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.5 mM, MAO-B
0.017
3-(3,4-dimethoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.017 mM, MAO-B
0.001
3-(3-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.001 mM, MAO-B
0.98
3-(3-methylphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.98 mM, MAO-B
0.087
3-(4-bromophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.087 mM, MAO-B
0.1
3-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.1 mM, MAO-B
0.0125
3-(4-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0125 mM, MAO-B
0.05
3-(4-methylphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.05 mM, MAO-B
0.00145
3-(4-nitrophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.00145 mM, MAO-B
0.39
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,2,3-triol
Bos taurus
IC50: 0.39 mM, MAO-B
0.08
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
Bos taurus
IC50: 0.08 mM, MAO-B
0.062
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
Bos taurus
IC50: 0.062 mM, MAO-B
0.03
4-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
Bos taurus
IC50: 0.03 mM, MAO-B
0.003
4-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
Bos taurus
IC50: 0.003 mM, MAO-B
0.038
4-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.038 mM, MAO-B
0.02
4-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.02 mM, MAO-B
0.087
4-[1-acetyl-5-(2-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.087 mM, MAO-B
0.13
4-[1-acetyl-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.13 mM, MAO-B
0.1
4-[1-acetyl-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.1 mM, MAO-B
0.00002
4-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.00002 mM, MAO-B
0.023
4-[1-acetyl-5-(3-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.023 mM, MAO-B
0.000038
4-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.000038 mM, MAO-B
0.019
4-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.019 mM, MAO-B
0.12
4-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.12mM, MAO-B
0.04
4-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.04 mM, MAO-B
0.083
4-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.083 mM, MAO-B
0.0072
4-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0072 mM, MAO-B
0.042
4-[1-acetyl-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.042 mM, MAO-B
0.03
4-[1-acetyl-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.03 mM, MAO-B
0.0098
1,3-diphenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0098 mM, MAO-A
0.000009
1-acetyl-3,5-diphenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.000009 mM, MAO-A
0.00023
1-acetyl-3-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.00023 mM, MAO-A
0.0002
1-acetyl-3-(2,5-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0002 mM, MAO-A
0.00029
1-acetyl-3-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.00029 mM, MAO-A
0.0003
1-acetyl-3-(2-nitrophenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0003 mM, MAO-A
0.0001
1-acetyl-3-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0001 mM, MAO-A
0.00024
1-acetyl-3-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.00024 mM, MAO-A
0.00001
1-acetyl-3-(4-bromophenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.00001 mM, MAO-A
0.00001
1-acetyl-3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.00001mM, MAO-A
0.0002
1-acetyl-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0002 mM, MAO-A
0.0001
1-acetyl-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0001 mM, MAO-A
0.0001
1-acetyl-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0001 mM, MAO-A
0.00001
1-acetyl-5-(2,4-dimethoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.00001 mM, MAO-A
0.0001
1-acetyl-5-(2-methylphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0001 mM, MAO-A
0.00001
1-acetyl-5-(3,4-dimethoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.00001 mM, MAO-A
0.000009
1-acetyl-5-(3-methylphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.000009 mM, MAO-A
0.000008
1-acetyl-5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.000008 mM, MAO-A
0.0001
2-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
Bos taurus
IC50: 0.0001 mM, MAO-A
0.001
2-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
Bos taurus
IC50: 0.001 mM, MAO-A
0.000072
2-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
Bos taurus
IC50: 0.000072 mM, MAO-A
0.008
2-[1-(4-chlorophenyl)-5-(2,3-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.008 mM, MAO-A
0.009
2-[1-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.009 mM, MAO-A
0.0094
2-[1-(4-chlorophenyl)-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0094 mM, MAO-A
0.097
2-[1-(4-chlorophenyl)-5-(2-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.097 mM, MAO-A
0.098
2-[1-(4-chlorophenyl)-5-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.098 mM, MAO-A
0.013
2-[1-(4-chlorophenyl)-5-(3-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.013 mM, MAO-A
0.09
2-[1-(4-chlorophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.09 mM, MAO-A
0.094
2-[1-(4-chlorophenyl)-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.094 mM, MAO-A
0.088
2-[1-(4-chlorophenyl)-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.088 mM, MAO-A
0.0095
2-[1-(4-chlorophenyl)-5-[4-(dimethylamino)phenyl]-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0095 mM, MAO-A
0.0000086
2-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0000086 mM, MAO-A
