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Literature summary extracted from

  • Okombi, S.; Rival, D.; Bonnet,S.; Mariotte,A.M.; Perrier,E.; Boumendjel, A.
    Discovery of benzylidenebenzofuran-3(2H)-one (aurones) as inhibitors of tyrosinase derived from human melanocytes (2006), J. Med. Chem., 49, 329-333.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.18.1 (Z)-2-(4-hydroxybenzylidene)-4-hydroxybenzofuran-3(2H)-one 71% inhibition at 0.1 mM Homo sapiens
1.14.18.1 (Z)-2-(4-hydroxybenzylidene)-6-hydroxybenzofuran-3(2H)-one 69% inhibition at 0.1 mM Homo sapiens
1.14.18.1 (Z)-2-(4-hydroxybenzylidene)benzofuran-3(2H)-one 39% inhibition at 0.1 mM Homo sapiens
1.14.18.1 (Z)-4,6-dihydroxy-2-(4-hydroxybenzylidene)benzofuran-3(2H)-one
-
Homo sapiens
1.14.18.1 (Z)-4,6-dihydroxy-2-(4-methoxybenzylidene)benzofuran-3(2H)-one 11% inhibition at 0.1 mM Homo sapiens
1.14.18.1 4,6,4'-trihydroxyaurone 75% inhibition at 0.1 mM Homo sapiens
1.14.18.1 arbutin
-
Homo sapiens
1.14.18.1 benzylidenebenzofuran-3(2H)-one
-
Homo sapiens
1.14.18.1 flavone
-
Homo sapiens
1.14.18.1 kojic acid 20% inhibition at 7 mM Homo sapiens
1.14.18.1 additional information inhibitory potency of different aurones, no inhibition by apigenin, (Z)-2-benzylidene-6-hydroxybenzofuran-3(2H)-one, (Z)-2-(4-ethylbenzylidene)-6-hydroxybenzofuran-3(2H)-one, (Z)-benzylidene-4,6-dihydroxybenzofuran-3(2H)-one, (Z)-4,6-dihydroxy-2-(4-ethylbenzylidene)benzofuran-3(2H)-one, (Z)-4,6-dihydroxy-2-(2-ethylbenzylidene)benzofuran-3(2H)-one, (Z)-4,6-dihydroxy-2-(2-hydroxybenzylidene)benzofuran-3(2H)-one, (Z)-4,6-dihydroxy-2-(4-ethyloxybenzylidene)benzofuran-3(2H)-one, (Z)-2-(4-tert-butylbenzylidene)-4,6-dihydroxybenzofuran-3(2H)-one, (Z)-4,6-dihydroxy-2-(4-propylbenzylidene)benzofuran-3(2H)-one, and (Z)-4,6-dihydroxy-2-(4-hydroxy-3-methoxybenzylidene)benzofuran-3(2H)-one, overview, cytotoxic effects on melanocytes depend on the skin color type of the origin, overview Homo sapiens

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.18.1 Cu2+ copper-containing enzyme Homo sapiens

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.18.1 L-tyrosine + L-dopa + O2 Homo sapiens
-
L-dopa + dopaquinone + H2O
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.14.18.1 Homo sapiens
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.18.1 melanocyte from subjects of different skin color, overview Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.18.1 L-tyrosine + L-dopa + O2
-
Homo sapiens L-dopa + dopaquinone + H2O
-
?

Synonyms

EC Number Synonyms Comment Organism
1.14.18.1 tyrosinase
-
Homo sapiens

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.14.18.1 0.0317
-
(Z)-2-(4-hydroxybenzylidene)-4-hydroxybenzofuran-3(2H)-one
-
Homo sapiens
1.14.18.1 0.038
-
(Z)-4,6-dihydroxy-2-(4-hydroxybenzylidene)benzofuran-3(2H)-one
-
Homo sapiens
1.14.18.1 0.0384
-
(Z)-2-(4-hydroxybenzylidene)-6-hydroxybenzofuran-3(2H)-one
-
Homo sapiens