MOLECULE

Cannabisin C

Cannabisin C, is a methylated derivative of cannabisin B. It is a lignanamide that belongs to the class of organic compounds known as lignans, neolignans and related compounds. Lignanamides are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9√Ǭ¥ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Cannabisin C has been isolated from the roots, fruits and seeds of cannabis plants (PMID: 28799497). It is a neutral, hydrophobic molecule that is largely insoluble in water. Even though relatively little information exists regarding the biological function of cannabisin C, it has been established that its analog cannabisin B functions predominantly as an antioxidant (PMID: 23411211). It has also been established that cannabisin B has considerable antiproliferative potential by inducing the autphagic cell death of HepG2 cells. This suggests it may be a promising agent to treat hepatoblastoma disease (PMID: 23411211). Cannabisins and other lignanamides exhibit interesting and diverse biological activities, including feeding deterrent activity and insecticidal effects (that protect the plant) as well as anti-inflammatory, antioxidant and anti-acetylcholinesterase activity, which may have beneficial health effects (PMID: 26585089). Cannibasins have been found to suppress the production and lower the levels of mRNA of pro-inflammatory mediators such as interleukin 6 (IL-6) and tumor necrosis factor α (TNF-α) in a concentration-dependent manner in LPS-stimulated BV2 microglia cells (PMID: 30691004).