0.00001
2-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.00001 mM, MAO-A
0.000008
2-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.000008 mM, MAO-A
0.0001
2-[1-acetyl-5-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0001 mM, MAO-A
0.000028
2-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.000028 mM, MAO-A
0.000009
2-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.000009 mM, MAO-A
0.002
2-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.002 mM, MAO-A
0.0000088
2-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0000088 mM, MAO-A
0.0001
2-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.0001 mM, MAO-A
0.089
2-[5-(3-bromophenyl)-1-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.089 mM, MAO-A
0.12
2-[5-(4-bromophenyl)-1-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.12 mM, MAO-A
0.0018
3-(2,4-dimethoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0018 mM, MAO-A
0.01
3-(2-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.01 mM, MAO-A
0.003
3-(3,4-dimethoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.003 mM, MAO-A
0.000014
3-(3-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.000014 mM, MAO-A
0.09
3-(3-methylphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.09 mM, MAO-A
0.0074
3-(4-bromophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0074 mM, MAO-A
0.0099
3-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0099 mM, MAO-A
0.00011
3-(4-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.00011 mM, MAO-A
0.0069
3-(4-methylphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.0069 mM, MAO-A
0.000086
3-(4-nitrophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Bos taurus
IC50: 0.000086 mM, MAO-A
0.0001
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,2,3-triol
Bos taurus
IC50: 0.0001 mM, MAO-A
0.0001
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
Bos taurus
IC50: 0.0001 mM, MAO-A
0.00005
4-(1-acetyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
Bos taurus
IC50: 0.00005 mM, MAO-A
0.0001
4-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,3-diol
Bos taurus
IC50: 0.0001 mM, MAO-A
0.000073
4-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
Bos taurus
IC50: 0.000073 mM, MAO-A
0.0001
4-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.0001 mM, MAO-A
0.00001
4-[1-acetyl-5-(2,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.00001 mM, MAO-A
0.0000086
4-[1-acetyl-5-(2-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0000086 mM, MAO-A
0.000008
4-[1-acetyl-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.000008 mM, MAO-A
0.0000088
4-[1-acetyl-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0000088 mM, MAO-A
0.00001
4-[1-acetyl-5-(2-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.00001 mM, MAO-A
0.00001
4-[1-acetyl-5-(3-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.00001 mM, MAO-A
0.000013
4-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.000013 mM, MAO-A
0.000008
4-[1-acetyl-5-(3-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.000008 mM, MAO-A
0.00001
4-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.00001 mM, MAO-A
0.0001
4-[1-acetyl-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0001 mM, MAO-A
0.000009
4-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.000009 mM, MAO-A
0.000009
4-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.000009 mM, MAO-A
0.000009
4-[1-acetyl-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
Bos taurus
IC50: 0.000009 mM, MAO-A
0.0001
4-[1-acetyl-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
Bos taurus
IC50: 0.0001mM, MAO-A
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8
-
purified enzyme
8 - 10
-
phosphatidylcholine-treated enzyme
8.5
-
-
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
-
assay at
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
temperature-dependencies of enzyme activity of purified and lipid-treated enzyme
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
-
MAO A and MAO B play roles in the oxidative catabolism of important amine neurotransmitters including serotonin, dopamine, and epinephrine. Inhibition of MAO B results in a protective effect from this cell-destructive bio-activation. MAO A functions specifically in the oxidative metabolism of serotonin although it also oxidizes dopamine effectively
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
AOFB_BOVIN
520
1
58421
Swiss-Prot
other Location (Reliability: 2)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
146000
-
calculation on basis of flavin content
52000
-
2 * 52000, SDS-PAGE, gel filtration chromatography with 6 M guanidine HCl as solvent
62000
-
2 * 62000, SDS-PAGE in presence of mercaptoethanol
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
the lipid enviroment appears to be an indispensable prerequisite for proper enzyme activity
ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
2-mercaptoethanol
-
enzyme very stable in the presence of mercaptoethanol and low concentrations of detergents such as Triton X-100 or cholate
deoxycholate
Triton X-100
OXIDATION STABILITY
ORGANISM
UNIPROT
LITERATURE
treatment with chemical agents (e.g. oxidizing agents) induce appearance of ability to catalyze hydrolytic deamination of AMP, ADP and ATP
-
394563
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
native MAO B from liver
-
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Erwin, V.G.; Hellerman, L.
