KEGG   ORTHOLOGY: K00037
Entry
K00037                      KO                                     
Symbol
AKR1C4
Name
3alpha-hydroxysteroid 3-dehydrogenase / chlordecone reductase [EC:1.1.1.50 1.1.1.357 1.1.1.225]
Pathway
map00120  Primary bile acid biosynthesis
map00140  Steroid hormone biosynthesis
map01100  Metabolic pathways
map05208  Chemical carcinogenesis - reactive oxygen species
Module
M00104  Bile acid biosynthesis, cholesterol => cholate/chenodeoxycholate
M00977  C19-Steroid hormone biosynthesis (androgen backdoor pathway), pregnenolone => androsterone => dihydrotestosterone
Reaction
R02476  androsterone:NAD+ oxidoreductase
R02477  androsterone:NADP+ oxidoreductase
R04309  3alpha-hydroxy-5beta-androstan-17-one:NAD+ oxidoreductase (B-specific)
R04310  3alpha-hydroxy-5beta-androstan-17-one:NADP+ oxidoreductase (B-specific)
R04818  3alpha,7alpha-dihydroxy-5beta-cholestane:NAD+ oxidoreductase (B-specific)
R04819  3alpha,7alpha-dihydroxy-5beta-cholestane:NADP+ oxidoreductase (B-specific)
R04824  3alpha,7alpha,12alpha-trihydroxy-5beta-cholestane:NAD+ oxidoreductase (B-specific)
R04825  3alpha,7alpha,12alpha-trihydroxy-5beta-cholestane:NADP+ oxidoreductase (B-specific)
R04829  urocortisone:NAD+ oxidoreductase (B-specific)
R04830  urocortisone:NADP+ oxidoreductase (B-specific)
R04832  urocortisol:NAD+ oxidoreductase (B-specific)
R04833  urocortisol:NADP+ oxidoreductase (B-specific)
R04835  3alpha,11beta,21-trihydroxy-20-oxo-5beta-pregnan-18-al:NAD+ oxidoreductase (B-specific)
R04836  3alpha,11beta,21-trihydroxy-20-oxo-5beta-pregnan-18-al:NADP+ oxidoreductase (B-specific)
R04837  tetrahydrocorticosterone:NAD+ oxidoreductase (B-specific)
R04838  tetrahydrocorticosterone:NADP+ oxidoreductase (B-specific)
R04842  3alpha,21-dihydroxy-5beta-pregnane-11,20-dione:NAD+ oxidoreductase (B-specific)
R04843  3alpha,21-dihydroxy-5beta-pregnane-11,20-dione:NADP+ oxidoreductase (B-specific)
R04845  3alpha-hydroxy-5beta-pregnane-20-one:NAD+ oxidoreductase (B-specific)
R04846  3alpha-hydroxy-5beta-pregnane-20-one:NADP+ oxidoreductase (B-specific)
R08963  androstan-3alpha,17beta-diol:NADP+ oxidoreductase
R13216  5alpha-pregnane-3alpha,17alpha-diol-20-one:NAD+ oxidoreductase
R13217  5alpha-pregnane-3alpha,17alpha-diol-20-one:NADP+ 3-oxidoreductase
Disease
H00607  46,XY gonadal dysgenesis
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09103 Lipid metabolism
   00120 Primary bile acid biosynthesis
    K00037  AKR1C4; 3alpha-hydroxysteroid 3-dehydrogenase / chlordecone reductase
   00140 Steroid hormone biosynthesis
    K00037  AKR1C4; 3alpha-hydroxysteroid 3-dehydrogenase / chlordecone reductase
 09160 Human Diseases
  09161 Cancer: overview
   05208 Chemical carcinogenesis - reactive oxygen species
    K00037  AKR1C4; 3alpha-hydroxysteroid 3-dehydrogenase / chlordecone reductase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.50  3alpha-hydroxysteroid 3-dehydrogenase (Si-specific)
     K00037  AKR1C4; 3alpha-hydroxysteroid 3-dehydrogenase / chlordecone reductase
    1.1.1.225  chlordecone reductase
     K00037  AKR1C4; 3alpha-hydroxysteroid 3-dehydrogenase / chlordecone reductase
    1.1.1.357  3alpha-hydroxysteroid 3-dehydrogenase
     K00037  AKR1C4; 3alpha-hydroxysteroid 3-dehydrogenase / chlordecone reductase
Other DBs
GO: 0047042 0047743
Genes
HSA: 1109(AKR1C4)
PTR: 450274(AKR1C4)
PPS: 100987989(AKR1C4)
GGO: 101148343
PON: 100434557(AKR1C4)
PPYG: 129006876(AKR1C4)
NLE: 100605385
HMH: 116461800(AKR1C4)
SSYN: 129491834
MCC: 722483 722490(AKR1C4)
MCF: 102116844 102117205
MTHB: 126963007
MNI: 105490779
CSAB: 103237814
CATY: 105597444 105597447
PANU: 101022938
TGE: 112631314
MLEU: 105535763
RRO: 104674748
RBB: 108521035
TFN: 117082119 117082359
CANG: 105521699 105521705
CJC: 100405255 100405615(AKR1C4)
SBQ: 101041915
CIMI: 108292324(AKR1C4) 108292325
ANAN: 105710841 105710886
OGA: 100940488
MMMA: 107150202
GVR: 103581518
ECB: 100057251
EPZ: 103540777
EAI: 106827243
LAV: 100660861
DNM: 101426998
XLA: 108712557(akr1c4.S)
XTR: 496490(akr1c4)
NPR: 108799292
RTEM: 120932842
ACAT: 141132846 141132847
PADS: 140323238 140324978
BBUF: 121003666
BGAR: 122926607
DTC: 141083281
PWL: 138287511 138287512 138287514
 » show all
Reference
PMID:3479982
  Authors
Penning TM, Sharp RB
  Title
Prostaglandin dehydrogenase activity of purified rat liver 3 alpha-hydroxysteroid dehydrogenase.
  Journal
Biochem Biophys Res Commun 148:646-52 (1987)
DOI:10.1016/0006-291X(87)90925-9
Reference
PMID:8172617
  Authors
Deyashiki Y, Ogasawara A, Nakayama T, Nakanishi M, Miyabe Y, Sato K, Hara A
  Title
Molecular cloning of two human liver 3 alpha-hydroxysteroid/dihydrodiol dehydrogenase isoenzymes that are identical with chlordecone reductase and bile-acid binder.
  Journal
Biochem J 299 ( Pt 2):545-52 (1994)
DOI:10.1042/bj2990545
  Sequence
[hsa:1109]
Reference
PMID:2187532
  Authors
Winters CJ, Molowa DT, Guzelian PS
  Title
Isolation and characterization of cloned cDNAs encoding human liver chlordecone reductase.
  Journal
Biochemistry 29:1080-7 (1990)
DOI:10.1021/bi00456a034
  Sequence
[hsa:1109]
LinkDB

KEGG   ENZYME: 1.1.1.50
Entry
EC 1.1.1.50                 Enzyme                                 
Name
3alpha-hydroxysteroid 3-dehydrogenase (Si-specific);
hydroxyprostaglandin dehydrogenase;
3alpha-hydroxysteroid oxidoreductase;
sterognost 3alpha;
3alpha-hydroxysteroid dehydrogenase (B-specific);
3alpha-hydroxysteroid 3-dehydrogenase (B-specific);
3alpha-hydroxysteroid:NAD(P)+ 3-oxidoreductase (B-specific)
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor
Sysname
3alpha-hydroxysteroid:NAD(P)+ 3-oxidoreductase (Si-specific)
Reaction(IUBMB)
a 3alpha-hydroxysteroid + NAD(P)+ = a 3-oxosteroid + NAD(P)H + H+ [RN:R10422 R10423]
Reaction(KEGG)
R10422 > R02476 R04309 R04818 R04824 R04829 R04832 R04835 R04837 R04842 R04845;
R10423 > R02477 R04310 R04819 R04825 R04830 R04833 R04836 R04838 R04843 R04846 R08963
Substrate
3alpha-hydroxysteroid [CPD:C03072];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006]
Product
3-oxosteroid [CPD:C01876];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The enzyme acts on androsterone and other 3alpha-hydroxysteroids and on 9-, 11- and 15-hydroxyprostaglandin. Si-specific with respect to NAD+ or NADP+. cf. EC 1.1.1.213, 3alpha-hydroxysteroid 3-dehydrogenase (Re-specific).
History
EC 1.1.1.50 created 1961, modified 1986, modified 1990, modified 2012, modified 2013
Pathway
ec00120  Primary bile acid biosynthesis
ec00140  Steroid hormone biosynthesis
ec01100  Metabolic pathways
Orthology
K00037  3alpha-hydroxysteroid 3-dehydrogenase / chlordecone reductase
Genes
HSA: 1109(AKR1C4)
PTR: 450274(AKR1C4)
PPS: 100987989(AKR1C4)
GGO: 101148343
PON: 100434557(AKR1C4)
PPYG: 129006876(AKR1C4)
NLE: 100605385
HMH: 116461800(AKR1C4)
SSYN: 129491834
MCC: 722483 722490(AKR1C4)
MCF: 102116844 102117205
MTHB: 126963007
MNI: 105490779
CSAB: 103237814
CATY: 105597444 105597447
PANU: 101022938
TGE: 112631314
MLEU: 105535763
RRO: 104674748
RBB: 108521035
TFN: 117082119 117082359
CANG: 105521699 105521705
CJC: 100405255 100405615(AKR1C4)
SBQ: 101041915
CIMI: 108292324(AKR1C4) 108292325
ANAN: 105710841 105710886
OGA: 100940488
MMMA: 107150202
GVR: 103581518
ECB: 100057251
EPZ: 103540777
EAI: 106827243
LAV: 100660861
DNM: 101426998
XLA: 108712557(akr1c4.S)
XTR: 496490(akr1c4)
NPR: 108799292
RTEM: 120932842
ACAT: 141132846 141132847
PADS: 140323238 140324978
BBUF: 121003666
BGAR: 122926607
DTC: 141083281
PWL: 138287511 138287512 138287514
 » show all
Reference
1  [PMID:14406805]
  Authors
JARABAK J, TALALAY P.
