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Literature summary extracted from

  • Liu, J.; Yi, W.; Wan, Y.; Ma, L.; Song, H.
    1-(1-Arylethylidene)thiosemicarbazide derivatives: a new class of tyrosinase inhibitors (2008), Bioorg. Med. Chem., 16, 1096-1102.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.18.1 1-(1,4-diacetylphenyl)dithiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(2,4,6-trihydroxyphenyl)ethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(2,4-dihydroxyphenyl)ethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(4-bromophenyl)ethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(4-fluorophenyl)ethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(4-hydroxyphenyl)ethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(4-isopropylphenyl)ethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(4-methoxyphenyl)ethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(4-methoxyphenyl)propan-2-ylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(pyrazin-2-yl)ethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(pyridin-3-yl)ethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-(thiophen-2-yl)ethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-p-tolylethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(1-phenylethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(2-hydroxy-1,2-diphenylethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(2-oxo-1,2-diphenylethylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(4-(4-hydroxyphenyl)butan-2-ylidene)thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 1-(4-fluorophenyl)-ethanone
-
Agaricus bisporus
1.14.18.1 1-(4-methoxyphenyl)-ethanone
-
Agaricus bisporus
1.14.18.1 1-(thiophen-2-yl)-ethanone
-
Agaricus bisporus
1.14.18.1 4-methoxycinnamic acid tyrosinase inhibitory activity of 4-methoxycinnamic acid is ever reported, selected as comparing substance Agaricus bisporus
1.14.18.1 acetophenone
-
Agaricus bisporus
1.14.18.1 arbutin tyrosinase inhibitory activity of arbutin is ever reported, selected as comparing substance Agaricus bisporus
1.14.18.1 kojic acid
-
Agaricus bisporus
1.14.18.1 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 Agaricus bisporus
1.14.18.1 Thiosemicarbazide
-
Agaricus bisporus
1.14.18.1 tropolone
-
Agaricus bisporus

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.18.1 copper two copper ions in the active center of tyrosinase Agaricus bisporus

Organism

EC Number Organism UniProt Comment Textmining
1.14.18.1 Agaricus bisporus
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.18.1 L-dopa + 1/2 O2
-
Agaricus bisporus L-dopaquinone + H2O
-
?

Synonyms

EC Number Synonyms Comment Organism
1.14.18.1 monophenol oxygen oxidoreductase
-
Agaricus bisporus
1.14.18.1 o-diphenol oxygen oxidoreductase
-
Agaricus bisporus
1.14.18.1 polyphenol oxidase
-
Agaricus bisporus
1.14.18.1 PPO
-
Agaricus bisporus
1.14.18.1 tyrosinase
-
Agaricus bisporus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.14.18.1 0.00011
-
-
Agaricus bisporus 1-(1-(4-methoxyphenyl)ethylidene)thiosemicarbazide
1.14.18.1 0.00014
-
-
Agaricus bisporus 1-(1-(thiophen-2-yl)ethylidene)thiosemicarbazide
1.14.18.1 0.00015
-
-
Agaricus bisporus 1-(1,4-diacetylphenyl)dithiosemicarbazide
1.14.18.1 0.00017
-
-
Agaricus bisporus 1-(1-(4-fluorophenyl)ethylidene)thiosemicarbazide
1.14.18.1 0.00027
-
-
Agaricus bisporus 1-(1-p-tolylethylidene)thiosemicarbazide
1.14.18.1 0.00031
-
-
Agaricus bisporus 1-(1-(4-hydroxyphenyl)ethylidene)thiosemicarbazide
1.14.18.1 0.00034
-
-
Agaricus bisporus 1-(1-phenylethylidene)thiosemicarbazide
1.14.18.1 0.0004
-
-
Agaricus bisporus tropolone
1.14.18.1 0.00042
-
-
Agaricus bisporus 1-(1-(4-methoxyphenyl)propan-2-ylidene)thiosemicarbazide
1.14.18.1 0.00052
-
-
Agaricus bisporus 1-(1-(4-bromophenyl)ethylidene)thiosemicarbazide
1.14.18.1 0.00054
-
-
Agaricus bisporus 1-(4-(4-hydroxyphenyl)butan-2-ylidene)thiosemicarbazide
1.14.18.1 0.00058
-
-
Agaricus bisporus 1-(1-(2,4-dihydroxyphenyl)ethylidene)thiosemicarbazide
1.14.18.1 0.00082
-
-
Agaricus bisporus 1-(1-(pyridin-3-yl)ethylidene)thiosemicarbazide
1.14.18.1 0.00088
-
-
Agaricus bisporus 1-(1-(pyrazin-2-yl)ethylidene)thiosemicarbazide
1.14.18.1 0.001
-
-
Agaricus bisporus 1-(1-(4-isopropylphenyl)ethylidene)thiosemicarbazide
1.14.18.1 0.022
-
-
Agaricus bisporus 1-(1-(2,4,6-trihydroxyphenyl)ethylidene)thiosemicarbazide
1.14.18.1 0.0555
-
-
Agaricus bisporus 1-(2-hydroxy-1,2-diphenylethylidene)thiosemicarbazide
1.14.18.1 0.1
-
-
Agaricus bisporus 1-(2-oxo-1,2-diphenylethylidene)thiosemicarbazide
1.14.18.1 0.15
-
-
Agaricus bisporus 1-(thiophen-2-yl)-ethanone
1.14.18.1 0.41
-
-
Agaricus bisporus 4-methoxycinnamic acid
1.14.18.1 0.85
-
-
Agaricus bisporus acetophenone
1.14.18.1 0.99
-
-
Agaricus bisporus 1-(4-fluorophenyl)-ethanone
1.14.18.1 2
-
-
Agaricus bisporus Thiosemicarbazide
1.14.18.1 2
-
-
Agaricus bisporus 1-(4-methoxyphenyl)-ethanone
1.14.18.1 10.4
-
-
Agaricus bisporus arbutin