EC               Enzyme                                 

albendazole monooxygenase (sulfoxide-forming);
albendazole sulfoxidase (ambiguous);
albendazole hydroxylase (ambiguous);
CYP3A4 (gene name);
CYP2J2 (gene name);
CYP1A2 (gene name)
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
albendazole,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (sulfoxide-forming)
(1) albendazole + [reduced NADPH---hemoprotein reductase] + O2 = albendazole S-oxide + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R12068];
(2) fenbendazole + [reduced NADPH---hemoprotein reductase] + O2 = fenbendazole S-oxide + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R12069]
R12068 R12069
albendazole [CPD:C01779];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
fenbendazole [CPD:C21876]
albendazole S-oxide [CPD:C02809];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
fenbendazole S-oxide [CPD:C21882]
This is one of the activities carried out by some microsomal cytochrome P-450 monooxygenases. A similar conversion is also carried out by a different microsomal enzyme (EC, albendazole monooxygenase (flavin-containing)), but it is estimated that cytochrome P-450s are responsible for 70% of the activity.
EC created 2018
K07418  cytochrome P450 family 2 subfamily J
K17689  cytochrome P450 family 3 subfamily A4
HSA: 1573(CYP2J2) 1576(CYP3A4)
PTR: 456896(CYP2J2) 463582(CYP3A4)
PPS: 100976899 100984148
GGO: 101148349 101149513
PON: 100436782 100447634
NLE: 100589053 100593175
MCC: 678670(CYP3A4) 693631
MCF: 102119662(CYP2J2) 102144258(CYP3A8)
CSAB: 103224719(CYP2J2) 103246766
CATY: 105584402 105595967
CJC: 100397287(CYP2J2) 100404344(CYP3A4)
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
VLG: 121499260
AML: 100482335
UMR: 103663082
UAH: 113254606
ORO: 101382939
ELK: 111143525
MPUF: 101684683
EJU: 114212028
MLX: 118020215
FCA: 101097746
PTG: 102958105
PPAD: 109266776
AJU: 106974984
HHV: 120236077
LVE: 103072875
OOR: 101287985
DLE: 111175878
PCAD: 102995526
ECB: 100067247
EPZ: 103564165
EAI: 106833456
MYB: 102259820
MYD: 102765527
MMYO: 118676695
MNA: 107531748
AJM: 119042498
MMF: 118627182
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)
CPOO: 109307018
GGN: 109305297
CMY: 102936353 102940076(CYP2J19)
TST: 117882110
CABI: 116833772
ACS: 100567522
DRE: 100034366(cyp2p8) 100034406(cyp2p7) 393108(cyp2p6) 393592(cyp2p9) 399485(cyp2p10) 797309(cyp2j20)
SRX: 107737305
SANH: 107665313
AMEX: 103037239
TRU: 101075700
SLUC: 116063278
OLA: 100302452(cyp2p3) 105353996
CSEM: 103383190
POV: 109625616
BPEC: 110173990
SASA: 106584062
OTW: 112250281
OMY: 110521776
SALP: 111971193
ELS: 105025359
CMK: 103185273
RTP: 109921744
PPYR: 116180657
VDE: 111244479
VJA: 111272117
 » show all
1  [PMID:7736906]
Moroni P, Buronfosse T, Longin-Sauvageon C, Delatour P, Benoit E
Chiral sulfoxidation of albendazole by the flavin adenine dinucleotide-containing and cytochrome P450-dependent monooxygenases from rat liver microsomes.
Drug Metab Dispos 23:160-5 (1995)
2  [PMID:10759686]
Rawden HC, Kokwaro GO, Ward SA, Edwards G.
Relative contribution of cytochromes P-450 and flavin-containing monoxygenases to the metabolism of albendazole by human liver microsomes.
Br J Clin Pharmacol 49:313-22 (2000)
3  [PMID:11137466]
Asteinza J, Camacho-Carranza R, Reyes-Reyes RE, Dorado-Gonzalez V V, Espinosa-Aguirre JJ
Induction of cytochrome P450 enzymes by albendazole treatment in the rat.
Environ Toxicol Pharmacol 9:31-37 (2000)
4  [PMID:19923256]
Lee CA, Neul D, Clouser-Roche A, Dalvie D, Wester MR, Jiang Y, Jones JP 3rd, Freiwald S, Zientek M, Totah RA.
Identification of novel substrates for human cytochrome P450 2J2.
Drug Metab Dispos 38:347-56 (2010)
5  [PMID:23959307]
Wu Z, Lee D, Joo J, Shin JH, Kang W, Oh S, Lee DY, Lee SJ, Yea SS, Lee HS, Lee T, Liu KH
CYP2J2 and CYP2C19 are the major enzymes responsible for metabolism of albendazole and fenbendazole in human liver microsomes and recombinant P450 assay systems.
Antimicrob Agents Chemother 57:5448-56 (2013)
Other DBs
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CAS: 9059-22-7

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