KEGG ORTHOLOGY: K05295

ORTHOLOGY: K05295

Entry

K05295                      KO

Symbol

E1.1.1.149

Name

20alpha-hydroxysteroid dehydrogenase [EC:1.1.1.149]

Pathway

map00140

Steroid hormone biosynthesis

map01100

Metabolic pathways

Reaction

R02207

20alpha-hydroxy-4-pregnen-3-one:NAD+ 20-oxidoreductase

R02209

20alpha-hydroxy-4-pregnen-3-one:NADP+ 20-oxidoreductase

R03325

17alpha,20alpha-dihydroxypregn-4-en-3-one:NADP+ 20-oxidoreductase

R08958

5alpha-pregnan-20alpha-ol-3-one:NADP+ 20-oxidoreductase

R08959

5alpha-pregnane-3alpha,20alpha-diol:NADP+ 20-oxidoreductase

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09103 Lipid metabolism
   00140 Steroid hormone biosynthesis
    K05295  E1.1.1.149; 20alpha-hydroxysteroid dehydrogenase
Enzymes [BR:ko01000]
1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.149  20alpha-hydroxysteroid dehydrogenase
     K05295  E1.1.1.149; 20alpha-hydroxysteroid dehydrogenase

Other DBs

GO:

0047006

Genes

MMU:	105349(Akr1c18)

RNO:	171516(Akr1c3)

ANU:

CGE:

MAUA:

PROB:

MORG:

AAMP:

DORD:

DSP:

HAME:

Reference

PMID:6935192

Authors

Strickler RC, Tobias B, Covey DF

Title

Human placental 17 beta-estradiol dehydrogenase and 20 alpha-hydroxysteroid dehydrogenase. Two activities at a single enzyme active site.

Journal

J Biol Chem 256:316-21 (1981)

LinkDB

ORTHOLOGY: K00212

Entry

K00212                      KO

Symbol

AKR1C1

Name

20alpha/3alpha-hydroxysteroid dehydrogenase / dihydrodiol dehydrogenase [EC:1.1.1.149 1.1.1.357 1.3.1.20]

Pathway

map00140

Steroid hormone biosynthesis

map00980

Metabolism of xenobiotics by cytochrome P450

map01100

Metabolic pathways

map05208

Chemical carcinogenesis - reactive oxygen species

Reaction

R02207

20alpha-hydroxy-4-pregnen-3-one:NAD+ 20-oxidoreductase

R02209

20alpha-hydroxy-4-pregnen-3-one:NADP+ 20-oxidoreductase

R03325

17alpha,20alpha-dihydroxypregn-4-en-3-one:NADP+ 20-oxidoreductase

R07015

1,2-dihydronaphthalene-1,2-diol dehydrogenase

R08958

5alpha-pregnan-20alpha-ol-3-one:NADP+ 20-oxidoreductase

R08959

5alpha-pregnane-3alpha,20alpha-diol:NADP+ 20-oxidoreductase

R09420

carbonyl reductase

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09103 Lipid metabolism
   00140 Steroid hormone biosynthesis
    K00212  AKR1C1; 20alpha/3alpha-hydroxysteroid dehydrogenase / dihydrodiol dehydrogenase
  09111 Xenobiotics biodegradation and metabolism
   00980 Metabolism of xenobiotics by cytochrome P450
    K00212  AKR1C1; 20alpha/3alpha-hydroxysteroid dehydrogenase / dihydrodiol dehydrogenase
09160 Human Diseases
  09161 Cancer: overview
   05208 Chemical carcinogenesis - reactive oxygen species
    K00212  AKR1C1; 20alpha/3alpha-hydroxysteroid dehydrogenase / dihydrodiol dehydrogenase
Enzymes [BR:ko01000]
1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.149  20alpha-hydroxysteroid dehydrogenase
     K00212  AKR1C1; 20alpha/3alpha-hydroxysteroid dehydrogenase / dihydrodiol dehydrogenase
    1.1.1.357  3alpha-hydroxysteroid 3-dehydrogenase
     K00212  AKR1C1; 20alpha/3alpha-hydroxysteroid dehydrogenase / dihydrodiol dehydrogenase
  1.3  Acting on the CH-CH group of donors
   1.3.1  With NAD+ or NADP+ as acceptor
    1.3.1.20  trans-1,2-dihydrobenzene-1,2-diol dehydrogenase
     K00212  AKR1C1; 20alpha/3alpha-hydroxysteroid dehydrogenase / dihydrodiol dehydrogenase

