Any feedback?
Literature summary for 1.14.14.19 extracted from
- Novel CYP17 inhibitors: synthesis, biological evaluation, structure-activity relationships and modelling of methoxy- and hydroxy-substituted methyleneimidazolyl biphenyls (2009), Eur. J. Med. Chem., 44, 2765-2775.
Application
| Application | Comment | Organism |
|---|---|---|
| drug development | CYP17 is a target for inhibitor design as a target in treatment of prostate cancer | Homo sapiens |
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| CYP17, expression in Escherichia coli, co-expression with NADPH-P450 reductase | Homo sapiens |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 1-[1-(3',4'-dimethoxy-biphenyl-4-yl)-propyl]-1H-imidazole | - |
Homo sapiens |  |
| 1-[1-(3'-methoxy-biphenyl-4-yl)-ethyl]-1H-imidazole | - |
Homo sapiens | |
| 1-[1-(3'-methoxy-biphenyl-4-yl)-propyl]-1H-imidazole | - |
Homo sapiens | |
| 1-[1-(4'-ethoxy-biphenyl-4-yl)-propyl]-1H-imidazole | - |
Homo sapiens | |
| 1-[1-(4'-methoxy-biphenyl-4-yl)-ethyl]-1H-imidazole | - |
Homo sapiens | |
| 1-[1-(4'-methoxy-biphenyl-4-yl)-propyl]-1H-imidazole | - |
Homo sapiens | |
| 3'-fluoro-4'-(1-imidazol-1-yl-propyl)-biphenyl-3,4-diol | - |
Homo sapiens | |
| 3'-fluoro-4'-(1-imidazol-1-yl-propyl)-biphenyl-4-ol | - |
Homo sapiens | |
| 3-chloro-4'-(1-imidazol-1-yl-propyl)-biphenyl-4-ol | - |
Homo sapiens | |
| 4'-(1-imidazol-1-yl-propyl)-3,5-dimethyl-biphenyl-4-ol | - |
Homo sapiens | |
| 4'-(1-imidazol-1-yl-propyl)-3-methyl-biphenyl-4-ol | - |
Homo sapiens | |
| 4'-(1-imidazol-1-yl-propyl)-biphenyl-3,4-diol | - |
Homo sapiens | |
| 4'-(1-imidazol-1-yl-propyl)-biphenyl-3,5-diol | - |
Homo sapiens | |
| 4'-(1-imidazol-1-yl-propyl)-biphenyl-3-ol | - |
Homo sapiens | |
| 4'-(1-imidazol-1-yl-propyl)-biphenyl-4-ol | - |
Homo sapiens | |
| abiraterone | - |
Homo sapiens | |
| ketoconazole | unspecific inhibitor | Homo sapiens | |
| additional information | inhibitor design and synthesis via Suzuki-cross-coupling, Grignard reaction and CDI-assisted SNt-reaction with imidazole, overview | Homo sapiens |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| additional information | Homo sapiens | CYP17 is the cytochrome b5 modulated key enzyme for the biosynthesis of androgens, catalyzing the 17alpha-hydroxylation of pregnenolone and progesterone and the subsequent cleavage of the C 20,21-acetyl group to yield the corresponding androgens dehydroepiandrosterone and androstendione | ? | - |
? | |
| pregnenolone + ferrocytochrome b5 + O2 | Homo sapiens | - |
? | - |
? | |
| progesterone + ferrocytochrome b5 + O2 | Homo sapiens | - |
? | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Homo sapiens | - |
- |
- |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| adrenal gland | - |
Homo sapiens | - |
| testis | - |
Homo sapiens | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| additional information | CYP17 is the cytochrome b5 modulated key enzyme for the biosynthesis of androgens, catalyzing the 17alpha-hydroxylation of pregnenolone and progesterone and the subsequent cleavage of the C 20,21-acetyl group to yield the corresponding androgens dehydroepiandrosterone and androstendione | Homo sapiens | ? | - |
? | |
| pregnenolone + ferrocytochrome b5 + O2 | - |
Homo sapiens | ? | - |
? | |
| progesterone + ferrocytochrome b5 + O2 | - |
Homo sapiens | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| 17alpha-hydroxylase-17,20-lyase | - |
Homo sapiens |
| CYP17 | - |
Homo sapiens |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| ferrocytochrome b5 | - |
Homo sapiens | |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.000052 | - |
- |
Homo sapiens | 3'-fluoro-4'-(1-imidazol-1-yl-propyl)-biphenyl-3,4-diol | |
| 0.000072 | - |
- |
Homo sapiens | abiraterone | |
| 0.00009 | - |
- |
Homo sapiens | 3'-fluoro-4'-(1-imidazol-1-yl-propyl)-biphenyl-4-ol | |
| 0.000152 | - |
- |
Homo sapiens | 4'-(1-imidazol-1-yl-propyl)-biphenyl-3,4-diol | |
| 0.000164 | - |
- |
Homo sapiens | 4'-(1-imidazol-1-yl-propyl)-biphenyl-3-ol | |
| 0.000188 | - |
- |
Homo sapiens | 1-[1-(3'-methoxy-biphenyl-4-yl)-propyl]-1H-imidazole | |
| 0.000195 | - |
- |
Homo sapiens | 4'-(1-imidazol-1-yl-propyl)-biphenyl-3,5-diol | |
| 0.000217 | - |
- |
Homo sapiens | 3-chloro-4'-(1-imidazol-1-yl-propyl)-biphenyl-4-ol | |
| 0.000231 | - |
- |
Homo sapiens | 4'-(1-imidazol-1-yl-propyl)-biphenyl-4-ol | |
| 0.000261 | - |
- |
Homo sapiens | 4'-(1-imidazol-1-yl-propyl)-3-methyl-biphenyl-4-ol | |
| 0.000379 | - |
- |
Homo sapiens | 4'-(1-imidazol-1-yl-propyl)-3,5-dimethyl-biphenyl-4-ol | |
| 0.00278 | - |
- |
Homo sapiens | ketoconazole | |
General Information
| General Information | Comment | Organism |
|---|---|---|
| metabolism | CYP17 catalyzes the last step in androgen biosynthesis | Homo sapiens |
Use of this online version of BRENDA is free under the CC BY 4.0 license. See terms of use for full details.
Release 2023.1 (January 2023)
Legal
Curated at
Member of
