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Literature summary extracted from

  • Hartmann, R.W.; Hector, M.; Haidar, S.; Ehmer, P.B.; Reichert, W.; Jose, J.
    Synthesis and evaluation of novel steroidal oxime inhibitors of P450 17 (17alpha-hydroxylase/C17-20-lyase) and 5alpha-reductase types 1 and 2 (2000), J. Med. Chem., 43, 4266-4277.
    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

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.14.19 expression in Escherichia coli XL1 Homo sapiens

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.14.19 20-hydroxyiminopregna-4,14,16-trien-3-one at 0.0002 mM 50% inhibition Homo sapiens
1.14.14.19 20-hydroxyiminopregna-4,16-dien-3-one at 0.0001 mM 50% inhibition Homo sapiens
1.14.14.19 20-hydroxyiminopregna-5,14,16-trien-3beta-ol at 0.0002 mM 50% inhibition Homo sapiens
1.14.14.19 20-hydroxyiminopregna-5,16-dien-3beta-ol at 0.00017 mM 50% inhibition Homo sapiens
1.14.14.19 21-hydroxyimino-21-methylpregn-4-en-3-one at 0.0036 mM 50% inhibition Rattus norvegicus
1.14.14.19 21-hydroxyiminopregn-4-en-3-one at 0.0003 mM 50% inhibition, also 5alpha-reductase inhibitor Homo sapiens
1.14.14.19 21-hydroxyiminopregn-4-en-3-one at 0.0003 mM 50% inhibition, also 5alpha-reductase inhibitor Rattus norvegicus
1.14.14.19 21-hydroxyiminopregn-5-en-3beta-ol at 0.00027 mM 50% inhibition Homo sapiens
1.14.14.19 21-hydroxyiminopregn-5-en-3beta-ol at 0.00276 mM 50% inhibition Rattus norvegicus
1.14.14.19 21-hydroxyiminopregna-4,17(20)-dien-3-one at 0.00018 mM 50% inhibition, also 5alpha-reductase inhibitor Homo sapiens
1.14.14.19 21-hydroxyiminopregna-4,17(20)-dien-3-one at 0.00014 mM 50% inhibition Rattus norvegicus
1.14.14.19 21-hydroxyiminopregna-5,17(29)-dien-3beta-ol at 0.000077 mM 50% inhibition Homo sapiens
1.14.14.19 21-hydroxyiminopregna-5,17(29)-dien-3beta-ol at 0.00052 mM 50% inhibition Rattus norvegicus
1.14.14.19 21-methylpregn-5-en-3beta-ol-21-one at 0.0098 mM 50% inhibition Rattus norvegicus

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.14.14.19 microsome
-
 Homo sapiens
-
-
1.14.14.19 microsome
-
 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 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 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.19 Homo sapiens
-
-
-
1.14.14.19 Rattus norvegicus
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.19 testis
-
 Homo sapiens
-
1.14.14.19 testis
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
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 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.19 CYP 17
-
 Homo sapiens
1.14.14.19 P450 17
-
 Homo sapiens
1.14.14.19 P450 17
-
 Rattus norvegicus

Cofactor

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