KEGG   ENZYME: 1.14.13.32
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
Sysname
albendazole,NADPH:oxygen oxidoreductase (sulfoxide-forming)
Reaction(IUBMB)
albendazole + NADPH + H+ + O2 = albendazole S-oxide + NADP+ + H2O [RN:R03712]
Reaction(KEGG)
R03712
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 A4
Genes
HSA1576(CYP3A4)
PTR463582(CYP3A4)
PPS100976899(CYP3A4)
GGO101149513
PON100436782
NLE100593175
MCC678670(CYP3A4)
MCF102144258(CYP3A4)
CSAB103246766
CATY105584402
PANU101026757
TGE112621193
RRO104673585
RBB108538168
TFN117072034
PTEH111530171 111534893
CJC100404344(CYP3A4)
SBQ101037403
CSYR103252931
MMUR105868328 105868331
OGA100948865
 » show all
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)
DOI:10.1007/bf02213995
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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