Copaene
Compound Structure: |
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Synonyms: | Copaene;ALPHA-COPAENE;3856-25-5;.alpha.-Copaene;(-)-alpha-Copaene;[1S,2R,6R,7R,8S,(+)]-1,3-Dimethyl-8-(1-methylethyl)tricyclo[4.4.0.02,7]deca-3-ene;ylangene (alpha-);8-Isopropyl-1,3-dimethyltricyclo(4.4.0.02,7)dec-3-ene | ||||||||||||||||||||||||||||||||||||||
Compound ID: | NMPC-552 | ||||||||||||||||||||||||||||||||||||||
PubChem ID: | |||||||||||||||||||||||||||||||||||||||
Molecular Formula: | C15H24 | ||||||||||||||||||||||||||||||||||||||
Canonical SMILES: | CC1=CCC2C3C1C2(CCC3C(C)C)C | ||||||||||||||||||||||||||||||||||||||
InChIKey: | VLXDPFLIRFYIME-UHFFFAOYSA-N | ||||||||||||||||||||||||||||||||||||||
About the compound: | Copaene, also known as α-copaene, is a naturally occurring compound present in plants like Curcuma amada and Pterodon emarginatus, among others, for which data is accessible. It's an oily liquid hydrocarbon commonly found in various essential oil-producing plants. The term "copaene" originates from the resin-producing tropical copaiba tree, Copaifera langsdorffii, from which it was first isolated in 1914. Its structure, along with its chirality, was determined in 1963. Another form, β-copaene, with a double-bond isomer containing an exocyclic-methylene group, was identified in 1967. Chemically, copaenes belong to the category of tricyclic sesquiterpenes. These molecules exhibit chirality, with the α-copaene enantiomer typically found in higher plants displaying a negative optical rotation of approximately -6°. Occasionally, the rare (+)-α-copaene is detected in small quantities in certain plants. The presence of (+)-α-copaene is noteworthy due to its strong attraction to an agricultural pest, the Mediterranean fruit fly Ceratitis capitata. GHS Hazard Statements H226 (50%): Flammable liquid and vapor [Warning Flammable liquids] H304 (50%): May be fatal if swallowed and enters airways [Danger Aspiration hazard] H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation] |
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Properties: |
Chemical and Physical Properties Computed Properties
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Source Species: |
Monodora myristica Piper guineense Tithonia rotundifolia Cyperus articulatus Murraya Koenigii |