  Title
Stereospecificity of hydrogen transfer by pyridine nucleotide-linked hydroxysteroid dehydrogenases.
  Journal
J Biol Chem 235:2147-51 (1960)
Reference
2  [PMID:13405910]
  Authors
KOCHAKIAN CD, CARROLL BR, UHRI B.
  Title
Comparisons of the oxidation of C19-hydroxysteroids by guinea pig liver homogenates.
  Journal
J Biol Chem 224:811-8 (1957)
Reference
3  [PMID:13295221]
  Authors
MARCUS PI, TALALAY P.
  Title
Induction and purification of alpha- and beta-hydroxysteroid dehydrogenases.
  Journal
J Biol Chem 218:661-74 (1956)
Reference
4  [PMID:3479982]
  Authors
Penning TM, Sharp RB
  Title
Prostaglandin dehydrogenase activity of purified rat liver 3 alpha-hydroxysteroid dehydrogenase.
  Journal
Biochem Biophys Res Commun 148:646-52 (1987)
DOI:10.1016/0006-291X(87)90925-9
Other DBs
ExplorEnz - The Enzyme Database: 1.1.1.50
IUBMB Enzyme Nomenclature: 1.1.1.50
ExPASy - ENZYME nomenclature database: 1.1.1.50
BRENDA, the Enzyme Database: 1.1.1.50
CAS: 9028-56-2
LinkDB

KEGG   REACTION: R04309
Entry
R04309                      Reaction                               
Name
3alpha-hydroxy-5beta-androstan-17-one:NAD+ oxidoreductase (B-specific)
Definition
Etiocholanolone + NAD+ <=> 5beta-Androstane-3,17-dione + NADH + H+
Equation
C04373 + C00003 <=> C03772 + C00004 + C00080
Reaction class
RC00001  C00003_C00004
RC00144  C03772_C04373
Enzyme
1.1.1.50        1.1.1.152
Pathway
rn00140  Steroid hormone biosynthesis
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.50
     R04309  Etiocholanolone + NAD+ <=> 5beta-Androstane-3,17-dione + NADH + H+
    1.1.1.152
     R04309  Etiocholanolone + NAD+ <=> 5beta-Androstane-3,17-dione + NADH + H+
IUBMB reaction hierarchy [BR:br08202]
 1. Oxidoreductase reactions
  1.1.1.50
   R10422  3alpha-Hydroxysteroid <=> 3-Oxosteroid
    R04309  Etiocholanolone <=> 5beta-Androstane-3,17-dione
Orthology
K00037  3alpha-hydroxysteroid 3-dehydrogenase / chlordecone reductase [EC:1.1.1.50 1.1.1.357 1.1.1.225]
Other DBs
RHEA: 10359
LinkDB

KEGG   REACTION: R04310
Entry
R04310                      Reaction                               
Name
3alpha-hydroxy-5beta-androstan-17-one:NADP+ oxidoreductase (B-specific)
Definition
Etiocholanolone + NADP+ <=> 5beta-Androstane-3,17-dione + NADPH + H+
Equation
C04373 + C00006 <=> C03772 + C00005 + C00080
Reaction class
RC00001  C00005_C00006
RC00144  C03772_C04373
Enzyme
1.1.1.50
Pathway
rn00140  Steroid hormone biosynthesis
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.50
     R04310  Etiocholanolone + NADP+ <=> 5beta-Androstane-3,17-dione + NADPH + H+
IUBMB reaction hierarchy [BR:br08202]
 1. Oxidoreductase reactions
  1.1.1.50
   R10423  3alpha-Hydroxysteroid <=> 3-Oxosteroid
    R04310  Etiocholanolone <=> 5beta-Androstane-3,17-dione
Orthology
K00037  3alpha-hydroxysteroid 3-dehydrogenase / chlordecone reductase [EC:1.1.1.50 1.1.1.357 1.1.1.225]
LinkDB

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