(2Z)-3-[3,4-bis(acetyloxy)phenyl]-2-acetamidoprop-2-enoic acid

• ChemBase ID: 158921
• Molecular Formular: C15H15NO7
• Molecular Mass: 321.2821
• Monoisotopic Mass: 321.08485183
• SMILES: c1c(c(ccc1/C=C(\NC(=O)C)/C(=O)O)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)N/C(=C\c1ccc(c(c1)OC(=O)C)OC(=O)C)/C(=O)O
• InChI: InChI=1S/C15H15NO7/c1-8(17)16-12(15(20)21)6-11-4-5-13(22-9(2)18)14(7-11)23-10(3)19/h4-7H,1-3H3,(H,16,17)(H,20,21)/b12-6-
• InChIKey: AAJVHBSGWUAGPJ-SDQBBNPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-3-[3,4-bis(acetyloxy)phenyl]-2-acetamidoprop-2-enoic acid
• IUPAC Traditional name: (2Z)-3-[3,4-bis(acetyloxy)phenyl]-2-acetamidoprop-2-enoic acid
• Synonyms: 2-(Acetylamino)-3-[3,4-bis(acetyloxy)phenyl]-2-propenoic Acid; 2-Acetamido-3-(3,4-diacetoxyphenyl)-2-propenoic Acid

Database IDs

• CAS Number: 65329-03-5
• PubChem SID: 162253056
• PubChem CID: 7471807

CALCULATED PROPERTIES

• Acid pKa: 3.0887797
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.367407
• LogD (pH = 7.4): -3.4494386
• Log P: 0.013616219
• Molar Refractivity: 78.3934 cm^3
• Polarizability: 30.099691 Å^3
• Polar Surface Area: 119.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Yellow Solid
• Melting Point: 187-188°C