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Literature summary for 1.14.18.1 extracted from
- 1-(1-Arylethylidene)thiosemicarbazide derivatives: a new class of tyrosinase inhibitors (2008), Bioorg. Med. Chem., 16, 1096-1102.
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 1-(1,4-diacetylphenyl)dithiosemicarbazide | - |
Agaricus bisporus |  |
| 1-(1-(2,4,6-trihydroxyphenyl)ethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-(2,4-dihydroxyphenyl)ethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-(4-bromophenyl)ethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-(4-fluorophenyl)ethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-(4-hydroxyphenyl)ethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-(4-isopropylphenyl)ethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-(4-methoxyphenyl)ethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-(4-methoxyphenyl)propan-2-ylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-(pyrazin-2-yl)ethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-(pyridin-3-yl)ethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-(thiophen-2-yl)ethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-p-tolylethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(1-phenylethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(2-hydroxy-1,2-diphenylethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(2-oxo-1,2-diphenylethylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(4-(4-hydroxyphenyl)butan-2-ylidene)thiosemicarbazide | - |
Agaricus bisporus | |
| 1-(4-fluorophenyl)-ethanone | - |
Agaricus bisporus | |
| 1-(4-methoxyphenyl)-ethanone | - |
Agaricus bisporus | |
| 1-(thiophen-2-yl)-ethanone | - |
Agaricus bisporus | |
| 4-methoxycinnamic acid | tyrosinase inhibitory activity of 4-methoxycinnamic acid is ever reported, selected as comparing substance | Agaricus bisporus | |
| acetophenone | - |
Agaricus bisporus | |
| arbutin | tyrosinase inhibitory activity of arbutin is ever reported, selected as comparing substance | Agaricus bisporus | |
| kojic acid | - |
Agaricus bisporus | |
| 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 | |
| Thiosemicarbazide | - |
Agaricus bisporus | |
| tropolone | - |
Agaricus bisporus | |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| copper | two copper ions in the active center of tyrosinase | Agaricus bisporus | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Agaricus bisporus | - |
- |
- |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| L-dopa + 1/2 O2 | - |
Agaricus bisporus | L-dopaquinone + H2O | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| monophenol oxygen oxidoreductase | - |
Agaricus bisporus |
| o-diphenol oxygen oxidoreductase | - |
Agaricus bisporus |
| polyphenol oxidase | - |
Agaricus bisporus |
| PPO | - |
Agaricus bisporus |
| tyrosinase | - |
Agaricus bisporus |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.00011 | - |
- |
Agaricus bisporus | 1-(1-(4-methoxyphenyl)ethylidene)thiosemicarbazide | |
| 0.00014 | - |
- |
Agaricus bisporus | 1-(1-(thiophen-2-yl)ethylidene)thiosemicarbazide | |
| 0.00015 | - |
- |
Agaricus bisporus | 1-(1,4-diacetylphenyl)dithiosemicarbazide | |
| 0.00017 | - |
- |
Agaricus bisporus | 1-(1-(4-fluorophenyl)ethylidene)thiosemicarbazide | |
| 0.00027 | - |
- |
Agaricus bisporus | 1-(1-p-tolylethylidene)thiosemicarbazide | |
| 0.00031 | - |
- |
Agaricus bisporus | 1-(1-(4-hydroxyphenyl)ethylidene)thiosemicarbazide | |
| 0.00034 | - |
- |
Agaricus bisporus | 1-(1-phenylethylidene)thiosemicarbazide | |
| 0.0004 | - |
- |
Agaricus bisporus | tropolone | |
| 0.00042 | - |
- |
Agaricus bisporus | 1-(1-(4-methoxyphenyl)propan-2-ylidene)thiosemicarbazide | |
| 0.00052 | - |
- |
Agaricus bisporus | 1-(1-(4-bromophenyl)ethylidene)thiosemicarbazide | |
| 0.00054 | - |
- |
Agaricus bisporus | 1-(4-(4-hydroxyphenyl)butan-2-ylidene)thiosemicarbazide | |
| 0.00058 | - |
- |
Agaricus bisporus | 1-(1-(2,4-dihydroxyphenyl)ethylidene)thiosemicarbazide | |
| 0.00082 | - |
- |
Agaricus bisporus | 1-(1-(pyridin-3-yl)ethylidene)thiosemicarbazide | |
| 0.00088 | - |
- |
Agaricus bisporus | 1-(1-(pyrazin-2-yl)ethylidene)thiosemicarbazide | |
| 0.001 | - |
- |
Agaricus bisporus | 1-(1-(4-isopropylphenyl)ethylidene)thiosemicarbazide | |
| 0.022 | - |
- |
Agaricus bisporus | 1-(1-(2,4,6-trihydroxyphenyl)ethylidene)thiosemicarbazide | |
| 0.0555 | - |
- |
Agaricus bisporus | 1-(2-hydroxy-1,2-diphenylethylidene)thiosemicarbazide | |
| 0.1 | - |
- |
Agaricus bisporus | 1-(2-oxo-1,2-diphenylethylidene)thiosemicarbazide | |
| 0.15 | - |
- |
Agaricus bisporus | 1-(thiophen-2-yl)-ethanone | |
| 0.41 | - |
- |
Agaricus bisporus | 4-methoxycinnamic acid | |
| 0.85 | - |
- |
Agaricus bisporus | acetophenone | |
| 0.99 | - |
- |
Agaricus bisporus | 1-(4-fluorophenyl)-ethanone | |
| 2 | - |
- |
Agaricus bisporus | Thiosemicarbazide | |
| 2 | - |
- |
Agaricus bisporus | 1-(4-methoxyphenyl)-ethanone | |
| 10.4 | - |
- |
Agaricus bisporus | arbutin | |
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