KEGG ENZYME: 1.14.13.32

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

HSA:	1576(CYP3A4)

PTR:	463582(CYP3A4)

PPS:	100976899(CYP3A4)

GGO:

101149513

PON:

100436782

PPYG:

129041698

NLE:

100593175

SSYN:

129489604

MCC:	678670(CYP3A4)

MCF:	102144258(CYP3A4)

MTHB:

126950475

MNI:

105497389

CSAB:

103246766

CATY:

105584402

PANU:

101026757

TGE:

112621193

MLEU:

105543708

RRO:

104673585

RBB:

108538168

TFN:

117072034

PTEH:

111530171 111534893

CANG:

105513064

CJC:	100404344(CYP3A4)

SBQ:

101037403

CIMI:

108308036(CYP3A4)

ANAN:

105719456(CYP3A4)

CSYR:

103252931

MMUR:

105868328 105868331

LCAT:

123631591 123631593

PCOQ:

105806078

OGA:

100948865

» 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

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