2-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}butanedioic acid

• ChemBase ID: 127415
• Molecular Formular: C14H14O9
• Molecular Mass: 326.25556
• Monoisotopic Mass: 326.06378203
• SMILES: Oc1ccc(cc1OC)/C=C/C(=O)OC(C(=O)O)C(O)C(=O)O
• Canonical SMILES: COc1cc(/C=C/C(=O)OC(C(C(=O)O)O)C(=O)O)ccc1O
• InChI: InChI=1S/C14H14O9/c1-22-9-6-7(2-4-8(9)15)3-5-10(16)23-12(14(20)21)11(17)13(18)19/h2-6,11-12,15,17H,1H3,(H,18,19)(H,20,21)
• InChIKey: XIWXUSFCUBAMFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}butanedioic acid
• IUPAC Traditional name: 2-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}butanedioic acid
• Synonyms: Fertaric acid

Database IDs

• PubChem SID: 162221736
• PubChem CID: 22298372
• Wikipedia Title: Fertaric_acid

CALCULATED PROPERTIES

• Acid pKa: 2.9512765
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -2.822912
• LogD (pH = 7.4): -5.573532
• Log P: 0.7438542
• Molar Refractivity: 74.2252 cm^3
• Polarizability: 28.88131 Å^3
• Polar Surface Area: 150.59 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true