Guanidinopropionic acid

Guanidinopropionic acid
IUPAC name 3-Carbamimidamidopropanoic acid[1]
Other names 3-(Diaminomethylideneamino)propanoic acid[citation needed]
Identifiers
CAS number	353-09-3 Y
PubChem	67701
ChemSpider	61020 Y
EC number	206-530-0
KEGG	C03065 Y
MeSH	guanidopropionic+acid
ChEBI	CHEBI:15968 Y
ChEMBL	CHEMBL20489 Y
RTECS number	AY3157500
Beilstein Reference	1705262
3DMet	B00534
Jmol-3D images	{{#if:[nH]:c(:[nH2]):[nH]CCc(:[o]):[oH]NC(=N)NCCC(O)=O|Image 1 Image 2
SMILES [nH]:c(:[nH2]):[nH]CCc(:[o]):[oH] NC(=N)NCCC(O)=O
InChI InChI=1S/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7) Y Key: KMXXSJLYVJEBHI-UHFFFAOYSA-N Y
Properties
Molecular formula	C4H9N3O2
Molar mass	131.13 g mol−1
Appearance	White crystals
Odor	Odourless
log P	−1.472
Acidity (pKa)	4.219
Basicity (pKb)	9.778
Hazards
GHS pictograms
GHS signal word	WARNING
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P305+351+338
EU classification	Xi
R-phrases	R36/37/38
S-phrases	S26, S36
Related compounds
Related alkanoic acids	Sarcosine Dimethylglycine Glycocyamine Creatine N-Methyl-D-aspartic acid beta-Methylamino-L-alanine Arginine
Related compounds	Dimethylacetamide
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

β-Guanidinopropionic acid, also referred to as guanidinopropionic acid, beta-guanidinopropionic acid or β-GPA, is a dietary supplement.

β-Guanidinopropionic acid is a white crystalline powder soluble in water (50 mg/ml-clear, colorless solution).^[2]

Studies on animals (rats, monkeys, hamsters) show that acidic guanidine derivatives such as β-GPA can ameliorate hyperglycemia in animal models of noninsulin-dependent diabetes.^[3]

Though the oral availability of β-GPA is well established, the basic uptake mechanism has not been studied yet.^[4]

References