disodium 2-hydroxypentanedioate

• ChemBase ID: 170616
• Molecular Formular: C5H6Na2O5
• Molecular Mass: 192.07768
• Monoisotopic Mass: 192.00106185
• SMILES: C(CCC(=O)[O-])(O)C(=O)[O-].[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)CCC(C(=O)[O-])O.[Na+].[Na+]
• InChI: InChI=1S/C5H8O5.2Na/c6-3(5(9)10)1-2-4(7)8;;/h3,6H,1-2H2,(H,7,8)(H,9,10);;/q;2*+1/p-2
• InChIKey: DZHFTEDSQFPDPP-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 2-hydroxypentanedioate
• IUPAC Traditional name: disodium α-hydroxyglutarate
• Synonyms: 2-Hydroxypentanedioic Acid Sodium Salt; (+/-)-2-Hydroxyglutaric Acid Disodium Salt; α-Hydroxyglutaric Acid Sodium Salt; 2,3-Dideoxypentaric Acid Disodium Salt; DL-2-Hydroxyglutaric Acid Disodium Salt; Sodium α-Hydroxyglutarate; 2-Hydroxyglutaric Acid Disodium Salt, contains up to 10% Methanol

Database IDs

• CAS Number: 40951-21-1
• PubChem SID: 164226526
• PubChem CID: 218623

CALCULATED PROPERTIES

• Acid pKa: 3.276486
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -4.3875756
• LogD (pH = 7.4): -7.3476586
• Log P: -0.8249802
• Molar Refractivity: 51.3044 cm^3
• Polarizability: 11.659656 Å^3
• Polar Surface Area: 100.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White to Off-White Solid
• Melting Point: >290°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H942575

2-Hydroxyglutaric acid is a potential inhibitor of glutamate carboxypeptidase.

REFERENCES

• Wolcott, T.G., et al.: Biochem. Biophys. Res. Commun., 57, 709 (1974)
• Knowles, P.F., et al.: Eur. J. Biochem., 114, 139 (1974)