delta-elemene

(1S,2R)-(-)-2-isopropenyl-1-vinyl-p-menth-3-ene

CAS: 20307-84-0 C15 H24 MW: 204.35628000 herbal

Identification

Namedelta-elemene
IUPAC(3S,4R)-4-ethenyl-4-methyl-1-propan-2-yl-3-prop-1-en-2-ylcyclohexene
CAS Number20307-84-0
FDA UNIISearch
Molecular FormulaC15 H24
Molecular Weight204.35628000
CoE Number10996

Regulatory

DG SANTE Food Flavourings01.039 delta-elemene

Physical Properties

Appearance colorless to yellow clear liquid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.85600 to 0.86200 @ 25.00 °C.
Pounds per Gallon - (est). 7.123 to 7.173
Refractive Index 1.48000 to 1.48600 @ 20.00 °C.
Boiling Point 254.00 to 255.00 °C. @ 760.00 mm Hg (est), 107.00 °C. @ 10.00 mm Hg
Vapor Pressure 0.028000 mmHg @ 25.00 °C. (est)
Flash Point 211.00 °F. TCC ( 99.50 °C. ) (est)
logP (o/w) 6.446 (est)
Soluble in water, 0.01368 mg/L @ 25 °C (est)

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

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for delta-elemene usage levels up to3.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)0.012 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)3900 (μg/person/day)
Threshold of Concern1800 (μg/person/day)
Structure ClassI
Dairy products, excluding products of category 02.0 (01.0)7.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0)5.00000
Edible ices, including sherbet and sorbet (03.0)10.00000
Processed fruit (04.1)7.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)-
Confectionery (05.0)10.00000
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)4.00000
Bakery wares (07.0)10.00000
Meat and meat products, including poultry and game (08.0)2.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)2.00000
Eggs and egg products (10.0)-
Sweeteners, including honey (11.0)-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)5.00000
Foodstuffs intended for particular nutritional uses (13.0)10.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)5.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)10.00000
Ready-to-eat savouries (15.0)20.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)5.00000

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Potential Uses

None Found

Natural Occurrence

angelica root oil @ 0.42% Data anise seed baccharis coridifolia oil argentina @ 0.10% Data basil oil CO2 sweet @ trace% Data basil oil sweet @ trace% Data bergamot oil @ 0.000-0.007% Data boronia absolute @ 0.01% Data cajuput oil vietnam @ trace% Data calamus leaf oil @ 0.21% Data calamus root oil mongolia @ 0.50% Data cananga leaf oil @ 1.1% Data cassis bud oil @ trace-0.24% Data cedrela wood oil @ 0.44% Data chamomile oil morocco @ 0.70% Data citronella oil ceylon @ 0.03% Data citronella oil china @ 0.01% Data citronella oil java @ 0.01% Data clary sage oil spain @ trace% Data croton cajucara benth. leaf oil brazil @ 0.30% Data croton flavens l. (welensali) leaf oil curacao @ 0.30% Data cubeb oil @ 0.10% Data curcuma amada roxb. rhizome oil india @ 0.20% Data curry wood leaf oil australia @ 0.40% Data ginger root oil china @ 0.10% Data ginger root oil CO2 extract australia @ 0.23% Data guava leaf oil cuba @ trace% Data guava oil jambu flower oil brazil @ 0.30% Data kachur oil @ 0.20% Data lavender oil france @ trace% Data lime oil distilled mexico @ 0.06% Data lime oil distilled peru @ 0.05% Data lime oil expressed florida @ 0.1% Data mandarin fruit mandarin fruit juice - trace amount mandarin oil uruguay @ 0.01% Data marjoram oil sweet cuba @ trace% Data marjoram oil sweet cyprus @ trace-0.20% Data marjoram oil sweet turkey @ 0.03-0.04% Data marsypianthes chamaedrys (vahl) kuntze oil brazil @ 2.50% Data mikan peel oil @ trace% Data mikania cordata (burm. f.) b.l. robinson var. cordata leaf oil france @ 0.50% Data ocimum gratissimum l. oil brazil @ 0.17% Data orange peel oil bitter china @ 0.01% Data patchouli oil china @ 0.04% Data pepper black pepper fruit pepper black pepper fruit oil pepper oil black india @ 0.10% Data phlomis fruticosa l. flower oil greece @ 0.20% Data phoebe oil brazil @ 0.06% Data piper cernum vell. var. cernum yuncker leaf oil brazil @ 0.20% Data polyalthia australis (benth.) jessup leaf oil australia @ 0.40% Data ravintsara leaf oil @ 0.55%% Data salvia atropatana bunge oil iran @ 1.10% Data salvia officinalis seed oil tunisia @ 0.07% Data salvia sclarea seed oil tunisia @ 0.85% Data salvia verbenaca seed oil tunisia @ 3.97% Data savin oil @ 0.36% Data sideritis montana l. oil bulgaria @ 5.60% Data sideritis scardica l. oil bulgaria @ 0.80% Data sideritis syriaca l. oil bulgaria @ 1.50% Data tagete oil CO2 extract @ 3.00% Data valerian root oil @ 0.2-2.9% Data valerian root oil CO2 extract china @ 0.08% Data vassoura oil @ 0.40% Data yarrow oil @ 0.10% Data ylang ylang oil CO2 extract @ 0.02% Data yuzu peel oil c.p. @ 0.01-0.02% Data yuzu peel oil CO2 extract @ 0.01-0.02% Data

