CP-47,497-C8Cannabicyclohexanol
C8 homologue of CP 47,497, one of the two main active ingredients identified in the first Spice blends, classed as a narcotic in France.
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.
C₂₂H₃₆O₂
CAS 70434-92-3
- Family
- Synthetic CB receptor agonistNew psychoactive substance
- Molar mass
- 332.50 g/mol
Updated on
In plain terms
Cannabicyclohexanol is a synthetic cannabinoid despite its name, which wrongly suggests it comes from hemp. It is one of the two compounds that researchers identified at the end of 2008 in the first Spice blends. It acts on the same receptor as THC and it is classed as a narcotic in France.
Receptors and activity
Target network
- Activates
The lower the cited value, the closer the target sits to CP-47,497-C8: 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 CP-47,497-C8.
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
- CB1AgonistIC50 = 15.4 nM · mouse64 out of 100
Atwood et al. 2011, Eur J Pharmacol (new tab) · inhibition of excitatory postsynaptic currents (maximal effect 51.6 ± 8.0% of baseline at 1 µM), mouse autaptic hippocampal neurons; abolished by rimonabant; CB1 internalisation in HEK293 cells: EC50 4.4 nM; no Ki found
Pharmacology
Cannabicyclohexanol has a name that lies about its origin: the prefix suggests a hemp compound whereas the molecule comes from Pfizer's cyclohexylphenol programme, a series synthesised in the 1970s (Fattore and Fratta, 2011), and has never been found in a plant. It is above all an answer to a puzzle: at the end of 2008, its identification, with that of JWH-018, showed what a herbal blend sold as incense really contained (Auwärter et al., 2009, as reported by Fattore and Fratta, 2011). Pharmacologically, it is a CB1 agonist: in murine autaptic hippocampal neurons it inhibits excitatory postsynaptic currents with an IC50 of 15.4 nM, nearly identical to that of JWH-018 (14.9 nM), and it causes internalisation of the receptor with an EC50 of 4.4 nM (Atwood et al., 2011). Two difficulties weigh on any reading of an assay: the molecule has two stereogenic centres, and the products contained mixtures of cis and trans diastereomers, nearly identical in vitro but of different potency in vivo; and it is only one member of a series of C6 to C9 homologues that mass spectrometry alone does not separate conveniently. No controlled human study was found: neither dose, tolerance nor dependence is characterised.
Key sources.
- Atwood BK, Lee D, Straiker A, Widlanski TS, Mackie K. CP47,497-C8 and JWH073, commonly found in 'Spice' herbal blends, are potent and efficacious CB1 cannabinoid receptor agonists. Eur J Pharmacol. 2011;659(2-3):139-145 (IC50 15.4 nM on autaptic neurons; internalisation EC50 4.4 nM; cis and trans) (new tab)PMID 21333643
- Fattore L, Fratta W. Beyond THC: the new generation of cannabinoid designer drugs. Front Behav Neurosci. 2011;5:60 (identification in late 2008 of the C8 homologue and of JWH-018 in Spice; Pfizer's CP series from the 1970s) (new tab)PMID 22007163
- Auwärter V, Dresen S, Weinmann W, Müller M, Pütz M, Ferreirós N. 'Spice' and other herbal blends: harmless incense or cannabinoid designer drugs? J Mass Spectrom. 2009;44(5):832-837 (cited by Atwood 2011 and Fattore & Fratta 2011 for the identification and the diastereoisomers; no abstract available) (new tab)PMID 19189348
- Samano KL, Poklis JL, Lichtman AH, Poklis A. Development of a high-performance liquid chromatography-tandem mass spectrometry method for the identification and quantification of CP-47,497, CP-47,497-C8 and JWH-250 in mouse brain. J Anal Toxicol. 2014;38(6):307-314 (new tab)PMID 24816398
- Zangani C et al. The e-Psychonauts' 'Spiced' World: assessment of the synthetic cannabinoids' information available online. Curr Neuropharmacol 2020 (CANNABICYCLOHEXANOL in the UNODC list and in NPSFinder, absent from the EUDA list) (new tab)PMID 32116194
- ANSM, consolidated list of substances classified as narcotics, updated 16 February 2026 (annex IV, « cyclohexylphenols » family, CP 47,497-C8 cited) (new tab)
- Order of 24 February 2009 amending the order of 22 February 1990: CP 47,497-C8 and other cannabinoids named (Légifrance, JORF no. 0049 of 27 February 2009) (new tab)
- Order of 31 March 2017 amending the order of 22 February 1990: « cyclohexylphenols » family of annex IV (Légifrance, JORF of 6 April 2017) (new tab)
- PubChem CID 12788231, cannabicyclohexanol (CAS 70434-92-3, (1R,3S) stereochemistry); CID 12788230 (CAS 1173724-76-9, without stereochemistry) (new tab)
History
- Source
- An entirely synthetic molecule, absent from hemp as from any living organism, despite the name cannabicyclohexanol that has stuck to it. It was, with JWH-018, among the undeclared active ingredients of smoking blends sold as incense under the name Spice (Fattore and Fratta, 2011; Atwood et al., 2011), and in the UNODC list recording the synthetic cannabinoids reported (Zangani et al., 2020). None of this concerns hemp or cannabidiol products.
Origin
Laboratory synthesis
No biological pathway: this molecule is entirely synthetic, with no plant precursor or enzymatic step. It belongs solely to synthetic chemistry, described here by chemical class only.
Legal framework
- European Union
The substance is not listed in the Annex to Council Framework Decision 2004/757/JHA (consolidated version of 12 January 2026), which lists the new psychoactive substances controlled at European Union level; control is a matter for national law. It appears in the UNODC list recording the synthetic cannabinoids reported but not in that of the EUDA (Zangani et al., 2020), which is monitoring and not control. It does not appear in the schedules of the 1971 Convention on Psychotropic Substances (green list of the INCB, 35th and 36th editions). France cites this molecule by name in annex IV of its list.
- France
CP 47,497-C8 (cannabicyclohexanol) is classed as a narcotic in France, and cited under its own name. The decree of 24 February 2009 (JORF no. 0049 of 27 February 2009) entered it in annex IV under the entry « CP 47,497-C8 ... (5-(1,1-diméthyloctyl)-2-[(1R, 3S)-3-hydroxycyclohexyl]-phénol », with CP 47,497, its C6 and C9 homologues, JWH-018 and HU-210, « ainsi que leurs isomères, stéréo-isomères, esters, éthers et sels » (together with their isomers, stereoisomers, esters, ethers and salts). The ANSM consolidated list (updated 16 February 2026) now cites it in annex IV, under the entry « CP 47,497-C8 ou (5-(1,1-diméthyloctyl)-2-[(1R, 3S)-3-hydroxycyclohexyl]-phénol », as an example (« notamment ») of the generic family of « cyclohexylphenols or derivatives of 2-(3-hydroxycyclohexyl) phenol », alongside CP 47,497, -C6, -C9 and CP 55,940; the text of the decree of 31 March 2017 (JORF of 6 April 2017) contains this family and these examples. The clause covering tetrahydrocannabinols (annex III since the decision of 6 February 2026) therefore does not apply. Production, possession, supply, transport and use fall under narcotics criminal law.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Classification
Family, origin and source verification
- Family
Synthetic CB receptor agonist › New psychoactive substance
- Class
cyclohexylphenol
- Verification
Classification, sources and binding values checked on 20 October 2026; text read against its sources and Wikipedia.
- 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
- Atwood BK, Lee D, Straiker A, Widlanski TS, Mackie K. CP47,497-C8 and JWH073, commonly found in 'Spice' herbal blends, are potent and efficacious CB1 cannabinoid receptor agonists. Eur J Pharmacol. 2011;659(2-3):139-145 (IC50 15.4 nM on autaptic neurons; internalisation EC50 4.4 nM; cis and trans) (new tab)PMID 21333643
- Fattore L, Fratta W. Beyond THC: the new generation of cannabinoid designer drugs. Front Behav Neurosci. 2011;5:60 (identification in late 2008 of the C8 homologue and of JWH-018 in Spice; Pfizer's CP series from the 1970s) (new tab)PMID 22007163
- Auwärter V, Dresen S, Weinmann W, Müller M, Pütz M, Ferreirós N. 'Spice' and other herbal blends: harmless incense or cannabinoid designer drugs? J Mass Spectrom. 2009;44(5):832-837 (cited by Atwood 2011 and Fattore & Fratta 2011 for the identification and the diastereoisomers; no abstract available) (new tab)PMID 19189348
- Samano KL, Poklis JL, Lichtman AH, Poklis A. Development of a high-performance liquid chromatography-tandem mass spectrometry method for the identification and quantification of CP-47,497, CP-47,497-C8 and JWH-250 in mouse brain. J Anal Toxicol. 2014;38(6):307-314 (new tab)PMID 24816398
- Zangani C et al. The e-Psychonauts' 'Spiced' World: assessment of the synthetic cannabinoids' information available online. Curr Neuropharmacol 2020 (CANNABICYCLOHEXANOL in the UNODC list and in NPSFinder, absent from the EUDA list) (new tab)PMID 32116194
- ANSM, consolidated list of substances classified as narcotics, updated 16 February 2026 (annex IV, « cyclohexylphenols » family, CP 47,497-C8 cited) (new tab)
- Order of 24 February 2009 amending the order of 22 February 1990: CP 47,497-C8 and other cannabinoids named (Légifrance, JORF no. 0049 of 27 February 2009) (new tab)
- Order of 31 March 2017 amending the order of 22 February 1990: « cyclohexylphenols » family of annex IV (Légifrance, JORF of 6 April 2017) (new tab)
- PubChem CID 12788231, cannabicyclohexanol (CAS 70434-92-3, (1R,3S) stereochemistry); CID 12788230 (CAS 1173724-76-9, without stereochemistry) (new tab)
Identifiers
Names
- Common name
- Cannabicyclohexanol
- IUPAC name
- 2-[(1R,3S)-3-hydroxycyclohexyl]-5-(2-methylnonan-2-yl)phenol
- Other names
- CP 47,497-C8
Identifiers
- Formula
- C₂₂H₃₆O₂
- CAS
- 70434-92-3
- PubChem CID
- 12788231(new tab)
- InChIKey
- HNMJDLVMIUDJNH-MJGOQNOKSA-N
- SMILES
- CCCCCCCC(C)
(C) C1= CC(= C(C= C1) [C@@H] 2CCC[C@@H] (C2) O) O
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.