| EC Tree |
| 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. |
Click one PDB to see exact 3D structure provided by NGL.
Note: Use your mouse to drag, rotate, and zoom in and out of the structure. Mouse-over to identify atoms and bonds. Mouse controls documentation.| 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: | |
|---|---|
| Phylogenetic Tree: | |
| 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 | ![]() |
| Core-to-Core | |
| Core-to-Core |
| Title | Authors | Date | PubMed 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 E | 1995 Feb | 7736906 |
| 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 KH | 2013 Nov | 23959307 |
| 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 RA | 2010 Feb | 19923256 |
| 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 JJ | 2000 Dec | 11137466 |
| 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 G | 2000 Apr | 10759686 |
| 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 |
| Title | Authors | Date | PubMed 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 E | 1995 Feb | 7736906 |
| 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 KH | 2013 Nov | 23959307 |
| 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 RA | 2010 Feb | 19923256 |
| 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 JJ | 2000 Dec | 11137466 |
| 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 G | 2000 Apr | 10759686 |
| 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 T | 2001 Feb | 11159812 |