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Literature summary for 1.14.13.8 extracted from

  • Phillips, I.R.; Francois, A.A.; Shephard, E.A.
    The flavin-containing monooxygenases (FMOs): genetic variation and its consequences for the metabolism of therapeutic drugs (2007), Curr. Pharmacogenomics, 5, 292-313.
No PubMed abstract available

Activating Compound

Activating Compound Comment Organism Structure
additional information the ERalpha receptor upregulates enzyme expression, hyperforin induces the enzyme Homo sapiens

Cloned(Commentary)

Cloned (Comment) Organism
FMO1, DNA and amino acid sequence determination and analysis, phylogenetic analysis Homo sapiens
FMO2, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis Homo sapiens
FMO3, DNA and amino acid sequence determination and analysis, the gene maps to the long arm of chromosome 1, phylogenetic analysis Homo sapiens
FMO4, DNA and amino acid sequence determination and analysis, phylogenetic analysis, the gene maps to the long arm of chromosome 1, genotyping and alternative splicing variants, overview Homo sapiens
FMO5, the gene encoding the enzyme is located at 1q21.1, not in the FMO gene cluster at 1q24.3, DNA and amino acid sequence determination and analysis, phylogenetic analysis Homo sapiens

Protein Variants

Protein Variants Comment Organism
A52T naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
C530L naturally occuring single nucleotide polymorphism of FMO2 Homo sapiens
D132H naturally occuring single nucleotide polymorphism of FMO3, the mutant shows substrate-dependent reduced activity Homo sapiens
D198E naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
D36G naturally occuring single nucleotide polymorphism of FMO2 Homo sapiens
E158K naturally occuring single nucleotide polymorphism of FMO3, the mutation slightly affects enzyme activity, substrate-dependent reduced activity Homo sapiens
E158K/E308G naturally occuring single nucleotide polymorphism of FMO3, the mutation affects enzyme activity, substrate-dependent reduced activity Homo sapiens
E24D naturally occuring single nucleotide polymorphism of FMO3, the mutant shows reduced activity Homo sapiens
E305X naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
E308G naturally occuring single nucleotide polymorphism of FMO3, the mutation slightly affects enzyme activity, substrate-dependent reduced activity Homo sapiens
E314G naturally occuring single nucleotide polymorphism of FMO2 Homo sapiens
E314X naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
E32K naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
E339Q naturally occuring single nucleotide polymorphism of FMO4 Homo sapiens
E362Q naturally occuring single nucleotide polymorphism of FMO3 Homo sapiens
F182S naturally occuring single nucleotide polymorphism of FMO2 Homo sapiens
F69Y naturally occuring single nucleotide polymorphism of FMO2 Homo sapiens
F81S naturally occuring single nucleotide polymorphism of FMO2 Homo sapiens
G148X naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
G180V naturally occuring single nucleotide polymorphism of FMO3, the mutant is similar to the wild-type enzyme Homo sapiens
G475D naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
G503R naturally occuring single nucleotide polymorphism of FMO3 Homo sapiens
H97Q naturally occuring single nucleotide polymorphism of FMO1, the mutant enzyme is similar to the wild-type enzyme Homo sapiens
I199T naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
I303T naturally occuring single nucleotide polymorphism of FMO1, the mutant enzyme is similar to the wild-type enzyme Homo sapiens
I303V naturally occuring single nucleotide polymorphism of FMO1, the mutant enzyme is similar to the wild-type enzyme Homo sapiens
I37T naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
I37T naturally occuring single nucleotide polymorphism of FMO4 Homo sapiens
I468M naturally occuring single nucleotide polymorphism of FMO3 Homo sapiens
