EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

methyl ferulate
cinnamic acid, 4-hydroxy-3-methoxy-, methyl ester

Supplier Sponsors

Name:methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
CAS Number: 2309-07-1Picture of molecule3D/inchi
FDA UNII: Y98BUA66RX
Nikkaji Web:J101.772A
Beilstein Number:2731141
MDL:MFCD00017208
XlogP3:1.80 (est)
Molecular Weight:208.21344000
Formula:C11 H12 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 338.00 to 339.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.000051 mmHg @ 25.00 °C. (est)
Flash Point: 267.00 °F. TCC ( 130.40 °C. ) (est)
logP (o/w): 2.209 (est)
Soluble in:
 alcohol
 water, 1398 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
trans-methylferulate 98%
BOC Sciences
For experimental / research use only.
Methyl 4-hydroxy-3-methoxycinnamate 98%
Odor: characteristic
Use: Methyl 4-hydroxy-3-methoxycinnamate is a phenol with anti-inflammatory and antioxidant properties.
Carbosynth
For experimental / research use only.
Methyl 4-hydroxy-3-methoxycinnamate
ExtraSynthese
For experimental / research use only.
Ferulic acid methylester
Santa Cruz Biotechnology
For experimental / research use only.
Methyl 4-hydroxy-3-methoxycinnamate ≥98%
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 1189 mg/kg
Indian Journal of Experimental Biology. Vol. 25, Pg. 187, 1987.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for methyl ferulate usage levels up to:
 not for fragrance use.
 
Recommendation for methyl ferulate flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5357283
National Institute of Allergy and Infectious Diseases:Data
methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Chemidplus:0002309071
 
References:
 methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5357283
Pubchem (sid):134982699
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
HMDB (The Human Metabolome Database):Search
FooDB:FDB001823
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 onion
Search Trop Picture
 orange fruit juice
Search Trop Picture
 
Synonyms:
 cinnamic acid, 4-hydroxy-3-methoxy-, methyl ester
 ferulic acid methyl ester
 ferulic acid methylester
(E)-3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid methyl ester
4-hydroxy-3-methoxycinnamic acid methyl ester
4-hydroxy-3-methoxycinnamic acid methylester
3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid methyl ester
 methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)acrylate
 methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
 methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
 methyl 3-(4-hydroxy-3-methoxyphenyl)acrylate
(E)-methyl 3-(4-hydroxy-3-methoxyphenyl)acrylate
 methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
 methyl 4-hydroxy-3-methoxycinnamate
 methyl coniferate
2-propenoic acid, 3- (4-hydroxy-3-methoxyphenyl)-, methyl ester
2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester
2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester (9CI)
2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester, (2E)-
 

Articles:

