KEGG ENZYME: 1.14.14.23

ENZYME: 1.14.14.23

Entry

EC 1.14.14.23               Enzyme

Name

cholesterol 7alpha-monooxygenase;
cholesterol 7alpha-hydroxylase;
CYP7A1 (gene name)

Class

Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor

Sysname

cholesterol,NADPH---hemoprotein reductase:oxygen oxidoreductase (7alpha-hydroxylating)

Reaction(IUBMB)

cholesterol + [reduced NADPH---hemoprotein reductase] + O2 = 7alpha-hydroxycholesterol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R01463]

Reaction(KEGG)

R01463;
(other) R07372 R08961

Substrate

cholesterol [CPD:C00187];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]

Product

7alpha-hydroxycholesterol [CPD:C03594];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]

Comment

A P-450 heme-thiolate liver protein that catalyses the first step in the biosynthesis of bile acids. The direct electron donor to the enzyme is EC 1.6.2.4, NADPH---hemoprotein reductase.

History

EC 1.14.14.23 created 1976 as EC 1.14.13.17, transferred 2016 to EC 1.14.14.23

Pathway

ec00120

Primary bile acid biosynthesis

ec00140

Steroid hormone biosynthesis

ec01100

Metabolic pathways

Orthology

K00489

cholesterol 7alpha-monooxygenase

Genes

HSA:	1581(CYP7A1)

PTR:	464191(CYP7A1)

PPS:	100991402(CYP7A1)

GGO:

101132324

PON:

100457945

NLE:

100606037

HMH:

116812628

MCC:	698127(CYP7A1)

MCF:	102132452(CYP7A1)

MTHB:

126961679

MNI:

105482250

CSAB:

103236848

CATY:

105600600

PANU:

101004221

TGE:

112630469

MLEU:

105541241

RRO:

104680718

RBB:

108529422

TFN:

117079320

PTEH:

111549283

CANG:

105504490

CJC:	100399021(CYP7A1)

SBQ:

101042921

CIMI:

108317247(CYP7A1)

CSYR:

103260752

MMUR:

105885233

LCAT:

123644622

PCOQ:

105824071

OGA:

100948731

MMU:	13122(Cyp7a1)

MCAL:

110293070

MPAH:

110338888

RNO:	25428(Cyp7a1)

MCOC:

116089021

ANU:

117698743

MUN:

110541406

CGE:	100689275(Cyp7a1)

MAUA:

101824665(Cyp7a1)

PROB:

127231747

PLEU:

114686695 114699453

MORG:

121451936

MFOT:

126515871

AAMP:

119826425

NGI:

103732272

HGL:

101701685

CPOC:

100337633(Cyp7a1)

CCAN:

109696686

DORD:

105980356

DSP:

122095949

PLOP:

125360792

NCAR:

124992322

MMMA:

107142406

OCU:	100328551(CYP7A1)

OPI:

101535440

TUP:

102485369

GVR:

103591747

CFA:	486962(CYP7A1)

CLUD:

112678486

VVP:

112929610

VLG:

121498511

NPO:

129505321

AML:

100463816

UMR:

103677451

UAH:

113268152

UAR:

123786797

ELK:

111155461

LLV:

125099217

MPUF:

101675165

MNP:

132014032

MLK:

131826802

NVS:

122903959

ORO:

101367833

EJU:

114216366

ZCA:

113907999

MLX:

118014846

NSU:

110578952

LWW:

102731486

FCA:	101099612(CYP7A1)

PYU:

121038236

PCOO:

112859591

PBG:

122495434

PVIV:

125156683

LRUF:

124507401

PTG:

102949308

PPAD:

109250285

PUC:

125924676

AJU:

106984174

HHV:

120246958

BTA:	510507(CYP7A1)

BOM:

102279131

BIU:

109568695

BBUB:

102415293

BBIS:

104987886

CHX:

102187785

OAS:

101116841

BTAX:

128059606

ODA:

120878598

CCAD:

122451515

MBEZ:

129560458

SSC:	448985(CYP7A1)

CFR:

102524538

CBAI:

105081472

CDK:

105093285

VPC:

102526027

BACU:

102998844

BMUS:

118883671

LVE:

103077935

OOR:

101277445

DLE:

111165853

PCAD:

102991949

PSIU:

116742636

NASI:

112398221

ECB:

100052888

EPZ:

103563857

EAI:

106841669

MYB:

102259720

MYD:

102775453

MMYO:

118670864

MLF:

102434576

PKL:

118718287

EFUS:

103287617

MNA:

107533134

DRO:

112315717

SHON:

118974982

AJM:

119065523

PDIC:

114514767

PHAS:

123832883

MMF:

118631757

PPAM:

129084150

HAI:

109376133

RFQ:

117033590

PALE:

102882765

PGIG:

120607418

PVP:

105291411

RAY:

107521198

MJV:

108398999

TOD:

119242257

SARA:

101551537

SETR:

126020474

LAV:

100671887

TMU:

101350541

ETF:

101638011

DNM:

101438362

MDO:	100022261(CYP7A1)

GAS:

123231699

SHR:

100926104

AFZ:

127543839

PCW:

110221415

OAA:

100079392

GGA:	414834(CYP7A1)

PCOC:

116242210

MGP:

100539035

CJO:

107310210

TPAI:

128091418

LMUT:

125691037

NMEL:

110393778

APLA:

101790267

ACYG:

106039033

CATA:

118251277

AFUL:

116486602

TGU:

100225999

LSR:

110484788

SCAN:

103812446

PMOA:

120499269

OTC:

121340198

PRUF:

121356849

GFR:

102033927

FAB:

101816047

OMA:

130250042

PHI:

102101999

PMAJ:

107214557

CCAE:

111924705

CCW:

104690369

CBRC:

103625509

ETL:

114061871

ZAB:

102073561

ACHL:

103801952

SVG:

106851259

MMEA:

130579986

HRT:

120754951

FPG:

101912511

FCH:

102047420

CLV:

102098419

EGZ:

104127660

NNI:

104019742

PCRI:

104025865

PLET:

104624744

EHS:

104516570

PCAO:

104045362

ACUN:

113476802

TALA:

104364739

PADL:

103923674

AFOR:

103907177

ACHC:

115340134

HALD:

104325141

HLE:

104841331

AGEN:

126047246

GCL:

127029908

CCRI:

104163021

CSTI:

104554703

CMAC:

104483775

MUI:

104541850

BREG:

104641039

FGA:

104078458

GSTE:

104261805

LDI:

104353835

MNB:

103772695

OHA:

104332304

NNT:

104403686

SHAB:

115617287

DPUB:

104303479

PGUU:

104462701

ACAR:

104524897

CPEA:

104386864

AVIT:

104271088

CVF:

104293282

RTD:

128906159

CUCA:

104061352

TEO:

104379460

BRHI:

104499095

AAM:

106494421

AROW:

112960451

NPD:

112956580

TGT:

104578551

DNE:

112984488

SCAM:

104143177

ASN:

102373750

AMJ:	102573271(CYP7A1)

CPOO:

109315304

GGN:

109298757

PSS:

102457003

CMY:

102939127

CCAY:

125631059

DCC:

119851087

CPIC:

101944838

TST:

117873511

CABI:

116837635

MRV:

120396470

ACS:

100562614

ASAO:

132774863

PVT:

110088844

SUND:

121927812

PBI:

103055952

PMUR:

107284319

CTIG:

120309397

TSR:

106556732

PGUT:

117672821

APRI:

131195405

PTEX:

113440023

NSS:

113429873

VKO:

123020537

PMUA:

114600583

PRAF:

128417433

ZVI:

118090076

HCG:

128325349

GJA:

107111819

STOW:

125438770

EMC:

129333954

XLA:	108695305(cyp7a1.S) 108718803(cyp7a1.L)

XTR:	100488670(cyp7a1)

NPR:

108793280

RTEM:

120941018

BBUF:

121001649

BGAR:

122938779 122939024 122939329

MUO:	115460373 115477690

GSH:

117354824

DRE:	394148(cyp7a1) 559097(cyp7a1b)

SRX:	107718110 107722516 107730123

SANH:

107691428 107693703 107698673

SGH:	107559847 107586715 107589909

CCAR:

109056383 109057064 109057066

CAUA:

113040546 113045841 113106318

CGIB:

127950474 127961200 128027733

PTET:

122349354 122355329

LROH:

127168270 127175112

OMC:	131526563 131544743

PPRM:

120480128 120483094

RKG:	130070953 130106289

MAMB:

125251471 125265875

CIDE:

127496167 127516385 127525483

MASI:

127427182 127440520 127442624 127454199

TROS:

130554717 130555678

TDW:	130417339 130418385

MANU:

129442332 129452914

IPU:	108267573 108278029

IFU:	128609893 128621219

PHYP:

113539292 113540421

SMEO:

124388006 124394123

TFD:	113647919 113657587

TVC:	132848476 132858364

AMEX:

103040934 103044953

CMAO:

118804749 118825453

EEE:	113579320 113588311

CHAR:

105893799 105894732 105894733

TRU:

101069556

TFS:

130539300

TNG:	GSTEN00033663G001

LCO:

104938020

NCC:

104954899

TBEN:

117474013

CGOB:

115022772

PGEO:

117461783

GACU:

117555433

EMAC:

134865449

ELY:

117272518

EFO:

125902808

PLEP:

121951402

SLUC:

116043932

ECRA:

117954613

ESP:

116699647

PFLV:

114565386

GAT:

120816011

PPUG:

119209795 119209821

AFB:

129113235

CLUM:

117746608

PSWI:

130197861

MSAM:

119901591

SCHU:

122886416

CUD:

121520430

ALAT:

119010555 119010568

MZE:

101471767

ONL:

100709377

OAU:

116333999

OLA:

101160349

OML:

112144311

CSAI:

133452283 133458623

XMA:

102216615

XCO:

114145836

XHE:

116721805

PRET:

103479251

PFOR:

103156348

PLAI:

106936901

PMEI:

106932602

GAF:

122840756

PPRL:

129355745

CVG:

107103459

CTUL:

119774539

GMU:

124869527

NFU:

107395038

KMR:

108250404

ALIM:

106521321

NWH:

119414357

AOCE:

111576985

MCEP:

125010184

CSEM:

103396539

POV:

109641444

SSEN:

122782482

HHIP:

117777913

HSP:

118117218

SMAU:

118311560

LCF:

108896681

SDU:

111233897

SLAL:

111648405

XGL:

120799103

HCQ:

109521146

SSCV:

125985102

SBIA:

133510638

PEE:

133411578

PTAO:

133489328

BPEC:

110155719

MALB:

109967627

BSPL:

114844385

SJO:

128368861

SASA:

106569008(CP7A1) 106599162

STRU:

115156828 115169870

OTW:	112227027 112261098

OMY:	110508825 110530204

OGO:	124009846 124040961

ONE:	115103177 115113922

OKI:	109872341 109875009

OKE:	118394577 118402211

SALP:

111956365 111979725

SNH:	120020428 120055841

CCLU:

121535121 121580836

ELS:

105029205

SFM:	108929603 108929630 108937652

PKI:	111847244 111852535

AANG:

118224694 118233129

LOC:	102694683 102694877 102695076

PSPA:

121309455 121313448 121313830

ARUT:

117399510 117399809 117972377

PSEX:

120530238 120530239

LCM:	102352060 102354799 102364376

CMK:

103180710

RTP:

109931928

CPLA:

122549464

HOC:

132815264

LERI:

129696273

PMRN:

116941481 116942568 116951536

LRJ:	133344327 133349197

BFO:

118409614

BBEL:

109465361 109486986

CIN:	100175980 100176228

SCLV:

120333146

HRO:	HELRODRAFT_188864

LGI:	LOTGIDRAFT_234414

PVUL:

126827800

PCAN:

112572137 112572563 112572564 112572567 112572778

BGT:

106064157

GAE:

121367920

HRF:

124134357

HRJ:

124258679

CRG:

105347692

CVN:	111110307 111110573

CANU:

128160457

OED:

125656901

MYI:

110452653

PMAX:

117330753

DPOL:

127832277 127881121

OBI:

106867135

OSN:

115230238

LAK:

106166062

» show all

Reference

1 [PMID:4397276]

Authors

Mitton JR, Scholan NA, Boyd GS.

Title

The oxidation of cholesterol in rat liver sub-cellular particles. The cholesterol-7-alpha-Hydroxylase enzyme system.

Journal

Eur J Biochem 20:569-79 (1971)
DOI:10.1111/j.1432-1033.1971.tb01429.x

Reference

2 [PMID:4147676]

Authors

Boyd GS, Grimwade AM, Lawson ME.

Title

Studies on rat-liver microsomal cholesterol 7alpha-hydroxylase.

Journal

Eur J Biochem 37:334-40 (1973)
DOI:10.1111/j.1432-1033.1973.tb02992.x

Reference

3 [PMID:3584134]

Authors

Ogishima T, Deguchi S, Okuda K.

Title

Purification and characterization of cholesterol 7 alpha-hydroxylase from rat liver microsomes.

Journal

J Biol Chem 262:7646-50 (1987)

Reference

4 [PMID:2106520]

Authors

Nguyen LB, Shefer S, Salen G, Ness G, Tanaka RD, Packin V, Thomas P, Shore V, Batta A

Title

Purification of cholesterol 7 alpha-hydroxylase from human and rat liver and production of inhibiting polyclonal antibodies.

Journal

J Biol Chem 265:4541-6 (1990)

Reference

5 [PMID:8938182]

Authors

Nguyen LB, Shefer S, Salen G, Chiang JY, Patel M

Title

Cholesterol 7alpha-hydroxylase activities from human and rat liver are modulated in vitro posttranslationally by phosphorylation/dephosphorylation.

Journal

Hepatology 24:1468-74 (1996)
DOI:10.1002/hep.510240628

Other DBs

ExplorEnz - The Enzyme Database:

1.14.14.23

IUBMB Enzyme Nomenclature:

1.14.14.23

ExPASy - ENZYME nomenclature database:

1.14.14.23

BRENDA, the Enzyme Database:

1.14.14.23

CAS:

9037-53-0

DBGET integrated database retrieval system