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Literature summary extracted from
- Synthesis of halogenated pregnanes, mechanistic probes of steroid hydroxylases CYP17A1 and CYP21A2 (2012), J. Steroid Biochem. Mol. Biol., 128, 38-50.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.14.14.16 | recombinant expression in yeast microsomes | Homo sapiens |
| 1.14.14.19 | recombinant expression in yeast microsomes | Homo sapiens |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.14.16 | ketoconazole | inhibits hydroxylation activity with progesterone and 17-fluoroprogesterone to the same amount | Homo sapiens |  |
| 1.14.14.19 | abiraterone acetate | - |
Homo sapiens | |
| 1.14.14.19 | ketoconazole | - |
Homo sapiens | |
Localization
| EC Number | Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|---|
| 1.14.14.16 | microsome | - |
Homo sapiens | - |
- |
| 1.14.14.19 | microsome | - |
Homo sapiens | - |
- |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.14.16 | 17alpha-hydroxyprogesterone + [reduced NADPH-P450 reductase] + O2 | Homo sapiens | - |
11-deoxycortisol + [oxidized NADPH-P450 reductase] + H2O | - |
? | |
| 1.14.14.16 | progesterone + [reduced NADPH-P450 reductase] + O2 | Homo sapiens | - |
11-deoxycorticosterone + [oxidized NADPH-P450 reductase] + H2O | - |
? | |
| 1.14.14.19 | pregnenolone + [reduced NADPH-hemoprotein reductase] + O2 | Homo sapiens | - |
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 1.14.14.19 | progesterone + [reduced NADPH-hemoprotein reductase] + O2 | Homo sapiens | - |
17alpha-hydroxyprogesterone + 16alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O | product ratio is 3:1 | ? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.14.14.16 | Homo sapiens | - |
- |
- |
| 1.14.14.19 | Homo sapiens | P05093 | - |
- |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.14.16 | 17-fluoro-progesterone + [reduced NADPH-P450 reductase] + O2 | - |
Homo sapiens | 17-fluoro-11-deoxycorticosterone + [oxidized NADPH-P450 reductase] + H2O | - |
? | |
| 1.14.14.16 | 17alpha-hydroxyprogesterone + [reduced NADPH-P450 reductase] + O2 | - |
Homo sapiens | 11-deoxycortisol + [oxidized NADPH-P450 reductase] + H2O | - |
? | |
| 1.14.14.16 | additional information | 21-trifluorosteroids mht by a substrates for CYP21A2, substrate specificity analysis of CP21A2 with diverse halogenated steroid substrates, e.g. introducing one or more halogen atom to the 17- and 21-positions of progesterone and pregnenolone, 21,21,21-tribromoprogesterone and 21,21,21-trichloroprogesterone, overview | Homo sapiens | ? | - |
? | |
| 1.14.14.16 | progesterone + [reduced NADPH-P450 reductase] + O2 | - |
Homo sapiens | 11-deoxycorticosterone + [oxidized NADPH-P450 reductase] + H2O | - |
? | |
| 1.14.14.19 | additional information | 21-trifluorosteroids mht by a substrates for CYP17A1, substrate specificity analysis of CP17A1 with diverse halogenated steroid substrates, e.g. introducing one or more halogen atom to the 17- and 21-positions of progesterone and pregnenolone, 21,21,21-tribromoprogesterone and 21,21,21-trichloroprogesterone, overview. No activity of the recombinant enzyme with 17-fluoroprogesterone and 17-fluoropregnenolone | Homo sapiens | ? | - |
? | |
| 1.14.14.19 | pregnenolone + [reduced NADPH-hemoprotein reductase] + O2 | - |
Homo sapiens | 17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
| 1.14.14.19 | progesterone + [reduced NADPH-hemoprotein reductase] + O2 | - |
Homo sapiens | 17alpha-hydroxyprogesterone + 16alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O | product ratio is 3:1 | ? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.14.14.16 | 21-hydroxylase | - |
Homo sapiens |
| 1.14.14.16 | CYP21A2 | - |
Homo sapiens |
| 1.14.14.16 | P450c21 | - |
Homo sapiens |
| 1.14.14.19 | 17alpha-hydroxylase/17,20-lyase | - |
Homo sapiens |
| 1.14.14.19 | CYP17A1 | - |
Homo sapiens |
| 1.14.14.19 | P450c17 | - |
Homo sapiens |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.14.14.16 | 37 | - |
assay at | Homo sapiens |
| 1.14.14.19 | 37 | - |
assay at | Homo sapiens |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.14.14.16 | 7.4 | - |
assay at | Homo sapiens |
| 1.14.14.19 | 7.4 | - |
assay at | Homo sapiens |
General Information
| EC Number | General Information | Comment | Organism |
|---|---|---|---|
| 1.14.14.16 | malfunction | deficiency of CYP21A2 leading to congenital adrenal hyperplasia, is the most common autosomal recessive disease in human beings | Homo sapiens |
| 1.14.14.16 | physiological function | human steroidogenic cytochrome P450 CYP21A2 is required for the biosynthesis of androgens, glucocorticoids, and mineralocorticoids | Homo sapiens |
| 1.14.14.19 | malfunction | deficiency of CYP17A1 causes hypertension | Homo sapiens |
| 1.14.14.19 | physiological function | human steroidogenic cytochrome P450 CYP17A1 is required for the biosynthesis of androgens, glucocorticoids, and mineralocorticoids | Homo sapiens |
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