Synonyms

1,3,6- elematriene (3S,4R)-4- ethenyl-4-methyl-1-propan-2-yl-3-prop-1-en-2-ylcyclohexene (3R-(E))-4- ethenyl-4-methyl-3-(1-methyl ethenyl)-1-(1-methyl ethyl) cyclohexene (3R-trans)-4- ethenyl-4-methyl-3-(1-methyl ethenyl)-1-(1-methyl ethyl) cyclohexene (1S,2R)-(-)-2-iso propenyl-1-vinyl-p-menth-3-ene (1S,2R)-(-)-2-iso propenyl-1-vinyl-para-menth-3-ene PubMed: Chemical compositions and antimicrobial activity of the essential oils of Hornstedtia havilandii (Zingiberaceae). PubMed: Combined analysis of the root bark oil of Cleistopholis glauca by chromatographic and spectroscopic techniques. PubMed: Chemical composition of essential oils from the leaves and stem barks of Vietnamese species of Polyalthia harmandiiPolyalthia jucunda and Polyalthia thorelii. PubMed: Constituents of essential oils from the leaves, stem barks and resins of Canarium parvum Leen., and Canarium tramdenanum Dai et Yakovl. (Burseracea) grown in Vietnam. PubMed: Comparative analysis of the essential oil composition of Murraya paniculata and M. exotica. PubMed: Essential oils composition of croton species from the Amazon. PubMed: Quantitative Analysis and Discrimination of Steamed and Non-Steamed Rhizomes of Curcuma wenyujin by GC-MS and HPLC. PubMed: Chemical composition and antimicrobial activity of three essential oils from Curcuma wenyujin. PubMed: Chemical composition and anti-Trypanosoma cruzi activity of essential oils obtained from leaves of Xylopia frutescens and X. laevigata (Annonaceae). PubMed: Analysis of Cleistopholis patens leaf and trunk bark oils using combined GC- flame ionisation detection, GC-retention index, GC-MS and (13) C-NMR. PubMed: Essential oils from five species of Annonaceae from Vietnam. PubMed: Antimicrobial Potential and Chemical Characterization of Serbian Liverwort (Porella arboris-vitae): SEM and TEM Observations. PubMed: Antimicrobial activity of selected essential oils against cariogenic bacteria. PubMed: Antifungal and antibacterial activity of the essential oil of Chamaecyparis lawsoniana from Spain. PubMed: Study on the volatile oil contents of Annona glabra L., Annona squamosa L., Annona muricata L. and Annona reticulata L., from Vietnam. PubMed: Chemical composition of the essential oils of Centaurea formanekii and C. orphanidea ssp. thessala, growing wild in Greece. PubMed: Chemical composition and biological activities of the essential oils from Duguetia lanceolata St. Hil. barks. PubMed: Furanodiene induces endoplasmic reticulum stress and presents antiproliferative activities in lung cancer cells. PubMed: Anti-cancer properties of terpenoids isolated from Rhizoma Curcumae--a review. PubMed: Differences in the volatile compositions of ginseng species (Panax sp.). PubMed: Composition and antioxidant capacity of the essential oil of leaves of Vitex megapotamica (Sprengel) Moldenke. PubMed: Natural product studies of U.S. endangered plants: volatile components of Lindera melissifolia (Lauraceae) repel mosquitoes and ticks. PubMed: Volatiles from Magnolia grandiflora flowers: comparative analysis by simultaneous distillation-extraction and solid phase microextraction. PubMed: The leaf essential oils of five Vietnamese Desmos species (Annonaceae). PubMed: Chemical and biological analyses of the essential oils and main constituents of Piper species. PubMed: Induction of caspase-3-dependent apoptosis in human leukemia HL-60 cells by δ-elemene. PubMed: Fractionation of volatile constituents from curcuma rhizome by preparative gas chromatography. PubMed: California Lomatiums, Part X. Comparison of composition of the hydrodistilled oils from two subspecies of Lomatium mohavense. PubMed: Changes in volatile compound composition of Antrodia camphorata during solid state fermentation. PubMed: B-cell lymphoma-2 over-expression protects δ-elemene-induced apoptosis in human lung carcinoma mucoepidermoid cells via a nuclear factor kappa B-related pathway. PubMed: Lysosomal membrane permeabilization contributes to elemene emulsion-induced apoptosis in A549 cells. PubMed: The compositions of volatiles and aroma-active compounds in dried omija fruits (Schisandra chinensis Baillon) according to the cultivation areas. PubMed: Insecticidal compounds from the essential oil of Chinese medicinal herb Atractylodes chinensis. PubMed: Comparative volatile oil composition of four Ocimum species from northern India. PubMed: Chemical composition and antibacterial activity of the essential oil of Drimys granadensis L.f. leaves from Colombia. PubMed: Essential oil composition of Vismia macrophylla leaves (Guttiferae). PubMed: Caryophyllene oxide-rich