Mitochondrial monoamine oxidase. I. Purification and characterization of the bovine kidney enzyme
J. Biol. Chem.
242
4230-4238
1967
Bos taurus
Manually annotated by BRENDA team
Newton-Vinson, P.; Hubalek, F.; Edmondson, D.E.
High-level expression of human liver monoamine oxidase B in Pichia pastoris
Protein Expr. Purif.
20
334-345
2000
Bos taurus, Homo sapiens
Manually annotated by BRENDA team
Ramsay, R.R.; Singer, T.P.
The kinetic mechanisms of monoamine oxidases A and B
Biochem. Soc. Trans.
19
219-223
1991
Bos taurus, Homo sapiens
Manually annotated by BRENDA team
Akopyan, Z.I.; Kulygina, A.A.; Terzeman, I.I.; Gorkin, V.Z.
Induced appearance of adenylate-deaminating activity in highly purified bovine liver mitochondrial monoamine oxidase
Biochim. Biophys. Acta
289
44-56
1972
Bos taurus
Manually annotated by BRENDA team
Pohl, B.; Schmidt, W.
Comparative studies of purified and reconstituted monoamine oxidase from bovine liver mitochondria
Biochim. Biophys. Acta
731
338-345
1983
Bos taurus
Manually annotated by BRENDA team
Dugal, B.S.
Localization, purification and substrate specificity of monoamine oxidase
Biochim. Biophys. Acta
480
56-69
1977
Bos taurus
Manually annotated by BRENDA team
Husain, M.; Edmondson, D.E.; Singer, T.P.
Kinetic studies on the catalytic mechanism of liver monoamine oxidase
Biochemistry
21
595-600
1982
Bos taurus
Manually annotated by BRENDA team
Weyler, W.; Salach, J.I.
Iron content and spectral properties of highly purified bovine liver monoamine oxidase
Arch. Biochem. Biophys.
212
147-153
1981
Bos taurus
Manually annotated by BRENDA team
Salach, J.I.
Monoamine oxidase from beef liver mitochondria: simplified isolation procedure, properties, and determination of its cysteinyl flavin content
Arch. Biochem. Biophys.
192
128-137
1979
Bos taurus
Manually annotated by BRENDA team
Minamiura, N.; Yasunobu, K.T.
Bovine liver monoamine oxidase. A modified purification procedure and preliminary evidence for two subunits and one FAD
Arch. Biochem. Biophys.
189
481-489
1978
Bos taurus
Manually annotated by BRENDA team
Kuttab, S.; Kalgutkar, A.; Castagnoli, N.Jr.
Mechanistic studies on the monoamine oxidase B catalyzed oxidation of 1,4-disubstituted tetrahydropyridines
Chem. Res. Toxicol.
7
740-744
1994
Bos taurus
Manually annotated by BRENDA team
Lee, Y.; Ling, K.Q.; Lu, X.; Silverman, R.B.; Shepard, E.M.; Dooley, D.M.; Sayre, L.M.
3-Pyrrolines are mechanism-based inactivators of the quinone-dependent amine oxidases but only substrates of the flavin-dependent amine oxidases
J. Am. Chem. Soc.
124
12135-12143
2002
Bos taurus, Bos taurus (P56560)
Manually annotated by BRENDA team
Chimenti, F.; Secci, D.; Bolasco, A.; Chimenti, P.; Granese, A.; Carradori, S.; Befani, O.; Turini, P.; Alcaro, S.; Ortuso, F.
Synthesis, molecular modeling studies, and selective inhibitory activity against monoamine oxidase of N,N-bis[2-oxo-2H-benzopyran]-3-carboxamides
Bioorg. Med. Chem. Lett.
16
4135-4140
2006
Homo sapiens (P21397), Homo sapiens (P27338), Bos taurus (P21398), Bos taurus (P56560)
Manually annotated by BRENDA team
Chimenti, F.; Bolasco, A.; Manna, F.; Secci, D.; Chimenti, P.; Granese, A.; Befani, O.; Turini, P.; Cirilli, R.; La Torre, F.; Alcaro, S.; Ortuso, F.; Langer, T.
