Cannabicyclol

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Cannabicyclol
Clinical data
ATC code
  • none
Legal status
Legal status
  • UN: Unscheduled
Identifiers
  • (1aR-(1a alpha,3a alpha,8b alpha,8c alpha))-1a,2,3,3a,8b,8c-hexahydro-1,1,3a-trimethyl-6-pentyl-1H-4-oxabenzo(f)cyclobut(cd)inden-8-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H30O2
Molar mass314.469 g·mol−1
3D model (JSmol)
  • Oc4c1c(OC3(C2C1C(C2CC3)(C)C)C)cc(c4)CCCCC
  • InChI=1S/C21H30O2/c1-5-6-7-8-13-11-15(22)17-16(12-13)23-21(4)10-9-14-18(21)19(17)20(14,2)3/h11-12,14,18-19,22H,5-10H2,1-4H3 checkY
  • Key:IGHTZQUIFGUJTG-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Cannabicyclol (CBL) is a non-psychoactive cannabinoid found in Cannabis. CBL is a degradative product like cannabinol, with cannabichromene degrading into CBL through natural irradiation[1] or under acid conditions.[2] It has been found to be a potent positive allosteric modulator of the serotonin 5-HT1A receptor.[3] CBL is not scheduled under the Convention on Psychotropic Substances.

See also

References

  1. ↑ Dach J, Moore EA, Kander J (2015). Cannabis Extracts in Medicine. McFarland. p. 78. ISBN 9781476621111. Retrieved 28 May 2019.
  2. ↑ ApSimon J, ed. (2009). The Total Synthesis of Natural Products. John Wiley & Sons. pp. 229–30. ISBN 9780470129531. Retrieved 28 May 2019.
  3. ↑ Haghdoost M, DePorre Y, Figi M, Young S, Krebs C, Bonn-Miller MO (January 2025). "An Unexpected Activity of a Minor Cannabinoid: Cannabicyclol (CBL) Is a Potent Positive Allosteric Modulator of Serotonin 5-HT1A Receptor". J Nat Prod. 88 (1): 58–66. doi:10.1021/acs.jnatprod.4c00977. PMC 11774245. PMID 39811943.

Notes

This article is a direct transclusion of the Wikipedia article and therefore may not meet the same editing standards as CannabisQAwiki.

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