Identification

Namemethyl cinnamate
IUPACmethyl 3-phenylprop-2-enoate
CAS Number103-26-4
EINECS203-093-8
FDA UNII533CV2ZCQL
Molecular FormulaC10 H10 O2
Molecular Weight162.18810000
MDL NumberMFCD00008458
Beilstein0386468
CoE Number333
XlogP32.60 (est)

Regulatory

JECFA Food Flavoring658 methyl cinnamate
DG SANTE Food Flavourings09.740 methyl cinnamate
FEMA Number2698
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)103-26-4 ; METHYL CINNAMATE
FDA RegulationFDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION

Physical Properties

Appearance white crystalline fused (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed Yes
Boiling Point 260.00 to 262.00 °C. @ 760.00 mm Hg, 164.00 to 165.00 °C. @ 50.00 mm Hg
Congealing Point 33.50 °C.
Acid Value 2.00 max. KOH/g
Vapor Pressure 0.011000 mmHg @ 25.00 °C. (est)
Flash Point 286.00 °F. TCC ( 141.11 °C. )
logP (o/w) 2.620
Soluble in alcohol
Stability bath foam
Similar Items note

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Strength medium
Substantivity 164 hour(s) at 100.00 %
Odor Description
at 100.00 %.
sweet, balsamic with fruity nuances, reminiscent of cinnamon and strawberry
Balsamic, Strawberry, Fruity, Cherry
balsamic, fruity
sweet balsam strawberry cherry fruity balsamic strawberry
Balsamic, Fresh, Spicy, Sweet
Balsamic, sweet, fruity-strawberry, fresh. Powerful
Odor sample from Fritzsche Dodge & Olcott, Inc.
Taste Description
cinnamyl balsamic spicy fruity mango papaya cherry
cinnamon, sweet, balsamic, heavy-fruity, strawberry
sweet, strawberry
fruity strawberry
fruity strawberry
cinnamyl balsamic fruity strawberry

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Human Experience10 % solution no irritation or sensitization.
Oral/Parenteral Toxicityoral-rat LD50 [sex: M,F] 2610 mg/kg
Dermal Toxicityskin-rabbit LD50 > 5000 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
maximum skin levels for fine fragrances0.3100 % and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey). (IFRA, 2001)
Recommendation for methyl cinnamate usage levels up to8.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics0.2100 %
Dermal Systemic Exposure in Cosmetic Products0.0054 mg/kg/day (IFRA, 2001)
Maximised Survey-derived Daily Intakes (MSDI-EU)2400.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)830.00 (μg/capita/day)
Structure ClassI
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum2.70000
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings1.70000
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy-
soups-
sugar substitutes-
sweet sauces-

ACS International GmbH

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Advanced Biotech. Inc.

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Alfrebro LLC/ Archer Daniels Midland Company

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Augustus Oils Ltd

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Axxence Aromatic GmbH

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Fleurchem, Inc.

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Global Essence Inc.

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H. Interdonati, Inc.

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Jiangyin Healthway International Trade Co., Ltd

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Lluch Essence S.L.

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M&U International LLC

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Moellhausen S.P.A.

THE CHEMISTRY OF EMOTIONS

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Natural Advantage

Manufacturer of natural flavor ingredients

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O'Laughlin Industries Inc.

Manufacturer of chemicals and ingredients used in flavors, fragrances, food, beverages and cosmetics

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Odowell Co.,ltd

Fulfilling Demand

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Pell Wall Perfumes

Hand-made fragrances

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PerfumersWorld Ltd.

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PRODUCTEUR PAR ESSENCE

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Speciality Aroma Chemicals, Naturals and Synthetics

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Sigma-Aldrich

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The John D. Walsh Company, Inc

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The Lermond Company

Your Sourcing Resource

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Potential Uses

FR amber FR balsam FR basil oil replacer FR blackberry FR butter FR carnation FR cherry FR cherry blossom FR currant fixer FL/FR galangal root FR honeysuckle FR incense FR jasmin FR lavender FR lilac FR mulberry FR musk FR narcissus FR oriental origan FR peach FR pepper FR plum FR raspberry FR rose FR spice FR strawberry FR tobacco FR vanilla FR wisteria FR woody

Natural Occurrence

basil leaf basil leaf oil basil oil basil oil sweet egypt @ 0.15% Data basil plant bay laurel fruit bay laurel fruit oil cabreuva oil @ 1.44-1.86% Data carrot weed oil @ 0.69% Data cassia plant champaca concrete @ 0.05% Data cinnamon PMC cinnamon ceylon cinnamon bark cinnamon ceylon cinnamon leaf oil cinnamon ceylon cinnamon root bark cumin seed guava fruit jasmin absolute china @ 0.19% Data jonquil narcissus narcissus absolute @ trace% Data ocimum canum sims. leaf ocimum gratissimum l. oil brazil @ trace% Data pepper black pepper fruit peppermint oil plum fruit safflower flower strawberry wild strawberry fruit