Synthesis, biological evaluation and 3D-QSAR of 1,3,5-trisubstituted-4,5-dihydro-(1H)-pyrazole derivatives as potent and highly selective monoamine oxidase A inhibitors
Curr. Med. Chem.
13
1411-1428
2006
Bos taurus (P21398), Bos taurus (P56560)
Manually annotated by BRENDA team
Hubalek, F.; Binda, C.; Khalil, A.; Li, M.; Mattevi, A.; Castagnoli, N.; Edmondson, D.E.
Demonstration of isoleucine 199 as a structural determinant for the selective inhibition of human monoamine oxidase B by specific reversible inhibitors
J. Biol. Chem.
280
15761-15766
2005
Equus caballus, Ovis aries, Rattus norvegicus (P19643), Homo sapiens (P21397), Homo sapiens (P27338), Homo sapiens, Bos taurus (P56560), Bos taurus, Mus musculus (Q8BW75), Mus musculus
Manually annotated by BRENDA team
Chimenti, F.; Maccioni, E.; Secci, D.; Bolasco, A.; Chimenti, P.; Granese, A.; Befani, O.; Turini, P.; Alcaro, S.; Ortuso, F.; Cirilli, R.; La Torre, F.; Cardia, M.C.; Distinto, S.
Synthesis, molecular modeling studies, and selective inhibitory activity against monoamine oxidase of 1-thiocarbamoyl-3,5-diaryl-4,5-dihydro-(1H)-pyrazole derivatives
J. Med. Chem.
48
7113-7122
2005
Bos taurus (P21398), Bos taurus (P56560)
Manually annotated by BRENDA team
Chimenti, F.; Fioravanti, R.; Bolasco, A.; Manna, F.; Chimenti, P.; Secci, D.; Rossi, F.; Turini, P.; Ortuso, F.; Alcaro, S.; Cardia, M.C.
Synthesis, molecular modeling studies and selective inhibitory activity against MAO of N1-propanoyl-3,5-diphenyl-4,5-dihydro-(1H)-pyrazole derivatives
Eur. J. Med. Chem.
43
2262-2267
2008
Bos taurus (P21398), Bos taurus (P56560)
Manually annotated by BRENDA team
La Regina, G.; Silvestri, R.; Artico, M.; Lavecchia, A.; Novellino, E.; Befani, O.; Turini, P.; Agostinelli, E.
New pyrrole inhibitors of monoamine oxidase: synthesis, biological evaluation, and structural determinants of MAO-A and MAO-B selectivity
J. Med. Chem.
50
922-931
2007
Bos taurus (P21398), Bos taurus (P56560)
Manually annotated by BRENDA team
Ogunrombi, M.O.; Malan, S.F.; TerreBlanche, G.; Castagnoli, K.; Castagnoli, N.; Bergh, J.J.; Petzer, J.P.
Neurotoxicity studies with the monoamine oxidase B substrate 1-methyl-3-phenyl-3-pyrroline
Life Sci.
81
458-467
2007
Papio sp., Bos taurus (P56560), Mus musculus (Q8BW75), Mus musculus
Manually annotated by BRENDA team
Ramadan, Z.B.; Wrang, M.L.; Tipton, K.F.
Species differences in the selective inhibition of monoamine oxidase (1-methyl-2-phenylethyl)hydrazine and its potentiation by cyanide
Neurochem. Res.
32
1783-1790
2007
Rattus norvegicus (P19643), Rattus norvegicus (P21396), Bos taurus (P56560)
Manually annotated by BRENDA team
Al-Wabel, N.A.
Comparative activities of semicarbazide-sensitive amine oxidase (SSAO) in five domestic species
Pol. J. Vet. Sci.
11
63-66
2008
Bos taurus, Camelus bactrianus, Capra hircus, Equus caballus, Ovis aries
Manually annotated by BRENDA team
Edmondson, D.E.; Binda, C.; Wang, J.; Upadhyay, A.K.; Mattevi, A.
Molecular and mechanistic properties of the membrane-bound mitochondrial monoamine oxidases
Biochemistry
48
4220-4230
2009
Bos taurus, Homo sapiens, Mus musculus, Rattus norvegicus
Manually annotated by BRENDA team