KEGG ENZYME: 1.14.14.29

ENZYME: 1.14.14.29

Entry

EC 1.14.14.29               Enzyme

Name

25/26-hydroxycholesterol 7alpha-hydroxylase;
25-hydroxycholesterol 7alpha-monooxygenase;
CYP7B1;
CYP7B1 oxysterol 7alpha-hydroxylase;
27-hydroxycholesterol 7-monooxygenase;
27-hydroxycholesterol 7alpha-hydroxylase;
cholest-5-ene-3beta,25-diol,NADPH:oxygen oxidoreductase (7alpha-hydroxylating);
25-hydroxycholesterol 7alpha-hydroxylase

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

cholest-5-ene-3beta,25/26-diol,[NADPH---hemoprotein reductase]:oxygen oxidoreductase (7alpha-hydroxylating)

Reaction(IUBMB)

(1) cholest-5-ene-3beta,25-diol + [reduced NADPH---hemoprotein reductase] + O2 = cholest-5-ene-3beta,7alpha,25-triol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R07209];
(2) (25R)-cholest-5-ene-3beta,26-diol + [reduced NADPH---hemoprotein reductase] + O2 = (25R)-cholest-5-ene-3beta,7alpha,26-triol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R07372]

Reaction(KEGG)

R07209 R07372;
(other) R08727 R08943

Substrate

cholest-5-ene-3beta,25-diol [CPD:C15519];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
(25R)-cholest-5-ene-3beta,26-diol

Product

cholest-5-ene-3beta,7alpha,25-triol [CPD:C15520];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
(25R)-cholest-5-ene-3beta,7alpha,26-triol

Comment

A P-450 (heme-thiolate) protein. Unlike EC 1.14.14.26, 24-hydroxycholesterol 7alpha-monooxygenase, which is specific for its oxysterol substrate, this enzyme can also metabolize the oxysterols 24,25-epoxycholesterol, 22-hydroxycholesterol and 24-hydroxycholesterol, but to a lesser extent [2]. The direct electron donor to the enzyme is EC 1.6.2.4, NADPH---hemoprotein reductase.

History

EC 1.14.14.29 created 2005 as EC 1.14.13.100, modified 2013 (EC 1.14.13.60 created 1999, incorporated 2013), transferred 2016 to EC 1.14.14.29

Pathway

ec00120

Primary bile acid biosynthesis

ec00140

Steroid hormone biosynthesis

Orthology

K07430

25/26-hydroxycholesterol 7alpha-hydroxylase

Genes

HSA:	9420(CYP7B1)

PTR:	743817(CYP7B1)

PPS:	100995737(CYP7B1)

GGO:

101124249

PON:

100439228

NLE:

100586163

HMH:

116813243

MCC:

710188

MCF:	102132453(CYP7B1)

MTHB:

126961713

MNI:

105482201

CSAB:

103236887

CATY:

105585207

PANU:

101022119

TGE:

112630225

MLEU:

105553988

RRO:

104672629

RBB:

108528811

TFN:

117078926

PTEH:

111549281

CANG:

105504468

CJC:	100385287(CYP7B1)

SBQ:

101049402

CIMI:

108317172(CYP7B1)

CSYR:

103259558

MMUR:

105870634

LCAT:

123645197

PCOQ:

105813267

OGA:

100945075

MMU:	13123(Cyp7b1)

MCAL:

110291739

MPAH:

110320479

RNO:	25429(Cyp7b1)

MCOC:

116094973

ANU:

117707498

MUN:

110543711

CGE:

100754734

MAUA:

101834951

PROB:

127232315

PLEU:

114690079

MORG:

121458368

MFOT:

126501384

AAMP:

119826373

NGI:

103737731

HGL:

101721563

CPOC:

100717521

CCAN:

109687466

DORD:

105980438

DSP:

122095977

PLOP:

125360439

NCAR:

124987909

MMMA:

107142426

OCU:

100343291

OPI:

101530122

TUP:

102468171

GVR:

103608506

CFA:	486973(CYP7B1)

CLUD:

112678529

VVP:

112929794

VLG:

121498862

NPO:

129505294

AML:

100477302

UMR:

103677513

UAH:

113268059

UAR:

123786699

ELK:

111155386

LLV:

125098786

MPUF:

101686726

MNP:

132014050

MLK:

131826777

NVS:

122904560

ORO:

101371391

EJU:

114215918

ZCA:

113939871

MLX:

118014870

NSU:

110578806

LWW:

102744148

FCA:	101086873(CYP7B1)

PYU:

121038192

PCOO:

112859342

PBG:

122495460

PVIV:

125156762

LRUF:

124507527

PTG:

102970913

PPAD:

109250237

PUC:

125924655

AJU:

106985755

HHV:

120225910

BTA:	529552(CYP7B1)

