3-oxopentanoic acid

• ChemBase ID: 125404
• Molecular Formular: C5H8O3
• Molecular Mass: 116.11522
• Monoisotopic Mass: 116.04734412
• SMILES: O=C(CC)CC(=O)O
• Canonical SMILES: CCC(=O)CC(=O)O
• InChI: InChI=1S/C5H8O3/c1-2-4(6)3-5(7)8/h2-3H2,1H3,(H,7,8)
• InChIKey: FHSUFDYFOHSYHI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-oxopentanoic acid
• IUPAC Traditional name: 3-oxopentanoic acid
• Synonyms: beta-Ketopentanoate; 3-Oxopentanoate; 3-Oxovaleric acid; 3-Ketovaleric acid; 3-Oxopentanoic acid; 3-Ketopentanoic Acid; 3-Oxo-n-valeric Acid; 3-Oxo-pentanoic Acid; Propionylacetic Acid; β-Ketopentanoic Acid

Database IDs

• CAS Number: 10191-25-0
• PubChem SID: 162219754
• PubChem CID: 439684
• CHEBI ID: 27401
• Chemspider ID: 388751
• KEGG ID: C02233
• Wikipedia Title: 3-Oxopentanoic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.2192984
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.60139436
• LogD (pH = 7.4): -2.321189
• Log P: 0.6990441
• Molar Refractivity: 27.1658 cm^3
• Polarizability: 10.62324 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O870065

Urinary metabolite of isoleucine found in patients with methylmalonic and proprionic acidemia.

REFERENCES

• Kuhara, T. et al.: Biomed, Mass Spec., 10, 629 (1983)
• Duran, M. et al.: J. Inher. Metab. Dis., 1, 105 (1983)