Tetrahydrocannabivarin
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| Tetrahydrocannabivarin | |
|---|---|
 | |
| IUPAC name | 6,6,9-trimethyl-3-propyl-6a,7,8,10a- tetrahydrobenzo[c]chromen-1-ol |
| Other names | Tetrahydrocannabivarol |
| Identifiers | |
| CAS number | 28172-17-0 |
| PubChem | 34180 |
| SMILES | CCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1)O |
| ChemSpider ID | 31500 |
| Properties | |
| Molecular formula | C19H26O2 |
| Molar mass | 286.41 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Tetrahydrocannabivarin (THCV, THV), also known as tetrahydrocannabivarol, is a psychoactive cannabinoid found naturally in Cannabis sativa. It is an analogue of tetrahydrocannabinol (THC) with the sidechain shortened by two CH2 groups. THCV can be used as a marker compound to differentiate between the consumption of hemp products and synthetic THC (e.g., Marinol).
Contents |
[edit] Natural occurrence
THCV is found in largest quantities in Cannabis sativa subsp. indica strains. Some varieties that produce propyl cannabinoids in significant amounts, over five percent of total cannabinoids, have been found in plants from South Africa, Nigeria, Afghanistan, India, Pakistan and Nepal with THCV as high as 53.69% of total cannabinoids.[1] They usually have moderate to high levels of both THC and Cannabidiol (CBD) and hence have a complex cannabinoid chemistry representing some of the world's most exotic cannabis varieties.[2]
[edit] Pharmaceutical properties
It has been shown to be a CB1 receptor antagonist, i.e. blocks the effects of THC.[3] In 2007 GW Pharmaceuticals announced that THCV is safe in humans in a clinical trial and it will continue to develop THCV as a potential cannabinoid treatment for type 2 diabetes and related metabolic disorders, similar to the CB1 receptor antagonist rimonabant.[4]
[edit] See also
- Cannabinoids
- Cannabis
- Medical marijuana
- Rimonabant (synthetic CB1 antagonist)
[edit] References
- ^ Turner, C.E., Hadley, K.W., and Fetterman, P. 1973. Constituents of Cannabis Sativa L., VI: Propyl Homologues in Samples of Known Geographical Origin. J. Pharm. Sci. 62(10):1739-1741
- ^ Deluxe Marijuana Grower's Guide, by Mel Frank [revised edition 1997] pg.37
- ^ Pertwee RG, Thomas A, Stevenson LA, et al. (2007). "The psychoactive plant cannabinoid, Delta9-tetrahydrocannabinol, is antagonized by Delta8- and Delta9-tetrahydrocannabivarin in mice in vivo". Br. J. Pharmacol. 150 (5): 586–94. doi:. PMID 17245367.
- ^ Press Release by GW Pharmaceuticals[1]
[edit] External links
- Erowid Compounds found in Cannabis sativa
- www.tetrahydrocannabivarin.com Article on THCV
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