Enzyme Details

 EC Classification 1.14.14.1
 Enzyme name
(recommended)
unspecific monooxygenase
 Alternative names substrate,reduced-flavoprotein:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
microsomal monooxygenase
xenobiotic monooxygenase
aryl-4-monooxygenase
aryl hydrocarbon hydroxylase
microsomal P-450
flavoprotein-linked monooxygenase
flavoprotein monooxygenase
 Classification
Oxidoreductases
Acting on paired donors with incorporation of molecular oxygen
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
 Catalyses reactions
O2 + Reduced flavoprotein + Alkane <-> H2O + Oxidized flavoprotein + ROH
O2 + Reduced flavoprotein + Melatonin <-> H2O + Oxidized flavoprotein + 6-Hydroxymelatonin
O2 + Reduced flavoprotein + Fatty acid <-> H2O + Oxidized flavoprotein + alpha-Hydroxy fatty acid
H2O + Parathion <-> Hydrogen sulfide + Paraoxon
NADH + H+ + Cytochrome c <-> NAD+ + Reduced cytochrome c
H+ + NADPH + O2 + 7-Ethoxycoumarin <-> H2O + NADP+ + 3-Hydroxy-7-ethoxycoumarin
H+ + NADPH + O2 + 7-Ethoxycoumarin <-> H2O + NADP+ + Acetaldehyde + Umbelliferone
H+ + NADPH + O2 + 7-Methoxycoumarin <-> H2O + NADP+ + 3-Hydroxy-7-methoxycoumarin
H+ + NADPH + O2 + 7-Methoxycoumarin <-> H2O + NADP+ + Formaldehyde + Umbelliferone
H+ + NADPH + O2 + Coumarin <-> H2O + NADP+ + Umbelliferone
H+ + NADPH + O2 + Retinoate <-> H2O + NADP+ + 4-Hydroxyretinoic acid
H+ + NADPH + O2 + Progesterone <-> H2O + NADP+ + 11-Deoxycorticosterone
H+ + NADPH + O2 + 4-Methyl-N-methyl-N-(2-phenyl-2H-pyrazol-3-yl)-benzene sulfonamide <-> H2O + NADP+ + 4-Hydroxymethyl-N-methyl-N-(2-phenyl-2H-pyrazol-3-yl)-benzene sulfonamide
Methadone <-> Methanol + 2-Ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine
H+ + NADPH + O2 + Benzo[a]pyrene-7,8-diol <-> H2O + NADP+ + Benzo[a]pyrene-7,8-dihydrodiol-9,10-oxide
H+ + NADPH + O2 + Testosterone <-> H2O + NADP+ + Formate + Estradiol-17beta
H+ + NADPH + O2 + Androst-4-ene-3,17-dione <-> H2O + NADP+ + Formate + Estrone
H+ + NADPH + Androst-4-ene-3,17-dione <-> H2O + NADP+ + Formate + Estrone
H+ + NADPH + O2 + (-)-Camphor <-> H2O + NADP+ + (-)-exo-5-Hydroxycamphor
O2 + Reduced flavoprotein + 5-Methoxy-N,N-diisopropyltryptamine <-> H2O + Methanol + Oxidized flavoprotein + 5-Hydroxy-N,N-diisopropyltryptamine
H+ + NADPH + O2 + 7-Ethoxy-4-trifluoromethylcoumarin <-> Ethanol + NADP+ + 4-(Trifluoromethyl)umbelliferone
O2 + Reduced flavoprotein + (+)-Bunitrolol <-> H2O + Oxidized flavoprotein + (+)-4-Hydroxybunitrolol
O2 + Reduced flavoprotein + Debrisoquin <-> H2O + Oxidized flavoprotein + 4-Hydroxydebrisoquin
O2 + Reduced flavoprotein + (-)-Bunitrolol <-> H2O + Oxidized flavoprotein + (-)-4-Hydroxybunitrolol
H+ + NADPH + O2 + 7-Ethoxyresorufin <-> Ethanol + NADP+ + Resorufin
O2 + Reduced flavoprotein + 5-Methoxy-N,N-diisopropyltryptamine <-> H2O + 2-Propanol + Oxidized flavoprotein + 5-Methoxy-N-isopropyltryptamine
O2 + Reduced flavoprotein + 5-Methoxy-N,N-diisopropyltryptamine <-> H2O + Oxidized flavoprotein + 6-Hydroxy-5-methoxy-N,N-diisopropyltryptamine
