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Literature summary extracted from
- The role of flavin-containing monooxygenase (FMO) in the metabolism of tamoxifen and other tertiary amines (2006), Drug Metab. Rev., 38, 139-147.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.14.13.8 | expression of isozyme FMO genetic variants in Spodoptera frugiperda Sf9 insect cell microsomes via baculovirus transfection system | Homo sapiens |
Protein Variants
| EC Number | Protein Variants | Comment | Organism |
|---|---|---|---|
| 1.14.13.8 | E158K | major naturally occuring structural varainat of isozyme FMO3, the mutant shows increased activity with tamoxifen compared to the wild-type enzyme | Homo sapiens |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.13.8 | additional information | - |
additional information | comparison of kinetics of recombinant isozymes FMO1 and FMO3 | Homo sapiens | |
| 1.14.13.8 | 0.043 | - |
tamoxifen | pH 8.5, 37°C, recombinant isozyme FMO1 and recombinant mutant isozyme FMO3 E158K | Homo sapiens |  |
| 1.14.13.8 | 0.121 | - |
tamoxifen | pH 8.5, 37°C, recombinant wild-type isozyme FMO3 | Homo sapiens | |
Localization
| EC Number | Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|---|
| 1.14.13.8 | microsome | - |
Mus musculus | - |
- |
| 1.14.13.8 | microsome | - |
Homo sapiens | - |
- |
| 1.14.13.8 | microsome | - |
Rattus norvegicus | - |
- |
| 1.14.13.8 | microsome | - |
Sus scrofa | - |
- |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.13.8 | additional information | Mus musculus | FMO oxygenates a number of drugs and xenobiotics containing a soft-nucleophile heteroatom, mostly sulfur- and nitrogen-containing xenobiotics, and is involved in detoxication | ? | - |
? | |
| 1.14.13.8 | additional information | Rattus norvegicus | FMO oxygenates a number of drugs and xenobiotics containing a soft-nucleophile heteroatom, mostly sulfur- and nitrogen-containing xenobiotics, and is involved in detoxication | ? | - |
? | |
| 1.14.13.8 | additional information | Sus scrofa | FMO oxygenates a number of drugs and xenobiotics containing a soft-nucleophile heteroatom, mostly sulfur- and nitrogen-containing xenobiotics, and is involved in detoxication | ? | - |
? | |
| 1.14.13.8 | additional information | Homo sapiens | FMO oxygenates a number of drugs and xenobiotics containing a soft-nucleophile heteroatom, mostly sulfur- and nitrogen-containing xenobiotics, isozymes FMO1-FMO3 are involved in detoxication and drug metabolism, FMO3 deficiency causes the disease trimethylaminuria | ? | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | Rattus norvegicus | tamoxifen N-oxygenation represents a detoxication pathway | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | Sus scrofa | tamoxifen N-oxygenation represents a detoxication pathway | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | Mus musculus | tamoxifen N-oxygenation represents a detoxication pathway, high activity by isozyme FMO1 | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | Homo sapiens | tamoxifen N-oxygenation represents a detoxication pathway, low level of tamoxifen N-oxide production in human liver microsomes may be explained by the kinetics of FMO1 versus FMO3 | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | trimethylamine + NADPH + O2 | Homo sapiens | preferred substrate of isozyme FMO3 | trimethylamine N-oxide + NADP+ + H2O | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.14.13.8 | Homo sapiens | - |
isozymes FMO1-FMO5, FMOs exist as a multi-gene family consisting of individual members that are expressed in a tissue-, developmental-, and sex-specific fashion | - |
| 1.14.13.8 | Mus musculus | - |
FMOs exist as a multi-gene family consisting of individual members that are expressed in a tissue-, developmental-, and sex-specific fashion | - |
| 1.14.13.8 | Rattus norvegicus | - |
FMOs exist as a multi-gene family consisting of individual members that are expressed in a tissue-, developmental-, and sex-specific fashion | - |
| 1.14.13.8 | Sus scrofa | - |
FMOs exist as a multi-gene family consisting of individual members that are expressed in a tissue-, developmental-, and sex-specific fashion | - |
Source Tissue
| EC Number | Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|---|
| 1.14.13.8 | adipose | - |
Rattus norvegicus | - |
| 1.14.13.8 | bone | - |
Homo sapiens | - |
| 1.14.13.8 | brain | - |
Homo sapiens | - |
| 1.14.13.8 | brain | - |
Rattus norvegicus | - |
| 1.14.13.8 | breast | - |
Homo sapiens | - |
| 1.14.13.8 | breast cancer cell | - |
Homo sapiens | - |
| 1.14.13.8 | heart | - |
Rattus norvegicus | - |
| 1.14.13.8 | kidney | - |
Rattus norvegicus | - |
| 1.14.13.8 | liver | - |
Mus musculus | - |
| 1.14.13.8 | liver | - |
Rattus norvegicus | - |
| 1.14.13.8 | liver | - |
Sus scrofa | - |
