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128708

Sigma-Aldrich

trans-Ferulic acid

99%

Synonym(s):

trans-4-Hydroxy-3-methoxycinnamic acid, Ferulic acid

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About This Item

Linear Formula:
HOC6H3(OCH3)CH=CHCO2H
CAS Number:
537-98-4
Molecular Weight:
194.18
Beilstein:
1570363
EC Number:
208-679-7
MDL number:
MFCD00004400
UNSPSC Code:
12352100
PubChem Substance ID:
24847872
NACRES:
NA.22

Assay

99%

form

powder
powder and chunks

mp

168-172 °C (lit.)

SMILES string

OC(/C=C/C1=CC(OC)=C(O)C=C1)=O

InChI

1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+

InChI key

KSEBMYQBYZTDHS-HWKANZROSA-N

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Application

trans-Ferulic acid was used for esterification of methacrylated dextran. It was also used to study the effect of oral administration of trans-ferulic acid to c57BL mice on ethanol-induced liver injury. Furthermore, it has been used in the synthesis of new biocompatible antioxidant polymers linking trans-ferulic acid.

Biochem/physiol Actions

Hydroxycinnamic acid found in plant-based foods. Antioxidant.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Roberta Cassano et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 72(1), 232-238 (2008-11-04)
Long-term exposure of the skin to UV light causes degenerative effects, which can be minimized by using antioxidant formulations. The major challenge in this regard is that a significant amount of antioxidant should reach at the site for effective photoprotection.
Chatchawan Chotimarkorn et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 15(11), 951-958 (2008-04-22)
The effects of the oral administration of trans-ferulic acid and gamma-oryzanol (mixture of steryl ferulates) with ethanol (5.0 g per kg) for 30 days to c57BL mice on ethanol-induced liver injury were investigated. Preventions of ethanol-induced liver injury by trans-ferulic
Sonia Trombino et al.
Journal of agricultural and food chemistry, 52(8), 2411-2420 (2004-04-15)
Although an antioxidant mechanism has been involved in the beneficial effects of ferulic acid in human diseases, there are few reports on the antioxidant properties of this compound in isolated membranes and intact cells. Here, we evaluated the ability of
Nickolas A Anderson et al.
The Plant cell, 27(8), 2195-2209 (2015-08-13)
Modifying lignin composition and structure is a key strategy to increase plant cell wall digestibility for biofuel production. Disruption of the genes encoding both cinnamyl alcohol dehydrogenases (CADs), including CADC and CADD, in Arabidopsis thaliana results in the atypical incorporation
Helle Harder et al.
European journal of nutrition, 43(4), 230-236 (2004-08-17)
Rye bread contributes an important part of the whole grain intake in the Scandinavian diet. Ferulic acid is the major phenolic compound in rye bran and is an antioxidant in vitro and may, therefore, contribute to cardioprotective effects of whole
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