Other DBs

GO:	0047006 0047115

Genes

HSA:	1645(AKR1C1)

PTR:

100607996

PPS:

100986729

GGO:	101146324 115936027

PON:	100171658(AKR1C1) 100189776

PPYG:

129006867 129006872

NLE:

100605934

SSYN:

129491830

MCC:	711198(AKR1C1) 711360(AKR1C2)

MCF:	101865536(AKR1C1) 102141103

MTHB:

126963006 126963009

MNI:	105490781 105490782

CSAB:

103237807 103237808

CATY:

105587685 105587688

PANU:

101023297

TGE:	112631308 112631309

MLEU:

105532487 105532488 105532490

RRO:

104678925

RBB:	108532991 108532992

TFN:	117083548 117083560 117087703 117087714

CANG:

105521701 105521702

CJC:	100404656(AKR1C1)

SBQ:

101042532

CIMI:

108285104

ANAN:

105710885

MMU:	77337(Akr1c21)

MCAL:

110308710

MPAH:

110315750 110333790

RNO:	291283(Akr1c2) 307092(Akr1c1)

MCOC:

116081947

ANU:

117713854

MUN:	110539888 110540933 110542801 132649305

CGE:	100770100 100770388

MAUA:

101839651 101843587

PROB:

127229804

PLEU:

114707814 114708002 114708030

MFOT:

AAMP:

NGI:

HGL:

CPOC:

100722094 100724342 100724620

CCAN:

109680485

MMMA:

107134068 107150203

OCU:	100348607(PGER1) 100352716

OPI:	101525116 101525279 101526245 118759111

ECB:

100070570

EPZ:

103540778

EAI:

106827244

DNM:	101433871 101435315

GAS:	123247018 123248678

AFZ:

127564339

TVP:	118850247 118850334

MUO:

GSH:

BBEL:

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:1645]

Reference

PMID:12604236

Authors

Higaki Y, Usami N, Shintani S, Ishikura S, El-Kabbani O, Hara A

Title

Selective and potent inhibitors of human 20alpha-hydroxysteroid dehydrogenase (AKR1C1) that metabolizes neurosteroids derived from progesterone.

Journal

Chem Biol Interact 143-144:503-13 (2003)
DOI:10.1016/S0009-2797(02)00206-5

LinkDB

ENZYME: 1.1.1.149

Entry

EC 1.1.1.149                Enzyme

Name

20alpha-hydroxysteroid dehydrogenase;
20alpha-hydroxy steroid dehydrogenase;
20alpha-HSD;
20alpha-HSDH

Class

Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor

Sysname

20alpha-hydroxysteroid:NAD(P)+ 20-oxidoreductase

Reaction(IUBMB)

17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+ = 17alpha-hydroxyprogesterone + NAD(P)H + H+ [RN:R03325]

Reaction(KEGG)

R03325;
(other) R02207 R02209 R08958 R08959

Substrate

17alpha,20alpha-dihydroxypregn-4-en-3-one [CPD:C04518];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006]

Product

17alpha-hydroxyprogesterone [CPD:C01176];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080]

Comment

Re-specific with respect to NAD(P)+ (cf. EC 1.1.1.62 17beta-estradiol 17-dehydrogenase).

History

EC 1.1.1.149 created 1972, deleted 1983, reinstated 1986

Pathway

ec00140

Steroid hormone biosynthesis

ec01100

Metabolic pathways

Orthology

K00212

20alpha/3alpha-hydroxysteroid dehydrogenase / dihydrodiol dehydrogenase

K05295

20alpha-hydroxysteroid dehydrogenase

Genes

HSA:	1645(AKR1C1)

PTR:

100607996

PPS:

100986729

GGO:	101146324 115936027

PON:	100171658(AKR1C1) 100189776

PPYG:

129006867 129006872

NLE:

100605934

SSYN:

129491830

MCC:	711198(AKR1C1) 711360(AKR1C2)

MCF:	101865536(AKR1C1) 102141103

MTHB:

126963006 126963009

MNI:	105490781 105490782

CSAB:

103237807 103237808

CATY:

105587685 105587688

PANU:

101023297

TGE:	112631308 112631309

MLEU:

105532487 105532488 105532490

RRO:

104678925

RBB:	108532991 108532992

TFN:	117083548 117083560 117087703 117087714

CANG:

105521701 105521702

CJC:	100404656(AKR1C1)

SBQ:

101042532

CIMI:

108285104

ANAN:

105710885

MMU:	105349(Akr1c18) 77337(Akr1c21)

MCAL:

110308710

MPAH:

110315750 110333790

RNO:	171516(Akr1c3) 291283(Akr1c2) 307092(Akr1c1)

MCOC:

116081947

ANU:	117713814 117713854

MUN:	110539888 110540933 110542801 132649305

CGE:	100768666 100770100 100770388

MAUA:

101839651 101841800 101843587

PROB:

127229804 127229811

PLEU:

114707814 114708002 114708030

MORG:

121432666

MFOT:

126501693

AAMP:

119816162 119817583

NGI:

103725895

HGL:

101716553

CPOC:

100722094 100724342 100724620

CCAN:

109680485

DORD:

105980417

DSP:

122113030

MMMA:

107134068 107150203

OCU:	100348607(PGER1) 100352716

OPI:	101525116 101525279 101526245 118759111

ECB:

100070570

EPZ:

103540778

EAI:

106827244

DNM:	101433871 101435315

GAS:	123247018 123248678

AFZ:

127564339

TVP:	118850247 118850334

MUO:

115477556

GSH:

117364122

BBEL:

109473367

HAME:

121859286

» show all

Reference

1 [PMID:4382486]

Authors

Shikita M, Inano H, Tamaoki B.

Title

Further studies on 20-alpha-hydroxysteroid dehydrogenase of rat testes.

Journal

Biochemistry 6:1760-4 (1967)
DOI:10.1021/bi00858a026

Reference

2 [PMID:6935192]

Authors

Strickler RC, Tobias B, Covey DF

Title

Human placental 17 beta-estradiol dehydrogenase and 20 alpha-hydroxysteroid dehydrogenase. Two activities at a single enzyme active site.

Journal

J Biol Chem 256:316-21 (1981)

Other DBs

ExplorEnz - The Enzyme Database:

1.1.1.149

IUBMB Enzyme Nomenclature:

1.1.1.149

ExPASy - ENZYME nomenclature database:

1.1.1.149

BRENDA, the Enzyme Database:

1.1.1.149

CAS:

9040-08-8

LinkDB

REACTION: R08959

Entry

R08959                      Reaction

Name

5alpha-pregnane-3alpha,20alpha-diol:NADP+ 20-oxidoreductase

Definition

5alpha-Pregnane-3alpha,20alpha-diol + NADP+ <=> Allopregnanolone + NADPH + H+

Equation

C18042 + C00006 <=> C13712 + C00005 + C00080

Reaction class

RC00001

C00005_C00006

RC00139

C13712_C18042

Enzyme

1.1.1.149

Pathway

rn00140

Steroid hormone biosynthesis

rn01100

Metabolic pathways

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
    1.1.1.149
     R08959  5alpha-Pregnane-3alpha,20alpha-diol + NADP+ <=> Allopregnanolone + NADPH + H+

Orthology

K00212

20alpha/3alpha-hydroxysteroid dehydrogenase / dihydrodiol dehydrogenase [EC:1.1.1.149 1.1.1.357 1.3.1.20]

K05295

20alpha-hydroxysteroid dehydrogenase [EC:1.1.1.149]

LinkDB

DBGET integrated database retrieval system