Cannabinoids - Part 2


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CBL - Cannabicyclol

Cannabicyclol (CBL) is a non-psychoactive cannabinoid present in most cultivated cannabis strains. It is present in low levels compared to other cannabinoids but it seems to be present in a variety of cultivars. CBL has been known to affect the C1 and C3 receptors, meaning it is readily available to patients who consume pretty much any cannabis (1). It has been known to exist at higher levels in cultivars that contain higher levels of citrol and olivetol. The medicinal effects of this plant are still unknown, but it does not appear to have any negative side effects to human health whatsoever. (2)

CBC - Cannabichromene

Cannabichromene (CBC) is one of the 113 cannabinoids found in the Cannabis plant and therefore can be also described as a phytocannabinoid. It bears structural similarity to the other natural cannabinoids, including tetrahydrocannabinol (THC)l, tetrahydrocannabivarin (THCV), cannabidiol (CBD), and cannabinol (CBN), among others.(3) It, and its derivatives, are as abundant as cannabinols in cannabis. (4) It is not active at CB1 or CB2 receptors but is an agonist of TRPA1 and less potently, an agonist of TRPV3 and TRPV4. (4) CBC has even been shown to have some antimicrobial properties! (5)



Sources:
  1. Vree, T. B., et al. "Identification of cannabicyclol with a pentyl or propyl side-chain by means of combined as chromatography—mass spectrometry." (1972).
  2. Kane, Vinayak V., and Raj K. Razdan. "Constituents of hashish. A novel reaction of olivetol with citral in the presence of pyridine. Total synthesis of dl-cannabicyclol and dl-cannabichromene." Journal of the American Chemical Society 90.23 (1968): 6551-6553.
  3. Aizpurua-Olaizola, Oier; Soydaner, Umut; Öztürk, Ekin; Schibano, Daniele; Simsir, Yilmaz; Navarro, Patricia; Etxebarria, Nestor; Usobiaga, Aresatz "Evolution of the Cannabinoid and Terpene Content during the Growth of Cannabis sativa Plants from Different Chemotypes". Journal of Natural Products.  (2016) 79 (2): 324–331.
  4. Turner, Sarah E.; Williams, Claire M.; Iversen, Leslie; Whalley, Benjamin J. "Molecular Pharmacology of Phytocannabinoids". In Kinghorn, A. Douglas; Falk, Heinz; Gibbons, Simon; Kobayashi, Jun'ichi. Phytocannabinoids: Unraveling the Complex Chemistry and Pharmacology of Cannabis sativa. Progress in the Chemistry of Organic Natural Products. 103. Springer International Publishing. (2017) pp. 61–101.
  5. Gaoni, Y., and R. Mechoulam. "Cannabichromene, a new active principle in hashish." Chemical Communications (London) 1 (1966): 20-21.

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