2-oxo-3-phosphonopropanoic acid

• ChemBase ID: 2254
• Molecular Formular: C3H5O6P
• Molecular Mass: 168.041961
• Monoisotopic Mass: 167.98237451
• SMILES: OC(=O)C(=O)CP(=O)(O)O
• Canonical SMILES: OC(=O)C(=O)CP(=O)(O)O
• InChI: InChI=1S/C3H5O6P/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H2,7,8,9)
• InChIKey: CHDDAVCOAOFSLD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-3-phosphonopropanoic acid
• IUPAC Traditional name: phosphonopyruvate; 3-phosphohydroxypyruvate
• Synonyms: 2-Oxo-3-phosphonopropanoic Acid; 3-Phosphono Pyruvic Acid; Phosphonopyruvate

Database IDs

• CAS Number: 5824-58-8
• PubChem SID: 46508869; 160965707
• PubChem CID: 439811

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.6432288
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -6.0692034
• LogD (pH = 7.4): -7.1858616
• Log P: -1.3069837
• Molar Refractivity: 28.98 cm^3
• Polarizability: 11.637633 Å^3
• Polar Surface Area: 111.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.9
• LOG S: -0.95
• Solubility (Water): 1.88e+01 g/l

DETAILS

DrugBank - DB02522

Drug information: experimental

Toronto Research Chemicals - P358700

A novel carbon-phosphorus bond cleavage enzyme from Variovorax sp. Pal2.

REFERENCES

• Sparkes, M., et al.: Eur. J. Biochem., 194, 373 (1990)
• McGrath, J., et al.: Eur. J. Biochem., 234, 225 (1990)
• Baker, A., et al.: Biochemistry, 37, 9305 (1990)