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EC Tree
IUBMB Comments CYP2J2 is a microsomal cytochrome P-450 monooxygenase that catalyses the hydroxylation of the terminal carbon of the propylsulfanyl chain in albendazole, a broad-spectrum anthelmintic used against gastrointestinal nematodes and the larval stages of cestodes. cf. EC 1.14.14.73, albendazole monooxygenase (sulfoxide-forming).
The enzyme appears in viruses and cellular organisms
Synonyms
CYP2J2 ,
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CYP2J2
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albendazole + [reduced NADPH-hemoprotein reductase] + O2 = hydroxyalbendazole + [oxidized NADPH-hemoprotein reductase] + H2O
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albendazole,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)
CYP2J2 is a microsomal cytochrome P-450 monooxygenase that catalyses the hydroxylation of the terminal carbon of the propylsulfanyl chain in albendazole, a broad-spectrum anthelmintic used against gastrointestinal nematodes and the larval stages of cestodes. cf. EC 1.14.14.73, albendazole monooxygenase (sulfoxide-forming).
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albendazole + [reduced NADPH-hemoprotein reductase] + O2
4'-hydroxyalbendazole + [oxidized NADPH-hemoprotein reductase] + H2O
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astemizole + [reduced NADPH-hemoprotein reductase] + O2
hydroxyastemizole + [oxidized NADPH-hemoprotein reductase] + H2O
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?
ebastine + [reduced NADPH-hemoprotein reductase] + O2
hydroxyebastine + [oxidized NADPH-hemoprotein reductase] + H2O
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terfenadine + [reduced NADPH-hemoprotein reductase] + O2
terfenadine alcohol + [oxidized NADPH-hemoprotein reductase] + H2O
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albendazole + [reduced NADPH-hemoprotein reductase] + O2
4'-hydroxyalbendazole + [oxidized NADPH-hemoprotein reductase] + H2O
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0.004 - 0.0111
hydroxyebastine
0.0238 - 0.0472
telmisartan
0.00015 - 0.00427
terfenadone
0.00195
danazol
Homo sapiens
substrate ebastine, liver microsome, pH 7.4, 37°C
0.00214
danazol
Homo sapiens
substrate terfenadine, liver microsome, pH 7.4, 37°C
0.0138
danazol
Homo sapiens
substrate albendazole, liver microsome, pH 7.4, 37°C
0.0183
danazol
Homo sapiens
substrate astemizole, liver microsome, pH 7.4, 37°C
0.004
hydroxyebastine
Homo sapiens
substrate terfenadine, liver microsome, pH 7.4, 37°C
0.00928
hydroxyebastine
Homo sapiens
substrate astemizole, liver microsome, pH 7.4, 37°C
0.0111
hydroxyebastine
Homo sapiens
substrate albendazole, liver microsome, pH 7.4, 37°C
0.0238
telmisartan
Homo sapiens
substrate terfenadine, liver microsome, pH 7.4, 37°C
0.0472
telmisartan
Homo sapiens
substrate albendazole, liver microsome, pH 7.4, 37°C
0.00015
terfenadone
Homo sapiens
substrate astemizole, liver microsome, pH 7.4, 37°C
0.00031
terfenadone
Homo sapiens
substrate albendazole, liver microsome, pH 7.4, 37°C
0.0021
terfenadone
Homo sapiens
substrate terfenadine, liver microsome, pH 7.4, 37°C
0.00427
terfenadone
Homo sapiens
substrate ebastine, liver microsome, pH 7.4, 37°C
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UniProt
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brenda
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physiological function
albendazole hydroxylation correlates with CYP2J2 activity
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CP2J2_HUMAN
502
2
57611
Swiss-Prot
Secretory Pathway (Reliability: 1 )
A0A6J8A0W9_MYTCO
491
1
55977
TrEMBL
Secretory Pathway (Reliability: 2 )
A0A6J8E1T3_MYTCO
359
0
41845
TrEMBL
other Location (Reliability: 2 )
A0A6J8A1H0_MYTCO
169
0
19077
TrEMBL
other Location (Reliability: 2 )
A0A6J8AEW8_MYTCO
469
0
53374
TrEMBL
other Location (Reliability: 4 )
A0A6J8EKH1_MYTCO
476
0
55398
TrEMBL
other Location (Reliability: 1 )
A0A6J8E2J7_MYTCO
355
0
41459
TrEMBL
other Location (Reliability: 2 )
A0A6J8A017_MYTCO
502
1
57299
TrEMBL
Secretory Pathway (Reliability: 2 )
A0A6J8DYX6_MYTCO
606
0
70289
TrEMBL
other Location (Reliability: 1 )
A0A6J8DXU4_MYTCO
586
0
67596
TrEMBL
Mitochondrion (Reliability: 4 )
A0A6J8A406_MYTCO
488
1
55702
TrEMBL
Secretory Pathway (Reliability: 1 )
A0A6J8AQU6_MYTCO
496
1
56488
TrEMBL
Secretory Pathway (Reliability: 1 )
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G312R
natural genetic variant, almost complete loss of enzymatic activity. Loss of CO binding to the heme, molecular modelling predicts a spatial hindrance between heme and the bulky side chain of the R312 residue in G312R
P351L
natural genetic variant, activity similar to wild-type
additional information
identification of 12 genetic variations from 93 Korean subjects
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coexpression with NADPH-cytochrome P450 reductase in Sf9 cells
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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 (P51589)
brenda
Lee, E.; Kim, J.H.; Shon, J.C.; Wu, Z.; Kim, H.J.; Gim, M.; Lee, T.; Liu, K.H.
Terfenadone is a strong inhibitor of CYP2J2 present in the human liver and intestinal microsomes
Drug Metab. Pharmacokinet.
33
159-163
2018
Homo sapiens (P51589)
brenda
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Enzyme Nomenclature
1.14.14.74 albendazole monooxygenase (hydroxylating)
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