KEGG   ENZYME: 1.14.14.75
Entry
EC 1.14.14.75               Enzyme                                 

Name
fenbendazole monooxygenase (4'-hydroxylating);
CYP2C19 (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
fenbendazole,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (4'-hydroxylating)
Reaction(IUBMB)
fenbendazole + [reduced NADPH---hemoprotein reductase] + O2 = 4'-hydroxyfenbendazole + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R12071]
Reaction(KEGG)
R12071
Substrate
fenbendazole [CPD:C21876];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
4'-hydroxyfenbendazole [CPD:C21884];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
CYP2C19 is microsomal cytochrome P-450 monooxygenase that catalyses the hydroxylation of the benzene ring of fenbendazole, a broad-spectrum anthelmintic used against gastrointestinal nematodes and the larval stages of cestodes. This activity is also carried out by CYP2J2. cf. EC 1.14.14.74, albendazole monooxygenase (hydroxylating). CYP2C19 does not act on albendazole.
History
EC 1.14.14.75 created 2018
Orthology
K07418  cytochrome P450 family 2 subfamily J
K17721  cytochrome P450 family 2 subfamily C19
Genes
HSA: 1557(CYP2C19) 1573(CYP2J2)
PTR: 456896(CYP2J2) 740956(CYP2C19)
PPS: 100984148 100995695
GGO: 101148349 101151965
PON: 100439483 100447634
NLE: 100589053 100601437
MCC: 693631
MCF: 102119662(CYP2J2)
CSAB: 103224719(CYP2J2)
RRO: 104668045
RBB: 108532916
CJC: 100389947(CYP2C19) 100397287(CYP2J2)
MMU: 100066(Cyp2j11) 13109(Cyp2j5) 13110(Cyp2j6) 230459(Cyp2j13) 242546(Cyp2j12) 665095(Cyp2j8) 74519(Cyp2j9)
RNO: 100912642 313373(Cyp2j10) 313375(Cyp2j3) 502969(Cyp2j16) 65210(Cyp2j4)
CCAN: 109684284
OCU: 100301544(CYP2J1)
CFA: 610195(CYP2J2)
VVP: 112926087
AML: 100482335
UMR: 103663082
UAH: 113254606
ORO: 101382939
ELK: 111143525
FCA: 101097746
PTG: 102958105
PPAD: 109266776
AJU: 106974984
LVE: 103072875
OOR: 101287985
DLE: 111175878
PCAD: 102995526
ECB: 100067247
EPZ: 103564165
EAI: 106833456
MYB: 102259820
MYD: 102765527
MNA: 107531748
PALE: 102885276
RAY: 107518358
TMU: 101350163
OAA: 100087745
GGA: 101750603(CYP2J21) 424676(CYP2J23) 424677(CYP2J22) 424729(CYP2J19)
TGU: 100224220(CYP2J40) 100230439(CYP2J19A)
SCAN: 103815060 103815209(CYP2J19)
ETL: 114069063
FPG: 101919387
AMJ: 102557714(CYP2P10)
CMY: 102936353 102940076(CYP2J19)
ACS: 100567522
DRE: 100034366(cyp2p8) 100034406(cyp2p7) 393108(cyp2p6) 393592(cyp2p9) 399485(cyp2p10) 797309(cyp2j20)
SRX: 107737305
SANH: 107665313
AMEX: 103037239
TRU: 101075700
OLA: 100302452(cyp2p3) 105353996
CSEM: 103383190
POV: 109625616
BPEC: 110173990
SASA: 106584062
OTW: 112250281
SALP: 111971193
ELS: 105025359
CMK: 103185273
RTP: 109921744
 » show all
Reference
1  [PMID:23959307]
  Authors
Wu Z, Lee D, Joo J, Shin JH, Kang W, Oh S, Lee DY, Lee SJ, Yea SS, Lee HS, Lee T, Liu KH
  Title
CYP2J2 and CYP2C19 are the major enzymes responsible for metabolism of albendazole and fenbendazole in human liver microsomes and recombinant P450 assay systems.
  Journal
Antimicrob Agents Chemother 57:5448-56 (2013)
DOI:10.1128/AAC.00843-13
  Sequence
[hsa:1557 1573]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.75
IUBMB Enzyme Nomenclature: 1.14.14.75
ExPASy - ENZYME nomenclature database: 1.14.14.75
BRENDA, the Enzyme Database: 1.14.14.75

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