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Literature summary for 1.14.18.1 extracted from

  • Ashraf, Z.; Rafiq, M.; Seo, S.Y.; Babar, M.M.; Zaidi, N.U.
    Synthesis, kinetic mechanism and docking studies of vanillin derivatives as inhibitors of mushroom tyrosinase (2015), Bioorg. Med. Chem., 23, 5870-5880 .
    View publication on PubMed
Search for more literature for 1.14.18.1

Inhibitors

Inhibitors Comment Organism Structure
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate mixed-type inhibition Agaricus bisporus
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate reversible, mixed-type inhibition Agaricus bisporus
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 2,4-dihydroxybenzoate mixed-type inhibition Agaricus bisporus
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,4-dihydroxybenzoate
-
 Agaricus bisporus
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,5-dihydroxybenzoate
-
 Agaricus bisporus
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 4-hydroxybenzoate
-
 Agaricus bisporus
4-formyl-2-methoxyphenyl (4-methylpiperazin-1-yl)acetate reversible, non-competitive inhibition Agaricus bisporus
4-formyl-2-methoxyphenyl (4-phenylpiperazin-1-yl)acetate
-
 Agaricus bisporus
4-formyl-2-methoxyphenyl chloroacetate
-
 Agaricus bisporus
arbutine clinically used tyrosinase inhibitor Agaricus bisporus
ascorbic acid
-
 Agaricus bisporus
glabridin clinically used tyrosinase inhibitor Agaricus bisporus
kaempferol clinically used tyrosinase inhibitor Agaricus bisporus
kojic acid clinically used tyrosinase inhibitor Agaricus bisporus
additional information design, synthesis (by incorporating heterocyclic piperazine ring), and inhibitory activity of vanillin derivatives against tyrosinase, molecular docking analysis using the tyrosinase structure PDB ID 2ZWE, overview Agaricus bisporus
oxyresveratrol clinically used tyrosinase inhibitor Agaricus bisporus
p-coumaric acid clinically used tyrosinase inhibitor Agaricus bisporus
Vanillin
-
 Agaricus bisporus

Natural Substrates/ Products (Substrates)

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

Organism

Organism UniProt Comment Textmining
Agaricus bisporus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
commercial preparation
-
 Agaricus bisporus
-

Substrates and Products (Substrate)

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

Synonyms

Synonyms Comment Organism
mushroom tyrosinase
-
 Agaricus bisporus

Temperature Optimum [°C]

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

pH Optimum

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

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
 additional information inhibition kinetic analysis, overview Agaricus bisporus
0.013
-
 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate pH 6.8, 25°C Agaricus bisporus
0.041
-
 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate pH 6.8, 25°C Agaricus bisporus
0.06
-
 4-formyl-2-methoxyphenyl (4-phenylpiperazin-1-yl)acetate pH 6.8, 25°C Agaricus bisporus
0.065
-
 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 2,4-dihydroxybenzoate pH 6.8, 25°C Agaricus bisporus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0161
-
 pH 6.8, 25°C Agaricus bisporus 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
0.0216
-
 pH 6.8, 25°C Agaricus bisporus 4-formyl-2-methoxyphenyl (4-methylpiperazin-1-yl)acetate
0.0309
-
 pH 6.8, 25°C Agaricus bisporus 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate
0.0426
-
 pH 6.8, 25°C Agaricus bisporus 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 2,4-dihydroxybenzoate
0.0598
-
 pH 6.8, 25°C Agaricus bisporus 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,5-dihydroxybenzoate
0.0789
-
 pH 6.8, 25°C Agaricus bisporus 4-formyl-2-methoxyphenyl chloroacetate
0.1014
-
 pH 6.8, 25°C Agaricus bisporus 4-formyl-2-methoxyphenyl (4-phenylpiperazin-1-yl)acetate
0.1569
-
 pH 6.8, 25°C Agaricus bisporus 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,4-dihydroxybenzoate
0.2012
-
 pH 6.8, 25°C Agaricus bisporus 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 4-hydroxybenzoate