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betaine

Structure via PubChem · Public domain (PubChem)

EntityQ10860583· pop 28· linked from 45 articles

Also 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.

In the Vinony graph

Vinony's link graph records 45 inbound references to betaine, and connects out to laronidase, cereal germ and Arylsulfatase B.

It is catalogued under topics including Alpha-Amino acids, Amino acid derivatives and Chembox having GHS data.

Vinony links it to 27 Wikipedia language editions.

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
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
Sources (5)

via Wikidata · CC0

~6 min read

Encyclopedic overview

10 sections
Contents
  • 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.

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