| EC Tree |
| 1. Oxidoreductases |
| 1.3 Acting on the CH-CH group of donors |
| 1.3.1 With NAD+ or NADP+ as acceptor |
| ID: | 1.3.1.3 | ||
|---|---|---|---|
| Description: | Delta(4)-3-oxosteroid 5-beta-reductase. | ||
| Alternative Name: |
Testosterone 5-beta-reductase. Steroid 5-beta-reductase. Delta(4)-hydrogenase. Delta(4)-5-beta-reductase. Delta(4)-3-ketosteroid 5-beta-reductase. Cortisone Delta(4)-5-beta-reductase. Cortisone beta-reductase. Cortisone 5-beta-reductase. Cholestenone 5-beta-reductase. Androstenedione 5-beta-reductase. 5-beta-reductase. 3-oxo-Delta(4)-steroid 5-beta-reductase. | ||
| Prosite: | PDOC00061; | ||
| PDB: |
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| Cath: | 3.20.20.10; 3.20.20.100; 3.40.50.720; |
Click one PDB to see exact 3D structure provided by NGL.
Note: Use your mouse to drag, rotate, and zoom in and out of the structure. Mouse-over to identify atoms and bonds. Mouse controls documentation.| UniProtKB Enzyme Link: | UniProtKB 1.3.1.3 |
| BRENDA Enzyme Link: | BRENDA 1.3.1.3 |
| KEGG Enzyme Link: | KEGG1.3.1.3 |
| BioCyc Enzyme Link: | BioCyc 1.3.1.3 |
| ExPASy Enzyme Link: | ExPASy1.3.1.3 |
| EC2PDB Enzyme Link: | EC2PDB 1.3.1.3 |
| ExplorEnz Enzyme Link: | ExplorEnz 1.3.1.3 |
| PRIAM enzyme-specific profiles Link: | PRIAM 1.3.1.3 |
| IntEnz Enzyme Link: | IntEnz 1.3.1.3 |
| MEDLINE Enzyme Link: | MEDLINE 1.3.1.3 |
| RHEA:46636 | 5beta-dihydrotestosterone + NADP(+) = H(+) + NADPH + testosterone |
| RULE(radius=1) | [*:1]-[CH2;+0:2]-[CH;+0:3](-[*:4])-[*:5].[*:6]-[n+;H0:7]1:[cH;+0:8]:[cH;+0:9]:[cH;+0:10]:[c;H0;+0:11](-[*:12]):[cH;+0:13]:1>>[*:1]-[CH;+0:2]=[C;H0;+0:3](-[*:4])-[*:5].[*:6]-[N;H0;+0:7]1-[CH;+0:8]=[CH;+0:9]-[CH2;+0:10]-[C;H0;+0:11](-[*:12])=[CH;+0:13]-1 |
| Reaction | ![]() |
| Core-to-Core | |
| Core-to-Core |
| Title | Authors | Date | PubMed ID |
|---|---|---|---|
| Cloning and expression of cDNA of human delta 4-3-oxosteroid 5 beta-reductase and substrate specificity of the expressed enzyme. | Kondo KH, Kai MH, Setoguchi Y, Eggertsen G, Sjöblom P, Setoguchi T, Okuda KI, Björkhem I | 1994 Jan 15 | 7508385 |
| Substrate specificity and inhibitor analyses of human steroid 5β-reductase (AKR1D1). | Chen M, Drury JE, Penning TM | 2011 Apr | 21255593 |
| Characterization of disease-related 5beta-reductase (AKR1D1) mutations reveals their potential to cause bile acid deficiency. | Drury JE, Mindnich R, Penning TM | 2010 Aug 6 | 20522910 |
| RHEA:14037 | 4,5beta-dihydrocortisone + NADP(+) = cortisone + H(+) + NADPH |
| RULE(radius=1) | [*:1]-[CH2;+0:2]-[CH;+0:3](-[*:4])-[*:5].[*:6]-[n+;H0:7]1:[cH;+0:8]:[cH;+0:9]:[cH;+0:10]:[c;H0;+0:11](-[*:12]):[cH;+0:13]:1>>[*:1]-[CH;+0:2]=[C;H0;+0:3](-[*:4])-[*:5].[*:6]-[N;H0;+0:7]1-[CH;+0:8]=[CH;+0:9]-[CH2;+0:10]-[C;H0;+0:11](-[*:12])=[CH;+0:13]-1 |
| Reaction | ![]() |
| Core-to-Core | |
| Core-to-Core |
| Title | Authors | Date | PubMed ID |
|---|---|---|---|
| Vein Patterning 1-encoded progesterone 5β-reductase: activity-guided improvement of catalytic efficiency. | Bauer P, Rudolph K, Müller-Uri F, Kreis W | 2012 May | 22357344 |
| Substrate specificity and inhibitor analyses of human steroid 5β-reductase (AKR1D1). | Chen M, Drury JE, Penning TM | 2011 Apr | 21255593 |
