Guanidinopropionic acid

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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
353-09-3 YesY
3DMet B00534
1705262
ChEBI CHEBI:15968 N
ChEMBL ChEMBL20489 N
ChemSpider 61020 N
EC Number 206-530-0
Jmol 3D model Interactive image
Interactive image
KEGG C03065 N
MeSH guanidopropionic+acid
PubChem 67701
RTECS number AY3157500
  • 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
  • [nH]:c(:[nH2]):[nH]CCc(:[o]):[oH]
  • NC(=N)NCCC(O)=O
Properties
C4H9N3O2
Molar mass 131.14 g·mol−1
Appearance White crystals
Odor Odourless
log P −1.472
Acidity (pKa) 4.219
Basicity (pKb) 9.778
Vapor pressure {{{value}}}
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).
N verify (what is YesYN ?)
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

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