| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-18 23:28:03 UTC |
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| Updated at | 2020-11-18 16:34:54 UTC |
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| CannabisDB ID | CDB000188 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | 1,4-Cineole |
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| Description | 1,4-Cineole belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. 1,4-Cineole is neutral compound. It is a colorless clear liquid with a minty, cooling piney, camphoraceous, eucalyptol-like odor and a flavor described as cooling, minty, menthol-like, green and herbal, with a terpy and camphoraceous nuance. 1,4-Cineole is found in highest concentrations in lavender spike water, juniper needle oil, cardamoms and limes. 1,4-Cineole has also been detected in evergreen grapes, grapefruit juice, lemon, orange, mandarins, blackberries, herbs and spices, roselles, and star anises ( Ref:DOI ). This could make 1,4-cineole a potential biomarker for the consumption of these foods. 1,4-Cineole is also found in cannabis plants (PMID:6991645 ) and in the essential oil of Rhododendron anthopogonoides (PMID: 22143541 ). |
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| Structure | |
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| Synonyms | | Value | Source |
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| (1S,4S)-1-Methyl-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane | ChEBI | | 1,4-Cineol | ChEBI | | 1,4-Epoxy-p-menthane | ChEBI | | 1-Isopropyl-4-methyl-7-oxabicyclo(2.2.1)heptane | ChEBI | | 1-Methyl-4-(1-methylethyl)-7-oxabicyclo[2.2.1]heptane | ChEBI | | Isocineole | ChEBI | | Isocineple | ChEBI |
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| Chemical Formula | C10H18O |
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| Average Molecular Weight | 154.25 |
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| Monoisotopic Molecular Weight | 154.1358 |
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| IUPAC Name | (1s,4s)-1-methyl-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane |
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| Traditional Name | (1s,4s)-1-isopropyl-4-methyl-7-oxabicyclo[2.2.1]heptane |
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| CAS Registry Number | 470-67-7 |
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| SMILES | CC(C)[C@]12CC[C@](C)(CC1)O2 |
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| InChI Identifier | InChI=1S/C10H18O/c1-8(2)10-6-4-9(3,11-10)5-7-10/h8H,4-7H2,1-3H3/t9-,10+ |
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| InChI Key | RFFOTVCVTJUTAD-AOOOYVTPSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. |
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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 | Monoterpenoids |
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| Direct Parent | Bicyclic monoterpenoids |
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| Alternative Parents | |
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| Substituents | - P-menthane monoterpenoid
- Bicyclic monoterpenoid
- Tetrahydrofuran
- Oxacycle
- Organoheterocyclic compound
- Ether
- Dialkyl ether
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic heteropolycyclic compounds |
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| External Descriptors | Not Available |
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| Ontology |
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Not Available | | 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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| General References | - Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
- Yang K, Zhou YX, Wang CF, Du SS, Deng ZW, Liu QZ, Liu ZL: Toxicity of Rhododendron anthopogonoides essential oil and its constituent compounds towards Sitophilus zeamais. Molecules. 2011 Aug 25;16(9):7320-30. doi: 10.3390/molecules16097320. [PubMed:22143541 ]
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