FERULIC ACID METHYL ESTER
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FERULIC ACID METHYL ESTER
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CAS No:
2309-07-1
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Formula:
C11H12O4
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Chemical Name:
FERULIC ACID METHYL ESTER
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Synonyms:
FERULIC ACID METHYL ESTER (METHYL FERULATE);(SYNONYMS: METHYL FERULATE);Methyl Ferulate [4-Hydroxy-3-MethoxycinnaMic Acid Methyl Ester];METHYL TRANS-3-(4'-HYDROXY-3'-METHOXYPHENYL)-ACRYLATE;METHYL 3-(4-HYDROXY-3-METHOXY)CINNAMATE;FERULIC ACID METHYL ESTER;4-HYDROXY-3-METHOXYCINNAMIC ACID METHYL ESTER;3-(4-hydroxy-3-methoxyphenyl)-2-propenoicacimethylester
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CAS No:
Description
Ferulic acid methyl ester (Methyl ferulate) is a derivative of ferulic acid, isolated from Stemona tuberosa, with anti-inflammatory and antioxidant properties[1][2]. Ferulic acid methyl ester is a cell membrane and brain permeable compound, shows free radical scavenging ability, used in the research of neurodegenerative disorders[1]. Ferulic acid methyl ester inhibits COX-2 expression, blocks p-p38 and p-JNK in primary bone marrow derived-macrophages[2].
It is a white crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It is derived from the leaves of Tetragononia tetragonoides (Pall.) O.kuntze, a member of the Aizoaceae family.
ChEBI: A cinnamate ester that is the methyl ester of ferulic acid. It has been isolated from Pisonia aculeata.
FERULIC ACID METHYL ESTER Basic Attributes
208.21
208.21
1308068-626-2
White to Off-White
2918999090
Characteristics
55.76000
1.8
1.204±0.06 g/cm3(Predicted)
62-65°C
163 °C(Press: 1 Torr)
130.4±17.2 °C
1.575
Slightly soluble in water.
5.13E-05mmHg at 25°C
8.88±0.18(Predicted)
2-8°C
FERULIC ACID METHYL ESTER Use and Manufacturing
Ferulic acid is a hydroxycinnamic acid that is abundant in plants and originally derived from giant fennel (F. communis). This naturally-occurring phenolic has antioxidant activities that provide protection against inflammation and cancer. Ferulic acid methyl ester is a lipophilic derivative of ferulic acid, demonstrating increased ability to cross cell membranes. Ferulic acid methyl ester has less antioxidant capacity than ferulic acid in neuronal PC12 cells (IC50 = 74.7 μM for ferulic acid ethyl ester vs. 44.6 μM for ferulic acid, 2,2-diphenyl-1-picrylhydrazyl radical scavenging). Ferulic acid methyl ester, at 10-25 μg/ml, inhibits the release of pro-inflammatory cytokines, blocks the expression of COX-2, and reduces nitric oxide generation from LPS-stimulated macrophages.
Ferulic Acid Methyl Ester is a derivative of Ferulic Acid (F308900), used as an antioxidant and food preservative. It has less antioxidant capacity than ferulic acid.
Computed Properties
Molecular Weight:208.21
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:208.07355886
Monoisotopic Mass:208.07355886
Topological Polar Surface Area:55.8
Heavy Atom Count:15
Complexity:237
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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