alpha-copaene
1,3-dimethyl-8-(1-methyl ethyl) tricyclo(4.4.0.0.02,7-)dec-3-ene stereoisomer
Identification
| Name | alpha-copaene |
| CAS Number | 3856-25-5 |
| EINECS | 223-364-4 |
| FDA UNII | 0V56HXQ8N5 |
| Molecular Formula | C15 H24 |
| Molecular Weight | 204.35628000 |
| MDL Number | MFCD00077631 |
| Nikkaji Number | J9.607E |
| Beilstein | 3196858 |
Regulatory
Physical Properties
| Appearance | colorless clear viscous liquid (est) |
| Assay | 95.00 to 100.00 sum of isomers |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.91000 @ 25.00 °C. |
| Refractive Index | 1.49000 @ 20.00 °C. |
| Boiling Point | 124.00 °C. @ 15.00 mm Hg, 246.00 to 251.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.038000 mmHg @ 25.00 °C. (est) |
| Flash Point | 109.00 °F. TCC ( 42.78 °C. ) |
| logP (o/w) | 5.710 |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Odor Description | at 100.00 %. |
Safety Information
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for alpha-copaene usage levels up to | not for fragrance use. |
| Recommendation for alpha-copaene flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
aglaiene
copaene
(-)-a-
copaene
(-)-alpha-
copaene
a-
copaene
1,3-
dimethyl-8-(1-methyl ethyl) tricyclo(4.4.0.0.02,7-)dec-3-ene stereoisomer
8-iso
propyl-1,3-dimethyl tricyclo(4.4.0.02,7)dec-3-ene
8-iso
propyl-1,3-dimethyltricyclo(4.4.0.02,7)dec-3-ene
8-iso
propyl-1,3-dimethyltricyclo[4.4.0.02,7]dec-3-ene
tricyclo(4.4.0.0(2,7))dec-3-ene, 1,3-dimethyl-8-(1-methylethyl)-, stereoisomer
tricyclo[4.4.0.0(2,7)]dec-3-ene, 1,3-dimethyl-8-(1-methylethyl)-, stereoisomer
tricyclo[4.4.0.02,7]dec-3-ene, 1,3-dimethyl-8-(1-methylethyl)-, stereoisomer
PubMed:
Chemical composition of essential oils from four Vietnamese species of piper (piperaceae).
PubMed:
Chemical compositions and antimicrobial activity of the essential oils of Hornstedtia havilandii (Zingiberaceae).
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:
Essential oils composition of croton species from the Amazon.
PubMed:
Analysis of essential oil constituents of three Dasymaschalon species (Annonaceae) from Vietnam.
PubMed:
Hepatoprotection of sesquiterpenoids: a quantitative structure-activity relationship (QSAR) approach.
PubMed:
Identification of volatile compounds emitted by Artemisia ordosica (Artemisia, Asteraceae) and changes due to mechanical damage and weevil infestation.
PubMed:
Chemical composition and biological activities of essential oils of Eremanthus erythropappus (DC) McLeisch (Asteraceae).
PubMed:
GC and GC-MS analysis of the essential oil of Nepeta cilicica Boiss. ex Benth. from Lebanon.
PubMed:
Antitumour properties of the leaf essential oil of Xylopia frutescens Aubl. (Annonaceae).
PubMed:
Comparative study of the volatiles' composition of healthy and larvae-infested Artemisia ordosica.
PubMed:
Chemical composition and anticancer, antiinflammatory, antioxidant and antimalarial activities of leaves essential oil of Cedrelopsis grevei.
PubMed:
Chemical constituents and anticancer effects of the essential oil from leaves of Xylopia laevigata.
PubMed:
Study on the volatile oil contents of Annona glabra L., Annona squamosa L., Annona muricata L. and Annona reticulata L., from Vietnam.
PubMed:
Electrophysiological responses of the Naupactus bipes beetle to essential oils from Piperaceae species.
