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Hexahydrocannabivarin

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Chemical compound Pharmaceutical compound
Hexahydrocannabivarin
Identifiers
IUPAC name
  • (6aR,10aR)-6,6,9-trimethyl-3-propyl-6a,7,8,9,10,10a-hexahydrobenzochromen-1-ol
Chemical and physical data
FormulaC19H28O2
Molar mass288.431 g·mol
3D model (JSmol)
SMILES
  • CCCc1cc2OC(C)(C)3CCC(C)C3c2c(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. More recently it has been sold as an ingredient in grey-market cannabinoid products. It has been investigated for potential antineoplastic activity in vitro.


See also

References

  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. Tesfatsion T, Collins A, Ramirez G, Mzannar Y, Khan H, Aboukameel O, Azmi A, Jagtap P, Ray K, Cruces W (2022). "Antineoplastic Properties of THCV, HHC, HHCV and their anti-Proliferative effects on HPAF-II, MIA-paca2, Aspc-1, and PANC-1 PDAC Pancreatic Cell Lines". ChemRxiv. doi:10.26434/chemrxiv-2022-v4zqc.
  3. Docampo-Palacios ML, Ramirez GA, Tesfatsion TT, Okhovat A, Pittiglio M, Ray KP, Cruces W (September 2023). "Saturated Cannabinoids: Update on Synthesis Strategies and Biological Studies of These Emerging Cannabinoid Analogs". Molecules (Basel, Switzerland). 28 (17): 6434. doi:10.3390/molecules28176434. PMC 10490552. PMID 37687263.
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