Synonyms

cinnamic acid methyl ester methyl 3-phenyl acrylate methyl 3-phenyl propenoate methyl 3-phenyl-2-propenoate methyl 3-phenylprop-2-enoate nat. methyl cinnamate methyl cinnamate FCC methyl cinnamate FCC (natural) methyl cinnamate nat. methyl cinnamate natural methyl cinnamylate 3- phenyl-2-propenoic acid methyl ester Info: Volatile Flavor Components in Bogyojosaeng and Suhong Cultivars of Strawberry (Fragaria ananassa Duch.) PubMed: Chemical Diversity in Basil (Ocimum sp.) Germplasm. PubMed: A DFT Study of the Photochemical Dimerization of Methyl 3-(2-Furyl)acrylate and Allyl Urocanate. PubMed: Identification and Quantification of Several Contaminated Compounds in Replacement Liquids of Electronic Cigarettes by Gas Chromatography-Mass Spectrometry. PubMed: Identification of volatiles in leaves of Alpinia zerumbet 'Variegata' using headspace solid-phase microextraction-gas chromatography-mass spectrometry. PubMed: Mikania glomerata: Phytochemical, Pharmacological, and Neurochemical Study. PubMed: Vasorelaxation induced by methyl cinnamate, the major constituent of the essential oil of Ocimum micranthum, in rat isolated aorta. PubMed: Antispasmodic and myorelaxant effects of the flavoring agent methyl cinnamate in gut: potential inhibition of tyrosine kinase. PubMed: Hydroxylated HMPA enhances both reduction potential and proton donation in SmI₂ reactions. PubMed: Optimization of antimicrobial and physical properties of alginate coatings containing carvacrol and methyl cinnamate for strawberry application. PubMed: Pharmacokinetic study of cinnamaldehyde in rats by GC-MS after oral and intravenous administration. PubMed: Formation of complex natural flavours by biotransformation of apple pomace with basidiomycetes. PubMed: Antinociceptive and antispasmodic effects of the essential oil of Ocimum micranthum: potential anti-inflammatory properties. PubMed: Methyl cinnamate inhibits adipocyte differentiation via activation of the CaMKK2-AMPK pathway in 3T3-L1 preadipocytes. PubMed: Chemical and biological diversity in fourteen selections of four Ocimum species. PubMed: Quantification of character-impacting compounds in Ocimum basilicum and 'Pesto alla Genovese' with selected ion flow tube mass spectrometry. PubMed: Safety assessment of Zanthoxylum alatum Roxb. essential oil, its antifungal, antiaflatoxin, antioxidant activity and efficacy as antimicrobial in preservation of Piper nigrum L. fruits. PubMed: BF3·OEt2-promoted diastereoselective diacetoxylation of alkenes by PhI(OAc)2. PubMed: Chemical composition of the essential oil from basil (Ocimum basilicum Linn.) and its in vitro cytotoxicity against HeLa and HEp-2 human cancer cell lines and NIH 3T3 mouse embryonic fibroblasts. PubMed: Identification of mosquito repellent odours from Ocimum forskolei. PubMed: Optimization and Validation of RP-HPLC-UV/Vis Method for Determination Phenolic Compounds in Several Personal Care Products. PubMed: A succinct synthesis of the vaulted biaryl ligand vanol via a dienone-phenol rearrangement. PubMed: Chemical characterization and antimicrobial activity of rhizome essential oils of very closely allied Zingiberaceae species endemic to Borneo: Alpinia ligulata K. Schum. and Alpinia nieuwenhuizii Val. PubMed: cis-Dihydroxylation of alkenes with oxone catalyzed by iron complexes of a macrocyclic tetraaza ligand and reaction mechanism by ESI-MS spectrometry and DFT calculations. PubMed: Chemical diversity in the genus Alpinia (Zingiberaceae): comparative composition of four Alpinia species grown in Northern India. PubMed: Enhanced repellency of binary mixtures of Zanthoxylum piperitum pericarp steam distillate or Zanthoxylum armatum seed oil constituents and Calophyllum inophyllum nut oil and their aerosols to Stomoxys calcitrans. PubMed: Ocotea quixos Lam. essential oil: in vitro and in vivo investigation on its anti-inflammatory properties. PubMed: Production and biochemical characterization of a type B ferulic acid esterase from Streptomyces ambofaciens. PubMed: Identification of the constituents of balsam of peru in tomatoes. PubMed: Inhibitory effects of methyl trans-cinnamate on mushroom tyrosinase and its antimicrobial activities. PubMed: Total synthesis of the potent anticancer Aglaia metabolites (-)-silvestrol and (-)-episilvestrol and the active analogue (-)-4'-desmethoxyepisilvestrol. PubMed: Composition and seasonal variation of essential oil in Alpinia zerumbet from Okinawa Island. PubMed: Yield and oil composition of 38 basil (Ocimum basilicum L.) accessions grown in Mississippi. PubMed: Tricholoma matsutake 1-Ocen-3-ol and methyl cinnamate repel mycophagous Proisotoma minuta (Collembola: Insecta). PubMed: Fragrance material review on methyl cinnamate. PubMed: 25 years of natural product R&D with New South Wales agriculture. PubMed: Nematicidal Activity of Cassia and Cinnamon Oil Compounds and Related Compounds toward Bursaphelenchus xylophilus (Nematoda: Parasitaphelenchidae). PubMed: Composition of the essential oils of Ocimum canum, O. gratissimum and O. minimum. PubMed: Density functional theory study of electroreductive hydrocoupling of alpha,beta-unsaturated carbonyl compounds. PubMed: Antiplatelet and antithrombotic activities of essential oil from wild Ocotea quixos (Lam.) Kosterm. (Lauraceae) calices from Amazonian Ecuador. PubMed: Cinnamate metabolism in ripening fruit. Characterization of a UDP-glucose:cinnamate glucosyltransferase from strawberry. PubMed: Stable isotope characterization of the ortho-oxygenated phenylpropanoids: coumarin and melilotol. PubMed: Evaluation of the main contact allergens in propolis (1995 to 2005). PubMed: IP3 production in the hypersensitive response of lemon seedlings against Alternaria alternata involves active protein tyrosine kinases but not a G-protein. PubMed: Effect of cyclodextrin complexation in bromine addition to unsymmetrical olefins: evidence for participation of cyclodextrin hydroxyl groups. PubMed: Natural product propolis: chemical composition. PubMed: Differences in the volatile components and their odor characteristics of green and ripe fruits and dried pericarp of Japanese pepper (Xanthoxylum piperitum DC.). PubMed: Essential oils from New Zealand manuka: triketone and other chemotypes of Leptospermum scoparium. PubMed: Determination of 2H/1H and 13C/12C isotope ratios of (E)-methyl cinnamate from different sources using isotope ratio mass spectrometry. PubMed: Analysis of the essential oils of the leaves, stems, rhizomes and roots of the medicinal plant Alpinia galanga from southern India. PubMed: Odor compound detection in male euglossine bees. PubMed: Synthesis and evaluation of anti-HIV-1 and anti-HSV-1 activities of 4H-[1,2,4]-triazolo[1,5-a]pyrimidin-5-one derivatives. PubMed: Unusual Regioselectivity of the Dipolar Cycloaddition Reactions of Nitrile Oxides and Tertiary Cinnamides and Crotonamides(1). PubMed: Investigations in the transition metal catalyzed aziridination of olefins, amination, and other insertion reactions with Bromamine-T as the source of nitrene. PubMed: Influence of packaging on the aroma stability of strawberry syrup during shelf life. PubMed: Structure-antimutagenic activity relationships of benzalacetone derivatives against UV-induced mutagenesis in E. coli WP2uvrA and gamma-induced mutagenesis in Salmonella typhimurium TA2638. PubMed: [Phytochemical study of liverworts Conocephalum conicum and Chiloscyphus polyanthos]. PubMed: Influence of plant growth stage on the essential oil content and composition in Davana (Artemisia pallens wall.). PubMed: Enhanced benzaldehyde formation by a monokaryotic strain of Pycnoporus cinnabarinus using a selective solid adsorbent in the culture medium. PubMed: Catalytic asymmetric aminohydroxylation provides a short taxol side-chain synthesis. PubMed: Inhibition of human immunodeficiency virus type-1 integrase by curcumin. PubMed: Protein tyrosine kinase inhibitors inhibit chemotaxis of vascular smooth muscle cells. PubMed: Propolis allergy (IV). Studies with further sensitizers from propolis and constituents common to propolis, poplar buds and balsam of Peru. PubMed: The potency of inducers of NAD(P)H:(quinone-acceptor) oxidoreductase parallels their efficiency as substrates for glutathione transferases. Structural and electronic correlations. PubMed: Composition of the essential oil of Ocimum canum grown in Rwanda. PubMed: Methyl cinnamate derivatives enhance UV-induced mutagenesis due to the inhibition of DNA excision repair in Escherichia coli B/r. PubMed: Thermodynamic parameters of molecular complexes in aqueous solution: enthalpy-entropy compensation in a series of complexes of caffeine with beta- naphthoxyacetic acid and drug-related aromatic compounds. PubMed: Isolation and identification of mercapturic acid metabolites of phenyl substituted acrylate esters from urine of female rats. PubMed: Ocotea quixos, American cinnamon. PubMed: Stoichiometric model of alpha-cyclodextrin complex formation. PubMed: The absorption and metabolism of methyl cinnamate.