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Literature summary for 1.14.18.1 extracted from

  • Yamazaki, Y.; Kawano, Y.; Yamanaka, A.; Maruyama, S.
    N-[(dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells (2009), Bioorg. Med. Chem. Lett., 19, 4178-4182.
    View publication on PubMed
Search for more literature for 1.14.18.1

Inhibitors

Inhibitors Comment Organism Structure
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enamide 14% inhibition at 0.1 mM; 2% inhibition at 0.1 mM Mus musculus
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide 15% inhibition at 0.1 mM; 30% inhibition at 0.1 mM Mus musculus
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide 55% inhibition at 0.1 mM; 73% inhibition at 0.1 mM Mus musculus
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]prop-2-enamide 1% inhibition at 0.1 mM; 4% inhibition at 0.1 mM Mus musculus
(2E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enamide 13% inhibition at 0.1 mM; 4% inhibition at 0.1 mM Mus musculus
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide 29% inhibition at 0.1 mM; 48% inhibition at 0.1 mM Mus musculus
1H-indol-5-ol 54% inhibition at 0.1 mM; 62% inhibition at 0.1 mM Mus musculus
2,4-dihydroxy-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]benzamide 39% inhibition at 0.1 mM; 50% inhibition at 0.1 mM Mus musculus
3,4-dihydroxy-N-[2-(1H-indol-3-yl)ethyl]benzamide 2% inhibition at 0.1 mM; 7% inhibition at 0.1 mM Mus musculus
3,4-dihydroxy-N-[2-(4-hydroxyphenyl)ethyl]benzamide 6% inhibition at 0.1 mM; 9% inhibition at 0.1 mM Mus musculus
3,4-dihydroxy-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]benzamide 43% inhibition at 0.1 mM; 48% inhibition at 0.1 mM Mus musculus
3-(2-aminoethyl)-1H-indol-5-ol 15% inhibition at 0.1 mM; 22% inhibition at 0.1 mM Mus musculus
4-hydroxy-N-[2-(1H-indol-3-yl)ethyl]benzamide 0% inhibition at 0.1 mM Mus musculus
4-hydroxy-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-methoxybenzamide 16% inhibition at 0.1 mM; 32% inhibition at 0.1 mM Mus musculus
4-hydroxy-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]benzamide 31% inhibition at 0.1 mM; 9% inhibition at 0.1 mM Mus musculus
kojic acid 52% inhibition at 0.1 mM Homo sapiens
kojic acid 55% inhibition at 0.1 mM Mus musculus
N-caffeoylserotonin 55% inhibition at 0.1 mM Homo sapiens
N-caffeoylserotonin 73% inhibition at 0.1 mM Mus musculus
N-protocatechuoylserotonin 43% inhibition at 0.1 mM Homo sapiens
N-protocatechuoylserotonin 48% inhibition at 0.1 mM Mus musculus
N-[2-(1H-indol-3-yl)ethyl]benzamide 0% inhibition at 0.1 mM; 1% inhibition at 0.1 mM Mus musculus
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide 18% inhibition at 0.1 mM; 23% inhibition at 0.1 mM Mus musculus
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]benzamide 22% inhibition at 0.1 mM; 23% inhibition at 0.1 mM Mus musculus

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Mus musculus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
B-16 cell
-
 Mus musculus
-
HMV-II cell
-
 Homo sapiens
-
melanoma cell
-
 Mus musculus
-
melanoma cell
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
L-tyrosine + O2
-
 Mus musculus L-DOPA + H2O
-
 ?
L-tyrosine + O2
-
 Homo sapiens L-DOPA + H2O
-
 ?

Synonyms

Synonyms Comment Organism
tyrosinase
-
 Mus musculus
tyrosinase
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.028
-
-
 Mus musculus (2E)-3-(3,4-dihydroxyphenyl)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]prop-2-enamide
0.028
-
 in 50 mM phosphate buffer (pH 6.8), at 37°C Mus musculus N-caffeoylserotonin
0.042
-
-
 Mus musculus 2,4-dihydroxy-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]benzamide
0.061
-
 in 50 mM phosphate buffer (pH 6.8), at 37°C Mus musculus kojic acid
0.068
-
-
 Mus musculus 1H-indol-5-ol
0.073
-
-
 Mus musculus 3,4-dihydroxy-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]benzamide
0.073
-
 in 50 mM phosphate buffer (pH 6.8), at 37°C Mus musculus N-protocatechuoylserotonin
0.211
-
-
 Mus musculus 4-hydroxy-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-methoxybenzamide
0.216
-
-
 Mus musculus (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
0.233
-
-
 Mus musculus 4-hydroxy-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]benzamide
0.311
-
-
 Mus musculus N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide
0.333
-
-
 Mus musculus N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]benzamide
0.55
-
-
 Mus musculus 3-(2-aminoethyl)-1H-indol-5-ol