1.02010-04-08 22:09:07 UTC2019-11-26 03:03:37 UTCFDB010413Trimethylamine oxideTrimethylamine N-oxide (TMAO) is an oxidation product of trimethylamine and a common metabolite in animals and humans. TMAO decomposes to trimethylamine (TMA), which is the main odorant that is characteristic of degrading seafood. TMAO is an osmolyte that the body will use to counter-act the effects of increased concentrations of urea (due to kidney failure) and can be used as a biomarker for kidney problems. Fish odor syndrome or trimethylaminuria is a defect in the production of the enzyme flavin containing monooxygenase 3 (FMO3) causing incomplete breakdown of trimethylamine from choline-containing food into trimethylamine oxide. Trimethylamine then builds up and is released in the person's sweat, urine, and breath, giving off a strong fishy odor.; Trimethylamine N-oxide, also known by several other names and acronyms, is the organic compound with the formula (CH3)3NO. This colorless solid is usually encountered as the dihydrate. It is an oxidation product of trimethylamine and a common metabolite in animals. It is an osmolyte found in saltwater fish, sharks and rays, molluscs, and crustaceans. Along with free amino acids, it reduces the 3% salinity of seawater to about 1% of dissolved solids inside cells. TMAO decomposes to trimethylamine (TMA), which is the main odorant that is characteristic of degrading seafood.; Trimethylaminuria is a defect in the production of the enzyme flavin containing monooxygenase 3 (FMO3),, causing incomplete breakdown of trimethylamine from choline-containing food into trimethylamine oxide. Trimethylamine then builds up and is released in the person's sweat, urine, and breath, giving off a strong fishy odor. Urinary TMAO is a biomarker for the consumption of fish, especially cold-water fish.(CH3)3NOMe3N(+)O(-)Me3N(O)Methanamine, n,n-dimethyl-, n-oxideN,n-dimethylmethanamine n-oxideN,n-dimethylmethanamine oxideN,n-dimethylmethanamine oxide (iupac)N(CH3)3OTma-oxideTmanoTMAOTrimenthlamine-n-oTrimethylamine n-oxideTrimethylamine n-oxide dihydrateTrimethylamine-n-oxideTrimethylamine, n-oxideTrimethylamine, N-oxide (8CI)TrimethylaminoxidTrimethylammonium oxideTrimethyloxamineTrioxC3H9NO75.109775.068413915N,N-dimethylmethanamine oxidetrimethylamine-n-oxide1184-78-7C[N+](C)(C)[O-]InChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3UYPYRKYUKCHHIB-UHFFFAOYSA-NSolidlogp-2.01logs-0.11solubility5.78e+01 g/lmelting_point95-99 oClogp-0.93pka_strongest_basic4.66iupacN,N-dimethylmethanamine oxideaverage_mass75.1097mono_mass75.068413915smilesC[N+](C)(C)[O-]formulaC3H9NOinchiInChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3inchikeyUYPYRKYUKCHHIB-UHFFFAOYSA-Npolar_surface_area23.06refractivity22.03polarizability8.4rotatable_bond_count0acceptor_count1donor_count0physiological_charge0formal_charge0Specdb::NmrTwoD1546Specdb::MsIr966Specdb::EiMs705Specdb::CMs17537Specdb::CMs169443Specdb::MsMs1312Specdb::MsMs1313Specdb::MsMs1314Specdb::MsMs4875Specdb::MsMs4876Specdb::MsMs4877Specdb::MsMs4878Specdb::MsMs4879Specdb::MsMs4880Specdb::MsMs304822Specdb::MsMs304823Specdb::MsMs304824Specdb::MsMs348115Specdb::MsMs348116Specdb::MsMs348117Specdb::MsMs447109Specdb::MsMs447110Specdb::MsMs447111Specdb::MsMs447112Specdb::MsMs447113Specdb::MsMs448169Specdb::MsMs2235697Specdb::MsMs2237658Specdb::MsMs2237863Specdb::MsMs2239724Specdb::NmrOneD1286Specdb::NmrOneD1605Specdb::NmrOneD2177Specdb::NmrOneD2865Specdb::NmrOneD145790Specdb::NmrOneD145791Specdb::NmrOneD145792Specdb::NmrOneD145793Specdb::NmrOneD145794Specdb::NmrOneD145795Specdb::NmrOneD145796Specdb::NmrOneD145797Specdb::NmrOneD145798Specdb::NmrOneD145799Specdb::NmrOneD145800Specdb::NmrOneD145801Specdb::NmrOneD145802Specdb::NmrOneD145803Specdb::NmrOneD145804Specdb::NmrOneD145805Specdb::NmrOneD145806Specdb::NmrOneD145807Specdb::NmrOneD145808Specdb::NmrOneD145809Specdb::NmrOneD166485HMDB0092515724TMO#<Reference:0x000055567617cda8>#<Reference:0x000055567617cbf0>#<Reference:0x000055567617ca38>#<Reference:0x000055567617c880>#<Reference:0x000055567617c6c8>#<Reference:0x000055567617c510>#<Reference:0x000055567617c358>#<Reference:0x000055567617c1a0>#<Reference:0x000055567617bf70>#<Reference:0x000055567617bca0>#<Reference:0x000055567617ba48>#<Reference:0x000055567617b700>#<Reference:0x000055567617b3e0>#<Reference:0x000055567617b1b0>#<Reference:0x000055567617af08>#<Reference:0x000055567617acd8>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Milk (Cow)Type 2specific44.544.544.5uMMountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823odorless