essential oils of Lithuanian Artemisia campestris ssp. campestris and their toxicity. PubMed: Phytochemical investigation of Verbesina turbacensis Kunth: trypanosome cysteine protease inhibition by (-)-bornyl esters. PubMed: Essential oils from two Lantana species with antimycobacterial activity. PubMed: Cell apoptosis induced by delta-elemene in colorectal adenocarcinoma cells via a mitochondrial-mediated pathway. PubMed: Essential oil composition from two species of Piperaceae family grown in Colombia. PubMed: Antiatherogenic activity of Dendropanax morbifera essential oil in rats. PubMed: Seasonal variation and bioactivity in the leaf oil of Liriodendron tulipifera growing in Huntsville, Alabama. PubMed: GC-MS analysis and antimicrobial activity of essential oil of Stachys cretica subsp. smyrnaea. PubMed: Essential oil compositions of three Lantana species from Monteverde, Costa Rica. PubMed: Antiulcerogenic and anti-inflammatory activities of the essential oil from Pterodon emarginatus seeds. PubMed: Synthesis and in vitro anti-proliferative activity of beta-elemene monosubstituted derivatives in HeLa cells mediated through arrest of cell cycle at the G1 phase. PubMed: Chemical constituents and larvicidal property of the essential oil of Blumea mollis (D. Don) Merr. against Culex quinquefasciatus. PubMed: Antiectoparasitic activity of the gum resin, gum haggar, from the East African plant, Commiphora holtziana. PubMed: Bioactivity and chemical composition of the leaf essential oils of Zanthoxylum rhoifolium and Zanthoxylum setulosum from Monteverde, Costa Rica. PubMed: Volatile components from the roots of Solanum pseudocapsicum. PubMed: [Extraction and identification of volatile constituents in the flowers of Aglaia odorata Lour]. PubMed: The volatile constituents analysis of Eremostachys macrophylla Montbr. & Auch. from Iran. PubMed: Effect of delta-elemene on Hela cell lines by apoptosis induction. PubMed: Optimization of GC-MS conditions based on resolution and stability of analytes for simultaneous determination of nine sesquiterpenoids in three species of Curcuma rhizomes. PubMed: [Radiosensitization of beta-elemene on VX2 carcinoma transplanted on kidney in rabbits in vivo]. PubMed: [Analysis of volatile constituents in leaves of three cypress species by gas chromatography/mass spectrometry]. PubMed: Determination of Teucrium chamaedrys volatiles by using direct thermal desorption-comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry. PubMed: Antioxidant and biocidal activities of Carum nigrum (seed) essential oil, oleoresin, and their selected components. PubMed: Headspace solid-phase microextraction-gas chromatography--mass spectrometry analysis of the volatile compounds of Evodia species fruits. PubMed: Identification and quantitation of eleven sesquiterpenes in three species of Curcuma rhizomes by pressurized liquid extraction and gas chromatography-mass spectrometry. PubMed: Analysis of leaf surface sesquiterpenes in potato varieties. PubMed: Herbal drug quality and phytochemical composition of Hypericum perforatum L. affected by ash yellows phytoplasma infection. PubMed: Application of multidimensional gas chromatography to the enantioselective characterisation of the essential oil of Eupatorium buniifolium Hooker et Arnott. PubMed: Isogermacrene A, a proposed intermediate in sesquiterpene biosynthesis. PubMed: Chemical composition and in vitro antimicrobial activities of the essential oils from endemic Psiadia species growing in mauritius. PubMed: Volatile constituents and key odorants in leaves, buds, flowers, and fruits of Laurus nobilis L. PubMed: Interspecific variation in terpenoid composition of defensive secretions of European Reticulitermes termites. 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: Germacrene A is a product of the aristolochene synthase-mediated conversion of farnesylpyrophosphate to aristolochene. PubMed: [Clinical study on treatment of 40 cases of malignant brain tumor by elemene emulsion injection]. PubMed: Chemical variability of the volatile metabolites from the Caribbean corals of the genus Gorgonia. PubMed: (+)-Germacrene A biosynthesis . The committed step in the biosynthesis of bitter sesquiterpene lactones in chicory PubMed: Volatile constituents of Origanum vulgare ssp. viride (syn. O. heracleoticum) from Iran. PubMed: [Essential oil components in leaves and stems of Piper bisasperatum (Piperaceae)]. PubMed: Production of volatile sesquiterpenes by Fusarium sambucinum strains with different abilities to synthesize trichothecenes. PubMed: Germacrene-C, precursor of delta-elemene.