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Literature summary for 1.14.14.32 extracted from

  • Gonzalez, E.; Guengerich, F.P.
    Kinetic processivity of the two-step oxidations of progesterone and pregnenolone to androgens by human cytochrome P450 17A1 (2017), J. Biol. Chem., 292, 13168-13185 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.14.14.32

Inhibitors

Inhibitors Comment Organism Structure
(S)-orteronel three times more inhibitory toward the conversion of 17alpha-hydroxypregnenolone to dehydroepiandrosterone than toward the 17alpha-hydroxylation of pregnenolone. The (S)-enantiomer of orteronel is more inhibitory than the (R) enantiomer Homo sapiens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00049
-
 pregnenolone lyase reaction, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.0005
-
 pregnenolone 17alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
0.00057
-
 17alpha-hydroxypregnenolone lyase reaction, pH 7.4, 37°C Homo sapiens
0.00091
-
 17alpha-hydroxypregnenolone lyase reaction, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.0011
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
0.0011
-
 pregnenolone 17alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.0029
-
 17alpha-hydroxyprogesterone lyase reaction, pH 7.4, 37°C Homo sapiens
0.0043
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.0053
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.0071
-
 17alpha-hydroxyprogesterone lyase reaction, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.0097
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens P05093
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
17alpha-hydroxypregnenolone + [reduced NADPH-hemoprotein reductase] + O2
-
 Homo sapiens dehydroepiandrosterone + [oxidized NADPH-hemoprotein reductase] + acetate + H2O
-
 ?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
-
 Homo sapiens androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
additional information P450 17A1 is an inherently distributive enzyme but some processivity is present, i.e. some of the 17alpha-hydroxypregnenolone formed from pregnenolone does not dissociate from P450 17A1 before conversion to dehydroepiandrosterone Homo sapiens ?
-
 ?
pregnenolone + [reduced NADPH-hemoprotein reductase] + 2 O2
-
 Homo sapiens 3beta-hydroxyandrost-5-en-17-one + acetate + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
 ?
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
-
 ?
progesterone + [reduced NADPH-hemoprotein reductase] + O2 minor product Homo sapiens 16alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Synonyms

Synonyms Comment Organism
P450 17A1
-
 Homo sapiens

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.00031
-
 17alpha-hydroxyprogesterone lyase reaction, pH 7.4, 37°C Homo sapiens
0.0019
-
 17alpha-hydroxyprogesterone lyase reaction, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.0037
-
 pregnenolone 17alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
0.0059
-
 17alpha-hydroxypregnenolone lyase reaction, pH 7.4, 37°C Homo sapiens
0.0064
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
0.0071
-
 17alpha-hydroxypregnenolone lyase reaction, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.025
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.045
-
 pregnenolone lyase reaction, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.086
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
0.11
-
 pregnenolone 17alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
0.17
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.11
-
 17alpha-hydroxyprogesterone lyase reaction, pH 7.4, 37°C Homo sapiens
2.7
-
 17alpha-hydroxyprogesterone lyase reaction, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
4.7
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
5.8
-
 progesterone 16alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
7.4
-
 pregnenolone 17alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
7.8
-
 17alpha-hydroxypregnenolone lyase reaction, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
8.9
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C Homo sapiens
9.2
-
 pregnenolone lyase reaction, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
10
-
 17alpha-hydroxypregnenolone lyase reaction, pH 7.4, 37°C Homo sapiens
40
-
 progesterone 17alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens
100
-
 pregnenolone 17alpha-hydroxylation, pH 7.4, 37°C, presence of cytochrome b5 Homo sapiens