PubMed:
Molecular cloning and characterization of (+)-epi-α-bisabolol synthase, catalyzing the first step in the biosynthesis of the natural sweetener, hernandulcin, in Lippia dulcis.
PubMed:
Investigation of the volatile constituents of different Gynura species from two Chinese origins by SPME/GC-MS.
PubMed:
Chemical diversity of volatiles of Teucrium orientale L. var. orientale, var. puberulens, and var. glabrescens determined by simultaneous GC-FID and GC/MS techniques.
PubMed:
Temporal analysis of sesquiterpene emissions from manuka and phoebe oil lures and efficacy for attraction of Xyleborus glabratus (Coleoptera: Curculionidae: Scolytinae).
PubMed:
Chemical composition of the essential oils of Annona pickelii and Annona salzmannii (Annonaceae), and their antitumour and trypanocidal activities.
PubMed:
Functional characterization of four sesquiterpene synthases from Ricinus communis (castor bean).
PubMed:
Antibacterial activities of essential oils extracted from leaves of Murraya koenigii by solvent-free microwave extraction and hydro-distillation.
PubMed:
A hexane fraction of guava Leaves (Psidium guajava L.) induces anticancer activity by suppressing AKT/mammalian target of rapamycin/ribosomal p70 S6 kinase in human prostate cancer cells.
PubMed:
[GC-MS analysis and analgesic activity of essential oil from fresh rhizoma of Cyperus rotundus].
PubMed:
Evaluation of the use of Syzygium cumini fruit extract as an antioxidant additive in orange juice and its sensorial impact.
PubMed:
Identification of mosquito repellent odours from Ocimum forskolei.
PubMed:
Utilisation of the MVA pathway to produce elevated levels of the sesquiterpene α-copaene in potato tubers.
PubMed:
Sensory characteristics and volatile profiles of parsley ( Petroselinum crispum [Mill.] Nym.) in correlation to resistance properties against Septoria Blight ( Septoria petroselini ).
PubMed:
Chemical composition and antioxidant, antimicrobial, and larvicidal activities of the essential oils of Annona salzmannii and A. pickelii (Annonaceae).
PubMed:
Attraction of the redbay ambrosia beetle, Xyleborus glabratus, to avocado, lychee, and essential oil Lures.
PubMed:
Attraction and electroantennogram responses of male Mediterranean fruit fly to volatile chemicals from Persea, Litchi and Ficus wood.
PubMed:
Pharmacological evaluation of Copaifera multijuga oil in rats.
PubMed:
Chemical constituents and larvicidal activity of Hymenaea courbaril fruit peel.
PubMed:
Antiplasmodial volatile extracts from Cleistopholis patens Engler & Diels and Uvariastrum pierreanum Engl. (Engl. & Diels) (Annonaceae) growing in Cameroon.
PubMed:
Validation of a gas chromatographic method to quantify sesquiterpenes in copaiba oils.
PubMed:
Inhibitor and substrate activities of sesquiterpene olefins toward +-δ-cadinene-8-hydroxylase, a cytochrome P450 monooxygenase (CYP706B1).
PubMed:
Chemical composition and larvicidal activity against Aedes aegypti larvae of essential oils from four Guarea species.
PubMed:
Flavor characterization of sugar-added pennywort (Centella asiatica L.) juices treated with ultra-high pressure and thermal processes.
PubMed:
Variation of the chemical composition of essential oils in Tunisian populations of Thymus algeriensis Boiss. et Reut. (Lamiaceae) and implication for conservation.
PubMed:
Composition and immunotoxicity activity of essential oils from Lindera obtusiloba Blume against Aedes aegypti L.
PubMed:
Essential oil from leaves of Lippia dulcis grown in Colombia.
PubMed:
Diversity of the volatile organic compounds emitted by 55 species of tropical trees: a survey in French Guiana.
PubMed:
Identification, functional characterization and developmental regulation of sesquiterpene synthases from sunflower capitate glandular trichomes.
