KEGG   ENZYME: 1.3.1.3Help
Entry
EC 1.3.1.3                  Enzyme                                 

Name
Delta4-3-oxosteroid 5beta-reductase;
3-oxo-Delta4-steroid 5beta-reductase;
5beta-reductase;
androstenedione 5beta-reductase;
cholestenone 5beta-reductase;
cortisone 5beta-reductase;
cortisone beta-reductase;
cortisone Delta4-5beta-reductase;
steroid 5beta-reductase;
testosterone 5beta-reductase;
Delta4-3-ketosteroid 5beta-reductase;
Delta4-5beta-reductase;
Delta4-hydrogenase;
4,5beta-dihydrocortisone:NADP+ Delta4-oxidoreductase;
3-oxo-5beta-steroid:NADP+ Delta4-oxidoreductase
Class
Oxidoreductases;
Acting on the CH-CH group of donors;
With NAD+ or NADP+ as acceptor
BRITE hierarchy
Sysname
5beta-cholestan-3-one:NADP+ 4,5-oxidoreductase
Reaction(IUBMB)
(1) 5beta-cholestan-3-one + NADP+ = cholest-4-en-3-one + NADPH + H+ [RN:R02609];
(2) 17,21-dihydroxy-5beta-pregnane-3,11,20-trione + NADP+ = cortisone + NADPH + H+ [RN:R02893]
Reaction(KEGG)
Substrate
5beta-cholestan-3-one [CPD:C03091];
NADP+ [CPD:C00006];
17,21-dihydroxy-5beta-pregnane-3,11,20-trione
Product
cholest-4-en-3-one [CPD:C00599];
NADPH [CPD:C00005];
H+ [CPD:C00080];
cortisone [CPD:C00762]
Comment
The enzyme from human efficiently catalyses the reduction of progesterone, androstenedione, 17alpha-hydroxyprogesterone and testosterone to 5beta-reduced metabolites; it can also act on aldosterone, corticosterone and cortisol, but to a lesser extent [8]. The bile acid intermediates 7alpha,12alpha-dihydroxy-4-cholesten-3-one and 7alpha-hydroxy-4-cholesten-3-one can also act as substrates [9].
History
EC 1.3.1.3 created 1961 (EC 1.3.1.23 created 1972, incorporated 2005), modified 2005
Pathway
Primary bile acid biosynthesis
Steroid hormone biosynthesis
Metabolic pathways
Orthology
K00251  
3-oxo-5-beta-steroid 4-dehydrogenase
Genes
HSA: 
6718(AKR1D1)
PTR: 
472607(AKR1D1)
PPS: 
100985077(AKR1D1)
GGO: 
PON: 
100456267(AKR1D1)
NLE: 
100596284(AKR1D1)
MCC: 
709863(AKR1D1)
MCF: 
102146771(AKR1D1)
RRO: 
104656621(AKR1D1)
CJC: 
100409275(AKR1D1)
MMU: 
208665(Akr1d1)
RNO: 
192242(Akr1d1)
CGE: 
100770348(Akr1d1)
NGI: 
103726081(Akr1d1)
HGL: 
101716388(Akr1d1)
OCU: 
100008612(AKR1D1) 100343388(AKR1D1)
TUP: 
102473225(AKR1D1)
CFA: 
482711(AKR1D1) 491379
AML: 
100483237(AKR1D1)
UMR: 
103669050(AKR1D1)
FCA: 
101100551(AKR1D1)
PTG: 
102949203(AKR1D1)
BTA: 
513855(AKR1D1)
BOM: 
102264964(AKR1D1)
PHD: 
102322934(AKR1D1)
CHX: 
102170484(AKR1D1)
OAS: 
101103641(AKR1D1)
SSC: 
100520813(AKR1D1)
CFR: 
102510401(AKR1D1)
BACU: 
102998601(AKR1D1)
LVE: 
103071980(AKR1D1)
ECB: 
100066919(AKR1D1)
MYB: 
MYD: 
PALE: 
102882463(AKR1D1)