K416N naturally occuring single nucleotide polymorphism of FMO3, the mutant shows reduced activity Homo sapiens
L360P naturally occuring single nucleotide polymorphism of FMO3, the mutant shows increased activity Homo sapiens
M260V naturally occuring single nucleotide polymorphism of FMO3 Homo sapiens
M434I naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
M66I naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
M82T naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
additional information naturally occuring mutations, including silent mutations, genotyping, overview Homo sapiens
N114S naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
N413K naturally occuring single nucleotide polymorphism of FMO2, the mutant is similar to the wild-type enzyme Homo sapiens
N61K naturally occuring single nucleotide polymorphism of FMO3, the mutant shows reduced activity Homo sapiens
N61S loss of function mutation of FMO3 results in trimethylaminuria or fish-odor-syndrome, the mutant enzyme is incapable of metabolizing trimethylamine to its non-odorous N-oxide, nuta this mutant is still active with methimazole, phenotype, overview Homo sapiens
P153L loss of function mutation of FMO3 results in trimethylaminuria or fish-odor-syndrome, the mutant enzyme is incapable of metabolizing trimethylamine to its non-odorous N-oxide, phenotype, overview Homo sapiens
P153L naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
P457L naturally occuring single nucleotide polymorphism of FMO4 Homo sapiens
Q470X naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
Q472X naturally occuring single nucleotide polymorphism of FMO2, inactive mutant Homo sapiens
R205C naturally occuring single nucleotide polymorphism of FMO3, the mutant shows reduced activity Homo sapiens
R223Q naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
R223Q naturally occuring single nucleotide polymorphism of FMO1 Homo sapiens
R238P naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
R238Q naturally occuring single nucleotide polymorphism of FMO2 Homo sapiens
R249X naturally occuring single nucleotide polymorphism of FMO2, probably inactive mutant Homo sapiens
R378L naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
R391T naturally occuring single nucleotide polymorphism of FMO2 Homo sapiens
R500X naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
R502X naturally occuring single nucleotide polymorphism of FMO1, the mutant shows substrate-dependent reduced activity compared to the wild-type enzyme Homo sapiens
R506S naturally occuring single nucleotide polymorphism of FMO4 Homo sapiens
R51G naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
S195L naturally occuring single nucleotide polymorphism of FMO2, inactive mutant Homo sapiens
T201K naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
T308S naturally occuring single nucleotide polymorphism of FMO4 Homo sapiens
V143E naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
V257M naturally occuring single nucleotide polymorphism of FMO3, the mutant shows slightly reduced activity Homo sapiens
V277A naturally occuring single nucleotide polymorphism of FMO3 Homo sapiens
V323A naturally occuring single nucleotide polymorphism of FMO4 Homo sapiens
V58I naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens
W388X naturally occuring mutation causing trimethylaminuria or fish-odor-syndrome Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
additional information FMO5 is downregulated in type 2 diabetes Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
microsome
-
Homo sapiens
-
-

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
60047
-
x * 60047, sequence calcualtion Homo sapiens
63338
-
x * 63338, sequence calculation Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Homo sapiens FMO2 catalyzes the S-oxygenation of organophosphates representing a detoxification pathway ?
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens P31512 FMO4
-
Homo sapiens P31513 FMO3
-
Homo sapiens P49326 FMO5
-
Homo sapiens Q01740 FMO1
-
Homo sapiens Q99518 FMO2
-

