2-(phosphonooxy)prop-2-enoic acid

• ChemBase ID: 1589
• Molecular Formular: C3H5O6P
• Molecular Mass: 168.041961
• Monoisotopic Mass: 167.98237451
• SMILES: OC(=O)C(=C)OP(=O)(O)O
• Canonical SMILES: OC(=O)C(=C)OP(=O)(O)O
• InChI: InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8)
• InChIKey: DTBNBXWJWCWCIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(phosphonooxy)prop-2-enoic acid
• IUPAC Traditional name: phosphoenolpyruvic acid
• Synonyms: Phosphoenolpyruvic acid; PEP; Phosphoenolpyruvic acid; Phosphoenolpyruvate

Database IDs

• CAS Number: 138-08-9
• PubChem SID: 160965046; 46506098
• PubChem CID: 1005
• CHEBI ID: 44897
• Chemspider ID: 980
• DrugBank ID: DB01819
• Wikipedia Title: Phosphoenolpyruvic_acid

CALCULATED PROPERTIES

JChem

• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 0.7594135
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -5.068693
• LogD (pH = 7.4): -7.721958
• Log P: -0.63957554
• Molar Refractivity: 30.1317 cm^3
• Polarizability: 11.945705 Å^3

ALOGPS 2.1

• Solubility (Water): 1.32e+01 g/l
• Log P: -1.22
• LOG S: -1.1

DETAILS

DrugBank - DB01819

• Drug Groups: experimental
• External Links: Wikipedia