4-methoxycinnamic acid
2-propenoic acid, 3-(4-methoxyphenyl)-
 
Notes:
None found
  • BOC Sciences
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      830-09-1 O-Methyl-p-coumaric Acid 95%
       
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      HLC-910 4-methoxycinnamic Acid
       
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      13-20000 P-METHOXYCINNAMIC ACID
       
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      Product(s):
      M0576 4-Methoxycinnamic Acid >98.0%(GC)(T)
       
Synonyms   Articles   Notes   Search
CAS Number: 830-09-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 212-594-0
FDA UNII: 6G4ML8401A
MDL: MFCD00004398
XlogP3: 2.10 (est)
Molecular Weight: 178.18730000
Formula: C10 H10 O3
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 342.59 °C. @ 760.00 mm Hg (est)
Flash Point: 281.00 °F. TCC ( 138.60 °C. ) (est)
logP (o/w): 2.680
Soluble in:
 water, 717.7 mg/L @ 25 °C (est)
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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:
Alfa Biotechnology
For experimental / research use only.
4-Methoxycinnamic acid 98%
BOC Sciences
For experimental / research use only.
O-Methyl-p-coumaric Acid 95%
ExtraSynthese
For experimental / research use only.
4-Methoxycinnamic Acid
Glentham Life Sciences
4-Methoxycinnamic Acid
Jiangyin Healthway
4-methoxycinnamic Acid
New functional food ingredients
Penta International
P-METHOXYCINNAMIC ACID
Santa Cruz Biotechnology
For experimental / research use only.
4-Methoxycinnamic Acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
4-Methoxycinnamic acid, predominantly trans 99%
TCI AMERICA
For experimental / research use only.
4-Methoxycinnamic Acid >98.0%(GC)(T)
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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:
intraperitoneal-mouse LD  > 1300 mg/kg
BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: REGIDITY BEHAVIORAL: ATAXIA
Indian Journal of Pharmaceutical Sciences. Vol. 49, Pg. 77, 1987.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for 4-methoxycinnamic acid usage levels up to:
 not for fragrance use.
 
Recommendation for 4-methoxycinnamic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 830-09-1
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 13245
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 3-(4-methoxyphenyl)prop-2-enoic acid
Chemidplus: 0000830091
RTECS: UD3391300 for cas# 830-09-1
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References:
 3-(4-methoxyphenyl)prop-2-enoic acid
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 830-09-1
Pubchem (cid): 13245
Pubchem (sid): 29281409
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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
Metabolomics Database: Search
HMDB (The Human Metabolome Database): HMDB02040
Export Tariff Code: 2918.29.7500
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
 found in nature
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Synonyms:
 cinnamic acid, 4-methoxy-
 cinnamic acid, p-methoxy-
4-methoxy cinnamic acid
p-methoxycinnamic acid
para-methoxycinnamic acid
 methoxycinnamic acid, para
3-(4-methoxyphenyl)-2-propenoic acid
3-(4-methoxyphenyl)acrylic acid
3-(4-methoxyphenyl)prop-2-enoic acid
2-propenoic acid, 3-(4-methoxyphenyl)-
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Articles:
PubMed: [Chemical constituents from the aerial part of Sibiraea angustata].
PubMed: Protective effect of p-methoxycinnamic acid, an active phenolic acid against 1,2-dimethylhydrazine-induced colon carcinogenesis: modulating biotransforming bacterial enzymes and xenobiotic metabolizing enzymes.
PubMed: Eco-friendly methodology for efficient synthesis and scale-up of 2-ethylhexyl-p-methoxycinnamate using Rhizopus oryzae lipase and its biological evaluation.
PubMed: Quantification of phenolic acids and their methylates, glucuronides, sulfates and lactones metabolites in human plasma by LC-MS/MS after oral ingestion of soluble coffee.
PubMed: Effects of four commonly used UV filters on the growth, cell viability and oxidative stress responses of the Tetrahymena thermophila.
PubMed: Quantitative determination of phenolic compounds by UHPLC-UV-MS and use of partial least-square discriminant analysis to differentiate chemo-types of Chamomile/Chrysanthemum flower heads.
PubMed: In vitro evaluation of caffeoyl and cinnamoyl derivatives as potential prolyl oligopeptidase inhibitors.
PubMed: Anticholinesterase activity of phenolic acids and their derivatives.
PubMed: Four new antioxidant phenylpropanoid glycosides from Microlepia pilosissima.
PubMed: Potential antiarrhythmic effect of methyl 3,4,5-trimethoxycinnamate, a bioactive substance from roots of polygalae radix: suppression of triggered activities in rabbit myocytes.
PubMed: New flavane gallates isolated from the leaves of Plicosepalus curviflorus and their hypoglycemic activity.
PubMed: The modulatory influence of p-methoxycinnamic acid, an active rice bran phenolic acid, against 1,2-dimethylhydrazine-induced lipid peroxidation, antioxidant status and aberrant crypt foci in rat colon carcinogenesis.
PubMed: Energetics and structural properties, in the gas phase, of trans-hydroxycinnamic acids.
PubMed: Mechanisms of p-methoxycinnamic acid-induced increase in insulin secretion.
PubMed: Evaluation of antioxidant activity of isoferulic acid in vitro.
PubMed: Synthesis and evaluation of novel tetrapropoxycalix[4]arene enones and cinnamates for protection from ultraviolet radiation.
PubMed: Chemical constituents of Polygala tenuifolia roots and their inhibitory activity on lipopolysaccharide-induced nitric oxide production in BV2 microglia.
PubMed: Natural products modulate Shigella-host-cell interaction.
PubMed: [Chemical constituents from aerial part of Atractylodes macrocephala].
PubMed: A comparison of skin delivery of ferulic acid and its derivatives: evaluation of their efficacy and safety.
PubMed: The genome-wide expression profile of Scrophularia ningpoensis-treated thapsigargin-stimulated U-87MG cells.
PubMed: [Studies on chemical constituents in roots and rhizomes of Notopterygium incisum].
PubMed: Insulin-releasing properties of a series of cinnamic acid derivatives in vitro and in vivo.
PubMed: Glyceridic esters of p-methoxycinnamic acid. A new sunscreen of the cinnamate class.
PubMed: Insulin-secretagogue activity of p-methoxycinnamic acid in rats, perfused rat pancreas and pancreatic beta-cell line.
PubMed: 1-(1-Arylethylidene)thiosemicarbazide derivatives: a new class of tyrosinase inhibitors.
PubMed: Antimicrobial phenolic derivatives from Dendranthema zawadskii var. latilobum Kitamura (Asteraceae).
PubMed: Simultaneous determination of four active constituents in the roots of Scrophularia buergeriana by HPLC-DAD and LC-ESI-MS.
PubMed: Production of stilbenoids and phenolic acids by the peanut plant at early stages of growth.
PubMed: Enzymatic synthesis of cinnamic acid derivatives.
PubMed: Synthesis and cosmetic whitening effect of glycosides derived from several phenylpropanoids.
PubMed: Bioassay-guided isolation of a vasorelaxant active compound from Kaempferia galanga L.
PubMed: Mechanisms of antihyperglycemic effect of p-methoxycinnamic acid in normal and streptozotocin-induced diabetic rats.
PubMed: Ferulic acid dimer inhibits lipopolysaccharide-stimulated cyclooxygenase-2 expression in macrophages.
PubMed: A new sunscreen of the cinnamate class: synthesis and enzymatic hydrolysis evaluation of glyceryl esters of p-methoxycinnamic acid.
PubMed: Quantitative changes of secondary metabolites of Matricaria chamomilla by abiotic stress.
PubMed: E- and Z-p-methoxycinnamic acid from Aquilegia vulgaris.
PubMed: Spectroscopic evidence of silica-lignin complexes: implications for treatment of non-wood pulp wastewater.
PubMed: Anti-amnestic activity of E-p-methoxycinnamic acid from Scrophularia buergeriana.
PubMed: Cytotoxic and xenoestrogenic effects via biotransformation of trans-anethole on isolated rat hepatocytes and cultured MCF-7 human breast cancer cells.
PubMed: Molecular markers of anthropogenic activity in sediments of the Havel and Spree Rivers (Germany).
PubMed: Catalytic hunsdiecker reaction of alpha,beta-unsaturated carboxylic acids: how efficient is the catalyst?
PubMed: A practical procedure for the large-scale preparation of methyl (2R,3S)-3-(4-methoxyphenyl)glycidate, a key intermediate for diltiazem.
PubMed: Hepatoprotective phenylpropanoids from Scrophularia buergeriana roots against CCl(4)-induced toxicity: action mechanism and structure-activity relationship.
PubMed: Photosensitive dermatitis due to sunscreen allergy in a child.
PubMed: Tyrosinase inhibitors of Pulsatilla cernua root-derived materials.
PubMed: E-p-methoxycinnamic acid protects cultured neuronal cells against neurotoxicity induced by glutamate.
PubMed: Saponins-mediated potentiation of cisplatin accumulation and cytotoxicity in human colon cancer cells.
PubMed: Selective growth inhibitor toward human intestinal bacteria derived from Pulsatilla cernua root.
PubMed: Synthesis of 1,7-bis(4-hydroxypenyl)-4-hydroxy-1,3-heptadiene-5-one, an antiplatelet diarylheptanoid from Alpinia blepharocalyx K. schum.
PubMed: Neuroprotective phenylpropanoid esters of rhamnose isolated from roots of Scrophularia buergeriana.
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: Induction of histone acetylation and growth regulation in eryrthroleukemia cells by 4-phenylbutyrate and structural analogs.
PubMed: Immunochemical identification of hepatic protein adducts derived from estragole.
PubMed: Polyamine levels in various tissues of rats treated with 3-hydroxy-4-methoxycinnamic acid and 3,4-dimethoxycinnamic acid.
PubMed: Studies on the constituents of Ailanthus integrifolia.
PubMed: Oligosaccharide microscale analysis by circular dichroic spectroscopy: reference spectra for chromophoric D-fructofuranoside derivatives.
PubMed: Determination of plasma homovanillic acid by liquid chromatography with electrochemical detection.
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: Chronic actinic dermatitis. Study of the spectrum of chronic photosensitivity in 12 patients.
PubMed: The changing role of ultraviolet spectroscopy in drug analysis.
PubMed: Substantivity of sunscreens: an appraisal of some quaternary ammonium sunscreens.
PubMed: Chloroperoxidase-catalyzed halogenation of trans-cinnamic acid and its derivatives.
PubMed: [Biliary excretion of choleretically active cinnamic acid derivatives in the rat].
PubMed: Some properties of p-coumarate decarboxylase from Cladosporium phlei.
PubMed: Synthesis and pharmacology of p-methoxycinnamic acid derivatives.
PubMed: [Light protective effects of esters & amides of p-methoxycinnamic acid. 2. Light-protective effects of alkyl esters of p-methoxycinnamic acid & of p-acylamino- and alkoxyphenylacylpyridinium salts].
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