methyl 4-methoxycinnamate
2-propenoic acid, 3-(4-methoxyphenyl)-, methyl ester
 
Notes:
photobiologically active.
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CAS Number: 832-01-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 212-614-8
XlogP3: 2.60 (est)
Molecular Weight: 192.21424000
Formula: C11 H12 O3
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 310.60 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.001000 mmHg @ 25.00 °C. (est)
Flash Point: 260.00 °F. TCC ( 126.90 °C. ) (est)
logP (o/w): 2.510 (est)
Soluble in:
 alcohol
 water, 396.7 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
3-(4-Methoxyphenyl)-2-propenoic acid methyl ester
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Safety Information:
Preferred SDS: View
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for methyl 4-methoxycinnamate usage levels up to:
 not for fragrance use.
 
Recommendation for methyl 4-methoxycinnamate flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 92841
National Institute of Allergy and Infectious Diseases: Data
 methyl 3-(4-methoxyphenyl)prop-2-enoate
Chemidplus: 0000832019
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References:
 methyl 3-(4-methoxyphenyl)prop-2-enoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 92841
Pubchem (sid): 135050722
Pherobase: View
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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
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 ginger cassumunar ginger rhizome
Search Trop  Picture
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Synonyms:
 cinnamic acid, p-methoxy-, methyl ester
4-methoxycinnamate methyl ester
para-methoxymethyl cinnamate
p-methoxymethylcinnamate
 methyl 3-(4-methoxyphenyl)prop-2-enoate
 methyl p-methoxycinnamate
 methyl para-methoxycinnamate
2-propenoic acid, 3-(4-methoxyphenyl)-, methyl ester
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Articles:
PubMed: [Chemical constituents from the aerial part of Sibiraea angustata].
PubMed: Continuous-flow Heck synthesis of 4-methoxybiphenyl and methyl 4-methoxycinnamate in supercritical carbon dioxide expanded solvent solutions.
PubMed: Effects of four commonly used UV filters on the growth, cell viability and oxidative stress responses of the Tetrahymena thermophila.
PubMed: Anticholinesterase activity of phenolic acids and their derivatives.
PubMed: Occurrence and removal of benzotriazoles and ultraviolet filters in a municipal wastewater treatment plant.
PubMed: Chemical constituents of Polygala tenuifolia roots and their inhibitory activity on lipopolysaccharide-induced nitric oxide production in BV2 microglia.
PubMed: [Chemical constituents from aerial part of Atractylodes macrocephala].
PubMed: UV-screening chitosan nanocontainers: increasing the photostability of encapsulated materials and controlled release.
PubMed: Antimicrobial phenolic derivatives from Dendranthema zawadskii var. latilobum Kitamura (Asteraceae).
PubMed: Transdermal penetration of UV filters.
PubMed: Highly efficient preparation of lipophilic hydroxycinnamates by solvent-free lipase-catalyzed transesterification.
PubMed: A catalytic asymmetric synthesis of chiral glycidic acid derivatives through chiral dioxirane-mediated catalytic asymmetric epoxidation of cinnamic acid derivatives.
PubMed: TiO2-promoted mineralization of organic sunscreens in water suspension and sodium dodecyl sulfate micelles.
PubMed: [Determination of 4 antiseptics and 6 sunscreen agents in cosmetic products by reversed-phase high performance liquid chromatography].
PubMed: A practical procedure for the large-scale preparation of methyl (2R,3S)-3-(4-methoxyphenyl)glycidate, a key intermediate for diltiazem.
PubMed: E-p-methoxycinnamic acid protects cultured neuronal cells against neurotoxicity induced by glutamate.
PubMed: A strategy for the asymmetric aminohomologation of alpha, beta-dihydroxy aldehydes: application to the synthesis of the southwest tripeptide segment of echinocandin B.
PubMed: Synthesis and antitumor activity of duocarmycin derivatives: a-ring pyrrole compounds bearing 5-membered heteroarylacryloyl groups.
PubMed: Synthesis and antitumor activity of duocarmycin derivatives: modification of segment-A of A-ring pyrrole compounds.
PubMed: Studies on the preparation of bioactive lignans by oxidative coupling reaction. V. Oxidative coupling reaction of methyl (E)-3-(2-hydroxyphenyl)propenoate derivatives and lipid peroxidation inhibitory effects of the produced lignans.
PubMed: UV-A-mediated activity of p-methoxymethylcinnamate.
PubMed: Oligosaccharide microscale analysis by circular dichroic spectroscopy: reference spectra for chromophoric D-fructofuranoside derivatives.
PubMed: Phenylpropanoid Metabolism in Suspension Cultures of Vanilla planifolia Andr. : III. Conversion of 4-Methoxycinnamic Acids into 4-Hydroxybenzoic Acids.
PubMed: Oligosaccharide microanalysis by c.d. spectroscopy. Reference curves for D-mannose derivatives.
PubMed: The changing role of ultraviolet spectroscopy in drug analysis.
PubMed: On the mechanism of enzyme action; the mechanism of methyl-p-metho-xycinnamate formation by Lentinus lepideus and its significance in lignification.
PubMed: On the mechanism of enzyme action; the formation of methyl-p-methoxycinnamate by the action of Lentinus lepideus on glucose and xylose.
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