| Highly conserved progesterone 5 beta-reductase genes (P5 beta R) from 5 beta-cardenolide-free and 5 beta-cardenolide-producing angiosperms. | Bauer P, Munkert J, Brydziun M, Burda E, Müller-Uri F, Gröger H, Muller YA, Kreis W | 2010 Sep | 20598327 |
| Characterization of disease-related 5beta-reductase (AKR1D1) mutations reveals their potential to cause bile acid deficiency. | Drury JE, Mindnich R, Penning TM | 2010 Aug 6 | 20522910 |
| The VEP1 gene (At4g24220) encodes a short-chain dehydrogenase/reductase with 3-oxo-Delta4,5-steroid 5beta-reductase activity in Arabidopsis thaliana L. | Herl V, Fischer G, Reva VA, Stiebritz M, Muller YA, Müller-Uri F, Kreis W | 2009 Apr | 19166903 |
| Structure and catalytic mechanism of human steroid 5beta-reductase (AKR1D1). | Di Costanzo L, Drury JE, Christianson DW, Penning TM | 2009 Mar 25 | 18848863 |
| Crystal structure of human liver Delta4-3-ketosteroid 5beta-reductase (AKR1D1) and implications for substrate binding and catalysis. | Di Costanzo L, Drury JE, Penning TM, Christianson DW | 2008 Jun 13 | 18407998 |
| The crystal structure of progesterone 5beta-reductase from Digitalis lanata defines a novel class of short chain dehydrogenases/reductases. | Thorn A, Egerer-Sieber C, Jäger CM, Herl V, Müller-Uri F, Kreis W, Muller YA | 2008 Jun 20 | 18032383 |
| Molecular cloning and heterologous expression of progesterone 5beta-reductase from Digitalis lanata Ehrh. | Herl V, Fischer G, Müller-Uri F, Kreis W | 2006 Feb | 16386278 |
| Genomic organization of a human 5beta-reductase and its pseudogene and substrate selectivity of the expressed enzyme. | Charbonneau A, The VL | 2001 Jan 26 | 11342103 |
| RHEA:11524 | 5beta-cholestan-3-one + NADP(+) = cholest-4-en-3-one + H(+) + NADPH |
| RULE(radius=1) | [*:1]-[CH2;+0:2]-[CH;+0:3](-[*:4])-[*:5].[*:6]-[n+;H0:7]1:[cH;+0:8]:[cH;+0:9]:[cH;+0:10]:[c;H0;+0:11](-[*:12]):[cH;+0:13]:1>>[*:1]-[CH;+0:2]=[C;H0;+0:3](-[*:4])-[*:5].[*:6]-[N;H0;+0:7]1-[CH;+0:8]=[CH;+0:9]-[CH2;+0:10]-[C;H0;+0:11](-[*:12])=[CH;+0:13]-1 |
| Reaction | ![]() |
| Core-to-Core | |
| Core-to-Core |
| Title | Authors | Date | PubMed ID |
|---|---|---|---|
| Cloning and expression of cDNA of human delta 4-3-oxosteroid 5 beta-reductase and substrate specificity of the expressed enzyme. | Kondo KH, Kai MH, Setoguchi Y, Eggertsen G, Sjöblom P, Setoguchi T, Okuda KI, Björkhem I | 1994 Jan 15 | 7508385 |
| Purification and characterization of delta 4-3-ketosteroid 5 beta-reductase. | Okuda A, Okuda K | 1984 Jun 25 | 6736016 |
| Identification of cortisone 5 beta-reductase as delta 4-3-ketosteroid 5 beta-reductase. | Furuebisu M, Deguchi S, Okuda K | 1987 Mar 18 | 3828348 |
| Purification of 5 beta-reductase from hepatic cytosol fraction of chicken. | Sugimoto Y, Yoshida M, Tamaoki B | 1990 Dec 10 | 2278855 |
| Substrate specificity and inhibitor analyses of human steroid 5β-reductase (AKR1D1). | Chen M, Drury JE, Penning TM | 2011 Apr | 21255593 |
| Crystal structure of human liver Delta4-3-ketosteroid 5beta-reductase (AKR1D1) and implications for substrate binding and catalysis. | Di Costanzo L, Drury JE, Penning TM, Christianson DW | 2008 Jun 13 | 18407998 |
| Genomic organization of a human 5beta-reductase and its pseudogene and substrate selectivity of the expressed enzyme. | Charbonneau A, The VL | 2001 Jan 26 | 11342103 |