Chemistry:Guaiol

From HandWiki
Guaiol
Guaiol.svg
Names
IUPAC name
Guai-1(5)-en-11-ol
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)
ChEBI
ChEMBL
ChemSpider
UNII
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).
☒N verify (what is ☑Y☒N ?)
Infobox references

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]

See also

References

  1. The Merriam-Webster Dictionary.
  2. Wolfram Alpha Guaiol
  3. 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. 
  4. 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. PMID 30405331. 
  5. 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.