Tetrahydrocannabivarin

Tetrahydrocannabivarin
Clinical data
Routes of; administration	Oral, smoked, inhaled
ATC code	None;
Legal status
Legal status	US: Unscheduled; Also legal in UK, Canada and Netherlands;
Identifiers
	IUPAC name 6,6,9-Trimethyl-3-propyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol;
CAS Number	31262-37-0 ;
PubChem CID	34180;
IUPHAR/BPS	6418;
ChemSpider	31500 ;
UNII	I5YE3I47D8;
CompTox Dashboard (EPA)	DTXSID50950920 ;
Chemical and physical data
Formula	C19H26O2
Molar mass	286.415 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1)O;
	InChI InChI=1S/C19H26O2/c1-5-6-13-10-16(20)18-14-9-12(2)7-8-15(14)19(3,4)21-17(18)11-13/h9-11,14-15,20H,5-8H2,1-4H3/t14-,15-/m1/s1 ; Key:ZROLHBHDLIHEMS-HUUCEWRRSA-N ;
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Tetrahydrocannabivarin (THCV, THV, O-4394, GWP42004) is a homologue of tetrahydrocannabinol (THC) having a propyl (3-carbon) side chain instead of pentyl (5-carbon), making it non-psychoactive in lower doses. It has been shown to exhibit neuroprotective activity, appetite suppression, glycemic control and reduced side effects compared to THC, making it a potential treatment for management of obesity and diabetes.^[1] THCV was studied by Roger Adams as early as 1942.^[2]

^ Abioye A, Ayodele O, Marinkovic A, Patidar R, Akinwekomi A, Sanyaolu A (January 2020). "Δ9-Tetrahydrocannabivarin (THCV): a commentary on potential therapeutic benefit for the management of obesity and diabetes". Journal of Cannabis Research. 2 (1): 6. doi:10.1186/s42238-020-0016-7. PMC 7819335. PMID 33526143.
^ Adams R, Loewe S, Smith CM, McPhee WD (1942). "Tetrahydrocannabinol Homologs and Analogs with Marihuana Activity. XIII¹". Journal of the American Chemical Society. 64 (3): 694–697. doi:10.1021/ja01255a061.