Cannabichromene
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2-Methyl-2-(4-methylpent-3-enyl)-7-pentyl-5-chromenol
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3D model (Jmol)
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| ECHA InfoCard | 100.236.929 |
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| Properties | |
| C21H30O2 | |
| Molar mass | 314.46 g/mol |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |
Cannabichromene (CBC) is a cannabinoid found in the Cannabis plant and therefore can be also described as a phytocannabinoid - from ancient Greek phyton = "plant". It bears structural similarity to the other natural cannabinoids, including tetrahydrocannabinol, tetrahydrocannabivarin, cannabidiol, and cannabinol, among others. It is actually the second most concentrated cannabinoid in the plant, after tetrahydrocannabinol. Evidence has suggested that it may play a role in the anti-inflammatory and anti-viral effects of cannabis, and it may have also antifungal properties.[1] Cannabichromene may contribute to the overall analgesic effects of medical cannabis. A study done in March 2010 showed that CBC along with cannabidiol and tetrahydrocannabinol have antidepressant effects.[2] Another study showed that CBC helps promote neurogenesis.[3]
CBC is known to interact with many receptors in the brain. It is widely known that the cannabinoids interact with the CB1 and CB2 receptors, but they also interact with others. CBC in particular is known to interact with the TRPV1 and TRPA1 receptors as well, which may result in some of its medicinal properties.[4] Also, in mice, its antiinflammatory activity appears to be modulated by the administration of THC and is independent of the CB2 receptor. This suggests an interplay of the two molecules.[5]
CBC has two stereoisomers. It is not scheduled by the Convention on Psychotropic Substances. CBC is non-psychotropic.[6] Its boiling point is 220 degrees Celsius, 428 degrees Fahrenheit.[7]
Research[edit]
A 2011 study in the British Journal of Pharmacology found that CBD and CBC stimulated descending pathways of antinociception and caused analgesia by interacting with several target proteins involved in nociceptive control.[6] A study in Neurochemistry International suggested that cannabichromene might stimulate the growth of brain cells by stimulating adult neural stem progenitor cells (NSPCs). The study said "our results suggest that CBC raises the viability of NSPCs while inhibiting their differentiation into astroglia, possibly through up-regulation of ATP and adenosine signalling.[8]
In a 2012 animal study, CBC was shown to normalize gastrointestinal hypermotility (diarrhea) without reducing the transit time. The study notes that this is of potential clinical interest, as the only drugs available for intestinal dysmotility are often associated with constipation.[9]
In a 2015 study, CBC, together with other common phytocannabinoids, appeared to be promising in skin inflammatory conditions. Specifically CBC, cannabidivarin and tetrahydrocannabivarin showed promise to become highly efficient, novel anti-acne agents.[10]
References[edit]
- ^ J Clin Pharmacol. 1981 Aug-Sep;21(8-9 Suppl):283S-291S. Biological activity of cannabichromene, its homologs and isomers. Turner CE, Elsohly MA.
- ^ El-Alfy, A. T.; Ivey, K; Robinson, K; Ahmed, S; Radwan, M; Slade, D; Khan, I; Elsohly, M; Ross, S (2010). "Antidepressant-like effect of delta9-tetrahydrocannabinol and other cannabinoids isolated from Cannabis sativa L". Pharmacology Biochemistry and Behavior. 95 (4): 434–42. doi:10.1016/j.pbb.2010.03.004. PMC 2866040
. PMID 20332000. - ^ Shinjyo, N.; Di Marzo, V. (2013). "The effect of cannabichromene on adult neural stem/progenitor cells". Neurochemistry International. 63 (5): 432–7. doi:10.1016/j.neuint.2013.08.002. PMID 23941747.
- ^ https://www.woahstork.com/blog/cbc/
- ^ DeLong GT, Wolf CE, Poklis A, Lichtman AH (1 November 2010). "Pharmacological evaluation of the natural constituent of Cannabis sativa, cannabichromene and its modulation by Δ(9)-tetrahydrocannabinol. Drug". Alcohol Depend. 112 ((1-2)): 126–33. doi:10.1016/j.drugalcdep. PMID 20619971.
- ^ a b Maione, Sabatino; Piscitelli, Fabiana; Gatta, Luisa; Vita, Daniela; De Petrocellis, Luciano; Palazzo, Enza; De Novellis, Vito; Di Marzo, Vincenzo (2011). "Non-psychoactive cannabinoids modulate the descending pathway of antinociception in anaesthetized rats through several mechanisms of action". British Journal of Pharmacology. 162 (3): 584–96. doi:10.1111/j.1476-5381.2010.01063.x. PMID 20942863.
- ^ Skunk Pharma Search, Cannabinoid and Terpene info
- ^ Shinjyo, Noriko; Di Marzo, Vincenzo (2013). "The effect of cannabichromene on adult neural stem/progenitor cells". Neurochemistry International. 63 (5): 432–7. doi:10.1016/j.neuint.2013.08.002. PMID 23941747.
- ^ Izzo A, Capasso R, Aviello G, Borrelli F, Romano B, Piscitelli F, Gallo L, Capasso F, Orlando P, Di Marzo V (2012-05-17). "Inhibitory effect of cannabichromene, a major non-psychotropic cannabinoid extracted from Cannabis sativa, on inflammation-induced hypermotility in mice". British Journal of Pharmacology. 166 (4): 1444–60. doi:10.1111/j.1476-5381.2012.01879.x. PMC 3417459. PMID 22300105.
- ^ Oláh A, Markovics A, Szabó-Papp J, Szabó PT, Stott C, Zouboulis CC, Bíró T (September 2016). ""Differential effectiveness of selected non-psychotropic phytocannabinoids on human sebocyte functions implicates their introduction in dry/seborrhoeic skin and acne treatment"". Exp Dermatol. 25 (9): 701–707. doi:10.1111/exd.13042.