BOM:

102276071

BIU:

109568550

BBUB:

102399179

BBIS:

104994819

CHX:

102191152

OAS:

101119648

BTAX:

128059575

ODA:

120878621

CCAD:

122450803

MBEZ:

129559851

SSC:

100738003

CFR:

102508530

CBAI:

105081517

CDK:

105094653

VPC:

102541974

BACU:

103014598

BMUS:

118883561

LVE:

103087141

OOR:

101272520

DLE:

111185591

PCAD:

102973949

PSIU:

116742659

NASI:

112398181

ECB:

100064741

EPZ:

103548391

EAI:

106834315

MYB:

102240967

MYD:

102767325

MMYO:

118670889

MLF:

102429598

PKL:

118718312

EFUS:

103294001

MNA:

107526445

DRO:

112315556

SHON:

118995511

AJM:

119040492

PDIC:

114514660

PHAS:

123833187

MMF:

118631875

PPAM:

129084169

HAI:

109394857

RFQ:

117034014

PALE:

102888293

PGIG:

120585444

PVP:

105295064

RAY:

107514800

MJV:

108406746

TOD:

119249767

SARA:

101548894

SETR:

126020116

LAV:

100673174

TMU:

101359614

ETF:

101656322

DNM:

101412511

MDO:	100029487(CYP7B1)

GAS:

123238852

SHR:

100920521

AFZ:

127543817

PCW:

110219040

OAA:

100081634

GGA:	420164(CYP7B1)

PCOC:

116242231

MGP:

100541042

CJO:

107310250

TPAI:

128090793

LMUT:

125690437

NMEL:

110394104

APLA:

101791081

ACYG:

106039057

CATA:

118259705

AFUL:

116486476

TGU:

100224987

LSR:

110484735

SCAN:

103812691

PMOA:

120499299

OTC:

121340234

PRUF:

121356893

GFR:

102042075

FAB:

101813216

OMA:

130248976

PHI:

102104989

PMAJ:

107200525

CCAE:

111924690

CCW:

104692847

CBRC:

103624890

ETL:

114062632

ZAB:

102075219

ACHL:

103804272

SVG:

106851242

MMEA:

130579942

HRT:

120759998

FPG:

101918669

FCH:

102060263

CLV:

102096682

EGZ:

104122045

NNI:

104009623

PCRI:

104038879

PLET:

104626684

EHS:

104504799

PCAO:

104047148

ACUN:

113477067

TALA:

104366826

PADL:

103923796

AFOR:

103904122

ACHC:

115340578

HALD:

104311879

HLE:

104841320

AGEN:

126050177

GCL:

127013434

CCRI:

104163502

CSTI:

104551236

CMAC:

104479943

MUI:

104547447

BREG:

104633487

FGA:

104079926

GSTE:

104262962

LDI:

104349302

MNB:

103778811

OHA:

104332314

NNT:

104401139

SHAB:

115611891

DPUB:

104303507

PGUU:

104461294

ACAR:

104522382

CPEA:

104386874

AVIT:

104275468

CVF:

104290658

RTD:

128905257

CUCA:

104068097

TEO:

104376372

BRHI:

104494288

AAM:

106494420

AROW:

112976995

NPD:

112944778

TGT:

104570116

DNE:

112986694

SCAM:

104143162

ASN:

102386823

AMJ:	102562782(CYP7B1)

CPOO:

109319078

GGN:

109304921

PSS:

102462148

CMY:

102941409

CCAY:

125632510

DCC:

119852085

CPIC:

101932491

TST:

117873529

CABI:

116838703

MRV:

120399008

ACS:

100564185

ASAO:

132774880

PVT:

110089029

SUND:

121927910

PBI:

103059038

PMUR:

107288949

CTIG:

120304680

TSR:

106540924

PGUT:

117672844

APRI:

131193896

PTEX:

113440006

NSS:

113429601

VKO:

123020571

PMUA:

114600560

PRAF:

128417409

ZVI:

118089647

HCG:

128325113

GJA:

107110865

STOW:

125439248

EMC:

129333204

XLA:	108719274(cyp7b1.L)

XTR:	100145642(cyp7b1)

NPR:

108798116

RTEM:

120941049

BBUF:

121001040

BGAR:

122938626

MUO:

115477907

GSH:

117355755

DRE:	570455(cyp7b1)

SRX:	107721742 107749124

SANH:

107659553 107690180

SGH:	107566988 107602637

CCAR:

109070086 109073141

CAUA:

113045069 113120109 113120636

CGIB:

127934243 127950509

PTET:

122355454

LROH:

127152306

OMC:

131551769

PPRM:

120465136

RKG:

130070235

MAMB:

125250943

CIDE:

127524845

MASI:

127440311 127442099

TROS:

130554059

TDW:

130418465

MANU:

129442914

IPU:

108270649

IFU:

128613226

PHYP:

113542997

SMEO:

124402937

TFD:

113637322

TVC:

132847341

AMEX:

103031147

CMAO:

118801984

EEE:

113584113

CHAR:

105890056

TRU:

101065551

TFS:

130538662

TNG:	GSTEN00005656G001 GSTEN00010553G001

LCO:

104937751

TBEN:

117496333

CGOB:

115022582

PGEO:

117440641

GACU:

117535343

EMAC:

134866561

ELY:

117272492

EFO:

125902090

PLEP:

121937590

SLUC:

116056359 116056373

ECRA:

117953909

PFLV:

114565353

GAT:

120816669

PPUG:

119209380

AFB:

129113900

CLUM:

117747056

MSAM:

119896733 119902807

SCHU:

122886847

CUD:

121519931

ALAT:

119011747

MZE:

101467563

ONL:

100694909

OAU:

116317826

OLA:

101173499

OML:

112144318

CSAI:

133453165

XMA:

102223762

XCO:	114146856 114146857

XHE:

116720964

PRET:

103460470

PFOR:

103131102

PLAI:

106938689

PMEI:

106910762

GAF:

122841696

PPRL:

129351715 129356708

CVG:

107100354

CTUL:

119775668

GMU:

124869309

NFU:

107374169

KMR:

108229396

ALIM:

106533460

NWH:

119414824

AOCE:

111564486

MCEP:

125011284

CSEM:

103398716

SSEN:

122761320

HHIP:

117778604

HSP:

118118373

SMAU:

118311337

LCF:

108884884

SDU:

111237347

SLAL:

111670231

XGL:

120800642

HCQ:

109518823

SSCV:

125985172

SBIA:

133510909

PEE:

133411893

PTAO:

133488882

MALB:

109974849

BSPL:

114844605

SJO:

128369500

SASA:

106569045 106599438(CP7B1)

STRU:

115156926 115169796

OTW:	112226969 112260443

OMY:	110508760 110530280

OGO:	124009594 124041887

ONE:	115103117 115114379

OKI:	109871991 109874863

OKE:	118394623 118402137

SALP:

111956752 111979270

SNH:	120020376 120055909

CCLU:

121535194

ELS:

105009441

SFM:

108937483

PKI:

111861141

LOC:

102692895

PSPA:

121313380

ARUT:

117399708

LCM:

102345159

CMK:

103180767

RTP:

109934694

CPLA:

122549448

HOC:

132810575

LERI:

129696256

PMRN:

116951257 116951268

LRJ:	133347460 133347943

BFO:	118409866 118419007

BBEL:

109463792 109465379 109468210 109472486

» show all

Reference

1 [PMID:8496664]

Authors

Martin KO, Budai K, Javitt NB

Title

Cholesterol and 27-hydroxycholesterol 7 alpha-hydroxylation: evidence for two different enzymes.

Journal

J Lipid Res 34:581-8 (1993)

Reference

2 [PMID:7925343]

Authors

Toll A, Wikvall K, Sudjana-Sugiaman E, Kondo KH, Bjorkhem I.

Title

7 alpha hydroxylation of 25-hydroxycholesterol in liver microsomes. Evidence that the enzyme involved is different from cholesterol 7 alpha-hydroxylase.

Journal

Eur J Biochem 224:309-16 (1994)
DOI:10.1111/j.1432-1033.1994.00309.x

Reference

3 [PMID:10748047]

Authors

Li-Hawkins J, Lund EG, Bronson AD, Russell DW

Title

Expression cloning of an oxysterol 7alpha-hydroxylase selective for 24-hydroxycholesterol.

Journal

J Biol Chem 275:16543-9 (2000)
DOI:10.1074/jbc.M001810200

Reference

4 [PMID:12759897]

Authors

Ren S, Marques D, Redford K, Hylemon PB, Gil G, Vlahcevic ZR, Pandak WM

Title

Regulation of oxysterol 7alpha-hydroxylase (CYP7B1) in the rat.

Journal

Metabolism 52:636-42 (2003)
DOI:10.1053/meta.2003.50106

Sequence

[rno:25429]

Reference

5 [PMID:12543708]

Authors

Russell DW

Title

The enzymes, regulation, and genetics of bile acid synthesis.

Journal

Annu Rev Biochem 72:137-74 (2003)
DOI:10.1146/annurev.biochem.72.121801.161712

Other DBs

ExplorEnz - The Enzyme Database:

1.14.14.29

IUBMB Enzyme Nomenclature:

1.14.14.29

ExPASy - ENZYME nomenclature database:

1.14.14.29

BRENDA, the Enzyme Database:

1.14.14.29

CAS:	149316-80-3

DBGET integrated database retrieval system