Page last updated: 2024-10-24
3-oxo-5-alpha-steroid 4-dehydrogenase activity
Definition
Target type: molecularfunction
Catalysis of the reaction: a 3-oxo-5-alpha-steroid + acceptor = a 3-oxo-delta(4)-steroid + reduced acceptor. [EC:1.3.99.5]
3-oxo-5α-steroid 4-dehydrogenase activity catalyzes the oxidation of the C4 position of a 3-oxo-5α-steroid, converting the 4β-hydrogen to a ketone. This enzyme is involved in the biosynthesis of bile acids, steroids, and other steroid hormones. It is also involved in the detoxification of steroid hormones. The enzyme is highly specific for 3-oxo-5α-steroids, and it has a broad substrate specificity, accepting a variety of steroid substrates. This enzymatic activity is found in a variety of organisms, including bacteria, fungi, plants, and animals.'
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Proteins (4)
| Protein | Definition | Taxonomy |
|---|---|---|
| 3-oxo-5-alpha-steroid 4-dehydrogenase 2 | A 3-oxo-5-alpha-steroid 4-dehydrogenase 2 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P31213] | Homo sapiens (human) |
| 3-oxo-5-alpha-steroid 4-dehydrogenase 1 | A 3-oxo-5-alpha-steroid 4-dehydrogenase 1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P18405] | Homo sapiens (human) |
| 3-oxo-5-alpha-steroid 4-dehydrogenase 2 | A 3-oxo-5-alpha-steroid 4-dehydrogenase 2 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P31213] | Homo sapiens (human) |
| 3-oxo-5-alpha-steroid 4-dehydrogenase 1 | A 3-oxo-5-alpha-steroid 4-dehydrogenase 1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P18405] | Homo sapiens (human) |
Compounds (15)
| Compound | Definition | Classes | Roles |
|---|---|---|---|
| prazosin | prazosin : A member of the class of piperazines that is piperazine substituted by a furan-2-ylcarbonyl group and a 4-amino-6,7-dimethoxyquinazolin-2-yl group at positions 1 and 4 respectively. Prazosin: A selective adrenergic alpha-1 antagonist used in the treatment of HEART FAILURE; HYPERTENSION; PHEOCHROMOCYTOMA; RAYNAUD DISEASE; PROSTATIC HYPERTROPHY; and URINARY RETENTION. | aromatic ether; furans; monocarboxylic acid amide; piperazines; quinazolines | alpha-adrenergic antagonist; antihypertensive agent; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor |
| finasteride | finasteride : An aza-steroid that is a synthetic drug for the treatment of benign prostatic hyperplasia. Finasteride: An orally active 3-OXO-5-ALPHA-STEROID 4-DEHYDROGENASE inhibitor. It is used as a surgical alternative for treatment of benign PROSTATIC HYPERPLASIA. | 3-oxo steroid; aza-steroid; delta-lactam | androgen antagonist; antihyperplasia drug; EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor |
| turosteride | turosteride: a 5alpha-reductase inhibitor; structure given in first source; RN given refers to the (5alpha,17beta)-isomer | ||
| sertraline | sertraline : A member of the class of tetralins that is tetralin which is substituted at positions 1 and 4 by a methylamino and a 3,4-dichlorophenyl group, respectively (the S,S diastereoisomer). A selective serotonin-reuptake inhibitor (SSRI), it is administered orally as the hydrochloride salt as an antidepressant for the treatment of depression, obsessive-compulsive disorder, panic disorder and post-traumatic stress disorder. Sertraline: A selective serotonin uptake inhibitor that is used in the treatment of depression. | dichlorobenzene; secondary amino compound; tetralins | antidepressant; serotonin uptake inhibitor |
| epristeride | epristeride: structure given in first source | steroid acid | |
| indole-2-carboxylic acid | indolyl carboxylic acid | ||
| fce 28260 | (22RS-N-1,1,1-trifluoro-2-phenylprop-2-yl)-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxamide: structure given in first source | ||
| ly 300502 | |||
| 17-n,n-diethylcarbamoyl-4-methyl-4-azaandrostane-3-one | 17-N,N-diethylcarbamoyl-4-methyl-4-azaandrostane-3-one: inhibitor of testosterone 5-alpha reductase, receptor binding & nuclear uptake of androgens in the prostate | ||
| dutasteride | dutasteride : An aza-steroid that is inasteride in which the tert-butyl group is replaced by a 2,5-bis(trifluoromethyl)phenyl group. A synthetic 4-azasteroid, dutasteride is a selective inhibitor of both the type 1 and type 2 isoforms of steroid 5alpha-reductase, an intracellular enzyme that converts testosterone to 5alpha-dihydrotestosterone. Dutasteride is used for the treatment of symptomatic benign prostatic hyperplasia in men with an enlarged prostate gland. Dutasteride: A 5-ALPHA-REDUCTASE INHIBITOR that is reported to inhibit both type-1 and type2 isoforms of the enzyme and is used to treat BENIGN PROSTATIC HYPERPLASIA. | (trifluoromethyl)benzenes; aza-steroid; delta-lactam | antihyperplasia drug; EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor |
| 5-(2,5-difluorophenyl)-N-(2,6-dimethylphenyl)-2-furancarboxamide | aromatic amide; furans | ||
| 5-(2,5-dichlorophenyl)-N-(2,6-dimethoxyphenyl)-2-furancarboxamide | aromatic amide; furans | ||
| 5-(2,5-dichlorophenyl)-N-[2,6-di(propan-2-yl)phenyl]-2-furancarboxamide | aromatic amide; furans | ||
| 5-(2,5-dichlorophenyl)-N-(2,6-diethylphenyl)-2-furancarboxamide | aromatic amide; furans | ||
| N-(2,6-dimethylphenyl)-5-(4-methyl-3-thiophenyl)-2-furancarboxamide | aromatic amide; furans |