2-propanamidoacetic acid

• ChemBase ID: 37713
• Molecular Formular: C5H9NO3
• Molecular Mass: 131.12986
• Monoisotopic Mass: 131.05824315
• SMILES: C(=O)(NCC(=O)O)CC
• Canonical SMILES: CCC(=O)NCC(=O)O
• InChI: InChI=1S/C5H9NO3/c1-2-4(7)6-3-5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9)
• InChIKey: WOMAZEJKVZLLFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-propanamidoacetic acid
• IUPAC Traditional name: propionylglycine
• Synonyms: N-Propionylglycine; N-(1-Oxopropyl)glycine; N-Propionylglycine; NSC 158539; Propionylglycine; Propionyl Glycine; (propionylamino)acetic acid

Database IDs

• CAS Number: 21709-90-0
• MDL Number: MFCD09049674
• PubChem SID: 161001020
• PubChem CID: 98681

CALCULATED PROPERTIES

• Acid pKa: 3.9349964
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.200077
• LogD (pH = 7.4): -3.8232534
• Log P: -0.6280931
• Molar Refractivity: 30.0741 cm^3
• Polarizability: 11.793255 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 121 - 123°C
• Hydrophobicity(logP): -0.378

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - P788500

A metabolite of methylmalonic acid and propionic acid in children with methylmalonic acid and propionic acid metabolic disorders.

REFERENCES

• Duran, M., et al.: Clin. Chimica Acta, 82, 93 (1978)
• Thompson, G.N., et al.: Pediatric Res., 27, 413 (1978)