methyl (2E)-3-[4-(benzyloxy)-3-hydroxyphenyl]prop-2-enoate

• ChemBase ID: 161605
• Molecular Formular: C17H16O4
• Molecular Mass: 284.30654
• Monoisotopic Mass: 284.10485899
• SMILES: c1(c(ccc(c1)/C=C/C(=O)OC)OCc1ccccc1)O
• Canonical SMILES: COC(=O)/C=C/c1ccc(c(c1)O)OCc1ccccc1
• InChI: InChI=1S/C17H16O4/c1-20-17(19)10-8-13-7-9-16(15(18)11-13)21-12-14-5-3-2-4-6-14/h2-11,18H,12H2,1H3/b10-8+
• InChIKey: IQARPTKBUIEURR-CSKARUKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2E)-3-[4-(benzyloxy)-3-hydroxyphenyl]prop-2-enoate
• IUPAC Traditional name: methyl (2E)-3-[4-(benzyloxy)-3-hydroxyphenyl]prop-2-enoate
• Synonyms: 3-(4-Benzyloxy-4-hydroxyphenyl)-2-propenoic Acid Methyl Ester; 3-[3-Hydroxy-4-(phenylmethoxy)phenyl]-2-propenoic Acid Methyl Ester; 4-O-Benzyl-caffeic Acid Methyl Ester

Database IDs

• PubChem SID: 162255740
• PubChem CID: 71313841

CALCULATED PROPERTIES

• Acid pKa: 9.789397
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.778528
• LogD (pH = 7.4): 3.776794
• Log P: 3.7785501
• Molar Refractivity: 80.8857 cm^3
• Polarizability: 30.999409 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - B279760

Caffeic Acid (C080000) derivative. Constituent of plants.