PubMed:
Constituents of Cajanus cajan (L.) Millsp., Moringa oleifera Lam., Heliotropium indicum L. and Bidens pilosa L. from Nigeria.
PubMed:
The chemical composition of the essential oils of Euphorbia caracasana and E. cotinifolia (Euphorbiaceae) from Venezuela.
PubMed:
Identification of organic hydroperoxides and hydroperoxy acids in secondary organic aerosol formed during the ozonolysis of different monoterpenes and sesquiterpenes by on-line analysis using atmospheric pressure chemical ionization ion trap mass spectrometry.
PubMed:
Essential oil compositions and cytotoxic activities of Dendropanax capillaris, Oreopanax nubigenus, and Schefflera rodrigueziana from Monteverde, Costa Rica.
PubMed:
Floral and insect-induced volatile formation in Arabidopsis lyrata ssp. petraea, a perennial, outcrossing relative of A. thaliana.
PubMed:
Manuka oil and phoebe oil are attractive baits for Xyleborus glabratus (Coleoptera: Scolytinae), the vector of laurel wilt.
PubMed:
Expression profiling of potato germplasm differentiated in quality traits leads to the identification of candidate flavour and texture genes.
PubMed:
Chemical composition and anti-inflammatory effects of essential oil from Farfugium japonicum flower.
PubMed:
Belowground chemical signaling in maize: when simplicity rhymes with efficiency.
PubMed:
Development of a host-based semiochemical lure for trapping emerald ash borer Agrilus planipennis (Coleoptera: Buprestidae).
PubMed:
Effects of cis-beta-ocimene, cis-sabinene hydrate, and monoterpene and sesquiterpene mixtures on alfalfa pellet intake by lambs.
PubMed:
The molecular and biochemical basis for varietal variation in sesquiterpene content in melon (Cucumis melo L.) rinds.
PubMed:
Variability in essential-oil composition of Piper marginatum sensu lato.
PubMed:
Volatile compounds on the leaf surface of intact and regrowth tarbush (Flourensia cernua DC) canopies.
PubMed:
The effect of the volatile oil from ginger rhizomes (Zingiber officinale), its fractions and isolated compounds on the 5-HT3 receptor complex and the serotoninergic system of the rat ileum.
PubMed:
Chemical composition and anti-inflammatory activity of copaiba oils from Copaifera cearensis Huber ex Ducke, Copaifera reticulata Ducke and Copaifera multijuga Hayne--a comparative study.
PubMed:
Feeding selectivity by mantled howler monkeys (Alouatta palliata) in relation to leaf secondary chemistry in Hymenaea courbaril.
PubMed:
Essential oil of trees of the genus Ocotea (Lauraceae) in Costa Rica. I. Ocotea brenesii.
PubMed:
Optimization and comparison of three methods for extraction of volatile compounds from Cyperus rotundus evaluated by gas chromatography-mass spectrometry.
PubMed:
The inhibition of paw oedema formation caused by the oil of Copaifera multijuga Hayne and its fractions.
PubMed:
An evaluation of the allelopathic potential of selected perennial groundcovers: foliar volatiles of catmint (Nepeta x faassenii) inhibit seedling growth.
PubMed:
Changes in terpene content in milk from pasture-fed cows.
PubMed:
Larvicidal activity of essential oils from Brazilian Croton species against Aedes aegypti L.
PubMed:
Analysis of atmospheric sesquiterpenes: sampling losses and mitigation of ozone interferences.
PubMed:
Essential oil of the Persian sage, Salvia rhytidea Benth.
PubMed:
Geographical traceability of West Liguria extravirgin olive oils by the analysis of volatile terpenoid hydrocarbons.
PubMed:
Effects of gamma-terpinene, terpinolene, alpha-copaene, and alpha-terpinene on consumption of alfalfa pellets by sheep.
