Cannabicitran

In this article, we will explore and analyze the impact of Cannabicitran on our current society. Cannabicitran is a fascinating and relevant topic that has captured the attention of experts and the general public. Throughout history, Cannabicitran has played a crucial role in the way we understand the world around us and has significantly influenced different aspects of our daily lives. Using a multidisciplinary approach, we will examine the various dimensions of Cannabicitran and its importance in fields such as science, culture, politics and technology. Through critical analysis, we hope to offer a comprehensive and enriching vision of this topic and its impact on contemporary society.

Cannabicitran
Identifiers
  • 1,5,5-trimethyl-9-pentyl-6,15-dioxatetracyclopentadeca-7(12),8,10-triene
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H30O2
Molar mass314.469 g·mol−1
3D model (JSmol)
  • CCCCCc1cc2O3(C)C4c2c(c1)OC(C)(C)4CC3
  • InChI=1S/C21H30O2/c1-5-6-7-8-14-11-17-19-15-13-21(4,23-18(19)12-14)10-9-16(15)20(2,3)22-17/h11-12,15-16H,5-10,13H2,1-4H3
  • Key:IXJXRDCCQRZSDV-UHFFFAOYSA-N

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

See also

References

  1. ^ Bercht CL, Lousberg RJ, Küppers FJ, Salemink CA (March 1974). "Cannabicitran: a new naturally occurring tetracyclic diether from Lebanese Cannabis sativa". Phytochemistry. 13 (3): 619–21. doi:10.1016/S0031-9422(00)91362-1.
  2. ^ Ross SA, ElSohly MA, Sultana GN, Mehmedic Z, Hossain CF, Chandra S (2005). "Flavonoid glycosides and cannabinoids from the pollen of Cannabis sativa L". Phytochemical Analysis. 16 (1): 45–8. doi:10.1002/pca.809. PMID 15688956.
  3. ^ Radwan MM, Chandra S, Gul S, ElSohly MA (May 2021). "Cannabinoids, Phenolics, Terpenes and Alkaloids of Cannabis". Molecules. 26 (9): 2774. doi:10.3390/molecules26092774. PMC 8125862. PMID 34066753.
  4. ^ Hanuš LO, Meyer SM, Muñoz E, Taglialatela-Scafati O, Appendino G (November 2016). "Phytocannabinoids: a unified critical inventory". Natural Product Reports. 33 (12): 1357–1392. doi:10.1039/c6np00074f. PMID 27722705.
  5. ^ Lee YR, Kim JH (2007). "Efficient Synthesis of Polycycles by Electrocyclizations of Substituted Trihydroxybenzenes: Synthesis of Rubranine and Deoxybruceol". Synlett. 2007 (14): 2232–2236. doi:10.1055/s-2007-985562.
  6. ^ Iwata N, Kitanaka S (2011). "New cannabinoid-like chromane and chromene derivatives from Rhododendron anthopogonoides". Chemical & Pharmaceutical Bulletin. 59 (11): 1409–12. doi:10.1248/cpb.59.1409. PMID 22041081.
  7. ^ ElSohly MA, Harland EC, Benigni DA, Waller CW (June 1984). "Cannabinoids in glaucoma II: the effect of different cannabinoids on intraocular pressure of the rabbit". Current Eye Research. 3 (6): 841–50. doi:10.3109/02713688409000797. PMID 6329602.
  8. ^ Caldwell MD, Hu SS, Viswanathan S, Bradshaw H, Kelly ME, Straiker A (June 2013). "A GPR18-based signalling system regulates IOP in murine eye". British Journal of Pharmacology. 169 (4): 834–43. doi:10.1111/bph.12136. PMC 3687663. PMID 23461720.


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