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Methyl ferulate

Methyl ferulate structure

CAS No:
2309-07-1
Formula:
C11H12O4
Chemical Name:
Methyl ferulate
Synonyms:
2-Propenoic acid,3-(4-hydroxy-3-methoxyphenyl)-,methyl ester;Cinnamic acid,4-hydroxy-3-methoxy-,methyl ester;Methyl ferulate;Ferulic acid methyl ester;NSC 74548;Methyl 4′-hydroxy-3′-methoxycinnamate;3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid methyl ester
Categories:
Biochemical Engineering > Plant Extracts

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].

Methyl ferulate Basic Attributes

Molecular Weight：

208.21

Exact Mass：

208.21

EC Number：

1308068-626-2

HScode：

2918990090

Characteristics

PSA：

55.76000

XLogP3：

1.8

Density：

1.2±0.1 g/cm3

Melting Point：

65 °C

Boiling Point：

163 °C @ Press: 1 Torr

Flash Point：

130.4±17.2 °C

Refractive Index：

1.575

Water Solubility：

Slightly soluble in water.

Vapor Pressure：

5.13E-05mmHg at 25°C

Safety Information

hazard class code：

36/37/38

safety instructions：

26-36/37/39

RTECS Number：

GD9470000

Methyl ferulate 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.

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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Guide of Methyl ferulate

Description
Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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Methyl ferulate

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