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320617

Sigma-Aldrich

Ethyl 4-hydroxy-3-methoxycinnamate

98%

Synonym(s):

Ethyl ferulate

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About This Item

Linear Formula:
HOC6H3(OCH3)CH=CHCO2C2H5
CAS Number:
Molecular Weight:
222.24
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

solid

bp

164-166 °C/0.5 mmHg (lit.)

mp

63-65 °C (lit.)

SMILES string

CCOC(=O)\C=C\c1ccc(O)c(OC)c1

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+

InChI key

ATJVZXXHKSYELS-FNORWQNLSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Giovanni Scapagnini et al.
Antioxidants & redox signaling, 6(5), 811-818 (2004-09-04)
In the CNS, the heme oxygenase (HO) system has been reported to be active and to operate as a fundamental defensive mechanism for neurons exposed to an oxidant challenge. We have recently shown that both curcumin and caffeic acid phenethyl
Jasmine Bhathena et al.
PloS one, 8(3), e58394-e58394 (2013-04-05)
The beneficial effect of a microencapsulated feruloyl esterase producing Lactobacillus fermentum ATCC 11976 formulation for use in non-alcoholic fatty liver disease (NAFLD) was investigated. For which Bio F1B Golden Syrian hamsters were fed a methionine deficient/choline devoid diet to induce
Kin Kwan Lai et al.
Applied and environmental microbiology, 75(15), 5018-5024 (2009-06-09)
Cinnamic acids (i.e., ferulic and caffeic acids) that are esterified to the vegetable cell walls should be enzymatically released to be absorbed in a mammal's intestines. A low dosage of ferulic acid in rodent diets stimulates insulin production and alleviates
Ashok Kumar et al.
Bioresource technology, 102(3), 2162-2167 (2010-11-03)
In the present work we have evaluated synthesis of ethyl ferulate by the esterification reaction of ferulic acid and ethanol catalyzed by a commercial lipase (Steapsin) immobilized onto celite-545 in a short period of 6h in DMSO. The immobilized lipase
Mirko Bunzel et al.
Journal of agricultural and food chemistry, 56(21), 10368-10375 (2008-10-10)
Valuable information about possible types of linkages, reaction mechanisms, and sequences for oxidative coupling of phenolic compounds in planta is available from in vitro model systems. Ferulate oligomers were generated in a system using ethyl ferulate, peroxidase, and hydrogen peroxide

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