Dimethylglycine

Dimethylglycine
Skeletal formula of dimethylglycine
Ball-and-stick model of the dimethylglycine molecule as a zwitterion
Names
IUPAC name
N,N-Dimethylglycine
Systematic IUPAC name
(Dimethylamino)acetic acid
Identifiers
3D model (JSmol)
3DMet
1700261
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.012.971 Edit this at Wikidata
EC Number
  • 214-267-8
82215
KEGG
MeSH dimethylglycine
RTECS number
  • MB9865000
UNII
  • InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7) checkY
    Key: FFDGPVCHZBVARC-UHFFFAOYSA-N checkY
  • CN(C)CC(O)=O
Properties
C4H9NO2
Molar mass 103.121 g·mol−1
Appearance White crystals
Odor Odourless
Density 1.069 g/mL
Melting point 178 to 182 °C (352 to 360 °F; 451 to 455 K)
Boiling point 175.2 °C (347.4 °F; 448.3 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302
Lethal dose or concentration (LD, LC):
>650 mg kg−1 (oral, rat)
Related compounds
Related alkanoic acids
Related compounds
Dimethylacetamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dimethylglycine (DMG) is a derivative of the amino acid glycine with the structural formula (CH3)2NCH2COOH. It can be found in beans and liver, and has a sweet taste. It can be formed from trimethylglycine upon the loss of one of its methyl groups. It is also a byproduct of the metabolism of choline.

When DMG was first discovered, it was referred to as Vitamin B16, but, unlike true B vitamins, deficiency of DMG in the diet does not lead to any ill-effects and it is synthesized by the human body in the citric acid cycle meaning it does not meet the definition of a vitamin.