2-oxo-3-(phosphonooxy)propanoic acid

• ChemBase ID: 128952
• Molecular Formular: C3H5O7P
• Molecular Mass: 184.041361
• Monoisotopic Mass: 183.97728913
• SMILES: C(C(=O)C(=O)O)OP(=O)(O)O
• Canonical SMILES: OC(=O)C(=O)COP(=O)(O)O
• InChI: InChI=1S/C3H5O7P/c4-2(3(5)6)1-10-11(7,8)9/h1H2,(H,5,6)(H2,7,8,9)
• InChIKey: LFLUCDOSQPJJBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-3-(phosphonooxy)propanoic acid
• IUPAC Traditional name: phosphohydroxypyruvate
• Synonyms: Phosphohydroxypyruvic acid; 2-Oxo-3-(phosphonooxy)propanoic Acid Barium Salt; 3-Phosphohydroxy Pyruvate Barium Salt; Hydroxypyruvic Acid Phosphate Barium Salt

Database IDs

• CAS Number: 114887-36-4; 3913-50-6
• PubChem SID: 162223254
• PubChem CID: 105
• MeSH Name: Phosphohydroxypyruvic+acid
• Wikipedia Title: Phosphohydroxypyruvic_acid

CALCULATED PROPERTIES

• Acid pKa: 1.0202502
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -6.0001054
• LogD (pH = 7.4): -7.942341
• Log P: -0.8749401
• Molar Refractivity: 30.5648 cm^3
• Polarizability: 12.454624 Å^3
• Polar Surface Area: 121.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H953190

One of the essential metabolite for microbial growth.

REFERENCES

• Allegra, C., et al.: J. Biol. Chem., 262, 13520 (1987)
• Santi, D., et al.: Biochemistry, 13, 471 (1987)