Enzyme

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     1. Oxidoreductases
        1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
            1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
ID:1.14.14.73
Description:Albendazole monooxygenase (sufoxide-forming).
Alternative Name: CYP3A4.
CYP2J2.
CYP1A2.
Albendazole sulfoxidase.
Albendazole hydroxylase.

3D structure

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References

External Links

UniProtKB Enzyme Link: UniProtKB 1.14.14.73
BRENDA Enzyme Link: BRENDA 1.14.14.73
KEGG Enzyme Link: KEGG1.14.14.73
BioCyc Enzyme Link: BioCyc 1.14.14.73
ExPASy Enzyme Link: ExPASy1.14.14.73
EC2PDB Enzyme Link: EC2PDB 1.14.14.73
ExplorEnz Enzyme Link: ExplorEnz 1.14.14.73
PRIAM enzyme-specific profiles Link: PRIAM 1.14.14.73
IntEnz Enzyme Link: IntEnz 1.14.14.73
MEDLINE Enzyme Link: MEDLINE 1.14.14.73
MSA:

1.14.14.73;

Phylogenetic Tree:

1.14.14.73;

Uniprot:
M-CSA:
RHEA:55928 fenbendazole + O2 + reduced [NADPH--hemoprotein reductase] = fenbendazole S-oxide + H(+) + H2O + oxidized [NADPH--hemoprotein reductase]
RULE(radius=1) [*:1]-[N;H0;+0:2]1-[*:3]:[*:4]-[NH;+0:5]-[c;H0;+0:6](:[*:7]):[c;H0;+0:8]-1:[nH;+0:9]:[*:10].[*:11]-[S;H0;+0:12]-[*:13].[O;H0;+0:14]=[O;H0;+0:15]>>[*:11]-[S;H0;+0:12](-[*:13])=[O;H0;+0:14].[*:1]-[n;H0;+0:2]1:[*:3]:[*:4]:[n;H0;+0:5]:[c;H0;+0:6](:[*:7])-[c;H0;+0:8]:1:[n;H0;+0:9]:[*:10].[OH2;+0:15]
Reaction
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References

TitleAuthorsDatePubMed ID
Chiral sulfoxidation of albendazole by the flavin adenine dinucleotide-containing and cytochrome P450-dependent monooxygenases from rat liver microsomes.Moroni P, Buronfosse T, Longin-Sauvageon C, Delatour P, Benoit E1995 Feb7736906
CYP2J2 and CYP2C19 are the major enzymes responsible for metabolism of albendazole and fenbendazole in human liver microsomes and recombinant P450 assay systems.Wu Z, Lee D, Joo J, Shin JH, Kang W, Oh S, Lee DY, Lee SJ, Yea SS, Lee HS, Lee T, Liu KH2013 Nov23959307
Identification of novel substrates for human cytochrome P450 2J2.Lee CA, Neul D, Clouser-Roche A, Dalvie D, Wester MR, Jiang Y, Jones JP 3rd, Freiwald S, Zientek M, Totah RA2010 Feb19923256
Induction of cytochrome P450 enzymes by albendazole treatment in the rat.Asteinza J, Camacho-Carranza R, Reyes-Reyes RE, Dorado-González V V, Espinosa-Aguirre JJ2000 Dec11137466
Relative contribution of cytochromes P-450 and flavin-containing monoxygenases to the metabolism of albendazole by human liver microsomes.Rawden HC, Kokwaro GO, Ward SA, Edwards G2000 Apr10759686

RHEA:55924 albendazole + O2 + reduced [NADPH--hemoprotein reductase] = albendazole S-oxide + H(+) + H2O + oxidized [NADPH--hemoprotein reductase]
RULE(radius=1) [*:1]-[N;H0;+0:2]1-[*:3]:[*:4]-[NH;+0:5]-[c;H0;+0:6](:[*:7]):[c;H0;+0:8]-1:[nH;+0:9]:[*:10].[*:11]-[S;H0;+0:12]-[*:13].[O;H0;+0:14]=[O;H0;+0:15]>>[*:11]-[S;H0;+0:12](-[*:13])=[O;H0;+0:14].[*:1]-[n;H0;+0:2]1:[*:3]:[*:4]:[n;H0;+0:5]:[c;H0;+0:6](:[*:7])-[c;H0;+0:8]:1:[n;H0;+0:9]:[*:10].[OH2;+0:15]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Chiral sulfoxidation of albendazole by the flavin adenine dinucleotide-containing and cytochrome P450-dependent monooxygenases from rat liver microsomes.Moroni P, Buronfosse T, Longin-Sauvageon C, Delatour P, Benoit E1995 Feb7736906
CYP2J2 and CYP2C19 are the major enzymes responsible for metabolism of albendazole and fenbendazole in human liver microsomes and recombinant P450 assay systems.Wu Z, Lee D, Joo J, Shin JH, Kang W, Oh S, Lee DY, Lee SJ, Yea SS, Lee HS, Lee T, Liu KH2013 Nov23959307
Identification of novel substrates for human cytochrome P450 2J2.Lee CA, Neul D, Clouser-Roche A, Dalvie D, Wester MR, Jiang Y, Jones JP 3rd, Freiwald S, Zientek M, Totah RA2010 Feb19923256
Induction of cytochrome P450 enzymes by albendazole treatment in the rat.Asteinza J, Camacho-Carranza R, Reyes-Reyes RE, Dorado-González V V, Espinosa-Aguirre JJ2000 Dec11137466
Relative contribution of cytochromes P-450 and flavin-containing monoxygenases to the metabolism of albendazole by human liver microsomes.Rawden HC, Kokwaro GO, Ward SA, Edwards G2000 Apr10759686
Oxidation of 1,8-cineole, the monoterpene cyclic ether originated from eucalyptus polybractea, by cytochrome P450 3A enzymes in rat and human liver microsomes.Miyazawa M, Shindo M, Shimada T2001 Feb11159812