Structure via PubChem · Public domain (PubChem)
betaine
Sign in to saveAlso known as trimethylaminoacetic acid, 2-trimethylammonioethanoate, 2-(trimethylazaniumyl)acetate, oxyneurine, trimethylglycine, glycinebetaine, 1-carboxy-N,N,N-trimethylmethanaminium inner salt, trimethylaminoacetate
Trimethylglycine is an amino acid derivative with the formula . A colorless, water-soluble solid, it occurs in plants. Trimethylglycine is a zwitterion: the molecule contains both a quaternary ammonium group and a carboxylate group. Trimethylglycine was the first betaine discovered; originally it was simply called betaine because it was discovered in sugar beets (Beta vulgaris subsp. vulgaris). Several other betaines are now known.
Chemical data
- Formula
- C5H11NO2
- Molecular weight
- 117.15 g/mol
- IUPAC name
- 2-(trimethylazaniumyl)acetate
- SMILES
- C[N+](C)(C)CC(=O)[O-]
- InChIKey
- KWIUHFFTVRNATP-UHFFFAOYSA-N
- XLogP
- 0.5
- Polar surface area
- 40.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Has part
- hydrogen
- Mass
- 117.079
Show 8 more facts
- found in taxon
- Allenrolfea occidentalis
- chemical formula
- C₅H₁₁NO₂
- canonical SMILES
- C[N+](C)(C)CC(=O)[O-]
- medical condition treated
- homocystinuria
- INCI name
- Betaine
- different from
- betanin
- Commons category
- Trimethylglycine
- subject has role
- primary metabolite
via Wikidata · CC0
~6 min read
Encyclopedic overview
10 sectionsContents
- Medical uses
- Biological function
- Biosynthesis
- Osmolyte
- Methyl donor
- Agriculture and aquaculture
- In foods
- Side effects
- References
- External links
Trimethylglycine is an amino acid derivative with the formula . A colorless, water-soluble solid, it occurs in plants. Trimethylglycine is a zwitterion: the molecule contains both a quaternary ammonium group and a carboxylate group. Trimethylglycine was the first betaine discovered; originally it was simply called betaine because it was discovered in sugar beets (Beta vulgaris subsp. vulgaris). Several other betaines are now known.
== Medical uses == Betaine, sold under the brand name Cystadane, is indicated for the adjunctive treatment of homocystinuria, involving deficiencies or defects in cystathionine beta-synthase (CBS), 5,10-methylene-tetrahydrofolate reductase (MTHFR), or cobalamin cofactor metabolism (cbl).
Excerpted from Wikipedia’s “betaine” article, available under the CC BY-SA 4.0 licence.