Record Information
Version1.0
Creation date2018-04-16 08:37:04 UTC
Update date2018-04-17 10:36:24 UTC
FoodComEx IDPC001124
FoodDB RecordFDB010413
Chemical Information
NameTrimethylamine oxide
DescriptionTrimethylamine 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. This colorless solid is usually encountered as the dihydrate. Urinary TMAO has been proposed as a biomarker for the consumption of fish, especially cold-water fish.
CAS Number1184-78-7
Structure
Thumb
Synonyms
SynonymSource
(CH3)3NObiospider
Me3N(+)O(-)ChEBI
Me3N(O)ChEBI
Methanamine, n,n-dimethyl-, n-oxidebiospider
N,n-dimethylmethanamine n-oxidebiospider
N,n-dimethylmethanamine oxidebiospider
N,n-dimethylmethanamine oxide (iupac)biospider
N(CH3)3Obiospider
Tma-oxidebiospider
Tmanobiospider
TMAObiospider
Trimenthlamine-n-obiospider
Trimethylamine n-oxidebiospider
Trimethylamine n-oxide dihydratebiospider
Trimethylamine-n-oxidebiospider
Trimethylamine, n-oxidebiospider
Trimethylamine, N-oxide (8CI)biospider
Trimethylaminoxidbiospider
Trimethylammonium oxidebiospider
Trimethyloxaminebiospider
Trioxbiospider
Chemical FormulaC3H9NO
IUPAC nameN,N-dimethylmethanamine oxide
InChI IdentifierInChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3
InChI KeyUYPYRKYUKCHHIB-UHFFFAOYSA-N
Isomeric SMILESC[N+](C)(C)[O-]
Average Molecular Weight75.1097
Monoisotopic Molecular Weight75.068413915
Chemical Taxonomy
Description Belongs to the class of organic compounds known as trialkyl amine oxides. These are hydrocarbyl derivatives of the aminoxide anion, with the general formula R3N+[O-] or R3N=O, where R is an alkyl group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAminoxides
Direct ParentTrialkyl amine oxides
Alternative Parents
Substituents
  • Trialkyl amine oxide
  • Trisubstituted n-oxide
  • N-oxide
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting Point95-99 oC
Foods of Origin
Fish
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 5 mg
Delivery Time2 weeks
Storage Formpowder
Storage ConditionsRT
StabilityNot Available
Purity>98%
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Claudine ManachINRA, Human Nutrition, Research Center Auvergne-Rhône-Alpes - Theix, Clermont-Ferrand, FR, F-63122claudine.manach@inra.fr
Commercial Vendors
AKSci 9161AJ
Cayman Chemical 17354