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Literature summary extracted from

  • Njar, V.C.; Brodie, A.M.
    Inhibitors of 17alpha-hydroxylase/17,20-lyase (CYP17): potential agents for the treatment of prostate cancer (1999), Curr. Pharm. Des., 5, 163-180.
    View publication on PubMed

Application

EC Number Application Comment Organism
1.14.14.19 medicine inhibition of steroid 17alpha-monooxygenase is an important therapeutic strategy in order to inhibit tumor growth in prostate cancer Homo sapiens

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.14.19 17-(1H-imidazol-1-yl)androsta-4,16-dien-3-one
-
 Homo sapiens
1.14.14.19 17-(1H-imidazol-1-yl)androsta-4,16-dien-3-one
-
 Rattus norvegicus
1.14.14.19 17-(2-amino-4-thiazolyl)-androsta-5,16-dien-3beta-ol type II competitive inhibitor Macacine alphaherpesvirus 1
1.14.14.19 17-(3'-pyrazolyl)androsta-4,16-dien-3beta-one type II competitive inhibitor Homo sapiens
1.14.14.19 17-(3'-pyrazolyl)androsta-4,16-dien-3beta-one type II competitive inhibitor Rattus norvegicus
1.14.14.19 17-(3'-pyrazolyl)androsta-5,16-dien-3beta-ol type II competitive inhibitor Homo sapiens
1.14.14.19 17-(3'-pyrazolyl)androsta-5,16-dien-3beta-ol type II competitive inhibitor Rattus norvegicus
1.14.14.19 17-(3-pyridyl)androsta-5,6-dien-3beta-ol
-
 Homo sapiens
1.14.14.19 17-(5'-isooxazoloyl)androsta-4,16-dien-3-one type II competitive inhibitor Homo sapiens
1.14.14.19 17-(5'-isooxazoloyl)androsta-4,16-dien-3-one type II competitive inhibitor Rattus norvegicus
1.14.14.19 17-(methylthio)androst-5-en-3beta-ol S-oxide type I competitive inhibitor Sus scrofa
1.14.14.19 17beta-acetamidoandrost-4-en-3-one
-
 Homo sapiens
1.14.14.19 17beta-ureidoandrosta-1,4-dien-3-one
-
 Homo sapiens
1.14.14.19 2-(1H-imidazol-4-ylmethyl)-9H-carbazole suicide inhibitor Rattus norvegicus
1.14.14.19 20(S)-20,21-aziridinylpregn-5-en-3beta-ol type II competitive inhibitor Rattus norvegicus
1.14.14.19 20xi-hydroxy-21-trifluoropregn-4-en-3-one type I competitive inhibitor Rattus norvegicus
1.14.14.19 3-pyridyl-1a,2,3,7b-tetrahydro-1H-cyclopropa[a]naphthalene suicide inhibitor Rattus norvegicus
1.14.14.19 3beta-hydroxy-17-(1H-1,2,3-triazol-1-yl)androsta-5,16-diene type II competitive inhibitor Homo sapiens
1.14.14.19 3beta-hydroxy-17-(1H-imidazol-1-yl)androsta-5,16-diene type II competitive inhibitor Homo sapiens
1.14.14.19 4-amino-17beta-(cyclopropylamino)-androst-4-en-3-one suicide inhibitor Macacine alphaherpesvirus 1
1.14.14.19 4-amino-17beta-(cyclopropyloxy)-androst-4,6-dien-3-one suicide inhibitor Macacine alphaherpesvirus 1
1.14.14.19 4-amino-17beta-(cyclopropyloxy)-androst-4-en-3-one suicide inhibitor Macacine alphaherpesvirus 1
1.14.14.19 5-[(3-chlorophenyl-1H-imidazole-1-yl)methyl]-1H-benzimidazole suicide inhibitor Rattus norvegicus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.19 pregnenolone + AH2 + O2 Homo sapiens
-
 17alpha-hydroxypregnenolone + A + H2O
-
 ?
1.14.14.19 pregnenolone + AH2 + O2 Rattus norvegicus
-
 17alpha-hydroxypregnenolone + A + H2O
-
 ?
1.14.14.19 pregnenolone + AH2 + O2 Sus scrofa
-
 17alpha-hydroxypregnenolone + A + H2O
-
 ?
1.14.14.19 progesterone + [reduced NADPH-hemoprotein reductase] + O2 Homo sapiens
-
 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O product eliminates at C20,21 acetate to yield androstenedione ?
1.14.14.19 progesterone + [reduced NADPH-hemoprotein reductase] + O2 Rattus norvegicus
-
 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O product eliminates at C20,21 acetate to yield androstenedione ?
1.14.14.19 progesterone + [reduced NADPH-hemoprotein reductase] + O2 Sus scrofa
-
 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O product eliminates at C20,21 acetate to yield androstenedione ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.19 Homo sapiens
-
-
-
1.14.14.19 Macacine alphaherpesvirus 1
-
 cynomolgus monkey
-
1.14.14.19 Rattus norvegicus
-
-
-
1.14.14.19 Sus scrofa
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.19 testis
-
 Rattus norvegicus
-
1.14.14.19 testis
-
 Sus scrofa
-
1.14.14.19 testis adult and foetal Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.19 pregnenolone + AH2 + O2
-
 Homo sapiens 17alpha-hydroxypregnenolone + A + H2O
-
 ?
1.14.14.19 pregnenolone + AH2 + O2
-
 Rattus norvegicus 17alpha-hydroxypregnenolone + A + H2O
-
 ?
1.14.14.19 pregnenolone + AH2 + O2
-
 Sus scrofa 17alpha-hydroxypregnenolone + A + H2O
-
 ?
1.14.14.19 progesterone + [reduced NADPH-hemoprotein reductase] + O2
-
 Homo sapiens 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O product eliminates at C20,21 acetate to yield androstenedione ?
1.14.14.19 progesterone + [reduced NADPH-hemoprotein reductase] + O2
-
 Rattus norvegicus 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O product eliminates at C20,21 acetate to yield androstenedione ?
1.14.14.19 progesterone + [reduced NADPH-hemoprotein reductase] + O2
-
 Sus scrofa 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O product eliminates at C20,21 acetate to yield androstenedione ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.14.19 34
-
-
 Homo sapiens
1.14.14.19 34
-
-
 Rattus norvegicus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.14.19 7.4
-
 assay at Homo sapiens

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.19 NADPH
-
 Homo sapiens
1.14.14.19 NADPH
-
 Rattus norvegicus
1.14.14.19 NADPH
-
 Sus scrofa