Hexahydrocannabivarin

Hexahydrocannabivarin
Identifiers
	IUPAC name (6aR,10aR)-6,6,9-trimethyl-3-propyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-1-ol;
CAS Number	2891843-80-2 ;
Chemical and physical data
Formula	C19H28O2
Molar mass	288.431 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCc1cc2OC(C)(C)[C@@H]3CCC(C)C[C@H]3c2c(O)c1;
	InChI InChI=InChI=1S/C19H28O2/c1-5-6-13-10-16(20)18-14-9-12(2)7-8-15(14)19(3,4)21-17(18)11-13/h10-12,14-15,20H,5-9H2,1-4H3/t12?,14-,15-/m1/s1; Key:QYNCMPYNYFYQFE-JENMUQSASA-N;

Hexahydrocannabivarin (HHCV, HHC-V) is a semi-synthetic cannabinoid derivative, the hydrogenated derivative of tetrahydrocannabivarin (THCV). It was first synthesised by Roger Adams in 1942 and produces only weak cannabinoid-like effects in animals.^[1] More recently it has been sold as an ingredient in grey-market cannabinoid products. It has been investigated for potential antineoplastic activity in vitro.^[2]^[3]

References

^ Adams R, Loewe S, Smith CM, McPhee WD (March 1942). "Tetrahydrocannabinol homologs and analogs with marihuana activity. XIII". Journal of the American Chemical Society. 64 (3): 694–697. doi:10.1021/ja01255a061.
^ Cruces W, Tesfatsion TT, Ramirez GA, Docampo-Palacios ML, Collins AC, Ray KP, et al. (June 2025). "Synthesis, Characterization, and in vitro Experiments of Saturated Cannabinoids on Pancreatic Ductal Adenocarcinoma Cell Lines (HPAF-II, MIA-PaCa2, ASPC-1, and PANC-1)". Natural Product Communications. 20 (6): 1–11. doi:10.1177/1934578X251348390.
^ Docampo-Palacios ML, Ramirez GA, Tesfatsion TT, Okhovat A, Pittiglio M, Ray KP, et al. (September 2023). "Saturated Cannabinoids: Update on Synthesis Strategies and Biological Studies of These Emerging Cannabinoid Analogs". Molecules. 28 (17). Basel, Switzerland: 6434. doi:10.3390/molecules28176434. PMC 10490552. PMID 37687263.

[1] Adams R, Loewe S, Smith CM, McPhee WD (March 1942). "Tetrahydrocannabinol homologs and analogs with marihuana activity. XIII". Journal of the American Chemical Society. 64 (3): 694–697. doi:10.1021/ja01255a061.

[2] Cruces W, Tesfatsion TT, Ramirez GA, Docampo-Palacios ML, Collins AC, Ray KP, et al. (June 2025). "Synthesis, Characterization, and in vitro Experiments of Saturated Cannabinoids on Pancreatic Ductal Adenocarcinoma Cell Lines (HPAF-II, MIA-PaCa2, ASPC-1, and PANC-1)". Natural Product Communications. 20 (6): 1–11. doi:10.1177/1934578X251348390.

[DocampoPalacios_2023-3] Docampo-Palacios ML, Ramirez GA, Tesfatsion TT, Okhovat A, Pittiglio M, Ray KP, et al. (September 2023). "Saturated Cannabinoids: Update on Synthesis Strategies and Biological Studies of These Emerging Cannabinoid Analogs". Molecules. 28 (17). Basel, Switzerland: 6434. doi:10.3390/molecules28176434. PMC 10490552. PMID 37687263.

[1]

[2]

[3]

See also

References