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07-SEPTEMBER-2008 03:17:44 - Tetrahydrocannabivarin Tetrahydrocannabivarin IUPAC name 6,6,9-trimethyl-3-propyl-6a,7,8,10a- tetrahydrobenzocchromen-1-ol Other names Tetrahydrocannabivarol Identifiers CAS number 28172-17-0 PubChem 34180 SMILES CCCC1=CC2=CC3C=CCCC3CO2CCCC=C1O 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, also known as tetrahydrocannabivarol, THCV, or THV, is a psychoactive cannabinoid found in the hemp plant Cannabis sativa. It is an analog 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 Dronabinol, Marinol. Contents 1 Natural occurrence 2 Pharmaceutical properties 3 See also 4 Notes 5 External links 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 CBD and hence have a complex cannabinoid chemistry representing some of the world's most exotic cannabis varieties.2 Pharmaceutical properties It has been shown to be a CB1 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-antagonist rimonabant.4 See also Cannabinoids Cannabis Medical marijuana Rimonabant synthetic CB1 antagonist Notes ^ 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. 6210:1739-1741 ^ Deluxe Marijuana Grower's Guide, by Mel Frank revised ion 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:10.1038/sj.bjp.0707124. PMID 17245367. ^ Press Release by GW Pharmaceuticals1 External links Erowid Compounds found in Cannabis sativa www.tetrahydrocannabivarin.com Article on THCV v d e Cannabinoids Plant cannabinoids CBD CBDV CBN CBG CBV CBL THC THC-C4 THCV Cannabinoid metabolites 11-Hydroxy-THC 11-nor-9-Carboxy-THC Endogenous cannabinoids Arachidonoyl ethanolamide Anandamide or AEA 2-Arachidonoylglycerol 2-AG 2-Arachidonyl glyceryl ether noladin ether Virodhamine N-arachidonoyl-dopamine NADA; Oleamide Synthetic cannabinoid agonists Classical cannabinoids Dibenzopyrans A-41988 Ajulemic acid AM-087 AM-411 AM-855 AM-905 AM-906 AM-919 AM-938 AM-4030 AMG-1 AMG-3 AMG-36 AMG-41 Dexanabinol HU-211 DMHP Dronabinol HU-210 JWH-051 JWH-133 JWH-139 L-759,633 L-759,656 Levonantradol Nabilone Nabitan O-806 O-823 O-1057 O-1125 O-1238 O-2545 O-2694 Parahexyl THC-O-acetate THC-O-phosphate Nonclassical cannabinoids CP 47,497 CP 55,244 CP 55,940 HU-308 2-Isopropyl-5-methyl-1-2,6-dihydroxy-4-nonylphenylcyclohex-1-ene Aminoalkylindoles AM-630 AM-1241 JWH-015 JWH-018 JWH-073 JWH-081 JWH-200 L-768,242 Pravadoline WIN 55,212-2 Aminoalkylpyrroles JWH-030 JWH-147 JWH-307 Eicosanoids AM-883 Arachidonyl-2'-chloroethylamide Arachidonylcyclopropylamide Methanandamide O-585 O-689 O-1812 O-1860 O-1861 Others BAY 38-7271 BAY 59-3074 GW 842,166X JWH-171 O-2220 Endocannabinoid activity enhancers AM-404 CAY-10401 CAY-10402 N-arachidonoyl-serotonin O-1624 PF-622 PF-750 URB-597 URB-602 URB-754 Cannabinoid antagonists and inverse agonists AM-251 AM-281 AM-630 AVE-1625 BML-190 CAY-10508 CB-25 CB-52 JTE-907 LY-320,135 MK-9470 NESS-0327 O-1184 O-2050 O-2654 Rimonabant SLV-319 SR-144,528 Surinabant Taranabant VCHSR Tablets This pharmacology-related article is a stub. Retrieved from http://en..org/wiki/Tetrahydrocannabivarin Categories: Cannabinoids | CB1 receptor antagonists | Pharmacology stubs Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page Languages ÄŒesky Français Italiano Magyar Polski РуÑ?Ñ?кий This page was last modified on 28 July 2008, at 03:18
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