Any feedback?
Literature summary for 1.3.99.5 extracted from
- Self-organizing molecular field analysis on pregnane derivatives as human steroidal 5alpha-reductase inhibitors (2010), Steroids, 75, 411-418.
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| (16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl acetate | - |
Homo sapiens |  |
| (16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl butanoate | - |
Homo sapiens | |
| (16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl pentanoate | - |
Homo sapiens | |
| (16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl phenylacetate | - |
Homo sapiens | |
| (2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl (2-fluorophenyl)acetate | - |
Homo sapiens | |
| (2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl (3-fluorophenyl)acetate | - |
Homo sapiens | |
| (2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl phenylacetate | - |
Homo sapiens | |
| (4alpha,5alpha)-3,20-dioxo-4,5-epoxypregnan-17-yl 4-bromobenzoate | - |
Homo sapiens | |
| (4alpha,5alpha)-3,20-dioxo-4,5-epoxypregnan-17-yl benzoate | - |
Homo sapiens | |
| (5alpha,6alpha)-20-oxo-5,6-epoxypregn-16-en-3-yl acetate | - |
Homo sapiens | |
| 17-hydroxypregna-4,6-diene-3,20-dione | - |
Homo sapiens | |
| 3,20-dioxopregna-4,6-dien-17-yl (4-bromophenyl)carbamate | - |
Homo sapiens | |
| 3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate | - |
Homo sapiens | |
| 3,20-dioxopregna-4,6-dien-17-yl 4-chlorobenzoate | - |
Homo sapiens | |
| 3,20-dioxopregna-4,6-dien-17-yl 4-fluorobenzoate | - |
Homo sapiens | |
| 3,20-dioxopregna-4,6-dien-17-yl benzoate | - |
Homo sapiens | |
| 3,20-dioxopregna-4,6-dien-17-yl phenylcarbamate | - |
Homo sapiens | |
| 6,20-dioxopregna-4,16-dien-3-yl 3-bromopropanoate | - |
Homo sapiens | |
| 6,20-dioxopregna-4,16-dien-3-yl 3-chloropropanoate | - |
Homo sapiens | |
| 6,20-dioxopregna-4,16-dien-3-yl 3-iodopropanoate | - |
Homo sapiens | |
| 6,20-dioxopregna-4,16-dien-3-yl acetate | - |
Homo sapiens | |
| 6,20-dioxopregna-4,16-dien-3-yl benzoate | - |
Homo sapiens | |
| 6-bromo-3,20-dioxopregna-4,6-dien-17-yl acetate | - |
Homo sapiens | |
| 6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate | - |
Homo sapiens | |
| 6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-chlorobenzoate | - |
Homo sapiens | |
| 6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-fluorobenzoate | - |
Homo sapiens | |
| 6-chloro-3,20-dioxopregna-4,6-dien-17-yl benzoate | - |
Homo sapiens | |
| finasteride | i.e. 17beta-(N-tert-butylcarbamoyl)-4-aza-5alpha-androst-1-en-3-one or MK-906. A competitive inhibitor of 5alpha-reductase type II with 10fold higher affinity than type I due to formation of stable complex with enzyme | Homo sapiens | |
| additional information | design and optimization of steroidal structure as 5alpha-reductase inhibitors, rationalizing the molecular properties and 5alpha-reductase inhibitory activities, three-dimensional quantitative structure-activity relationship, 3D-QSAR, study and modeling, overview | Homo sapiens | |
| pregna-4,16-diene-3,6,20-trione | - |
Homo sapiens | |
| progesterone | inhibits the synthesis of 5alpha-dihydrotestosterone by competing with 4-en-3-one function of the testosterone for the 5alpha-reductase enzyme | Homo sapiens | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.0004 | - |
testosterone | type II isozyme, pH not specified in the publication, temperature not specified in the publication | Homo sapiens | |
| 0.01 | - |
testosterone | type I isozyme, pH not specified in the publication, temperature not specified in the publication | Homo sapiens | |
Localization
| Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|
| membrane | - |
Homo sapiens | 16020 | - |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 5alpha-dihydrotestosterone + NADP+ | Homo sapiens | the enzyme performs conversion of testosterone to 5alpha-dihydrotestosterone | testosterone + NADPH + H+ | - |
r | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Homo sapiens | - |
- |
- |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 5alpha-dihydrotestosterone + NADP+ | - |
Homo sapiens | testosterone + NADPH + H+ | - |
r | |
| 5alpha-dihydrotestosterone + NADP+ | the enzyme performs conversion of testosterone to 5alpha-dihydrotestosterone | Homo sapiens | testosterone + NADPH + H+ | - |
r | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| 5alpha-reductase | - |
Homo sapiens |
| NADPH-dependent 5alpha-reductase enzyme | - |
Homo sapiens |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 5.5 | - |
type II isozyme | Homo sapiens |
| 6.5 | 9 | type I isozyme | Homo sapiens |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| NADP+ | - |
Homo sapiens | |
| NADPH | - |
Homo sapiens | |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.000000063 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | (5alpha,6alpha)-20-oxo-5,6-epoxypregn-16-en-3-yl acetate | |
| 0.000000063 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | (16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl acetate | |
| 0.000000065 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 6,20-dioxopregna-4,16-dien-3-yl acetate | |
| 0.00000007 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 6,20-dioxopregna-4,16-dien-3-yl benzoate | |
| 0.000000079 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | (16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl butanoate | |
| 0.0000005 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | (2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl (2-fluorophenyl)acetate | |
| 0.0000007 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | (2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl (3-fluorophenyl)acetate | |
| 0.00000085 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | pregna-4,16-diene-3,6,20-trione | |
| 0.0000012 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | (16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl phenylacetate | |
| 0.0000049 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | (4alpha,5alpha)-3,20-dioxo-4,5-epoxypregnan-17-yl 4-bromobenzoate | |
| 0.00001 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 3,20-dioxopregna-4,6-dien-17-yl phenylcarbamate | |
| 0.00001 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 6,20-dioxopregna-4,16-dien-3-yl 3-iodopropanoate | |
| 0.000013 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | (4alpha,5alpha)-3,20-dioxo-4,5-epoxypregnan-17-yl benzoate | |
| 0.000014 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 6,20-dioxopregna-4,16-dien-3-yl 3-chloropropanoate | |
| 0.000018 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 6,20-dioxopregna-4,16-dien-3-yl 3-bromopropanoate | |
| 0.000026 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 3,20-dioxopregna-4,6-dien-17-yl 4-fluorobenzoate | |
| 0.000031 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate | |
| 0.000032 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | (16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl pentanoate | |
| 0.000033 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 6-bromo-3,20-dioxopregna-4,6-dien-17-yl acetate | |
| 0.00005 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 3,20-dioxopregna-4,6-dien-17-yl (4-bromophenyl)carbamate | |
| 0.000063 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 3,20-dioxopregna-4,6-dien-17-yl benzoate | |
| 0.00009 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 3,20-dioxopregna-4,6-dien-17-yl 4-chlorobenzoate | |
| 0.00011 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 17-hydroxypregna-4,6-diene-3,20-dione | |
| 0.00031 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | (2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl phenylacetate | |
| 0.00036 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 3,20-dioxopregna-4,6-dien-17-yl benzoate | |
| 0.00037 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate | |
| 0.00092 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 6-chloro-3,20-dioxopregna-4,6-dien-17-yl benzoate | |
| 0.00093 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-fluorobenzoate | |
| 0.00097 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate | |
| 0.00099 | - |
pH not specified in the publication, temperature not specified in the publication | Homo sapiens | 6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-chlorobenzoate | |
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