MDO: 
100022753(AKR1D1)
SHR: 
100926677(AKR1D1)
OAA: 
GGA: 
418107(AKR1D1)
MGP: 
100547967(AKR1D1)
APLA: 
101802488(AKR1D1)
TGU: 
100228769(AKR1D1)
GFR: 
102038244(AKR1D1)
FAB: 
101820121(AKR1D1)
PHI: 
102107003(AKR1D1)
CCW: 
104696483(AKR1D1)
FPG: 
101910289(AKR1D1)
FCH: 
102047333(AKR1D1)
CLV: 
102085311(AKR1D1)
ASN: 
102377874(AKR1D1)
AMJ: 
102564670(AKR1D1)
PSS: 
102453451(AKR1D1)
CMY: 
102942570(AKR1D1)
ACS: 
100555605(akr1d1)
PBI: 
XLA: 
XTR: 
594997(akr1d1)
TRU: 
101070818(akr1d1)
MZE: 
OLA: 
XMA: 
LCM: 
102361835(AKR1D1)
CMK: 
 » show all
Taxonomy
Reference
1  [PMID:13376613]
  Authors
DORFMAN RI, FORCHIELLI E.
  Title
Separation of delta 4-5 alpha-hydrogenases from rat liver homogenates.
  Journal
J. Biol. Chem. 223 (1956) 443-8.
Reference
2  [PMID:13805063]
  Authors
BROWN-GRANT K, FORCHIELLI E, DORFMAN RI.
  Title
The delta4-hydrogenases of guinea pig adrenal gland.
  Journal
J. Biol. Chem. 235 (1960) 1317-20.
Reference
3
  Authors
Levy, H.R. and Talalay, P.
  Title
Enzymatic introduction of double bonds into steroid ring A.
  Journal
J. Am. Chem. Soc. 79 (1957) 2658-2659.
Reference
4  [PMID:13416214]
  Authors
TOMKINS GM.
  Title
The enzymatic reduction of delta 4-3-ketosteroids.
  Journal
J. Biol. Chem. 225 (1957) 13-24.
Reference
5  [PMID:2278855]
  Authors
Sugimoto Y, Yoshida M, Tamaoki B.
  Title
Purification of 5 beta-reductase from hepatic cytosol fraction of chicken.
  Journal
J. Steroid. Biochem. Mol. Biol. 37 (1990) 717-24.
Reference
6  [PMID:3828348]
  Authors
Furuebisu M, Deguchi S, Okuda K.
  Title
Identification of cortisone 5 beta-reductase as delta 4-3-ketosteroid 5 beta-reductase.
  Journal
Biochim. Biophys. Acta. 912 (1987) 110-4.
Reference
7  [PMID:6736016]
  Authors
Okuda A, Okuda K.
  Title
Purification and characterization of delta 4-3-ketosteroid 5 beta-reductase.
  Journal
J. Biol. Chem. 259 (1984) 7519-24.
Reference
8  [PMID:11342103]
  Authors
Charbonneau A, The VL.
  Title
Genomic organization of a human 5beta-reductase and its pseudogene and substrate selectivity of the expressed enzyme.
  Journal
Biochim. Biophys. Acta. 1517 (2001) 228-35.
  Sequence
[hsa:6718]
Reference
9  [PMID:7508385]
  Authors
Kondo KH, Kai MH, Setoguchi Y, Eggertsen G, Sjoblom P, Setoguchi T, Okuda KI, Bjorkhem I.
  Title
Cloning and expression of cDNA of human delta 4-3-oxosteroid 5 beta-reductase and substrate specificity of the expressed enzyme.
  Journal
Eur. J. Biochem. 219 (1994) 357-63.
  Sequence
[hsa:6718]
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
9029-08-7

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