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Literature summary for 1.14.14.19 extracted from

  • Al-Masoudi, N.A.; Mahdi, K.M.; Abdul-Rida, N.A.; Saeed, B.A.; Engel, M.
    A new pregnenolone analogues as privileged scaffolds in inhibition of CYP17 hydroxylase enzyme. Synthesis and in silico molecular docking study (2015), Steroids, 100, 52-59.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(2Z)-3-[3-hydroxy-4-[([[(3alpha)-3-methyl-20-oxopregn-5-en-3-yl]oxy]carbonyl)oxy]phenyl]prop-2-enoic acid 41.34% inhibition at 0.01 mM Homo sapiens
(2Z)-3-[4-methoxy-3-[([[(3alpha)-3-methyl-20-oxopregn-5-en-3-yl]oxy]carbonyl)oxy]phenyl]prop-2-enoic acid 43.27% inhibition at 0.01 mM Homo sapiens
(2Z)-3-[4-[([[(3alpha)-3-methyl-20-oxopregn-5-en-3-yl]oxy]carbonyl)oxy]phenyl]prop-2-enoic acid 45.5% inhibition at 0.01 mM Homo sapiens
17-((1-(2-(trifluoromethyl)-1H-benzimidazol-5-yl)imino)ethyl)-5-androsten-3beta-ol 78.61% inhibition at 0.01 mM Homo sapiens
17-((1-(6-methoxybenzothiazol-2-yl)imino)ethyl)-5-androsten-3beta-ol 81.99% inhibition at 0.01 mM Homo sapiens
17-(1-(n-hexylamino)-1-hydroxyethyl)-5-androsten-3beta-ol 62.52% inhibition at 0.01 mM Homo sapiens
2-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)benzamide 39.38% inhibition at 0.01 mM Homo sapiens
3,5-dihydroxy-4-[([[(3alpha)-3-methyl-20-oxopregn-5-en-3-yl]oxy]carbonyl)oxy]benzoic acid 83.21% inhibition at 0.01 mM Homo sapiens
4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)-3-methoxybenzoic acid 43.34% inhibition at 0.01 mM Homo sapiens
4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)-N-(4-methylpyrimidin-2-yl)benzenesulfonamide 56.23% inhibition at 0.01 mM Homo sapiens
4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)-N-(isoxazol-3-yl)benzenesulfonamide 81.78% inhibition at 0.01 mM Homo sapiens
4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)-N-(pyrimidin-2-yl)benzenesulfonamide 16.27% inhibition at 0.01 mM Homo sapiens
4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)benzenesulfonamide 57.1% inhibition at 0.01 mM; 78.84% inhibition at 0.01 mM Homo sapiens
4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)benzenesulfonic acid 8.37% inhibition at 0.01 mM Homo sapiens
4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)benzoic acid 49.21% inhibition at 0.01 mM Homo sapiens
abiraterone 85.38% inhibition at 0.01 mM Homo sapiens
N-(4,6-dimethylpyrimidin-2-yl)-4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)benzene sulfonamide 48.37% inhibition at 0.01 mM Homo sapiens
N-(4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)phenyl)acetamide 40.02% inhibition at 0.01 mM Homo sapiens
sulfamerazine 53.44% inhibition at 0.01 mM Homo sapiens
sulfamethazine 49.34% inhibition at 0.01 mM Homo sapiens
sulfamethoxazole 55.23% inhibition at 0.01 mM Homo sapiens
TOK-001 also named galeterone Homo sapiens
VN/85-1
-
Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2 Homo sapiens
-
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2 Homo sapiens
-
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
-
Homo sapiens 17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
-
Homo sapiens 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
?

Synonyms

Synonyms Comment Organism
17alpha-hydroxylase-C17,20-lyase
-
Homo sapiens
CYP17
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000072
-
at pH 7.4 and 37°C Homo sapiens abiraterone
0.00129
-
at pH 7.4 and 37°C Homo sapiens 3,5-dihydroxy-4-[([[(3alpha)-3-methyl-20-oxopregn-5-en-3-yl]oxy]carbonyl)oxy]benzoic acid
0.00211
-
at pH 7.4 and 37°C Homo sapiens 4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)-N-(isoxazol-3-yl)benzenesulfonamide
0.00238
-
at pH 7.4 and 37°C Homo sapiens 17-((1-(6-methoxybenzothiazol-2-yl)imino)ethyl)-5-androsten-3beta-ol
0.00311
-
at pH 7.4 and 37°C Homo sapiens 4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)benzenesulfonamide
0.00329
-
at pH 7.4 and 37°C Homo sapiens 17-((1-(2-(trifluoromethyl)-1H-benzimidazol-5-yl)imino)ethyl)-5-androsten-3beta-ol
0.01859
-
at pH 7.4 and 37°C Homo sapiens 17-(1-(n-hexylamino)-1-hydroxyethyl)-5-androsten-3beta-ol
0.0198
-
at pH 7.4 and 37°C Homo sapiens 4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)benzenesulfonamide
0.0222
-
at pH 7.4 and 37°C Homo sapiens (2Z)-3-[3-hydroxy-4-[([[(3alpha)-3-methyl-20-oxopregn-5-en-3-yl]oxy]carbonyl)oxy]phenyl]prop-2-enoic acid
0.0247
-
at pH 7.4 and 37°C Homo sapiens (2Z)-3-[4-[([[(3alpha)-3-methyl-20-oxopregn-5-en-3-yl]oxy]carbonyl)oxy]phenyl]prop-2-enoic acid
0.0268
-
at pH 7.4 and 37°C Homo sapiens N-(4,6-dimethylpyrimidin-2-yl)-4-((1-(5-androsten-3beta-ol-17-yl)ethylidene)amino)benzene sulfonamide
0.0342
-
at pH 7.4 and 37°C Homo sapiens sulfamerazine