Chemistry:Hexahydrocannabiphorol
Hexahydrocannabiphorol (HHCP) 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]
Pharmacology
HHC-P is a partial agonist of the CB1 receptors with an EC50 of 44.4nM for 9R-HHCP and 134nM for 9S-HHCP. Compared to Hexahydrocannabinol (HHC) with an EC50 of 101nM for 9R-HHC and 1,190nM for 9S-HHC.[5] In 2021, HHC-P was positively identified in multiple gray market cannabis products in the United States.[1]
Legality
The legal status of hexahydrocannabinol and derivatives varies between countries, leading to widespread sale in some parts of Europe and the US.
In France, HHCP was banned in 2023.[6]
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.[7]
See also
- Tetrahydrocannabinol
- Tetrahydrocannabiphorol
- Nabilone
- Hexahydrocannabinol
- Canbisol
- CP 42,096
- HHC-acetate
- Hexahydrocannabihexol
- HHCP-O-acetate
- THCP-O-acetate
References
- ↑ 1.0 1.1 "Identification of hexahydrocannabinol (HHC), dihydro-iso-tetrahydrocannabinol (dihydro-iso-THC) and hexahydrocannabiphorol (HHCP) in electronic cigarette cartridge products". Forensic Toxicology 42 (1): 71–81. June 2023. doi:10.1007/s11419-023-00667-9. PMID 37365398.
- ↑ "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 16 (5): 489–497. August 2023. doi:10.1002/dta.3570. PMID 37652872.
- ↑ Hexahydrocannabinol (HHC) and related substances. European Monitoring Centre for Drugs and Drug Addiction, 2023
- ↑ "Tetrahydrocannabinol Homologs and Analogs with Marihuana Activity. XIII1". Journal of the American Chemical Society 64 (3): 694–697. 1942. doi:10.1021/ja01255a061. Bibcode: 1942JAChS..64..694A. https://pubs.acs.org/doi/abs/10.1021/ja01255a061.
- ↑ "In vitro activation of the CB1 receptor by the semi-synthetic cannabinoids hexahydrocannabinol (HHC), hexahydrocannabinol acetate (HHC-O) and hexahydrocannabiphorol (HHC-P)". Drug Testing and Analysis 17 (4): 487–493. June 2024. doi:10.1002/dta.3750. PMID 38894658.
- ↑ "Actualité - L'ANSM classe l'hexahydrocannabinol (HHC) et deux de ses dérivés sur la liste des stupéfiants" (in fr). Agence nationale de sécurité du médicament et des produits de santé (ANSM). https://ansm.sante.fr/actualites/lansm-classe-lhexahydrocannabinol-hhc-et-deux-de-ses-derives-sur-la-liste-des-stupefiants.
- ↑ "Japan decides to ban more cannabinoids after gummies sicken people". Kyodo News. 26 December 2023. https://english.kyodonews.net/news/2023/12/20893a7e69cb-japan-decides-to-ban-more-cannabinoids-after-gummies-sicken-people.html.
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