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Literature summary extracted from

  • Takahashi, T.; Miyazawa, M.
    Synthesis and structure-activity relationships of phenylpropanoid amides of serotonin on tyrosinase inhibition (2011), Bioorg. Med. Chem. Lett., 21, 1983-1986.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.18.1 (2E)-3-(3,4-dihydroxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
-
 Agaricus bisporus
1.14.18.1 (2E)-3-(3,4-dimethoxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
-
 Agaricus bisporus
1.14.18.1 (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
-
 Agaricus bisporus
1.14.18.1 (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide
-
 Agaricus bisporus
1.14.18.1 (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
-
 Agaricus bisporus
1.14.18.1 (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
-
 Agaricus bisporus
1.14.18.1 (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-methoxyphenyl)prop-2-enamide
-
 Agaricus bisporus
1.14.18.1 (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-phenylprop-2-enamide
-
 Agaricus bisporus
1.14.18.1 (2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
-
 Agaricus bisporus
1.14.18.1 (2Z)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid
-
 Agaricus bisporus
1.14.18.1 (2Z)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid
-
 Agaricus bisporus
1.14.18.1 (2Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
-
 Agaricus bisporus
1.14.18.1 (2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
-
 Agaricus bisporus
1.14.18.1 (2Z)-3-(4-hydroxyphenyl)prop-2-enoic acid
-
 Agaricus bisporus
1.14.18.1 (2Z)-3-(4-methoxyphenyl)prop-2-enoic acid
-
 Agaricus bisporus
1.14.18.1 (2Z)-3-phenylprop-2-enoic acid
-
 Agaricus bisporus
1.14.18.1 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
-
 Agaricus bisporus
1.14.18.1 arbutin
-
 Agaricus bisporus
1.14.18.1 bufobutanoic acid
-
 Agaricus bisporus
1.14.18.1 serotonin
-
 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-tyrosine + O2
-
 Agaricus bisporus L-DOPA + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.18.1 tyrosinase
-
 Agaricus bisporus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.14.18.1 0.0054
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide
1.14.18.1 0.008
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
1.14.18.1 0.008
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
1.14.18.1 0.0238
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-methoxyphenyl)prop-2-enamide
1.14.18.1 0.0404
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-phenylprop-2-enamide
1.14.18.1 0.0514
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one
1.14.18.1 0.1152
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2Z)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid
1.14.18.1 0.1213
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2Z)-3-(4-hydroxyphenyl)prop-2-enoic acid
1.14.18.1 0.201
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus arbutin
1.14.18.1 0.2781
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2E)-3-(3,4-dihydroxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
1.14.18.1 0.3218
-
 in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2E)-3-(3,4-dimethoxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
1.14.18.1 0.35
-
 IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus serotonin
1.14.18.1 0.35
-
 IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
1.14.18.1 0.35
-
 IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2Z)-3-phenylprop-2-enoic acid
1.14.18.1 0.35
-
 IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2Z)-3-(4-methoxyphenyl)prop-2-enoic acid
1.14.18.1 0.35
-
 IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
1.14.18.1 0.35
-
 IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
1.14.18.1 0.35
-
 IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2Z)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid
1.14.18.1 0.35
-
 IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus (2Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
1.14.18.1 0.35
-
 IC50 above 0.35 mM, in 0.1 M phosphate buffer (pH 7.0), at 37°C Agaricus bisporus bufobutanoic acid