Chemistry:Cannabicitran

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Short description: Chemical compound
Cannabicitran
Cannabicitran structure.png
Cannabicitran 3D BS.png
Identifiers
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC21H30O2
Molar mass314.469 g·mol−1
3D model (JSmol)

Cannabicitran (CBTC) is a phytocannabinoid first isolated in 1974 as a trace component of Cannabis sativa,[1][2][3][4] Structurally related compounds can be found in some other plants.[5][6] It is not psychoactive, but was found to reduce intraocular pressure in tests on rabbits,[7] which may reflect agonist activity at the NAGly receptor (formally GPR18) that is known to be a target of many structurally related cannabinoids.[8]

See also

References

  1. "Cannabicitran: a new naturally occurring tetracyclic diether from Lebanese Cannabis sativa.". Phytochemistry 13 (3): 619–21. March 1974. doi:10.1016/S0031-9422(00)91362-1. 
  2. "Flavonoid glycosides and cannabinoids from the pollen of Cannabis sativa L". Phytochemical Analysis 16 (1): 45–8. 2005. doi:10.1002/pca.809. PMID 15688956. 
  3. "Cannabinoids, Phenolics, Terpenes and Alkaloids of Cannabis". Molecules 26 (9): 2774. May 2021. doi:10.3390/molecules26092774. PMID 34066753. 
  4. "Phytocannabinoids: a unified critical inventory". Natural Product Reports 33 (12): 1357–1392. November 2016. doi:10.1039/c6np00074f. PMID 27722705. 
  5. "Efficient Synthesis of Polycycles by Electrocyclizations of Substituted Trihydroxybenzenes: Synthesis of Rubranine and Deoxybruceol.". Synlett 2007 (14): 2232–2236. 2007. doi:10.1055/s-2007-985562. 
  6. "New cannabinoid-like chromane and chromene derivatives from Rhododendron anthopogonoides". Chemical & Pharmaceutical Bulletin 59 (11): 1409–12. 2011. doi:10.1248/cpb.59.1409. PMID 22041081. 
  7. "Cannabinoids in glaucoma II: the effect of different cannabinoids on intraocular pressure of the rabbit". Current Eye Research 3 (6): 841–50. June 1984. doi:10.3109/02713688409000797. PMID 6329602. 
  8. "A GPR18-based signalling system regulates IOP in murine eye". British Journal of Pharmacology 169 (4): 834–43. June 2013. doi:10.1111/bph.12136. PMID 23461720.