Guanidinopropionic acid

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

Guanidinopropionic acid

Skeletal formula of a guanidinopropionic acid minor tautomer
Names
IUPAC name 3-Carbamimidamidopropanoic acid[1]
Other names 3-(Diaminomethylideneamino)propanoic acid[citation needed]
Identifiers
CAS Number	353-09-3 Y
3D model (JSmol)	Interactive image
Beilstein Reference	1705262
ChEBI	CHEBI:15968 N
ChEMBL	ChEMBL20489 N
ChemSpider	61020 N
ECHA InfoCard	100.005.937
EC Number	206-530-0
KEGG	C03065 N
MeSH	guanidopropionic+acid
PubChem CID	67701
RTECS number	AY3157500
UNII	UL1984YRKA Y
CompTox Dashboard (EPA)	DTXSID40188795
InChI InChI=1S/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7) N Key: KMXXSJLYVJEBHI-UHFFFAOYSA-N N
SMILES NC(=N)NCCC(O)=O
Properties
Chemical formula	C4H9N3O2
Molar mass	131.135 g·mol−1
Appearance	White crystals
Odor	Odourless
log P	−1.472
Acidity (pKa)	4.219
Basicity (pKb)	9.778
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P305+P351+P338
Related compounds
Related alkanoic acids	Sarcosine Dimethylglycine Glycocyamine Creatine N-Methyl-D-aspartic acid beta-Methylamino-L-alanine Arginine
Related compounds	Dimethylacetamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

β-Guanidinopropionic acid, also known as Ompenaclid (RGX-202), is being investigated in colorectal cancer by Inspirna and Merck^[2]

β-Guanidinopropionic acid is a white crystalline powder soluble in water (50 mg/ml-clear, colorless solution).^[3]

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.^[4]

Though the oral availability of β-GPA is well established, the basic uptake mechanism has not been studied yet.^[5]