Semi-synthetic cannabinoid
Narcotic: generic clauseHHCP-OHexahydrocannabiphorol acetate
[(6aR,10aR)-3-heptyl-6,6,9-trimethyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-1-yl] acetate
Aliases.HHCPO · HHCP-O-acetate · hexahydrocannabiphorol acetate · acétate de HHCP
A semi-synthetic acetate ester of HHCP, scheduled as a narcotic in France.
Updated on
Level of detail
Harm-reduction warning
No characterised human dose: animal / in vitro data only. Effect profile, safety margin and acute toxicity are not documented in human clinical practice. Extremely potent compound: severe effects, seizures and deaths reported in the literature.
Identifiers
- Formula
- C₂₅H₃₈O₃
- Molar mass
- 386.60 g·mol⁻¹
- CAS
- -
- PubChem CID
- 177841653
- First described
- Molécule apparue sur le marché gris européen des cannabinoïdes de synthèse au début des années 2020, dans la lignée du HHCP et des acétates de type HHC-O.
- Origin
- Absent from the cannabis plant: it is a strictly laboratory-made derivative.
- InChIKey
- LRVWJGANNJYLTC-LTGQRPFBSA-N
In plain terms
HHCP-O is a synthetic molecule derived from HHCP, which appeared on the grey market and has been banned in France since 2024.
Receptors and activity
- CB1pro-drogue : l'activité repose sur le HHCP libéré, agoniste partiel du CB1 (Persson et al., Drug Testing and Analysis, 2024)Partial agonist
- CB2Partial agonist
- Agonist
- Partial agonist
- Antagonist
- Modulator
- Inverse agonist
Hover over a row for the precise value (Ki, EC50…)
Subjective signature
Hover over an axis to read its definition.
- Calm45
- Clarity20
- Sleep45
- Appetite50
- High80
Editorial estimate, not clinical.
Pharmacology
A semi-synthetic acetate ester of HHCP, HHCP-O does not exist in the plant. In vitro work on this class (HHC, HHC-O, HHC-P, Drug Testing and Analysis, 2024) indicates that the acetates function above all as prodrugs: little active directly at the CB1 receptor, they are thought to release their parent molecule in vivo, here HHCP, described as a partial agonist of CB1. It is classified as a narcotic in France.
Key sources.
Route of preparation (chemical process)
Route of production: HHCP-O is not produced by hemp. It is obtained by acetylation (esterification) of the phenol function of HHCP, itself derived from the catalytic hydrogenation of a heptyl-chain cannabinoid. The acetate group caps the benzo[c]chromene nucleus of HHCP.
Legal framework
France
Prohibited in France: classified as a narcotic. Hydrogenated derivatives and esters sharing the benzo[c]chromene nucleus of the THCs fall under the generic clause of the ANSM decision of 22 May 2024 (in force since 3 June 2024).
European Union
Status is heterogeneous across Member States; several EU countries have restricted or banned semi-synthetic cannabinoids of this type, under the surveillance of the European monitoring centre for drugs.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Structural classification
- Class
- Semi-synthetic cannabinoid
- Origin
- Absent from the cannabis plant: it is a strictly laboratory-made derivative.
- Status
- Narcotic: generic clause
Cannabinoïde semi-synthétique de la famille des hexahydrobenzo[c]chromènes (dibenzopyranes), portant un ester acétique en position 1 et une chaîne latérale heptyle (dite « phorol », à sept carbones) en position 3.
Pharmacokinetics
L'ester acétate est vraisemblablement hydrolysé par les estérases de l'organisme, ce qui libère le HHCP, forme active. Le HHCP-O se comporte donc plutôt comme une forme de transport que comme une molécule active en elle-même.
Metabolism
L'étape clé est la coupure de la liaison ester (désacétylation) redonnant le HHCP, ensuite pris en charge par les voies habituelles des cannabinoïdes.
Toxicology and risks
Aucune donnée humaine caractérisée n'est disponible pour le HHCP-O spécifiquement : la puissance annoncée, la variabilité des produits du marché gris et l'absence de contrôle imposent la plus grande prudence.
References
- 1.Persson et al. : In vitro activation of the CB1 receptor by HHC, HHC-O and HHC-P, Drug Testing and Analysis (2024)PMID 38894658
- 2.PubChem CID 177841653 : HHCP-O-acetate (identifiants moléculaires)
- 3.Décision ANSM du 22 mai 2024 portant modification de la liste des substances classées comme stupéfiants
Structured data
- InChIKey
- LRVWJGANNJYLTC-LTGQRPFBSA-N
- SMILES
- CCCCCCCC1=CC2=C([C@@H]3CC(CC[C@H]3C(O2)(C)C)C)C(=C1)OC(=O)C
- Formula
- C25H38O3
- Molar mass
- 386.60 g·mol⁻¹
- PubChem CID
- 177841653
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.