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

• ChemBase ID: 173356
• Molecular Formular: C17H16O3
• Molecular Mass: 268.30714
• Monoisotopic Mass: 268.10994437
• SMILES: c1cc(ccc1/C=C/C(=O)OC)OCc1ccccc1
• Canonical SMILES: COC(=O)/C=C/c1ccc(cc1)OCc1ccccc1
• InChI: InChI=1S/C17H16O3/c1-19-17(18)12-9-14-7-10-16(11-8-14)20-13-15-5-3-2-4-6-15/h2-12H,13H2,1H3/b12-9+
• InChIKey: XQOAFLYGJKNOAR-FMIVXFBMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2E)-3-[4-(benzyloxy)phenyl]prop-2-enoate
• IUPAC Traditional name: methyl (2E)-3-[4-(benzyloxy)phenyl]prop-2-enoate
• Synonyms: (2E)-3-[4-(Phenylmethoxy)phenyl]-2-propenoic Acid Methyl Ester; Methyl 4-Benzyloxy Cinnamate

Database IDs

• CAS Number: 84184-51-0
• PubChem SID: 164229266
• PubChem CID: 5705500

CALCULATED PROPERTIES

• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.0821157
• LogD (pH = 7.4): 4.0821157
• Log P: 4.0821157
• Molar Refractivity: 78.9048 cm^3
• Polarizability: 30.402933 Å^3

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M288940

Cinnamic acid derivative used in structure-antifungal activity relationship study against Aspergillus flavus, Aspergillus terreus, and Aspergillus niger. An antifungal agent.

REFERENCES

• Bisagno, F., et al.: J. Agric. Food Chem., 55, 10645 (2007)