2 O2 + 2 4-Chloroindole <-> 2 H2O + 4,4'-Dichloroindigo
2 O2 + 2 Indole <-> 2 H2O + Indigo Blue
2 O2 + 2 4-Benzyloxy-indole <-> 2 H2O + 4-Benzyloxy-2-(4'-benzyloxy-1',7'-dihydro-7'-oxo-6'H-indol-6'-ylidene)indolin-3-one
2 O2 + 2 5-Benzyloxy-indole <-> 2 H2O + 5,5'-Dibenzyloxy-indirubin
O2 + Reduced flavoprotein + 1-(3-Trifluoromethylphenyl)piperazine <-> H2O + Oxidized flavoprotein + Hydroxy-TFMPP
H+ + NADPH + 2alpha-Methyl-19-hydroxyandrost-4-ene-3,17-dione <-> NADP+ + 2alpha-Methyl-19-oxoandrost-4-ene-3,17-dione
H+ + NADPH + O2 + 2alpha-Methylandrost-4-ene-3,17-dione <-> H2O + NADP+ + 2alpha-Methyl-19-hydroxyandrost-4-ene-3,17-dione
H+ + NADPH + O2 + 2alpha-Methyl-19-oxoandrost-4-ene-3,17-dione <-> H2O + NADP+ + Formate + 2-Methylestrone
H+ + NADPH + Cytochrome c <-> NADP+ + Reduced cytochrome c
NADP+ + Bufuralol <-> H+ + NADPH + 1-Hydroxy bufuralol
H+ + NADPH + O2 + Dodecanoate <-> H2O + NADP+ + Hydroxylated dodecanoate
H+ + NADPH + O2 + Myristic acid <-> H2O + NADP+ + Hydroxylated tetradecanoate
H+ + NADPH + O2 + Palmitate <-> H2O + NADP+ + Hydroxylated hexadecanoate
H+ + NADPH + O2 + Palmitoleic acid <-> H2O + NADP+ + Hydroxylated palmitoleic acid
H+ + NADPH + O2 + Stearate <-> H2O + NADP+ + Hydroxylated stearic acid
H+ + NADPH + O2 + Linoleate <-> H2O + NADP+ + Hydroxylated linoleate
H+ + NADPH + O2 + 12-Methyl-tetradecanoic acid <-> H2O + NADP+ + Hydroxylated 12-methyl-tetradecanoic acid
H+ + NADPH + O2 + 13-Methyl-tetradecanoic acid <-> H2O + NADP+ + Hydroxylated 13-methyl-tetradecanoic acid
H+ + NADPH + O2 + Palmitate <-> H2O + NADP+ + Hydroxylated palmitic acid
H+ + NADPH + O2 + Phytanate <-> H2O + NADP+ + Hydroxylated phytanate
H+ + NADPH + O2 + 14-Methyl-pentadecanoic acid <-> H2O + NADP+ + Hydroxylated 14-methyl-pentadecanoic acid
H+ + NADPH + O2 + 15-Methyl-palmitic acid <-> H2O + NADP+ + Hydroxylated 15-methyl-palmitic acid
H+ + NADPH + O2 + Arachidonate <-> H2O + NADP+ + Hydroxylated arachidonic acid
H+ + NADPH + O2 + Deltamethrin <-> H2O + NADP+ + Hydroxydeltamethrin
H+ + NADPH + O2 + Esfenvalerate <-> H2O + NADP+ + Hydroxyesfenvalerate
H+ + NADPH + O2 + Phenacetin <-> H2O + Ethanol + NADP+ + Acetaminophen
H+ + NADPH + O2 + Estradiol-17beta <-> H2O + NADP+ + 2-Hydroxyestradiol-17beta
H+ + NADPH + O2 + Estradiol-17beta <-> H2O + NADP+ + 4-Hydroxyestradiol-17beta
H+ + NADPH + O2 + 9,11-Epoxymethano-prostaglandin H2 <-> H2O + NADP+ + 19-Hydroxy-(9,11-epoxymethano)-prostaglandin H2
H+ + NADPH + O2 + 2-Amino-2,4-dimethylimidazo[4,5-f]quinoline <-> H2O + NADP+ + 2-Hydroxyamino-2,4-dimethylimidazo[4,5-f]quinoline
H+ + NADPH + O2 + 2-Amino-3,8-dimethylimidazo[4,5-f]quinoxaline <-> H2O + NADP+ + 2-Hydroxyamino-3,8-dimethylimidazo[4,5-f]quinoxaline
H+ + NADPH + O2 + 2-Amino-3-methylimidazo[4,5-f]quinoline <-> H2O + NADP+ + 2-Hydroxyamino-3-methylimidazo[4,5-f]quinoline
H+ + NADPH + O2 + 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine <-> H2O + NADP+ + 2-Hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine
H+ + NADPH + O2 + 2-Amino-6-methyldipyrido[1,2-a:3',2'-d]imidazole <-> H2O + NADP+ + 2-Hydroxyamino-6-methyldipyrido[1,2-a:3',2'-d]imidazole
