2-hydroxy-4-oxopentanedioic acid

• ChemBase ID: 170680
• Molecular Formular: C5H6O6
• Molecular Mass: 162.09754
• Monoisotopic Mass: 162.01643791
• SMILES: C(=O)(CC(O)C(=O)O)C(=O)O
• Canonical SMILES: OC(C(=O)O)CC(=O)C(=O)O
• InChI: InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)
• InChIKey: WXSKVKPSMAHCSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-4-oxopentanedioic acid
• IUPAC Traditional name: 4-hydroxy-2-oxoglutaric acid
• Synonyms: 2-Hydroxy-4-oxopentanedioic Acid; 4-Hydroxy-2-ketoglutaric Acid Dilithium Salt; 4-Hydroxy-2-oxoglutaric Acid; DL-2-Oxo-4-hydroxyglutarate Dilithium Salt; DL-2-Keto-4-Hydroxyglutaric Acid; γ-Hydroxy-α-ketoglutaric Αcid Dilithium Salt; DL-4-Hydroxy-2-ketoglutarate Dilithium Salt

Database IDs

• CAS Number: 1187-99-1
• PubChem SID: 164226590
• PubChem CID: 599

CALCULATED PROPERTIES

• Acid pKa: 2.449106
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -5.917913
• LogD (pH = 7.4): -7.7695274
• Log P: -0.82442176
• Molar Refractivity: 30.2212 cm^3
• Polarizability: 12.1204815 Å^3
• Polar Surface Area: 111.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H943645

A 4-substituted analog of Glutamic acid. This compound is a good enzyme substrate for GOT (glutamic oxalacetic aminotransferase).

REFERENCES

• Hori, Y., et al.: J. Anal. Toxicol., 27, 162 (2003)
• Alessandri, M., et al.: Anal. Biochem., 343, 356 (2003)
• Mashego, M., et al.: Biotechnol. Lett., 29, 1 (2003)