Dimethylglycine

Dimethylglycine
Names
	IUPAC name N,N-Dimethylglycine
	Systematic IUPAC name (Dimethylamino)acetic acid
Identifiers
CAS Number	1118-68-9 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1700261
ChEBI	CHEBI:17724 ;
ChemSpider	653 ;
DrugBank	DB02083 ;
ECHA InfoCard	100.012.971
EC Number	214-267-8;
Gmelin Reference	82215
KEGG	C01026 ;
MeSH	dimethylglycine
PubChem CID	673;
RTECS number	MB9865000;
UNII	7797M4CPPA ;
CompTox Dashboard (EPA)	DTXSID6074336 ;
	InChI InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7) Key: FFDGPVCHZBVARC-UHFFFAOYSA-N ;
	SMILES CN(C)CC(O)=O;
Properties
Chemical formula	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:
Pictograms
Signal word	Warning
Hazard statements	H302
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>650 mg kg−1 (oral, rat)
Related compounds
Related alkanoic acids	Sarcosine; Glycocyamine; Creatine; N-Methyl-D-aspartic acid; beta-Methylamino-L-alanine; Guanidinopropionic acid;
Related compounds	Dimethylacetamide
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.