Semi-synthetic cannabinoid
Narcotic: generic clauseHHCHHexahydrocannabihexol
(6aR,10aR)-3-hexyl-6,6,9-trimethyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-1-ol
Aliases.HHC-H · HHC hexyle · HHCH
Semi-synthetic hexyl (C6) homologue of HHC, a designer drug monitored by the EUDA since 2023.
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
- C₂₂H₃₄O₂
- Molar mass
- 330.50 g·mol⁻¹
- CAS
- -
- PubChem CID
- 175224408
- First described
- Synthétisé dès 1942 par Roger Adams dans sa série d'homologues de la chaîne latérale ; réapparu sur le marché européen comme designer drug, d'abord repéré en Suède en septembre 2023 et signalé à l'Agence de l'Union européenne sur les drogues (EUDA).
- Origin
- Hexyl-chain (C6) homologue of hexahydrocannabinol (HHC), obtained semi-synthetically from hydrogenated cannabinoid precursors.
- InChIKey
- OKXUDFJPZMVBEH-HSFDIDPMSA-N
In plain terms
A synthetic cousin of HHC, with a longer side chain, recently appeared on the synthetic cannabinoid market.
Receptors and activity
- CB1Agonist
- CB2Agonist
- 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
- High65
Editorial estimate, not clinical.
Pharmacology
Hexahydrocannabihexol (HHCH) is a semi-synthetic cannabinoid, the hexyl (C6) homologue of hexahydrocannabinol (HHC). Described as early as 1942 by Roger Adams, who already noted that the hexyl homologue was more potent than the pentyl or heptyl chains, it has resurfaced as a designer drug, first identified in Sweden in September 2023 and then monitored by the EUDA. Like HHC, it acts as an agonist at the CB1 receptors, the psychotropic activity being carried by the 9(R) epimer. Its characterised human data remain very limited, which calls for caution.
Route of preparation (chemical process)
Semi-synthetic route of production: catalytic hydrogenation of the terpenic nucleus of a cannabinoid precursor of the tetrahydrocannabihexol type (hexyl C6 side chain), which saturates the double bond and turns the skeleton into a hexahydro-benzo[c]chromene nucleus. The product is a mixture of the two epimers 9(R) and 9(S).
Legal framework
International
Not documented
European Union
Nouveau produit de synthèse sous surveillance EUDA ; statut variable selon les États
France
Stupéfiant par clause générique (Décision ANSM du 22 mai 2024)
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Structural classification
- Class
- Semi-synthetic cannabinoid
- Origin
- Hexyl-chain (C6) homologue of hexahydrocannabinol (HHC), obtained semi-synthetically from hydrogenated cannabinoid precursors.
- Status
- Narcotic: generic clause
Cannabinoïde hexahydro-dibenzopyranique (noyau benzo[c]chromène entièrement hydrogéné sur le cycle C), homologue du HHC portant une chaîne latérale hexyle à six carbones au lieu du pentyle.
References
Structured data
- InChIKey
- OKXUDFJPZMVBEH-HSFDIDPMSA-N
- SMILES
- CCCCCCC1=CC(=C2[C@@H]3CC(CC[C@H]3C(OC2=C1)(C)C)C)O
- Formula
- C22H34O2
- Molar mass
- 330.50 g·mol⁻¹
- PubChem CID
- 175224408
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.