View source for Tetrahydrocannabivarin

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{| class="infobox"
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! colspan="2" | Tetrahydrocannabivarin (THCV, THV)
|-
| [[IUPAC nomenclature|Chemical name]] || (6a''S'',10a''S'')-6,6,9-trimethyl-3-propyl-6a,7,8,10a-<br>tetrahydro-6''H''-benzo[''c'']chromen-1-ol
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| [[Chemical formula]] || C<sub>19</sub>H<sub>26</sub>O<sub>2</sub>
|-
| [[Molecular mass]] || 286.41 g/mol
|-
| [[CAS registry number|CAS numbers]] || 28172-17-0, 31262-37-0
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| [[Simplified molecular input line entry specification|SMILES]] || <small>CCCC(C=C1O)=CC2=C1[C@]3([H])<br>[C@](C(C)(C)O2)([H])CCC(C)=C3</small>
|-
| colspan="2" align="center" | [[Image:THV structure.png|Chemical structure of tetrahydrocannabivarin]]
|}

'''Tetrahydrocannabivarin''', also known as '''tetrahydrocannabivarol''', '''THCV''', or '''THV''', is a [[psychoactive substance|psychoactive]]  [[Cannabinoids|cannabinoid]] found in the hemp plant ''[[Cannabis|Cannabis sativa]]''. It is an analog of [[tetrahydrocannabinol]] (THC) with the [[sidechain]] shortened by two [[methylene|CH<sub>2</sub>]] groups. THCV can be used as a marker compound to differentiate between the consumption of hemp products and synthetic THC ([[Dronabinol]], [[Marinol]]). 

THCV is found in largest quantities from Indica strains. It has been shown to be a CB1 [[Receptor antagonist|antagonist]], ''i.e.'' blocks the effects of [[THC]].<ref>{{cite journal |author=Pertwee RG, Thomas A, Stevenson LA, ''et al'' |title=The psychoactive plant cannabinoid, Delta9-tetrahydrocannabinol, is antagonized by Delta8- and Delta9-tetrahydrocannabivarin in mice in vivo |journal=Br. J. Pharmacol. |volume=150 |issue=5 |pages=586–94 |year=2007 |pmid=17245367 |doi=10.1038/sj.bjp.0707124}}</ref>

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.<ref> 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</ref> They usually have moderate to high levels of both THC and CBD and hence have a complex cannabinoid chemistry representing some of the worlds most exotic cannabis varieties.<ref>Deluxe Marijuana Grower's Guide, by Mel Frank [revised edition 1997] pg.37</ref>

== See also ==

* [[Cannabinoids]]
* [[Cannabis]]
* [[Medical marijuana]]

== Notes ==
<references/>

== External links ==

* [http://www.erowid.org/plants/cannabis/cannabis_info2.shtml Erowid] Compounds found in ''Cannabis sativa''
* [http://www.tetrahydrocannabivarin.com www.tetrahydrocannabivarin.com] Article on THCV

{{Cannabinoids}}

[[Category:Cannabinoids]]

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