Source Tissue

Source Tissue Comment Organism Textmining
blood vessel
-
Homo sapiens
-
intestine
-
Homo sapiens
-
kidney
-
Homo sapiens
-
liver fetal and adult Homo sapiens
-
liver birth is necessary but not sufficient for FMO3 onset in the liver, it occurs between week 3 and 10 after birth Homo sapiens
-
liver high level expression in adult liver Homo sapiens
-
lung FMO2 mainly Homo sapiens
-
additional information broad tissue distribution, overview Homo sapiens
-
additional information tissue-specific and devlopmental expression of FMO3, overview Homo sapiens
-
additional information tissue-specific expression of FMO1, overview Homo sapiens
-
additional information tissue-specific expression of FMO2, overview Homo sapiens
-
additional information tissue-specific expression of FMO5, overview, the enzyme is increased in ERalpha-positive tumors Homo sapiens
-
myocardium FMO1, expression profiling in tissue from patients with atrial fibrillation Homo sapiens
-
prostate gland
-
Homo sapiens
-
skeletal muscle
-
Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
amphetamine + NADPH + H+ + O2 an antipsychotic agent, is converted to the hydroxylamine Homo sapiens ?
-
?
benzydamine + NADPH + H+ + O2 a nonsteroidal antiinflammatory drug, is converted to the N-oxide Homo sapiens benzydamine N-oxide + NADP+ + H2O
-
?
chlorpromazine + NADPH + H+ + O2 a dopemaine D2 antagonist Homo sapiens chlorpromazine N-oxide + NADP+ + H2O
-
?
clozapine + NADPH + H+ + O2 an antipsychotic agent, is converted to the N-oxide Homo sapiens clozapine N-oxide + NADP+ + H2O
-
?
deprenyl + NADPH + H+ + O2 a monoamine oxidase type B inhibitor, is converted to the hydroxylamine Homo sapiens ?
-
?
disulfoton + NADPH + H+ + O2 a thioether-containing organophosphate insecticide Homo sapiens ?
-
?
esonarimod + NADPH + H+ + O2 a antirheumatic drug, is converted to the S-oxide Homo sapiens S-methyl esonarimod + NADP+ + H2O
-
?
ethionamide + NADPH + H+ + O2 an antibiotic agent Homo sapiens ?
-
?
ethionamide + NADPH + H+ + O2 an antibiotic agent Homo sapiens ethionamide N-oxide + NADP+ + H2O
-
?
imipramine + NADPH + H+ + O2 an antidepressant, is converted to the N-oxide Homo sapiens imipramine N-oxide + NADP+ + H2O
-
?
itopride + NADPH + H+ + O2 a dopamine D2 receptor antagonist, is converted to the N-oxide Homo sapiens itopride N-oxide + NADP+ + H2O
-
?
K11777 + NADPH + H+ + O2 a cysteine protease inhibitor against Trypanosoma cruzi, is converted to the N-oxide Homo sapiens K11777 N-oxide + NADP+ + H2O
-
?
L-methionine + NADPH + H+ + O2
-
Homo sapiens ?
-
?
methamphetamine + NADPH + H+ + O2 a psychostimulant, is converted to the hydroxylamine Homo sapiens ?
-
?
methamphetamine + NADPH + H+ + O2 a psychostimulant, is converted to the hydroxylamine Homo sapiens methamphetamine N-oxide + NADP+ + H2O
-
?
methimazole + NADPH + H+ + O2 a thyroperoxidase inhibitor Homo sapiens ?
-
?
methimazole + NADPH + H+ + O2 a thyroperoxidase inhibitor, is converted to the S-oxide Homo sapiens ?
-
?
methimazole + NADPH + H+ + O2 an thyroperoxidase inhibitor, is converted to the S-oxide Homo sapiens ?
-
?
methimazole + NADPH + H+ + O2 an thyroperoxidase inhibitor, is converted to the S-oxide Homo sapiens methimazole N-oxide + NADP+ + H2O
-
?
MK-0767 methyl sulfide + NADPH + H+ + O2 a peroxisome proliferator receptor activator, is converted to the S-oxide Homo sapiens ?
