| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-18 23:24:06 UTC |
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| Updated at | 2020-12-07 19:07:04 UTC |
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| CannabisDB ID | CDB000082 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | delta-Cadinene |
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| Description | (+)-1(10),4-Cadinadiene, also known as delta-cadinene, one of the 4 isomers of Cadinene, belongs to the class of organic compounds known as sesquiterpenoids which are terpenes with three consecutive isoprene units. delta-Cadinene is an isoprenoid lipid molecule that is very hydrophobic, almost insoluble in water, soluble in alcohol and relatively neutral. Cadinene isomers were first isolated from oil of the wood of the Cade juniper, from which its name was derived. delta-Cadinene has a dry, thyme, herbal, and medicine taste ( Ref:DOI ). It is the trivial chemical name of several isomeric hydrocarbons that occur in a wide variety of essential oil-producing plants such as cannabis plants (PMID:6991645 ). 4-Cadinadiene occurs in the essential oils of all-spice, ylang-ylang, citronella, cubebs, and sweet flag. delta-Cadinadiene is found in highest concentrations in common oregano, hyssops, and lemon balms and in lower concentrations in sweet basils, spearmints, and winter savories. delta-Cadinene has also been detected in bread, macadamia nuts, common cabbages, moth beans, and half-highbush blueberries making delta-Cadinene a potential biomarker for the consumption of these foods. Delta-Cadinene has anti-cancer properties as it inhibited the growth of ovarian cancer cells (PMID: 26261482 ).  |
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| Structure | |
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| Synonyms | | Value | Source |
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| (1R,8AS)-4,7-dimethyl-1-isopropyl-1,2,3,5,6,8a-hexahydronaphthalene | ChEBI | | (1R,8AS)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene | Kegg | | (-)-Δ-cadinene | Generator |
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| Chemical Formula | C15H24 |
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| Average Molecular Weight | 204.36 |
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| Monoisotopic Molecular Weight | 204.1878 |
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| IUPAC Name | (1R,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene |
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| Traditional Name | (-)-delta-cadinene |
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| CAS Registry Number | 483-76-1 |
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| SMILES | CC(C)[C@H]1CCC(C)=C2CCC(C)=C[C@H]12 |
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| InChI Identifier | InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13,15H,5-8H2,1-4H3/t13-,15-/m1/s1 |
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| InChI Key | FUCYIEXQVQJBKY-UKRRQHHQSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Prenol lipids |
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| Sub Class | Sesquiterpenoids |
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| Direct Parent | Sesquiterpenoids |
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| Alternative Parents | |
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| Substituents | - Sesquiterpenoid
- Cadinane sesquiterpenoid
- Branched unsaturated hydrocarbon
- Polycyclic hydrocarbon
- Cyclic olefin
- Unsaturated aliphatic hydrocarbon
- Unsaturated hydrocarbon
- Olefin
- Hydrocarbon
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Role | Industrial application: |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | logP | Not Available | Not Available |
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| Predicted Properties | [] |
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