| 1.14.13.8 | liver | low level of tamoxifen N-oxide production in human liver microsomes may be explained by the kinetics of FMO1 versus FMO3, isozyme expression pattern, overview, fetal liver expresses only isozyme FMO1 | Homo sapiens | - |
| 1.14.13.8 | lung | high expression of isozyme FMO2 | Mus musculus | - |
| 1.14.13.8 | lung | high expression of isozyme FMO2 | Rattus norvegicus | - |
| 1.14.13.8 | lung | high expression of isozyme FMO2 | Sus scrofa | - |
| 1.14.13.8 | lung | low expression of isozyme FMO2 | Homo sapiens | - |
| 1.14.13.8 | pancreas | - |
Homo sapiens | - |
| 1.14.13.8 | skin | - |
Homo sapiens | - |
| 1.14.13.8 | subcutaneous fat | - |
Homo sapiens | - |
| 1.14.13.8 | uterus | - |
Rattus norvegicus | - |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.13.8 | additional information | FMO oxygenates a number of drugs and xenobiotics containing a soft-nucleophile heteroatom, mostly sulfur- and nitrogen-containing xenobiotics, and is involved in detoxication | Mus musculus | ? | - |
? | |
| 1.14.13.8 | additional information | FMO oxygenates a number of drugs and xenobiotics containing a soft-nucleophile heteroatom, mostly sulfur- and nitrogen-containing xenobiotics, and is involved in detoxication | Rattus norvegicus | ? | - |
? | |
| 1.14.13.8 | additional information | FMO oxygenates a number of drugs and xenobiotics containing a soft-nucleophile heteroatom, mostly sulfur- and nitrogen-containing xenobiotics, and is involved in detoxication | Sus scrofa | ? | - |
? | |
| 1.14.13.8 | additional information | FMO oxygenates a number of drugs and xenobiotics containing a soft-nucleophile heteroatom, mostly sulfur- and nitrogen-containing xenobiotics, isozymes FMO1-FMO3 are involved in detoxication and drug metabolism, FMO3 deficiency causes the disease trimethylaminuria | Homo sapiens | ? | - |
? | |
| 1.14.13.8 | N-methyl-tamoxifen + NADPH + O2 | recombinant isozymes FMO1 and FMO3 | Homo sapiens | N-methyl-tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | tamoxifen N-oxygenation represents a detoxication pathway | Rattus norvegicus | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | tamoxifen N-oxygenation represents a detoxication pathway | Sus scrofa | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | tamoxifen N-oxygenation represents a detoxication pathway, high activity by isozyme FMO1 | Mus musculus | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | tamoxifen N-oxygenation represents a detoxication pathway, low level of tamoxifen N-oxide production in human liver microsomes may be explained by the kinetics of FMO1 versus FMO3 | Homo sapiens | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | i.e. (Z)-(1-[4-(2-dimethyl-aminoethoxy)phenyl]-1,2-diphenyl-1-butene) | Sus scrofa | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | i.e. (Z)-(1-[4-(2-dimethyl-aminoethoxy)phenyl]-1,2-diphenyl-1-butene), a drug used in breast cancer therapy, isozymes FMO1 and FMO3 | Homo sapiens | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | i.e. Z-(1-[4-(2-dimethyl-aminoethoxy)phenyl]-1,2-diphenyl-1-butene) | Mus musculus | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | tamoxifen + NADPH + O2 | i.e. Z-(1-[4-(2-dimethyl-aminoethoxy)phenyl]-1,2-diphenyl-1-butene) | Rattus norvegicus | tamoxifen N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | trimethylamine + NADPH + O2 | - |
Homo sapiens | trimethylamine N-oxide + NADP+ + H2O | - |
? | |
| 1.14.13.8 | trimethylamine + NADPH + O2 | preferred substrate of isozyme FMO3 | Homo sapiens | trimethylamine N-oxide + NADP+ + H2O | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.14.13.8 | FMO | - |
Mus musculus |
| 1.14.13.8 | FMO | - |
Homo sapiens |
| 1.14.13.8 | FMO | - |
Rattus norvegicus |
| 1.14.13.8 | FMO | - |
Sus scrofa |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.14.13.8 | 37 | - |
assay at | Homo sapiens |
Turnover Number [1/s]
| EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.13.8 | 0.1 | - |
N-methyl-tamoxifen | about, recombinant isozyme FMO3 | Homo sapiens | |
| 1.14.13.8 | 0.33 | - |
N-methyl-tamoxifen | about, recombinant isozyme FMO1 | Homo sapiens | |
| 1.14.13.8 | 1.02 | - |
tamoxifen | pH 8.5, 37°C, recombinant wild-type isozyme FMO3 | Homo sapiens | |
| 1.14.13.8 | 1.7 | - |
tamoxifen | pH 8.5, 37°C, recombinant mutant isozyme FMO3 E158K | Homo sapiens | |
| 1.14.13.8 | 3.18 | - |
tamoxifen | pH 8.5, 37°C, recombinant isozyme FMO1 | Homo sapiens | |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.14.13.8 | 8.5 | - |
assay at | Homo sapiens |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.13.8 | FAD | - |
Mus musculus | |
| 1.14.13.8 | FAD | - |
Homo sapiens | |
| 1.14.13.8 | FAD | - |
Rattus norvegicus | |
| 1.14.13.8 | FAD | - |
Sus scrofa | |
| 1.14.13.8 | NADPH | - |
Mus musculus | |
| 1.14.13.8 | NADPH | - |
Homo sapiens | |
| 1.14.13.8 | NADPH | - |
Rattus norvegicus | |
| 1.14.13.8 | NADPH | - |
Sus scrofa | |
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