Trimethylamine N-oxide

Catalog Number

ACM1184787

Product Name

Trimethylamine N-oxide

Structure

CAS

1184-78-7

Category

Heterocyclic Organic Compound

Description

TMAO (TMAO) is the organic compound in the class of amine oxides with the formula (CH3)3NO. This colorless solid is usually encountered as the dihydrate. It is a product of the oxidation of trimethylamine and a common metabolite in animals. It is an osmolyte found in saltwater fish, sharks, rays, molluscs, and crustaceans. It is a protein stabilizer that may serve to counteract urea, the major osmolyte of sharks, skates and rays. It is also higher in deep-sea fishes and crustaceans, where it may counteract the protein-destabilizing effects of pressure. TMAO decomposes to trimethylamine (TMA), which is the main odorant that is characteristic of degrading seafood.

Synonyms

Trimethyloxamine

IUPAC Name

N,N-Dimethylmethanamine oxide

Molecular Weight

75.11

Molecular Formula

C3H9NO

Canonical SMILES

C[N+](C)(C)[O-]

InChI

InChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3

InChI Key

UYPYRKYUKCHHIB-UHFFFAOYSA-N

Boiling Point

133.8 °C

Melting Point

220-222 °C(lit.)

Density

0.9301 g/cm³

Solubility

Soluble in water

Appearance

Pale yellow solid

Storage

Hygroscopic, room temperature, under inert atmosphere

Complexity

28.4

EC Number

214-675-6

Exact Mass

75.068413911

Hazard Codes

Xi

HS Code

2921110090

LogP

0.21130

MDL Number

MFCD00002048

Monoisotopic Mass

75.068413911

pKa

4.65(at 25 °C)

PSA

29.43

Refractive Index

1.4698

Topological Polar Surface Area

18.1 Ų

MSDS

COA

Spec Sheet