(2S)-2-(2-{[(2Z)-2-[(3,4-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-3-(4-hydroxyphenyl)propanoic acid

• ChemBase ID: 213030
• Molecular Formular: C28H25NO9
• Molecular Mass: 519.4994
• Monoisotopic Mass: 519.15293139
• SMILES: C\1(=C\c2cc(c(cc2)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)Cc1ccc(cc1)O)cc2
• Canonical SMILES: COc1cc(ccc1OC)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@H](C(=O)O)Cc1ccc(cc1)O
• InChI: InChI=1S/C28H25NO9/c1-35-22-10-5-17(12-24(22)36-2)13-25-27(32)20-9-8-19(14-23(20)38-25)37-15-26(31)29-21(28(33)34)11-16-3-6-18(30)7-4-16/h3-10,12-14,21,30H,11,15H2,1-2H3,(H,29,31)(H,33,34)/b25-13-/t21-/m0/s1
• InChIKey: ZOLBWQPEZBEHMV-CLVGQAISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-{[(2Z)-2-[(3,4-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-3-(4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2Z)-2-[(3,4-dimethoxyphenyl)methylidene]-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-3-(4-hydroxyphenyl)propanoic acid

Database IDs

• PubChem SID: 164268940
• PubChem CID: 16404811

CALCULATED PROPERTIES

• Acid pKa: 3.1077542
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 0.6600037
• LogD (pH = 7.4): -0.44021052
• Log P: 3.023486
• Molar Refractivity: 136.4178 cm^3
• Polarizability: 52.180023 Å^3
• Polar Surface Area: 140.62 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds