HHC-BHexahydrocannabutol
Hydrogenated butyl (C4) homologue of HHC. A CB1/CB2 agonist in vitro, with no human data.
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.
C₂₀H₃₀O₂
CID 175224409
- Family
- Semi-synthetic cannabinoidHydrogenated
- Molar mass
- 302.50 g/mol
Updated on
In plain terms
HHC-B is a version of HHC whose side chain has four carbons instead of five. Made in the laboratory, it activates the cannabinoid receptors in cell culture, but it has never been studied in humans.
Receptors and activity
Target network
- Activates
The lower the cited value, the closer the target sits to HHC-B: one ring per factor of 100. A target with no measured value stays on the edge.
Where these targets live
Where each target has been found in humans, according to the cited studies. The map shows the target, not an effect of HHC-B.
CB1CB1 found in 7 regions of the body
- Basal gangliadenseMost dense in basal ganglia outflow nuclei1
- CerebellumdenseVery dense in the cerebellum1
- HippocampusdenseVery high concentrations in the hippocampus2
- AmygdaladenseHigh concentrations in the amygdala2
- CortexpresentPresent throughout the neocortex2
- Adipose tissuepresentExpressed in adipose tissue3
- GutpresentColonic epithelium, smooth muscle and plexus4
Map sources
- Herkenham M et al. Cannabinoid receptor localization in brain. Proc Natl Acad Sci U S A, 1990 (new tab)
- Glass M et al. Cannabinoid receptors in the human brain: a detailed anatomical and quantitative autoradiographic study in the fetal, neonatal and adult human brain. Neuroscience, 1997 (new tab)
- Engeli S et al. Activation of the peripheral endocannabinoid system in human obesity. Diabetes, 2005 (new tab)
- Wright K et al. Differential expression of cannabinoid receptors in the human colon: cannabinoids promote epithelial wound healing. Gastroenterology, 2005 (new tab)
Cited values
- CB1Agonistno measured value cited
- CB2Agonistno measured value cited
Pharmacology
Hexahydrocannabutol (HHC-B) is the butyl-chain (four-carbon) homologue of HHC, on the same hydrogenated benzo[c]chromene skeleton; it is presented as the hydrogenated derivative of THCB, the C4 homologue of THC isolated in trace amounts from cannabis (Linciano et al., 2020). HHC-B itself is not described as a natural constituent, and the production route of market products is not documented. In vitro, the C4 to C8 homologues of the (9R)- and (9S)-HHC epimers behaved as high-efficacy agonists at the CB1 and CB2 receptors in Gi/o pathways, the 9R epimer being the most potent (Durydivka et al., 2026). Incubated with human liver microsomes, its 9S epimer is mainly hydroxylated on the methylcyclohexyl part, like HHC (Watanabe et al., 2025). No human study has been published. In France, HHC-B falls under the generic benzo[c]chromene class in force since 3 June 2024; the Czech Republic listed it by name on 1 July 2024.
Key sources.
- Durydivka O et al. Side-chain homologs of Δ9-THC, Δ8-THC and HHC reveal pathway bias at CB1R and CB2R. Mol Neurobiol 2026;63:846 (new tab)PMID 42625116
- Watanabe S et al. In vitro metabolic profiling of 18 semi-synthetic cannabinoids—HHC and its analogs. Clin Chem 2025;71:1158-1168 (new tab)PMID 40853012
- Linciano P et al. Isolation of a high-affinity cannabinoid for the human CB1 receptor from a medicinal Cannabis sativa variety: Δ9-tetrahydrocannabutol, the butyl homologue of Δ9-THC. J Nat Prod 2020 (new tab)PMID 31891265
- Nařízení vlády č. 176/2024 Sb. (new tab)
- ANSM, decision of 22/05/2024 amending the list of substances classified as narcotics (new tab)
- PubChem CID 175224409: Hexahydrocannabutol (new tab)
History
- Source
- Semi-synthetic by convention (hydrogenated butyl homologue of HHC); commercial production route not established
Route of preparation
Chemical process
No known biosynthesis: HHC-B is not described as a constituent of cannabis. It is presented as the hydrogenated derivative of tetrahydrocannabutol (THCB), the butyl (C4) homologue of THC isolated in trace amounts from a medicinal cannabis variety (Linciano et al., 2020). No open source specifies the production route of commercial products.
Legal framework
- European Union
Not named in the UN conventions (CND decision 68/5 covers HHC only). Verified national examples: Czech Republic, « Hexahydrokanabutol (HHCB; HHC-C4) », Annex 4 of the list of addictive substances (regulation 176/2024 Sb., in force on 1 July 2024); Germany, generic group of 6H-benzo[c]chromen-1-ol derivatives in the NpSG annex (in force on 27 June 2024). Checked on 19/10/2026.
- France
A narcotic under the generic class of benzo[c]chromene-nucleus derivatives (fully hydrogenated ring A, alkyl chain at position 3), decision of the ANSM Director-General of 22 May 2024, in force on 3 June 2024 (exclusions amended on 3 June 2024). HHC-B is not named in the decision of 12 June 2023, which covers only HHC, HHC acetate and HHCP. Checked on 19/10/2026.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Classification
Family, origin and source verification
- Family
Semi-synthetic cannabinoid › Hydrogenated
- Chemistry
C4 side chain · neutral form
- Verification
Every fact on this entry was checked against its primary sources on 20 October 2026.
- Wikipedia (English)
Article paired by the molecule's structure (InChIKey), revision read on 19 October 2026. Read as a second opinion, never cited as a source.
References
- Durydivka O et al. Side-chain homologs of Δ9-THC, Δ8-THC and HHC reveal pathway bias at CB1R and CB2R. Mol Neurobiol 2026;63:846 (new tab)PMID 42625116
- Watanabe S et al. In vitro metabolic profiling of 18 semi-synthetic cannabinoids—HHC and its analogs. Clin Chem 2025;71:1158-1168 (new tab)PMID 40853012
- Linciano P et al. Isolation of a high-affinity cannabinoid for the human CB1 receptor from a medicinal Cannabis sativa variety: Δ9-tetrahydrocannabutol, the butyl homologue of Δ9-THC. J Nat Prod 2020 (new tab)PMID 31891265
- Nařízení vlády č. 176/2024 Sb. (new tab)
- ANSM, decision of 22/05/2024 amending the list of substances classified as narcotics (new tab)
- PubChem CID 175224409: Hexahydrocannabutol (new tab)
Identifiers
Names
- Common name
- Hexahydrocannabutol
- IUPAC name
- (6aR,10aR)-3-butyl-6,6,9-trimethyl-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-1-ol
- Other names
- HHCB · HHC-C4
Identifiers
- Formula
- C₂₀H₃₀O₂
- PubChem CID
- 175224409(new tab)
- InChIKey
- UGRLMQVLYLFVDE-GNHXQJIDSA-N
- SMILES
- CCCCC1=
CC(= C2[C@@H] 3CC(CC[C@H] 3C(OC2= C1) (C) C) C) O
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.