(3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoic acid

• ChemBase ID: 6240
• Molecular Formular: C10H8O4
• Molecular Mass: 192.16812
• Monoisotopic Mass: 192.04225874
• SMILES: O=C(C(=O)O)/C=C/c1ccccc1O
• Canonical SMILES: OC(=O)C(=O)/C=C/c1ccccc1O
• InChI: InChI=1S/C10H8O4/c11-8-4-2-1-3-7(8)5-6-9(12)10(13)14/h1-6,11H,(H,13,14)/b6-5+
• InChIKey: HMXOGGUFCBUALL-AATRIKPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoic acid
• IUPAC Traditional name: 2-hydroxybenzalpyruvate
• Synonyms: (3E)-4-(2-HYDROXYPHENYL)-2-OXOBUT-3-ENOIC ACID

Database IDs

• PubChem SID: 160969665; 99445107
• PubChem CID: 5280911

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.927305
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.4067947
• LogD (pH = 7.4): -1.3753749
• Log P: 2.1217406
• Molar Refractivity: 50.3868 cm^3
• Polarizability: 18.756804 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.86
• LOG S: -2.49
• Solubility (Water): 6.23e-01 g/l

DETAILS

DrugBank - DB08636

Drug information: experimental