PubMed:Overexpression of Aspergillus tubingensis faeA in protease-deficient Aspergillus niger enables ferulic acid production from plant material.
PubMed:A halotolerant type A feruloyl esterase from Pleurotus eryngii.
PubMed:A feruloyl esterase (FAE) characterized by relatively high thermostability from the edible mushroom Russula virescens.
PubMed:Cloning, expression of a feruloyl esterase from Aspergillus usamii E001 and its applicability in generating ferulic acid from wheat bran.
PubMed:Expression, purification and characterization of a feruloyl esterase A from Aspergillus flavus.
PubMed:Three new phenanthrenes, a new stilbenoid isolated from the roots of Stemona tuberosa Lour. and their cytotoxicity.
PubMed:Characterization of a feruloyl esterase from Lactobacillus plantarum.
PubMed:The role of activity coefficients in bioreaction equilibria: thermodynamics of methyl ferulate hydrolysis.
PubMed:Design, synthesis and antithrombotic evaluation of novel dabigatran prodrugs containing methyl ferulate.
PubMed:An esterase from the basidiomycete Pleurotus sapidus hydrolyzes feruloylated saccharides.
PubMed:Product patterns of a feruloyl esterase from Aspergillus nidulans on large feruloyl-arabino-xylo-oligosaccharides from wheat bran.
PubMed:Enzymatic characteristics of crude feruloyl and acetyl esterases of rumen fungus Neocallimastix sp. YAK11 isolated from yak (Bos grunniens).
PubMed:A protease-insensitive feruloyl esterase from China Holstein cow rumen metagenomic library: expression, characterization, and utilization in ferulic acid release from wheat straw.
PubMed:A feruloyl esterase derived from a leachate metagenome library.
PubMed:A new ferulic acid ester and other constituents from Tamarix nilotica leaves.
PubMed:Modifying the acylation of flavonols in Petunia hybrida.
PubMed:Influence of plant secondary metabolites on in vitro oxidation of methyl ferulate with cell wall peroxidases from lupine apoplast.
PubMed:Phenols and lignans from Chenopodium album.
PubMed:Antioxidant mechanism studies on ferulic acid: identification of oxidative coupling products from methyl ferulate and linoleate.
PubMed:Antioxidant constituents from the stem of Sorghum bicolor.
PubMed:Identification of the germination self-inhibitor from wheat stem rust uredospores.
PubMed:Presence in Lactobacillus plantarum of an esterase active on a broad-range of phenolic esters.
PubMed:A Chlorogenic Acid Esterase with a Unique Substrate Specificity from Ustilago maydis.
PubMed:Stimulation of phosphorylation of ERK and CREB by phellopterin and auraptene isolated from Citrusjunos.
PubMed:Protective effects of ferulic acid and related polyphenols against glyoxal- or methylglyoxal-induced cytotoxicity and oxidative stress in isolated rat hepatocytes.
PubMed:Anti-inflammatory activity of methyl ferulate isolated from Stemona tuberosa Lour.
PubMed:Feruloyl esterase from the edible mushroom Panus giganteus: a potential dietary supplement.
PubMed:[Gene cloning, expression of a feruloyl esterase A and purification of its hydrolysis products].
PubMed:Expression, purification and characterization of a feruloyl esterase A from Aspergillus flavus.
PubMed:Characterization of a feruloyl esterase from Lactobacillus plantarum.
PubMed:Product patterns of a feruloyl esterase from Aspergillus nidulans on large feruloyl-arabino-xylo-oligosaccharides from wheat bran.
PubMed:Chemical interaction between polyphenols and a cysteinyl thiol under radical oxidation conditions.
PubMed:A feruloyl esterase derived from a leachate metagenome library.
PubMed:Isolation and characterization of a ferulic acid esterase (Fae1A) from the rumen fungus Anaeromyces mucronatus.
PubMed:[Purification and characterization of ferulic acid esterase from Penicillium citrinum].
PubMed:Thermostable feruloyl esterase for the bioproduction of ferulic acid from triticale bran.
PubMed:Production and biochemical characterization of a type B ferulic acid esterase from Streptomyces ambofaciens.
PubMed:A new ferulic acid ester and other constituents from Tamarix nilotica leaves.
PubMed:Biochemical analysis of a beta-D-xylosidase and a bifunctional xylanase-ferulic acid esterase from a xylanolytic gene cluster in Prevotella ruminicola 23.
PubMed:Modifying the acylation of flavonols in Petunia hybrida.
PubMed:Heterocyclic compounds from Chrysanthemum coronarium L. and their inhibitory activity on hACAT-1, hACAT-2, and LDL-oxidation.
PubMed:Influence of plant secondary metabolites on in vitro oxidation of methyl ferulate with cell wall peroxidases from lupine apoplast.
PubMed:Rhusemialins A-C, new cyclolignan esters from the roots of Rhus javanica var. roxburghiana.
PubMed:Antioxidant mechanism studies on ferulic acid: identification of oxidative coupling products from methyl ferulate and linoleate.
PubMed:Structural elucidation of natural 2-hydroxy di- and tricarboxylic acids and esters, phenylpropanoid esters and a flavonoid from Autonoƫ madeirensis using gas chromatographic/electron ionization, electrospray ionization and tandem mass spectrometric techniques.
PubMed:Characterization of metabolites of hydroxycinnamates in the in vitro model of human small intestinal epithelium caco-2 cells.
PubMed:Purification and characterization of a type B feruloyl esterase (StFAE-A) from the thermophilic fungus Sporotrichum thermophile.
PubMed:Antioxidant constituents from the stem of Sorghum bicolor.
PubMed:Purification and characterization of a feruloyl esterase from Fusarium oxysporum catalyzing esterification of phenolic acids in ternary water-organic solvent mixtures.
PubMed:A C-glucosylflavone from leaves of Piper lhotzkyanum.
PubMed:Purification and characterization of an extracellular feruloyl esterase from the thermophilic anaerobe Clostridium stercorarium.
PubMed:Purification and characterization of a feruloyl esterase from the fungus Penicillium expansum.
PubMed:The faeA genes from Aspergillus niger and Aspergillus tubingensis encode ferulic acid esterases involved in degradation of complex cell wall polysaccharides.
PubMed:Production of feruloyl/rho-coumaroyl esterase activity by Penicillium expansum, Penicillium brevicompactum and Aspergillus niger.
PubMed:[Substituted methoxyphenol with antioxidative activity: correlation between physicochemical and biological results].
PubMed:Degradation of feruloylated oligosaccharides from sugar-beet pulp and wheat bran by ferulic acid esterases from Aspergillus niger.
PubMed:Aristolochic acids, aristolactam alkaloids and amides from Aristolochia kankauensis.
PubMed:Ferulic acid esterase from Aspergillus niger: purification and partial characterization of two forms from a commercial source of pectinase.
PubMed:Multichannel coulometric detection coupled with liquid chromatography for determination of phenolic esters in honey.
PubMed:The purification and characterization of 4-hydroxy-3-methoxycinnamic (ferulic) acid esterase from Streptomyces olivochromogenes.
PubMed:Methyl cinnamate derivatives enhance UV-induced mutagenesis due to the inhibition of DNA excision repair in Escherichia coli B/r.
 
Notes:
None found
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