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HHC-acetate

From Wikipedia, the free encyclopedia
HHC-acetate
Identifiers
  • [(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-1-yl] acetate
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC23H34O3
Molar mass358.522 g·mol−1
3D model (JSmol)
  • CCCCCC1=CC2=C([C@@H]3CC(CC[C@H]3C(O2)(C)C)C)C(=C1)OC(=O)C
  • InChI=1S/C23H34O3/c1-6-7-8-9-17-13-20(25-16(3)24)22-18-12-15(2)10-11-19(18)23(4,5)26-21(22)14-17/h13-15,18-19H,6-12H2,1-5H3/t15?,18-,19-/m1/s1
  • Key:ZAZIHGFBNRVMAI-JCNKGUCWSA-N

HHC-acetate (hexahydrocannabinol-O-acetate, HHC-O) is a semi-synthetic cannabinoid derivative which has been marketed since around 2022.[1][2]

Synthesis and chemistry

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It is believed to be made in a three step process from cannabidiol extracted from industrial hemp by synthesis of Delta-8-THC from CBD, then hydrogenation of Delta-8-THC to Hexahydrocannabinol, then finally acetylation of HHC.[3]

Legality

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The legal status of hexahydrocannabinol and derivatives such as HHC-O varies between countries leading to widespread sale in some jurisdictions in Europe and the US, but in France HHC and HHC-O were banned in 2023, and HHC is already banned in several other countries.[4] This molecule has also been banned in the Czech Republic.[5]

See also

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References

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  1. 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. 16 (5): 489–497. doi:10.1002/dta.3570. PMID 37652872. S2CID 261430819.
  2. Ujváry, István (2024). "Hexahydrocannabinol and closely related semi-synthetic cannabinoids: A comprehensive review". Drug Testing and Analysis. 16 (2): 127–161. doi:10.1002/dta.3519. PMID 37269160.
  3. "Hexahydrocannabinol (HHC) and related substances" (PDF). European Monitoring Centre for Drugs and Drug Addiction. 2023.
  4. "Actualité - L'ANSM classe l'hexahydrocannabinol (HHC) et deux de ses dérivés sur la liste des stupéfiants". ANSM (in French). Retrieved 2023-06-12.
  5. Fodor, Anna (2024-02-26). "EC confirms Czech government's decision to ban HHC". Radio Prague International.