Ethyl ferulate

Names

[ Name ]:
Ethyl ferulate

[Synonym ]:
ethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
MFCD00009190
4-Hydroxy-3-methoxycinnamic Acid Ethyl Ester
Ferulic acid ethyl ester
Ethyl 4-Hydroxy-3-MethoxycinnaMate
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, ethyl ester
EINECS 223-745-5
Ethyl Ferulate
Ethyl 3-(4-hydroxy-3-methoxyphenyl)acrylate

Biological Activity

[Description]:

Ethyl ferulate, a naturally lipophilic derivative of ferulic acid originally derived from giant fennel (F. communis), induces heme oxygenase-1 (HO-1) and protects rat neurons against oxidative stress[1]. Ethyl ferulate also protects neurons against amyloid β peptide (1-42)-induced oxidative stress and neurotoxicity[2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[References]

[1]. Scapagnini G, et al. Ethyl ferulate, a lipophilic polyphenol, induces HO-1 and protects rat neurons against oxidative stress. Antioxid Redox Signal. 2004 Oct;6(5):811-8.

[2]. Sultana R, et al. Ferulic acid ethyl ester protects neurons against amyloid beta- peptide(1-42)-induced oxidative stress and neurotoxicity: relationship to antioxidant activity. J Neurochem. 2005 Feb;92(4):749-58.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
382.3±0.0 °C at 760 mmHg

[ Melting Point ]:
63-65 °C(lit.)

[ Molecular Formula ]:
C₁₂H₁₄O₄

[ Molecular Weight ]:
222.24

[ Flash Point ]:
132.5±17.2 °C

[ Exact Mass ]:
222.089203

[ PSA ]:
55.76000

[ LogP ]:
1.94

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.566

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2918990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918990090

[ Summary ]:
2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Soluble and cell wall-bound phenolic acids and ferulic acid dehydrodimers in rye flour and five bread model systems: insight into mechanisms of improved availability.

J. Sci. Food Agric. 95(5) , 1103-15, (2015)

The bread-making process influences bread components, including phenolics that significantly contribute to its antioxidant properties. Five bread model systems made from different rye cultivars were i...

Hydroxycinnamic acid ethyl esters as precursors to ethylphenols in wine.

J. Agric. Food Chem. 60(9) , 2293-8, (2012)

A method for determining ethyl coumarate and ethyl ferulate in wine using GC-MS with deuterium-labeled analogues has been developed and used to measure the evolution of these two esters during the pro...

Inhibitory effects of caffeic acid ethyl ester on H2O2-induced cytotoxicity and DNA single-strand breaks in Chinese hamster V79 cells.

Biosci. Biotechnol. Biochem. 60(2) , 316-8, (1996)

Cytotoxicity and DNA single-strand breaks caused by H2O2 were assessed by a colony formation assay and a DNA precipitation assay, respectively, with Chinese hamster V79 cells. In both assays, caffeic ...

Related Compounds

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