PubMed:
Application of artificial neural network on mono- and sesquiterpenes compounds determined by headspace solid-phase microextraction-gas chromatography-mass spectrometry for the Piedmont ricotta cheese traceability.
PubMed:
Essential Oil of Betula pendula Roth. Buds.
PubMed:
Comparison of the volatile composition of Stachys persica Gmel. and Stachys byzantina C. Koch. oils obtained by hydrodistillation and steam distillation.
PubMed:
Effects of the olfactory environment and nutrition on the ability of male Mediterranean fruit flies to endure starvation.
PubMed:
Chemical composition of the essential oil of Salvia multicaulis Vahl. var. simplicifolia Boiss. growing wild in Lebanon.
PubMed:
The sesquiterpene hydrocarbons of maize (Zea mays) form five groups with distinct developmental and organ-specific distributions.
PubMed:
Essential oils from New Zealand manuka: triketone and other chemotypes of Leptospermum scoparium.
PubMed:
Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants.
PubMed:
GC-MS analysis of essential oil of Shorea robusta bast.
PubMed:
[Chemical composition of volatile oil from Chromolaena odorata and its effect on plant, fungi and insect growth].
PubMed:
(-)-Germacrene D receptor neurones in three species of heliothine moths: structure-activity relationships.
PubMed:
Composition and antimicrobial activity of the essential oil of Hypericum rumeliacum subsp. apollinis (Boiss. & Heldr.).
PubMed:
Volatile components and aroma active compounds in aqueous essence and fresh pink guava fruit puree (Psidium guajava L.) by GC-MS and multidimensional GC/GC-O.
PubMed:
Implication of SAR of male medfly attractants in insect olfaction.
PubMed:
Chemical composition of volatile oil from Cinnamomum zeylanicum buds.
PubMed:
Characterization of volatiles in Costa Rican guava [Psidium friedrichsthalianum (Berg) Niedenzu] fruit.
PubMed:
Exposure to ginger root oil enhances mating success of irradiated, mass-reared males of Mediterranean fruit fly (Diptera: Tephritidae).
PubMed:
Sesquiterpene, alkene, and alkane hydrocarbons in virgin olive oils of different varieties and geographical origins.
PubMed:
Identification of volatile constituents of Tambourissa leptophylla.
PubMed:
Selective oviposition by Aedes aegypti (Diptera: culicidae) in response to Mesocyclops longisetus (Copepoda: Cyclopoidea) under laboratory and field conditions.
PubMed:
Genetic diversity of Ocimum gratissimum L. based on volatile oil constituents, flavonoids and RAPD markers.
PubMed:
Volatiles released from oak, a host tree for the bark beetle Scolytus intricatus.
PubMed:
The steam volatile oil of Wollemia nobilis and its comparison with other members of the Araucariaceae (Agathis and Araucaria).
PubMed:
Composition and antimicrobial activity of the essential oil of Cistus creticus subsp. eriocephalus.
PubMed:
Electroantennographic and coupled gas chromatographic-electroantennographic responses of the mediterranean fruit fly,Ceratitis capitata, to male-produced volatiles and mango odor.
PubMed:
Pathway of terpene excretion by the appendix of Sauromatum guttatum.
PubMed:
Male lures for mediterranean fruitfly (Ceratitis capitata wied.): Structural analogs of α-copaene.
PubMed:
Additional male mediterranean fruitfly (Ceratitis capitata wied.) Attractants from Angelica seed oil (Angelica archangelica L.).
PubMed:
A four-component attractant for the mexican fruit fly,Anastrepha ludens (Diptera: Tephritidae), from host fruit.
PubMed:
Isolation and identification of male medfly attractive components inLitchi chinensis stems andFicus spp. stem exudates.
PubMed:
Composition of essential oils of Laurus nobilis, L. nobilis var. angustifolia and Laurus azorica.
PubMed:
Composition of essential oils of some senecio species.
PubMed:
[Sesquiterpene hydrocarbons from grapes (author's transl)].