Guaiol
From LIMSWiki
Names | |
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IUPAC name
Guai-1(5)-en-11-ol
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Systematic IUPAC name
2-[(3S,5R,8S)-3,8-Dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol | |
Other names
Champacol,
5-Azulenemethanol | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.007.003 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C15H26O | |
Molar mass | 222.372 g·mol−1 |
Density | 0.961 g/mL |
Melting point | 92 °C (198 °F; 365 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Guaiol or champacol is an organic compound, a sesquiterpenoid alcohol found in several plants, especially in the oil of guaiacum and cypress pine.[1] It is a crystalline solid that melts at 92 °C.[2] Guaiol is one of many terpenes found in Cannabis and it has been associated with anxiolytic activity.[3][4]
Reactions
Guaiol yields a deep purple color when treated with electrophilic bromine reagents.[5] Upon heating with sulfur, guaiazulene can yield.
See also
References
- ^ The Merriam-Webster Dictionary.
- ^ Wolfram Alpha Guaiol
- ^ Hillig, Karl W (2004-10-01). "A chemotaxonomic analysis of terpenoid variation in Cannabis". Biochemical Systematics and Ecology. 32 (10): 875–891. doi:10.1016/j.bse.2004.04.004.
- ^ Kamal, Brishna S.; Kamal, Fatima; Lantela, Daniel E. (2018). "Cannabis and the Anxiety of Fragmentation—A Systems Approach for Finding an Anxiolytic Cannabis Chemotype". Frontiers in Neuroscience. 12: 730. doi:10.3389/fnins.2018.00730. PMC 6204402. PMID 30405331.
- ^ Waddell, TG; Arp, NW; Bodine, KD; Pagni, RM (2002). "The guaiol color reaction". Planta Medica. 68 (10): 949–50. doi:10.1055/s-2002-34931. PMID 12391567.
Notes
This article is a direct transclusion of the Wikipedia article and therefore may not meet the same editing standards as CannabisQAwiki.