3-(3,4,5-trimethoxyphenyl)-1-propene

CAS: 487-11-6 C12 H16 O3 MW: 208.25712000 spicy

Identification

Nameelemicin
IUPAC1,2,3-trimethoxy-5-prop-2-enylbenzene
CAS Number487-11-6
EINECS207-649-0
FDA UNIIHSZ191AKAN
Molecular FormulaC12 H16 O3
Molecular Weight208.25712000
Nikkaji NumberJ6.017H
Beilstein1912664
XlogP32.50 (est)

Regulatory

JECFA Food Flavoring1788 elemicin

Physical Properties

Appearance colorless to pale yellow clear liquid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 1.05800 to 1.07000 @ 25.00 °C.
Pounds per Gallon - (est). 8.804 to 8.903
Refractive Index 1.52900 to 1.53400 @ 20.00 °C.
Boiling Point 152.00 to 156.00 °C. @ 17.00 mm Hg, 144.00 to 147.00 °C. @ 10.00 mm Hg
Vapor Pressure 0.007000 mmHg @ 25.00 °C. (est)
Flash Point 199.00 °F. TCC ( 92.78 °C. )
logP (o/w) 2.298 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Description at 100.00 %.

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

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

Safety in Use

Categorynatural substances and extractives
Recommendation for elemicin usage levels up tonot for fragrance use.
Recommendation for elemicin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

bay laurel plant carrot carrot seed cascarilla bark oil @ 0.56% Data crithmum maritimum l. oil turkey @ 0.10% Data cubeb oil @ trace% Data dill plant dill shoot oil dill weed oil cuba @ trace% Data elemi oil @ 10.60% Data elemi oil manila laurel leaf oil turkey @ 0.30% Data mace oil CO2 extract @ 4.20% Data mace oil east india @ 3.14% Data mangrove bark red oil cuba @ 0.20% Data mastic leaf oil @ 0.23% Data nutmeg extract CO2 west indian @ 3.10% Data nutmeg flower oil @ 8.76% Data nutmeg fruit nutmeg leaf oil @ 0.19-3.51% Data nutmeg oil nutmeg oil hydrodistilled india @ 2.4% Data nutmeg seed nutmeg seed oil parsley fruit oil parsley leaf parsley leaf oil @ 0.71% Data parsley leaf oil cuba @ 1.70% Data parsley leaf oil egypt @ 0.15% Data parsley seed parsley seed oil @ 2.64% Data ravintsara leaf oil @ 0.23%% Data snake root oil canada @ 1.70% Data sugandha kokila berry oil @ 0.20% Data tarragon oil tarragon oil @ trace% Data tarragon shoot

