2-phenylethyl (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoate

• ChemBase ID: 163528
• Molecular Formular: C19H20O4
• Molecular Mass: 312.3597
• Monoisotopic Mass: 312.13615912
• SMILES: c1(c(ccc(c1)/C=C/C(=O)OCCc1ccccc1)OC)OC
• Canonical SMILES: COc1cc(/C=C/C(=O)OCCc2ccccc2)ccc1OC
• InChI: InChI=1S/C19H20O4/c1-21-17-10-8-16(14-18(17)22-2)9-11-19(20)23-13-12-15-6-4-3-5-7-15/h3-11,14H,12-13H2,1-2H3/b11-9+
• InChIKey: OHBFHJOQNCVEOU-PKNBQFBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-phenylethyl (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoate
• IUPAC Traditional name: 2-phenylethyl (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoate
• Synonyms: 3-(3,4-Dimethoxyphenyl)-2-propenoic Acid 2-Phenylethyl Ester; NSC 666253; Phenethyl 3,4-Dimethoxyphenylcinnamate; Phenethyl Dimethyl Caffeate; Caffeic Acid Dimethyl Ether Phenethyl Ester

Database IDs

• CAS Number: 145551-14-0
• PubChem SID: 162257663
• PubChem CID: 5353592

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.2131057
• LogD (pH = 7.4): 4.2131057
• Log P: 4.2131057
• Molar Refractivity: 90.123 cm^3
• Polarizability: 34.760246 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethanol; Ethyl Acetate
• Apperance: White to Off-White Solid
• Melting Point: 97-98°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C080010

An Inhibitor of ornithine decarboxylase and protein tyrosine kinase.

REFERENCES

• Rao, C.V., et al.: Chem. Biol. Interactions, 84, 277 (1992)
• Buolamwini, J., et al.: J. Med. Chem., 45, 841 (1992)
• Stevenson, D., et al.: Enz. Microb. Technol., 40, 1078 (1992)