Cannabidivarin

Cannabidivarin

Systematic (IUPAC) name
2-((1S,6S)-3-methyl-6-(prop-1-en-2-yl) cyclohex-2-enyl)-5-propylbenzene-1,3-diol
Identifiers
CAS Number	24274-48-4
ATC code	none
DrugBank	none
ChemSpider	21106275
Chemical data
Formula	C19H26O2
Molar mass	286.41 g/mol
SMILES C=C(C)[C@H]2CCC(\C)=C/[C@@H]2c1c(O)cc(CCC)cc1O
InChI InChI=1S/C19H26O2/c1-5-6-14-10-17(20)19(18(21)11-14)16-9-13(4)7-8-15(16)12(2)3/h9-11,15-16,20-21H,2,5-8H2,1,3-4H3/t15-,16+/m1/s1 Key:REOZWEGFPHTFEI-CVEARBPZSA-N
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Cannabidivarin (CBDV) is a non-psychoactive cannabinoid found in Cannabis. It is a homolog of cannabidiol (CBD), with the side-chain shortened by two methylene bridges (CH₂ units). Plants with relatively high levels of CBDV have been reported in feral populations of C. indica ( = C. sativa ssp. indica var. kafiristanica) from northwest India, and in hashish from Nepal.^[1][2] CBDV has anticonvulsant effects.^[3]

Similarly to CBD, it has 7 double bond isomers and 30 stereoisomers (see: Cannabidiol#Double bond isomers and their stereoisomers). It is not scheduled by Convention on Psychotropic Substances. It is being actively developed by GW Pharmaceuticals^[4] (as GWP42006)because of a demonstrated neurochemical pathway for previously-observed anti-epileptic and anti-convulsive action.^[5] GW has begun a phase 2 trial for adult epilepsy,^[6] and is to begin trials of this CBDV product in children in 2016 in Australia.^[7][8]

See also

• Cannabinoids
• Cannabis
• Medical marijuana

References

1. Turner CE, Cheng PC, Lewis GS, Russell MH, Sharma GK (1979). "Constituents of Cannabis sativa XV: Botanical and chemical profile of Indian variants". Planta Medica 37 (3): 217–25.
2. Hillig KW, Mahlberg PG (2004). "A chemotaxonomic analysis of cannabinoid variation in Cannabis (Cannabaceae)". American Journal of Botany 91 (6): 966–75. doi:10.3732/ajb.91.6.966. PMID 21653452.
3. Hill AJ, Mercier MS, Hill TD, Glyn SE, Jones NA, Yamasaki Y, Futamura T, Duncan M, Stott CG, Stephens GJ, Williams CM, Whalley BJ (2012). "Cannabidivarin is anticonvulsant in mouse and rat". British Journal of Pharmacology 167 (8): 1629–42. doi:10.1111/j.1476-5381.2012.02207.x. PMC 3525866. PMID 22970845.
4. http://www.gwpharm.com/therapeutic-areas.aspx[]
5. Amada N, Yamasaki Y, Williams CM, Whalley BJ (2013). "Cannabidivarin (CBDV) suppresses pentylenetetrazole (PTZ)-induced increases in epilepsy-related gene expression". Peerj 1: e214. doi:10.7717/peerj.214. PMC 3840466. PMID 24282673.
6. "GW Pharmaceuticals Initiates Phase 2 Clinical Study of Cannabidivarin (CBDV) in Epilepsy" (Press release). GW Pharmaceuticals. May 6, 2015. Retrieved November 10, 2015.
7. "GW Pharma Press release".
8. "NSW advice to practitioners on Medical Cannabis trials" (PDF).

External links

• Erowid Compounds found in Cannabis sativa