Synonyms

5- allyl-1,2,3-trimethoxybenzene benzene, 1,2,3-trimethoxy-5- (2-propenyl)- benzene, 1,2,3-trimethoxy-5-(2-propen-1-yl)- benzene, 1,2,3-trimethoxy-5-(2-propenyl)- benzene, 5-allyl-1,2,3-trimethoxy- 1,2,3- trimethoxy-5-(2-propenyl) benzene 1,2,3- trimethoxy-5-(2-propenyl)benzene 1,2,3- trimethoxy-5-(prop-2-en-1-yl)benzene 1,2,3- trimethoxy-5-prop-2-enyl benzene 1,2,3- trimethoxy-5-prop-2-enylbenzene 3,4,5- trimethoxyallyl benzene 3-(3,4,5- trimethoxyphenyl)-1-propene 1,2,6- trimethyl-4-allyl benzene PubMed: GC-MS method for determination and pharmacokinetic study of four phenylpropanoids in rat plasma after oral administration of the essential oil of Acorus tatarinowii Schott rhizomes. PubMed: Inhibition of Proinflammatory Cytokine Generation in Lung Inflammation by the Leaves of Perilla frutescens and Its Constituents. PubMed: Variation of the chemical composition and antimicrobial activity of the essential oils of natural populations of Tunisian Daucus carota L. (Apiaceae). PubMed: Chemical composition of the essential oils from two Vietnamese Asarum species: A. glabrum and A. cordifolium. PubMed: Physiologically based kinetic models for the alkenylbenzene elemicin in rat and human and possible implications for risk assessment. PubMed: Chemical composition and insecticidal activity against Sitophilus zeamais of the essential oils derived from Artemisia giraldii and Artemisia subdigitata. PubMed: Chemical compositions and anti-influenza activities of essential oils from Mosla dianthera. PubMed: Antioxidant capacity and larvicidal and antifungal activities of essential oils and extracts from Piper krukoffii. PubMed: Terpenoid composition and antifungal activity of three commercially important essential oils against Aspergillus flavus and Aspergillus niger. PubMed: Effect of the method of preparation on the composition and cytotoxic activity of the essential oil of Pituranthos tortuosus. PubMed: Essential oils of Daucus carota subsp. carota of Tunisia obtained by supercritical carbon dioxide extraction. PubMed: [Analysis of the chemical constituents of volatile oil from Asarum insigne by GC-MS]. PubMed: Triterpenes from Garcia parviflora. Cytotoxic evaluation of natural and semisynthetic friedelanes. PubMed: Isolation of bioactive compounds that relate to the anti-platelet activity of Cymbopogon ambiguus. PubMed: Preliminary analysis on essential oil composition of Perilla L. cultivated in Lithuania. PubMed: Essential oil composition of three Peperomia species from the Amazon, Brazil. PubMed: Essential oil of Daucus glaber Forssk. PubMed: Chemical composition and antimicrobial activity of the essential oil from Ferula glauca L. (F. communis L. subsp. glauca) growing in Marche (central Italy). PubMed: Essential oil of Daucus carota subsp. halophilus: composition, antifungal activity and cytotoxicity. PubMed: Perilla frutescens var. frutescens in northern Laos. PubMed: Chemotypic variation of essential oils in the medicinal plant, Anemopsis californica. PubMed: [GC-MS analysis of essential oil from nutmeg processed by different traditional methods]. PubMed: (E)-Methylisoeugenol and elemicin: antibacterial components of Daucus carota L. essential oil against Campylobacter jejuni. PubMed: Quantification of flavor-related compounds in the unburned contents of bidi and clove cigarettes. PubMed: Suppression of MeIQ-induced SOS response by allylbenzenes from Asiasarum heterotropoides in the Salmonella typhimurium OY1001/1A2 umu test. PubMed: Abuse of nutmeg (Myristica fragrans Houtt.): studies on the metabolism and the toxicologic detection of its ingredients elemicin, myristicin, and safrole in rat and human urine using gas chromatography/mass spectrometry. PubMed: Structure-activity relationship of chemical defenses from the freshwater plant Micranthemum umbrosum. PubMed: Nutmeg intoxication in Texas, 1998-2004. PubMed: Composition and Antimicrobial Activity of Anemopsis californica leaf oil. PubMed: Suppression of chemical mutagen-induced SOS response by allylbenzen from Asiasarum heterotropoides in the Salmonella typhimurium TA1535/PSK1002 umu test. PubMed: Neolignans from Piper futokadsura and their inhibition of nitric oxide production. PubMed: Constituents of aromatic plants: elemicin. PubMed: Antifungal constituents of the stem bark of Bridelia retusa. PubMed: Antioxidant activity and characterization of volatile constituents of Taheebo (Tabebuia impetiginosa Martius ex DC). PubMed: Concentrations of nine alkenylbenzenes, coumarin, piperonal and pulegone in Indian bidi cigarette tobacco. PubMed: Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction-gas chromatography, solid-phase microextraction-gas chromatography-mass spectrometry and olfactometry. PubMed: Effect of drying method on the volatiles in bay leaf (Laurus nobilis L.). PubMed: Composition and chemical polymorphism of the essential oils from Piper lanceaefolium. PubMed: Quantitation of flavor-related alkenylbenzenes in tobacco smoke particulate by selected ion monitoring gas chromatography-mass spectrometry. PubMed: Perilla citriodora from Taiwan and its phytochemical characteristics. PubMed: [Nutmeg--more than a spice]. PubMed: Antiproliferative constituents in umbelliferae plants. III. Constituents in the root and the ground part of Anthriscus sylvestris Hoffm. PubMed: [GS-MS analysis of essential oils from five species of Asarum]. PubMed: Isolation of antifungal and larvicidal constituents of Diplolophium buchanani by centrifugal partition chromatography. PubMed: Studies on anti-allergic components in the roots of Asiasarum sieboldi. PubMed: Genotoxicity of the alkenylbenzenes alpha- and beta-asarone, myristicin and elimicin as determined by the UDS assay in cultured rat hepatocytes. PubMed: Structure-genotoxicity relationships of allylbenzenes and propenylbenzenes: a quantum chemical study. PubMed: Composition of the Essential Oil of Cymbopogon travancorensis. PubMed: [Antianaphylactic components of Asarum forbsii Maxin]. PubMed: Determination of Final Steps in Biosyntheses of Essential Oil Components in Perilla frutescens. PubMed: [GC-MS analysis of volatile oils from Chinese Asarum species]. PubMed: 32P-post-labelling analysis of DNA adducts formed in the livers of animals treated with safrole, estragole and other naturally-occurring alkenylbenzenes. II. Newborn male B6C3F1 mice. PubMed: 32P-post-labelling analysis of DNA adducts formed in the livers of animals treated with safrole, estragole and other naturally-occurring alkenylbenzenes. I. Adult female CD-1 mice. PubMed: Structure-activity studies of the carcinogenicities in the mouse and rat of some naturally occurring and synthetic alkenylbenzene derivatives related to safrole and estragole. PubMed: The pharmacological effects of the ligroin extract of nutmeg (Myristica fragrans). PubMed: Toxic encounters of the dangerous kind. The nutmeg connection. PubMed: Metabolism of alkenebenzene derivatives in the rat. III. Elemicin and isoelemicin. PubMed: Metabolic interaction of secondary amines and tertiary amino propiophenones with monoamine oxidase systems. PubMed: Screening hallucinogenic drugs: systematic study of three behavioral tests.