KEGG   ENZYME: 1.14.14.23Help
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
BRITE hierarchy
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
Show
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
GGO: 101132324
PON: 100457945
NLE: 100606037
MCC: 698127(CYP7A1)
MCF: 102132452(CYP7A1)
CSAB: 103236848
RRO: 104680718
RBB: 108529422
CJC: 100399021(CYP7A1)
SBQ: 101042921
MMU: 13122(Cyp7a1)
MCAL: 110293070
MPAH: 110338888
RNO: 25428(Cyp7a1)
MUN: 110541406
CGE: 100689275(Cyp7a1)
NGI: 103732272
HGL: 101701685
CCAN: 109696686
OCU: 100328551(CYP7A1)
TUP: 102485369
CFA: 486962(CYP7A1)
VVP: 112929610
AML: 100463816
UMR: 103677451
UAH: 113268152
ORO: 101367833
FCA: 101099612
PTG: 102949308
PPAD: 109250285
AJU: 106984174
BTA: 510507(CYP7A1)
BOM: 102279131
BIU: 109568695
BBUB: 102415293
CHX: 102187785
OAS: 101116841
SSC: 448985(CYP7A1)
CFR: 102524538
CDK: 105093285
BACU: 102998844
LVE: 103077935
OOR: 101277445
DLE: 111165853
PCAD: 102991949
ECB: 100052888
EPZ: 103563857
EAI: 106841669
MYB: 102259720
MYD: 102775453
MNA: 107533134
HAI: 109376133
DRO: 112315717
PALE: 102882765
RAY: 107521198
MJV: 108398999
LAV: 100671887
TMU: 101350541
MDO: 100022261(CYP7A1)
SHR: 100926104
PCW: 110221415
OAA: 100079392
GGA: 414834(CYP7A1)
MGP: 100539035
CJO: 107310210
NMEL: 110393778
APLA: 101790267
ACYG: 106039033
TGU: 100225999
LSR: 110484788
SCAN: 103812446
GFR: 102033927
FAB: 101816047
PHI: 102101999
PMAJ: 107214557
CCAE: 111924705
CCW: 104690369
ETL: 114061871
FPG: 101912511
FCH: 102047420
CLV: 102098419
EGZ: 104127660
NNI: 104019742
ACUN: 113476802
PADL: 103923674
AAM: 106494421
ASN: 102373750
AMJ: 102573271(CYP7A1)
PSS: 102457003
CMY: 102939127
CPIC: 101944838
ACS: 100562614
PVT: 110088844
PBI: 103055952
PMUR: 107284319
TSR: 106556732
PMUA: 114600583
GJA: 107111819
XLA: 108695305(cyp7a1.S) 108718803(cyp7a1.L)
XTR: 100488670(cyp7a1)
NPR: 108793280
DRE: 394148(cyp7a1)
IPU: 108267573 108278029(CYP7A1)
TRU: 101069556
LCO: 104938020
NCC: 104954899
MZE: 101471767
ONL: 100709377
OLA: 101160349
XMA: 102216615
XCO: 114145836
PRET: 103479251
CVG: 107103459
NFU: 107395038
KMR: 108250404
ALIM: 106521321
AOCE: 111576985
CSEM: 103396539
POV: 109641444
LCF: 108896681
SDU: 111233897
SLAL: 111648405
HCQ: 109521146
BPEC: 110155719
MALB: 109967627
SASA: 106569008(CP7A1) 106599162
ELS: 105029205
CMK: 103180710
RTP: 109931928
CRG: 105347692
OBI: 106867135
 » show all
Taxonomy
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

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