Hexahydrocannabiphorol

Hexahydrocannabiphorol
Identifiers
IUPAC name
  • (6aR,10aR)-6,6,9-trimethyl-3-heptyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-1-ol
Chemical and physical data
FormulaC23H36O2
Molar mass344.539 g·mol−1
3D model (JSmol)
SMILES
  • CCCCCCCc1cc2OC(C)(C)[C@@H]3CCC(C)C[C@H]3c2c(O)c1

Hexahydrocannabiphorol (HHCP, sometimes mistakenly referred to as hexahydroxycannabiphorol) is a semi-synthetic cannabinoid derivative which has been marketed since around 2021.[1][2] It is believed to be made from the hydrogenation of tetrahydrocannabiphorol (THCP). THCP is only reported as a trace component of cannabis in 2019.[3] HHCP was studied by Roger Adams as early as 1942.[4]

Legality

The legal status of hexahydrocannabinol and derivatives varies between countries, leading to widespread sale in some jurisdictions in Europe and the US.

In France, HHCP was banned in 2023.[5]

In Japan, Japanese Health Ministry announced that six synthetic cannabinoids with structures similar to HHCH, including HHCP, were to be banned from 6 January 2024.[6]

HHCP was banned in Slovakia as of 13 January 2024.

See also

References

  1. ↑ Tanaka R, Kikura-Hanajiri R (June 2023). "Identification of hexahydrocannabinol (HHC), dihydro-iso-tetrahydrocannabinol (dihydro-iso-THC) and hexahydrocannabiphorol (HHCP) in electronic cigarette cartridge products". Forensic Toxicology. doi:10.1007/s11419-023-00667-9. PMID 37365398. S2CID 259259903.
  2. ↑ Höfert L, Becker S, Dreßler J, Baumann S (August 2023). "Quantification of (9R)- and (9S)-hexahydrocannabinol (HHC) via GC-MS in serum/plasma samples from drivers suspected of cannabis consumption and immunological detection of HHC and related substances in serum, urine, and saliva". Drug Testing and Analysis. doi:10.1002/dta.3570. PMID 37652872. S2CID 261430819.
  3. ↑ Hexahydrocannabinol (HHC) and related substances. European Monitoring Centre for Drugs and Drug Addiction, 2023
  4. ↑ https://pubs.acs.org/doi/abs/10.1021/ja01255a061
  5. ↑ "Actualité - L'ANSM classe l'hexahydrocannabinol (HHC) et deux de ses dérivés sur la liste des stupéfiants" [News - The ANSM classifies hexahydrocannabinol (HHC) and two of its derivatives on the list of narcotics]. Agence nationale de sécurité du médicament et des produits de santé (ANSM) (in French). Retrieved 2023-06-12.
  6. ↑ https://english.kyodonews.net/news/2023/12/20893a7e69cb-japan-decides-to-ban-more-cannabinoids-after-gummies-sicken-people.html
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