Skatole <-> Hydrogen + 3-Methyleneindolenine
H+ + NADPH + O2 + Testosterone <-> H2O + NADP+ + 6beta-Hydroxytestosterone
H+ + NADPH + O2 + Progesterone <-> H2O + NADP+ + 6beta-Hydroxyprogesterone
H+ + NADPH + O2 + Progesterone <-> H2O + NADP+ + 16alpha-Hydroxyprogesterone
H+ + NADPH + O2 + 7-Methoxyresorufin <-> Methanol + NADP+ + Resorufin
H+ + NADPH + O2 + Aflatoxin B1 <-> H2O + NADP+ + exo-Aflatoxin B1-8,9-epoxide
H+ + NADPH + O2 + Aflatoxin B1 <-> H2O + NADP+ + Aflatoxin Q1
H+ + NADPH + O2 + Nifedipine <-> H2O + NADP+ + Oxidized nifedipine
H+ + NADPH + O2 + Bufuralol <-> H2O + NADP+ + 1-Hydroxy bufuralol
H+ + NADPH + O2 + Tolbutamide <-> H2O + NADP+ + Hydroxytolbutamide
H+ + NADPH + O2 + 7-Benzyloxyresorufin <-> NADP+ + Benzaldehyde + Resorufin
O2 + Bisdesoxyolaquindox <-> H2O + Bisdesoxyolaquindox-2'-carboxyl acid
O2 + Bisdesoxyolaquindox <-> H2O + Glycolaldehyde + 3-Methylquinoxaline 2-carboxamide
H+ + NADPH + O2 + Fenthion <-> H2O + NADP+ + Fenthion-sulfoxide
H+ + NADPH + O2 + Fenthion <-> H2O + NADP+ + Sulfur + Fenthion-oxon
H+ + NADPH + O2 + Fenthion-sulfoxide <-> H2O + NADP+ + Fenthion-sulfone
O2 + Scoparone <-> Unknown + 3-[4-Methoxy-p-(3,6)- benzoquinone]-2-propenoate
H+ + NADPH + O2 + Nicotine <-> 2 H+ + H2O + NADP+ + Cotinine
H+ + NADPH + O2 + Aflatoxin B1 <-> H2O + NADP+ + Aflatoxin M1
H+ + NADPH + O2 + Aflatoxin B1 <-> H2O + NADP+ + Aflatoxin B1-8,9-epoxide
H+ + NADPH + O2 + Aminopyrine <-> H2O + NADP+ + Formaldehyde + Noramidopyrine
H+ + NADPH + O2 + Aniline <-> H2O + NADP+ + 4-Hydroxyaniline
H+ + NADPH + O2 + Retinol <-> H2O + NADP+ + all-trans-Retinal
H+ + NADPH + O2 + all-trans-Retinal <-> H2O + NADP+ + Retinoate
H+ + NADPH + O2 + 7,12-Dimethylbenzo[a]anthracene <-> Unknown + H2O + NADP+
H+ + NADPH + O2 + Cyclophosphamide <-> H2O + NADP+ + 4-Hydroxycyclophosphamide
H+ + NADPH + O2 + 7-Benzyloxy-4-trifluoromethylcoumarin <-> NADP+ + Benzaldehyde + 4-(Trifluoromethyl)umbelliferone
H+ + NADPH + O2 + 7-Benzyloxyquinoline <-> H2O + NADP+ + Benzaldehyde + 7-Hydroxyquinoline
NADPH + O2 + Paclitaxel <-> H2O + NADP+ + 6-alpha-Hydroxypaclitaxel
NADPH + O2 + Amodiaquine <-> H2O + NADP+ + N-desethyl Amodiaquine
NADPH + 2 Hexacyanoferrate(III) <-> H+ + NADP+ + 2 Hexacyanoferrate(II)
NADPH + O2 + Fimasartan <-> H2O + NADP+ + Fimasartan S-oxide
NADPH + O2 + Fimasartan <-> H2O + NADP+ + 1-Hydroxybutyl fimasartan
NADPH + O2 + Fimasartan <-> H2O + NADP+ + Hydroxybutyl fimasartan
NADPH + O2 + Fimasartan <-> H2O + NADP+ + 4-Hydroxybutyl fimasartan
NADPH + O2 + Fimasartan <-> H2O + NADP+ + BR-A-557
NADPH + O2 + Fimasartan <-> H2O + NADP+ + BR-A-535
H+ + NADPH + O2 + Diclofenac <-> H2O + NADP+ + 4'-Hydroxydiclofenac
H+ + NADPH + O2 + Losartan <-> H2O + NADP+ + Losartan carboxylic acid
O2 + [reduced NADPH-hemoprotein reductase] + 1,4-Cineole <-> H2O + [oxidized NADPH-hemoprotein reductase] + 2-exo-Hydroxy-1,4-cineole
 External links Expasy
KEGG
BRENDA
IntEnz (EBI)
IUBMB
Reactome
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