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Literature summary extracted from

  • Ashraf, Z.; Rafiq, M.; Nadeem, H.; Hassan, M.; Afzal, S.; Waseem, M.; Afzal, K.; Latip, J.
    Carvacrol derivatives as mushroom tyrosinase inhibitors; synthesis, kinetics mechanism and molecular docking studies (2017), PLoS ONE, 12, e0178069 .
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.18.1 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(2,4-dihydroxyphenyl)prop-2-enoate non-competitive inhibitor, binding to the enzyme's binuclear active site is irreversible. The 2-hydroxy group in the compound interacts with amino acid HIS85 which is present in active binding site Agaricus bisporus
1.14.18.1 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate
-
 Agaricus bisporus
1.14.18.1 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate mixed-type inhibition Agaricus bisporus
1.14.18.1 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-phenylprop-2-enoate
-
 Agaricus bisporus
1.14.18.1 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 2,4-dihydroxybenzoate mixed-type inhibition Agaricus bisporus
1.14.18.1 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,4,5-trihydroxybenzoate
-
 Agaricus bisporus
1.14.18.1 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,4-dihydroxybenzoate
-
 Agaricus bisporus
1.14.18.1 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,5-dihydroxybenzoate
-
 Agaricus bisporus
1.14.18.1 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3-hydroxybenzoate
-
 Agaricus bisporus
1.14.18.1 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 4-hydroxybenzoate
-
 Agaricus bisporus
1.14.18.1 kojic acid
-
 Agaricus bisporus
1.14.18.1 additional information carvacrol derivatives as mushroom tyrosinase inhibitors, synthesis, kinetics mechanism and molecular docking studies using crystal structure of mushroom tyrosinase, PDB ID 2Y9X, overview Agaricus bisporus

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.18.1 Cu2+ a copper-containing enzyme Agaricus bisporus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.18.1 2 L-dopa + O2 Agaricus bisporus
-
 2 dopaquinone + 2 H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.18.1 Agaricus bisporus C7FF04
-
-

Source Tissue

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

Substrates and Products (Substrate)

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

Synonyms

EC Number Synonyms Comment Organism
1.14.18.1 mushroom tyrosinase
-
 Agaricus bisporus

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.18.1 25
-
 assay at Agaricus bisporus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.18.1 6.8
-
 assay at Agaricus bisporus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.14.18.1 additional information
-
 additional information inhibition kinetic analysis and mechanism, overview Agaricus bisporus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.14.18.1 0.0000167
-
 pH 6.8, 25°C Agaricus bisporus 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(2,4-dihydroxyphenyl)prop-2-enoate
1.14.18.1 0.0065
-
 pH 6.8, 25°C Agaricus bisporus 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
1.14.18.1 0.0067
-
 pH 6.8, 25°C Agaricus bisporus 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 2,4-dihydroxybenzoate
1.14.18.1 0.0067
-
 pH 6.8, 25°C Agaricus bisporus 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate
1.14.18.1 0.0077
-
 pH 6.8, 25°C Agaricus bisporus 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl (2E)-3-phenylprop-2-enoate
1.14.18.1 0.0149
-
 pH 6.8, 25°C Agaricus bisporus 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3-hydroxybenzoate
1.14.18.1 0.0149
-
 pH 6.8, 25°C Agaricus bisporus 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 4-hydroxybenzoate
1.14.18.1 0.0159
-
 pH 6.8, 25°C Agaricus bisporus 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,4-dihydroxybenzoate
1.14.18.1 0.0652
-
 pH 6.8, 25°C Agaricus bisporus 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,4,5-trihydroxybenzoate
1.14.18.1 0.0938
-
 pH 6.8, 25°C Agaricus bisporus 2-[2-methyl-5-(propan-2-yl)phenoxy]-2-oxoethyl 3,5-dihydroxybenzoate