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Literature summary extracted from

  • Cho, S.J.; Roh, J.S.; Sun, W.S.; Kim, S.H.; Park, K.D.
    N-Benzylbenzamides: A new class of potent tyrosinase inhibitors (2006), Bioorg. Med. Chem. Lett., 16, 2682-2684.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.10.3.1 2,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide IC50: 0.550 mM Agaricus bisporus
1.10.3.1 2,4-dihydroxy-N-(4-hydroxybenzyl)benzamide IC50: 1.820 mM Agaricus bisporus
1.10.3.1 3,4,5-trihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide IC50: 0.555 mM Agaricus bisporus
1.10.3.1 3,4,5-trihydroxy-N-(4-hydroxybenzyl)benzamide IC50: 1.180 mM Agaricus bisporus
1.10.3.1 3,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide IC50: 0.280 mM Agaricus bisporus
1.10.3.1 3,4-dihydroxy-N-(4-hydroxybenzyl)benzamide IC50: 2.0 mM Agaricus bisporus
1.10.3.1 3,5-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide IC50: 0.705 mM Agaricus bisporus
1.10.3.1 3,5-dihydroxy-N-(4-hydroxybenzyl)benzamide IC50: 0.710 mM Agaricus bisporus
1.10.3.1 kojic acid IC50: 0.0163 mM Agaricus bisporus
1.10.3.1 N-(2,4-dihydroxybenzyl)-2,4-dihydroxybenzamide IC50: 0.029 mM Agaricus bisporus
1.10.3.1 N-(2,4-dihydroxybenzyl)-3,4,5-trihydroxybenzamide IC50: 0.017 mM Agaricus bisporus
1.10.3.1 N-(2,4-dihydroxybenzyl)-3,4-dihydroxybenzamide IC50: 0.011 mM Agaricus bisporus
1.10.3.1 N-(2,4-dihydroxybenzyl)-3,5-dihydroxybenzamide IC50: 0.0022 mM Agaricus bisporus
1.10.3.1 N-benzyl-2,4-dihydroxybenzamide IC50: 1.660 mM Agaricus bisporus
1.10.3.1 N-benzyl-3,4,5-trihydroxybenzamide IC50: 0.780 mM Agaricus bisporus
1.10.3.1 N-benzyl-3,4-dihydroxybenzamide IC50: 2.0 mM Agaricus bisporus
1.10.3.1 N-benzyl-3,5-dihydroxybenzamide IC50: 0.700 mM Agaricus bisporus
1.10.3.1 N-benzylamide IC50: 1.990 mM Agaricus bisporus
1.10.3.1 N-benzylbenzamide derivatives inhibitory potency, structure-activity relationships, overview Agaricus bisporus
1.14.18.1 2,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide IC50: 0.550 mM Agaricus bisporus
1.14.18.1 2,4-dihydroxy-N-(4-hydroxybenzyl)benzamide IC50: 1.820 mM Agaricus bisporus
1.14.18.1 3,4,5-trihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide IC50: 0.555 mM Agaricus bisporus
1.14.18.1 3,4,5-trihydroxy-N-(4-hydroxybenzyl)benzamide IC50: 1.180 mM Agaricus bisporus
1.14.18.1 3,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide IC50: 0.280 mM Agaricus bisporus
1.14.18.1 3,4-dihydroxy-N-(4-hydroxybenzyl)benzamide IC50: 2.0 mM Agaricus bisporus
1.14.18.1 3,5-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide IC50: 0.705 mM Agaricus bisporus
1.14.18.1 3,5-dihydroxy-N-(4-hydroxybenzyl)benzamide IC50: 0.710 mM Agaricus bisporus
1.14.18.1 kojic acid IC50: 0.0163 mM Agaricus bisporus
1.14.18.1 N-(2,4-dihydroxybenzyl)-2,4-dihydroxybenzamide IC50: 0.029 mM Agaricus bisporus
1.14.18.1 N-(2,4-dihydroxybenzyl)-3,4,5-trihydroxybenzamide IC50: 0.017 mM Agaricus bisporus
1.14.18.1 N-(2,4-dihydroxybenzyl)-3,4-dihydroxybenzamide IC50: 0.011 mM Agaricus bisporus
1.14.18.1 N-(2,4-dihydroxybenzyl)-3,5-dihydroxybenzamide IC50: 0.0022 mM Agaricus bisporus
1.14.18.1 N-benzyl-2,4-dihydroxybenzamide IC50: 1.660 mM Agaricus bisporus
1.14.18.1 N-benzyl-3,4,5-trihydroxybenzamide IC50: 0.780 mM Agaricus bisporus
1.14.18.1 N-benzyl-3,4-dihydroxybenzamide IC50: 2.0 mM Agaricus bisporus
1.14.18.1 N-benzyl-3,5-dihydroxybenzamide IC50: 0.700 mM Agaricus bisporus
1.14.18.1 N-benzylamide IC50: 1.990 mM Agaricus bisporus
1.14.18.1 N-benzylbenzamide derivatives inhibitory potency, structure–activity relationships, overview Agaricus bisporus

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.10.3.1 Cu2+ copper enzyme Agaricus bisporus
1.14.18.1 Cu2+ copper enzyme Agaricus bisporus

Organism

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

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.10.3.1 commercial preparation
-
Agaricus bisporus
-
1.14.18.1 commercial preparation
-
Agaricus bisporus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.10.3.1 L-DOPA + O2
-
Agaricus bisporus ?
-
?
1.10.3.1 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 Agaricus bisporus ?
-
?
1.14.18.1 L-DOPA + O2
-
Agaricus bisporus ?
-
?
1.14.18.1 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 Agaricus bisporus ?
-
?

Synonyms

EC Number Synonyms Comment Organism
1.10.3.1 More cf. EC 1.14.18.1 Agaricus bisporus
1.10.3.1 tyrosinase
-
Agaricus bisporus
1.14.18.1 More cf. EC 1.10.3.1 Agaricus bisporus
1.14.18.1 tyrosinase
-
Agaricus bisporus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.10.3.1 0.0022
-
IC50: 0.0022 mM Agaricus bisporus N-(2,4-dihydroxybenzyl)-3,5-dihydroxybenzamide
1.10.3.1 0.011
-
IC50: 0.011 mM Agaricus bisporus N-(2,4-dihydroxybenzyl)-3,4-dihydroxybenzamide
1.10.3.1 0.0163
-
IC50: 0.0163 mM Agaricus bisporus kojic acid
1.10.3.1 0.017
-
IC50: 0.017 mM Agaricus bisporus N-(2,4-dihydroxybenzyl)-3,4,5-trihydroxybenzamide
1.10.3.1 0.029
-
IC50: 0.029 mM Agaricus bisporus N-(2,4-dihydroxybenzyl)-2,4-dihydroxybenzamide
1.10.3.1 0.28
-
IC50: 0.280 mM Agaricus bisporus 3,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
1.10.3.1 0.55
-
IC50: 0.550 mM Agaricus bisporus 2,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
1.10.3.1 0.555
-
IC50: 0.555 mM Agaricus bisporus 3,4,5-trihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
1.10.3.1 0.7
-
IC50: 0.700 mM Agaricus bisporus N-benzyl-3,5-dihydroxybenzamide
1.10.3.1 0.705
-
IC50: 0.705 mM Agaricus bisporus 3,5-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
1.10.3.1 0.71
-
IC50: 0.710 mM Agaricus bisporus 3,5-dihydroxy-N-(4-hydroxybenzyl)benzamide
1.10.3.1 0.78
-
IC50: 0.780 mM Agaricus bisporus N-benzyl-3,4,5-trihydroxybenzamide
1.10.3.1 1.18
-
IC50: 1.180 mM Agaricus bisporus 3,4,5-trihydroxy-N-(4-hydroxybenzyl)benzamide
1.10.3.1 1.66
-
IC50: 1.660 mM Agaricus bisporus N-benzyl-2,4-dihydroxybenzamide
1.10.3.1 1.82
-
IC50: 1.820 mM Agaricus bisporus 2,4-dihydroxy-N-(4-hydroxybenzyl)benzamide
1.10.3.1 1.99
-
IC50: 1.990 mM Agaricus bisporus N-benzylamide
1.10.3.1 2
-
IC50: 2.0 mM Agaricus bisporus N-benzyl-3,4-dihydroxybenzamide
1.10.3.1 2
-
IC50: 2.0 mM Agaricus bisporus 3,4-dihydroxy-N-(4-hydroxybenzyl)benzamide
1.14.18.1 0.0022
-
IC50: 0.0022 mM Agaricus bisporus N-(2,4-dihydroxybenzyl)-3,5-dihydroxybenzamide
1.14.18.1 0.011
-
IC50: 0.011 mM Agaricus bisporus N-(2,4-dihydroxybenzyl)-3,4-dihydroxybenzamide
1.14.18.1 0.0163
-
IC50: 0.0163 mM Agaricus bisporus kojic acid
1.14.18.1 0.017
-
IC50: 0.017 mM Agaricus bisporus N-(2,4-dihydroxybenzyl)-3,4,5-trihydroxybenzamide
1.14.18.1 0.029
-
IC50: 0.029 mM Agaricus bisporus N-(2,4-dihydroxybenzyl)-2,4-dihydroxybenzamide
1.14.18.1 0.28
-
IC50: 0.280 mM Agaricus bisporus 3,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
1.14.18.1 0.55
-
IC50: 0.550 mM Agaricus bisporus 2,4-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
1.14.18.1 0.555
-
IC50: 0.555 mM Agaricus bisporus 3,4,5-trihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
1.14.18.1 0.7
-
IC50: 0.700 mM Agaricus bisporus N-benzyl-3,5-dihydroxybenzamide
1.14.18.1 0.705
-
IC50: 0.705 mM Agaricus bisporus 3,5-dihydroxy-N-(3,4,5-trihydroxybenzyl)benzamide
1.14.18.1 0.71
-
IC50: 0.710 mM Agaricus bisporus 3,5-dihydroxy-N-(4-hydroxybenzyl)benzamide
1.14.18.1 0.78
-
IC50: 0.780 mM Agaricus bisporus N-benzyl-3,4,5-trihydroxybenzamide
1.14.18.1 1.18
-
IC50: 1.180 mM Agaricus bisporus 3,4,5-trihydroxy-N-(4-hydroxybenzyl)benzamide
1.14.18.1 1.66
-
IC50: 1.660 mM Agaricus bisporus N-benzyl-2,4-dihydroxybenzamide
1.14.18.1 1.82
-
IC50: 1.820 mM Agaricus bisporus 2,4-dihydroxy-N-(4-hydroxybenzyl)benzamide
1.14.18.1 1.99
-
IC50: 1.990 mM Agaricus bisporus N-benzylamide
1.14.18.1 2
-
IC50: 2.0 mM Agaricus bisporus N-benzyl-3,4-dihydroxybenzamide
1.14.18.1 2
-
IC50: 2.0 mM Agaricus bisporus 3,4-dihydroxy-N-(4-hydroxybenzyl)benzamide