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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
ec00120  Primary bile acid biosynthesis
ec00140  Steroid hormone biosynthesis
ec01100  Metabolic pathways
Orthology
K00489  cholesterol 7alpha-monooxygenase
Genes
HSA1581(CYP7A1)
PTR464191(CYP7A1)
PPS100991402(CYP7A1)
GGO101132324
PON100457945
PPYG129042169
NLE100606037
HMH116812628
SSYN129485800
MCC698127(CYP7A1)
MCF102132452(CYP7A1)
MTHB126961679
MNI105482250
CSAB103236848
CATY105600600
PANU101004221
TGE112630469
MLEU105541241
RRO104680718
RBB108529422
TFN117079320
PTEH111549283
CANG105504490
CJC100399021(CYP7A1)
SBQ101042921
CIMI108317247(CYP7A1)
ANAN105724883(CYP7A1)
CSYR103260752
MMUR105885233
LCAT123644622
PCOQ105824071
OGA100948731
MMU13122(Cyp7a1)
MCAL110293070
MPAH110338888
RNO25428(Cyp7a1)
MCOC116089021
ANU117698743
ASYL127679809
MUN110541406
CGE100689275(Cyp7a1)
MAUA101824665(Cyp7a1)
PROB127231747
PLEU114686695 114699453
MORG121451936
MFOT126515871
AAMP119826425
NGI103732272
HGL101701685
CPOC100337633(Cyp7a1)
CCAN109696686
DORD105980356
DSP122095949
PLOP125360792
NCAR124992322
MMMA107142406
OCU100328551(CYP7A1)
OPI101535440
TUP102485369
GVR103591747
CFA486962(CYP7A1)
CLUD112678486
VVP112929610
VLG121498511
NPO129505321
AML100463816
UMR103677451
UAH113268152
UAR123786797
ELK111155461
LLV125099217
MPUF101675165
MNP132014032
MLK131826802
NVS122903959
ORO101367833
EJU114216366
ZCA113907999
MLX118014846
NSU110578952
LWW102731486
FCA101099612(CYP7A1)
PYU121038236
PCOO112859591
PBG122495434
PVIV125156683
LRUF124507401
PTG102949308
PPAD109250285
PUC125924676
AJU106984174
HHV120246958
BTA510507(CYP7A1)
BOM102279131
BIU109568695
BBUB102415293
BBIS104987886
CHX102187785
OAS101116841
BTAX128059606
CSUM138088553(CYP7A1)
ODA120878598
CCAD122451515
MREE136144731(CYP7A1)
MBEZ129560458
SSC448985(CYP7A1)
CFR102524538
CBAI105081472
CDK105093285
VPC102526027
BACU102998844
BMUS118883671
LVE103077935
OOR101277445
DLE111165853
PCAD102991949
PSIU116742636
NASI112398221
ECB100052888
EPZ103563857
EAI106841669
MYB102259720
MYD102775453
MMYO118670864
MLF102434576
MDT132220166
PKL118718287
EFUS103287617
MNA107533134
DRO112315717
SHON118974982
AJM119065523
PDIC114514767
PHAS123832883
MMF118631757
PPAM129084150
HAI109376133
RFQ117033590
PALE102882765
PGIG120607418
PVP105291411
RAY107521198
MJV108398999
TOD119242257
SARA101551537
SFUM130022423
SETR126020474
LAV100671887
TMU101350541
ETF101638011
DNM101438362
MDO100022261(CYP7A1)
GAS123231699
SHR100926104
AFZ127543839
PCW110221415
TVP118828159
PBRV138170125(CYP7A1)
OAA100079392
GGA414834(CYP7A1)
PCOC116242210
MGP100539035
CJO107310210
TPAI128091418
LMUT125691037
NMEL110393778
APLA101790267
ACYG106039033(CYP7A1)
CATA118251277
AFUL116486602
TGU100225999
LSR110484788
SCAN103812446
PMOA120499269
OTC121340198
PRUF121356849
GFR102033927
FAB101816047
OMA130250042
PHI102101999
PMAJ107214557
CCAE111924705
CCW104690369
CBRC103625509
ACOE138105138(CYP7A1)
ETL114061871
ZAB102073561
ZLE135443309
ACHL103801952
SVG106851259
MMEA130579986
HRT120754951
SATI136368950(CYP7A1)
FPG101912511
FCH102047420
CCRI104163021
NNT104403686
SHAB115617287
ACUN113476802
TALA104364739
ACHC115340134
HALD104325141
HLE104841331
AGEN126047246
HHAR128142270
GCL127029908
CSTI104554703
LDI104353835
MNB103772695
DPUB104303479
PPUS135189766
AVIT104271088
BRHI104499095
EGZ104127660
NNI104019742
PCRI104025865
PCAO104045362
PADL103923674
AFOR103907177
FGA104078458
GSTE104261805
CLV102098419
MUI104541850
PGUU104462701
PLET104624744
EHS104516570
CMAC104483775
CUCA104061352
TEO104379460
BREG104641039
OHA104332304
ACAR104524897
CPEA104386864
CVF104293282
RTD128906159
AAM106494421
AROW112960451
NPD112956580
TGT104578551
DNE112984488
SCAM104143177
ASN102373750
AMJ102573271(CYP7A1)
CPOO109315304
GGN109298757
