KEGG ENZYME: 1.14.14.23

KEGG

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

Primary bile acid biosynthesis

Steroid hormone biosynthesis

Metabolic pathways

Orthology

cholesterol 7alpha-monooxygenase

Genes

HSA:	1581(CYP7A1)

PTR:	464191(CYP7A1)

PPS:

GGO:

PON:

NLE:

MCC:	698127(CYP7A1)

MCF:	102132452(CYP7A1)

CSAB:

RRO:

RBB:

CJC:	100399021(CYP7A1)

SBQ:

MMU:	13122(Cyp7a1)

MCAL:

MPAH:

RNO:	25428(Cyp7a1)

MUN:

CGE:	100689275(Cyp7a1)

NGI:

HGL:

CCAN:

OCU:	100328551(CYP7A1)

TUP:

CFA:	486962(CYP7A1)

VVP:

AML:

UMR:

UAH:

ORO:

ELK:

FCA:

PTG:

PPAD:

AJU:

BTA:	510507(CYP7A1)

BOM:

BIU:

BBUB:

CHX:

OAS:

SSC:	448985(CYP7A1)

CFR:

CDK:

BACU:

LVE:

OOR:

DLE:

PCAD:

ECB:

EPZ:

EAI:

MYB:

MYD:

MNA:

HAI:

DRO:

PALE:

RAY:

MJV:

LAV:

TMU:

MDO:	100022261(CYP7A1)

SHR:

PCW:

OAA:

GGA:	414834(CYP7A1)

MGP:

CJO:

NMEL:

APLA:

ACYG:

TGU:

LSR:

SCAN:

GFR:

FAB:

PHI:

PMAJ:

CCAE:

CCW:

ETL:

FPG:

FCH:

CLV:

EGZ:

NNI:

ACUN:

PADL:

AAM:

ASN:

AMJ:	102573271(CYP7A1)

PSS:

CMY:

CPIC:

ACS:

PVT:

PBI:

PMUR:

TSR:

PMUA:

GJA:

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

XTR:	100488670(cyp7a1)

NPR:

DRE:	394148(cyp7a1) 559097(cyp7a1b)

SRX:	107718110 107722516 107730123

SANH:

107691428 107693703 107698673

SGH:	107559847 107586715 107589909

CCAR:

109056383 109057064 109057066

IPU:	108267573 108278029(CYP7A1)

PHYP:

113539292 113540421

AMEX:

103040934 103044953

EEE:	113579320 113588311

TRU:

TNG:	GSTEN00033663G001

LCO:

NCC:

MZE:

ONL:

OLA:

XMA:

XCO:

PRET:

CVG:

NFU:

KMR:

ALIM:

AOCE:

CSEM:

POV:

LCF:

SDU:

SLAL:

HCQ:

BPEC:

MALB:

SASA:

106569008(CP7A1) 106599162

OTW:	112227027 112261098

SALP:

111956365 111979725

ELS:

SFM:	108929603 108929630 108937652

PKI:	111847244 111852535

LCM:	102352060 102354799 102364376

CMK:

RTP:

CIN:	100175980 100176228

HRO:	HELRODRAFT_188864

LGI:	LOTGIDRAFT_234414

PCAN:

112572137 112572563 112572564 112572567 112572778

CRG:

OBI:

PAN:	PODANSg7579

CFJ:	CFIO01_06224 CFIO01_06422

ELA:	UCREL1_6345

PFY:	PFICI_04008

SSL:	SS1G_14166

BFU:	BCIN_09g06680

TMF:	PMAA_009420

PTE:	PTT_12917 PTT_14794

BZE:	COCCADRAFT_7595

BOR:	COCMIDRAFT_103526 COCMIDRAFT_106960

AALT:

CC77DRAFT_993297

PSQ:	PUNSTDRAFT_146079

ADL:	AURDEDRAFT_68313

SPAR:

SPRG_11251 SPRG_17161

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:

IUBMB Enzyme Nomenclature:

ExPASy - ENZYME nomenclature database:

BRENDA, the Enzyme Database:

CAS:

9037-53-0

DBGET integrated database retrieval system