KEGG   ENZYME: 1.14.13.32Help
Entry
EC 1.14.13.32               Enzyme                                 

Name
albendazole monooxygenase;
albendazole oxidase (misleading);
albendazole sulfoxidase (ambiguous);
FMO3 (gene name);
albendazole monooxygenase (flavin-containing)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
albendazole,NADPH:oxygen oxidoreductase (sulfoxide-forming)
Reaction(IUBMB)
albendazole + NADPH + H+ + O2 = albendazole S-oxide + NADP+ + H2O [RN:R03712]
Reaction(KEGG)
Substrate
albendazole [CPD:C01779];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
albendazole S-oxide [CPD:C02809];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A microsomal flavin-containing monooxygenase. A similar conversion is also carried out by some microsomal cytochrome P-450 enzymes [EC 1.14.14.73, albendazole monooxygenase (sulfoxide-forming)]. It is estimated that cytochrome P-450s are responsible for 70% of the activity.
History
EC 1.14.13.32 created 1989, modified 2018
Orthology
K17689  cytochrome P450 family 3 subfamily A polypeptide 4
Genes
HSA: 1576(CYP3A4)
PTR: 463582(CYP3A4)
PPS: 100976899
GGO: 101149513
PON: 100436782
NLE: 100593175
MCC: 678670(CYP3A4)
MCF: 102144258(CYP3A8)
CSAB: 103246766
RRO: 104673585
RBB: 108538168
TUP: 102494214
CFA: 479740(CYP3A4)
 » show all
Taxonomy
Reference
1  [PMID:3739217]
  Authors
Fargetton X, Galtier P, Delatour P.
  Title
Sulfoxidation of albendazole by a cytochrome P450-independent monooxygenase from rat liver microsomes.
  Journal
Vet Res Commun 10:317-24 (1986)
Reference
2  [PMID:7736906]
  Authors
Moroni P, Buronfosse T, Longin-Sauvageon C, Delatour P, Benoit E
  Title
Chiral sulfoxidation of albendazole by the flavin adenine dinucleotide-containing and cytochrome P450-dependent monooxygenases from rat liver microsomes.
  Journal
Drug Metab Dispos 23:160-5 (1995)
Reference
3  [PMID:10759686]
  Authors
Rawden HC, Kokwaro GO, Ward SA, Edwards G.
  Title
Relative contribution of cytochromes P-450 and flavin-containing monoxygenases to the metabolism of albendazole by human liver microsomes.
  Journal
Br J Clin Pharmacol 49:313-22 (2000)
DOI:10.1046/j.1365-2125.2000.00170.x
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.32
IUBMB Enzyme Nomenclature: 1.14.13.32
ExPASy - ENZYME nomenclature database: 1.14.13.32
BRENDA, the Enzyme Database: 1.14.13.32
CAS: 101299-59-6

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