PSS102457003
CMY102939127
CCAY125631059
DCC119851087
CPIC101944838
TST117873511
CABI116837635
MRV120396470
ACS100562614
ASAO132774863
PVT110088844
SUND121927812
PBI103055952
PMUR107284319
CTIG120309397
TSR106556732
PGUT117672821
APRI131195405
PTEX113440023
NSS113429873
VKO123020537
PMUA114600583
PRAF128417433
ZVI118090076
HCG128325349
GJA107111819
STOW125438770
EMC129333954
XLA108695305(cyp7a1.S) 108718803(cyp7a1.L)
XTR100488670(cyp7a1)
NPR108793280
RTEM120941018
BBUF121001649
BGAR122938779 122939024 122939329
MUO115460373 115477690
GSH117354824
DRE394148(cyp7a1) 559097(cyp7a1b)
SRX107718110 107722516 107730123
SANH107691428 107693703 107698673
SGH107559847 107586715 107589909
CCAR109056383 109057064 109057066
CAUA113040546 113045841 113106318
CGIB127950474 127961200 128027733
PTET122349354 122355329
LROH127168270 127175112
OMC131526563 131544743
PPRM120480128 120483094
RKG130070953 130106289
MAMB125251471 125265875
CIDE127496167 127516385 127525483
CERY137003090(cyp7a1) 137030136(cyp7a1b)
MASI127427182 127440520 127442624 127454199
TROS130554717 130555678
TDW130417339 130418385
MANU129442332 129452914
IPU108267573 108278029
IFU128609893 128621219
PHYP113539292 113540421
SMEO124388006 124394123
TFD113647919 113657587
TVC132848476 132858364
TRN134312243 134334409
AMEX103040934 103044953
CMAO118804749 118825453
EEE113579320 113588311
CHAR105893799 105894732 105894733
TRU101069556
TFS130539300
TNGGSTEN00033663G001
LCO104938020
NCC104954899
TBEN117474013
CGOB115022772
PGEO117461783
GACU117555433
EMAC134865449
ELY117272518
EFO125902808
PLEP121951402
SLUC116043932
ECRA117954613
ESP116699647
PFLV114565386
GAT120816011
PPUG119209795 119209821
AFB129113235
CLUM117746608
PSWI130197861
CANA137802675(cyp7a1)
CVE137892639(cyp7a1)
MSAM119901591
SCHU122886416
CUD121520430
SPUL138611802(cyp7a1)
ALAT119010555 119010568
ASTR137612506(cyp7a1)
MZE101471767
ONL100709377
OAU116333999
OLA101160349
OML112144311
CSAI133452283 133458623
XMA102216615
XCO114145836
XHE116721805
PRET103479251
PFOR103156348
PLAI106936901
PMEI106932602
GAF122840756
PPRL129355745
CVG107103459
CTUL119774539
GMU124869527
NFU107395038
KMR108250404
ALIM106521321
NWH119414357
AOCE111576985
EJA138192523(cyp7a1)
BFRE138636775(cyp7a1)
MCEP125010184
CSEM103396539
POV109641444
SSEN122782482
HHIP117777913
HSP118117218
PPLT128455099
SMAU118311560
LCF108896681
SDU111233897
SLAL111648405
XGL120799103
HCQ109521146
SSCV125985102(cyp7a1)
SBIA133510638
PEE133411578
PTAO133489328
BPEC110155719
MALB109967627
BSPL114844385
SJO128368861
SASA106569008(CP7A1) 106599162
STRU115156828 115169870
OTW112227027 112261098
OMY110508825 110530204
OGO124009846 124040961
ONE115103177 115113922
OKI109872341 109875009
OKE118394577 118402211
SALP111956365 111979725
SNH120020428 120055841
CCLU121535121 121580836
ELS105029205
SFM108929603 108929630 108937652
PKI111847244 111852535
AANG118224694 118233129
CCOG133126509 133137283
LOC102694683 102694877 102695076
PSPA121309455 121313448 121313830
ARUT117399510 117399809 117972377
PSEX120530238 120530239
LCM102352060 102354799 102364376
CMK103180710
RTP109931928
CPLA122549464
HOC132815264
LERI129696273
PMRN116941481 116942568 116951536
LRJ133344327 133349197
BFO118409614
BBEL109465361 109486986
CIN100175980 100176228
SCLV120333146
HROHELRODRAFT_188864
LGILOTGIDRAFT_234414
PVUL126827800
PCAN112572137 112572563 112572564 112572567 112572778
BGT106064157
GAE121367920
HRF124134357
HRJ124258679
HASI137296318
CRG105347692
CANU128160457
CVN111110307 111110573
OED125656901
MYI110452653
PMAX117330753
AIRR138336074
DPOL127832277 127881121
MAEA128211178 128212428
OBI106867135
OSN115230238
LJP135470128
LAK106166062
LLON135491568
 » 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
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