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(E) -Ferulic acid methyl ester

CAT: 0013-GTR19216485-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19216485-02Size:500 mg
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Description
Methyl (E) -ferulate is a possible inhibitor of the mitogen activated phosphor kinase pathway, it could be a potential anti-inflammatory agent isolated for the first time in medicinal plant S. tuberosa. Methyl (E) -ferulate has promising anthelmintic activity against Haemonchus contortus. (In Vitro) :The objective of this study is to evaluate the toxicity of Methyl ferulate (MF), methyl p-coumarate (MpC), and pulegone 1,2-epoxide (PE) with in vitro and in vivo assays. METHODS AND RESULTS:The in vitro toxicity of Methyl ferulate, MpC, and PE was assessed at a concentration of 10 mg/ml with the Ames assay using two strains of Salmonella typhimurium TA98 and TA100. Human red blood cells (RBC) were used to determine the hemolytic activity of these compounds. PE produced 6-8% hemolysis of RBCs at all the tested concentrations while Methyl ferulate and MpC produced 10-5% hemolysis up to 20 mg/ml, and 50-85% hemolysis at concentrations of 40 and 80 mg/ml, respectively. The Ames assay indicated that Methyl ferulate, MpC, and PE were non-mutagenic as the test values were not significantly higher as compared with background values of the assay. BSLB suggested the lethal concentration (LC50) values of Methyl ferulate, MpC, and PE as 4.38, 6.74, and 25.91 mg/ml, respectively. In vivo ocular and dermal irritation scores of Methyl ferulate, MpC, and PE were comparable with ethanol (control) in rabbits indicating the non-irritant nature of these natural compounds. CONCLUSIONS:The present studies suggest that these compounds are non-toxic/non-irritant and might be used for medicinal purposes.
CAS Number
22329-76-6
Product Name Alternative
Methyl (E) -ferulate | Methyl (E) -ferulate
Purity
>98% (HPLC)
Smiles
COC (/C=C/c (cc1) cc (OC) c1O) =O
Molecular Formula
C11H12O4
Molecular Weight
208.21
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Methyl Ferulate

Trans-methylferulate is a cinnamate ester that is the methyl ester of ferulic acid. It has been isolated from Pisonia aculeata. It has a role as a plant metabolite. It is a member of guaiacols, a methyl ester and a cinnamate ester. It is functionally related to a trans-ferulic acid.

CAS Number22329-76-6
PubChem CID5357283
IUPAC Namemethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Molecular FormulaC11H12O4
Molecular Weight208.21
XLogP1.8
Topological Polar Surface Area55.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count15
Formal Charge0
Complexity237
SMILES
COC1=C(C=CC(=C1)/C=C/C(=O)OC)O
InChI
InChI=1S/C11H12O4/c1-14-10-7-8(3-5-9(10)12)4-6-11(13)15-2/h3-7,12H,1-2H3/b6-4+
InChIKey
AUJXJFHANFIVKH-GQCTYLIASA-N
Chemical Structure
2D Structure
2D structure of Methyl Ferulate
CAS: 22329-76-6
CID: 5357283
Formula: C11H12O4
MW: 208.21
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight208.21
XLogP31.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass208.07355886
Monoisotopic Mass208.07355886
Topological Polar Surface Area55.8 Ų
Heavy Atom Count15
Formal Charge0
Complexity237
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes