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Information on EC 1.14.14.75 - fenbendazole monooxygenase (4'-hydroxylating) and Organism(s) Homo sapiens and UniProt Accession P51589

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IUBMB Comments
CYP2C19 is microsomal cytochrome P-450 monooxygenase that catalyses the hydroxylation of the benzene ring of fenbendazole, a broad-spectrum anthelmintic used against gastrointestinal nematodes and the larval stages of cestodes. This activity is also carried out by CYP2J2. cf. EC 1.14.14.74, albendazole monooxygenase (hydroxylating). CYP2C19 does not act on albendazole.
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This record set is specific for:
Homo sapiens
UNIPROT: P51589
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The taxonomic range for the selected organisms is: Homo sapiens
The enzyme appears in selected viruses and cellular organisms
Synonyms
CYP2C19, CYP2J2, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
CYP2C19
SYSTEMATIC NAME
IUBMB Comments
fenbendazole,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (4'-hydroxylating)
CYP2C19 is microsomal cytochrome P-450 monooxygenase that catalyses the hydroxylation of the benzene ring of fenbendazole, a broad-spectrum anthelmintic used against gastrointestinal nematodes and the larval stages of cestodes. This activity is also carried out by CYP2J2. cf. EC 1.14.14.74, albendazole monooxygenase (hydroxylating). CYP2C19 does not act on albendazole.
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
fenbendazole + [reduced NADPH-hemoprotein reductase] + O2
hydroxyfenbendazole + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?
fenbendazole + [reduced NADPH-hemoprotein reductase] + O2
hydroxyfenbendazole + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
fenbendazole + [reduced NADPH-hemoprotein reductase] + O2
hydroxyfenbendazole + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
UniProt
Manually annotated by BRENDA team
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
fenbendazole hydroxylation correlates with both CYP2C19 and CYP2J2 activities
physiological function
fenbendazole hydroxylation correlates with both CYP2C19 and CYP2J2 activities
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
CP2J2_HUMAN
502
2
57611
Swiss-Prot
-
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Wu, Z.; Lee, D.; Joo, J.; Shin, J.; Kang, W.; Oh, S.; Lee, D.; Lee, S.; Yea, S.; Lee, H.; Lee, T.; Liu, K.
CYP2J2 and CYP2C19 are the major enzymes responsible for metabolism of albendazole and fenbendazole in human liver microsomes and recombinant P450 assay systems
Antimicrob. Agents Chemother.
57
5448-5456
2013
Homo sapiens (P33261), Homo sapiens (P51589)
Manually annotated by BRENDA team