-
?
additional information FMO2 catalyzes the S-oxygenation of organophosphates representing a detoxification pathway Homo sapiens ?
-
?
N-deacetyl ketoconazole + NADPH + H+ + O2 an antifungal agent, is converted to the N-hydroxyl Homo sapiens ?
-
?
N-deacetyl ketoconazole + NADPH + H+ + O2 an antifungal agent, is converted to the N-hydroxyl Homo sapiens N-deacetyl ketoconazole N-oxide + NADP+ + H2O
-
?
nicotine + NADPH + H+ + O2 a stimulant, is converted to the trans-N-oxide Homo sapiens nicotine N-oxide + NADP+ + H2O
-
?
olopatadine + NADPH + H+ + O2 an antihistamininc drug, is converted to the N-oxide Homo sapiens olopatadine N-oxide + NADP+ + H2O
-
?
orphenadrine + NADPH + H+ + O2 an anticholinergic drug Homo sapiens orphenadrine N-oxide + NADP+ + H2O
-
?
phorate + NADPH + H+ + O2 a thioether-containing organophosphate insecticide Homo sapiens ?
-
?
pyrazolacridine + NADPH + H+ + O2 an antitumor drug, is converted to the N-oxide Homo sapiens pyrazolacridine N-oxide + NADP+ + H2O
-
?
ranitidine + NADPH + H+ + O2 an antihistamininc drug, is converted to the N-oxide and/or S-oxide Homo sapiens ?
-
?
S-allyl-L-cysteine + NADPH + H+ + O2
-
Homo sapiens ?
-
?
S-methyl esonarimod + NADPH + H+ + O2 a cytokine production inhibitor, is converted to the S-oxide Homo sapiens ?
-
?
S-methyl esonarimod + NADPH + H+ + O2 an cytokine production inhibitor, is converted to the S-oxide Homo sapiens S-methyl esonarimod S-oxide + NADP+ + H2O
-
?
S16020 + NADPH + H+ + O2 a topoisomerase II inhibitor and antitumor drug, is converted to the N-oxide Homo sapiens S16020 N-oxide + NADP+ + H2O
-
?
SNI-2011 + NADPH + H+ + O2 a muscarinic receptor antagonist, is converted to the N-oxide Homo sapiens ?
-
?
sulindac sulfide + NADPH + H+ + O2 a nonsteroidal antiinflammatory drug, is converted to the S-oxide Homo sapiens sulindac + NADP+ + H2O
-
?
tamoxifen + NADPH + H+ + O2 an estrogen receptor modulator, is converted to the N-oxide Homo sapiens tamoxifen N-oxide + NADP+ + H2O
-
?
tazarotenic acid + NADPH + H+ + O2 a retinoic acid receptor modulator, is converted to the S-oxide Homo sapiens ?
-
?
tazarotenic acid + NADPH + H+ + O2 an retinoic acid receptor modulator, is converted to the S-oxide Homo sapiens tazarotenate N-oxide + NADP+ + H2O
-
?
thiacetazone + NADPH + H+ + O2 a anti-tubercular drug, high activity Homo sapiens ?
-
?
thiacetazone + NADPH + H+ + O2 an antibiotic agent, is converted to the sulfinic acid/carbodiimide Homo sapiens ?
-
?
thiacetazone + NADPH + H+ + O2 an antibiotic agent, is converted to the sulfinic acid/carbodiimide Homo sapiens thiacetazone N-oxide + NADP+ + H2O
-
?
xanomeline + NADPH + H+ + O2 a muscarinic receptor antagonist, is converted to the N-oxide Homo sapiens xanomeline N-oxide + NADP+ + H2O
-
?

Subunits

Subunits Comment Organism
? x * 60047, sequence calcualtion Homo sapiens
? x * 63338, sequence calculation Homo sapiens

Synonyms

Synonyms Comment Organism
FMO
-
Homo sapiens
FMO1
-
Homo sapiens
FMO2
-
Homo sapiens
FMO4
-
Homo sapiens

Cofactor

Cofactor Comment Organism Structure
FAD binding site structure containing a GXGXXG motif, overview Homo sapiens
FAD binding site structure containing an GXGXXG motif, overview Homo sapiens
NADPH binding site structure containing a GXGXXG motif, overview Homo sapiens
NADPH binding site structure containing an GXGXXG motif, overview Homo sapiens