Ferulic Acid Ethyl Ester

• CAT Number: R026053
• CAS Number: 4046-02-0
• Molecular Formula: C12H14O4
• Molecular Weight: 222.24
• Purity: ≥95%
• Synonyms: BBR 3222; Ethyl 3-(4-Hydroxy-3-methoxyphenyl)acrylate; Ethyl 4-Hydroxy-3-methoxycinnamate; Ethyl Ferulate; Ferulic Acid Ethyl Ester; NSC 14879; 4-Hydroxy-3-methoxy-cinnamic Acid Ethyl Ester; 3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic Acid Ethyl Ester
• Target: NF-κB
• Storage: -20°C
• IUPAC Name: ethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C12H14O4/c1-3-16-12(14)7-5-9-4-6-10(13)11(8-9)15-2/h4-8,13H,3H2,1-2H3/b7-5+
• InChIKey: ATJVZXXHKSYELS-FNORWQNLSA-N
• SMILES: CCOC(=O)C=CC1=CC(=C(C=C1)O)OC

Ferulic acid is a hydroxycinnamic acid that is abundant in plants and originally derived from giant fennel (F. communis). This naturally-<wbr></wbr>occurring phenolic has antioxidant activities that provide protection against inflammation and cancer. Ferulic acid ethyl ester is a lipophilic derivative of ferulic acid, demonstrating increased ability to cross cell membranes. Ferulic acid ethyl ester has less antioxidant capacity than ferulic acid in neuronal PC12 cells (IC50 = 66.7 μM for ferulic acid ethyl ester vs. 44.6 μM for ferulic acid, 2,2-<wbr></wbr>diphenyl-<wbr></wbr>1-<wbr></wbr>picrylhydrazyl radical scavenging). However, ferulic acid ethyl ester increases the expression of heme oxygenase-<wbr></wbr>1, Hsp70, and Hsp72, providing neuroprotection against amyloid β-<wbr></wbr>peptide. Moreover, ferulic acid ethyl ester (25 μM) completely prevents cytotoxicity induced by ultraviolet B irradiation of normal human epidermal melanocytes, again associated with an induced expression of heme oxygenase-<wbr></wbr>1 and Hsp70.