(C9)-CP 47,497
A synthetic cannabinoid of the CP series, classified as a narcotic in France, with no published 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.
C₂₃H₃₈O₂
CID 12788255
- Family
- Synthetic CB receptor agonistNew psychoactive substance
- Molar mass
- 346.50 g/mol
Updated on
In plain terms
(C9)-CP 47,497 is a molecule made entirely in the laboratory, from a family developed by a pharmaceutical company. It is found in no plant: it was identified in 2009 in 'Spice'-type products. It binds to the same receptors as cannabis, but almost nothing is known about what it does in human beings, and it is classified as a narcotic in France.
Receptors and activity
Target network
- Binds or modulates
The lower the cited value, the closer the target sits to (C9)-CP 47,497: 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 (C9)-CP 47,497.
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
- CB1Binding (function not established)Ki = 480 nM · human39 out of 100
Lee et al. 2020, Molecules (new tab) · radioligand binding ([3H]-SR141716A) on commercial recombinant ChemiScreen CB1 membranes (Chem-1 cells, EMD Millipore; human receptor per the supplier); compound synthesised by the authors; pKi = 6.319
Pharmacology
(C9)-CP 47,497 belongs to the cyclohexylphenols, those so-called non-classical cannabinoids arising from Pfizer's work, and binds to the CB1 receptor. A single pharmacological measurement found concerns this precise molecule: a CB1 affinity of the order of 0.5 micromolar in competitive binding, lower than that of the C8 homologue and of the same order as that of THC in the same assay. This is the only experimental anchor point available. No study found has measured its functional efficacy, its pharmacokinetics, its metabolism or its toxicity, and human data are entirely lacking. For the class of synthetic agonists, the European drugs agency notes that many are full agonists at CB1 whereas THC is only a partial agonist, which, with unintentionally high doses, can lead to severe poisonings (EMCDDA, 2021). For the C9 homologue itself, this point has never been verified, and the absence of data does not amount to an absence of risk.
Key sources.
- Lee W, Park SJ, Hwang JY, et al. QSAR Model for Predicting the Cannabinoid Receptor 1 Binding Affinity and Dependence Potential of Synthetic Cannabinoids. Molecules. 2020;25(24):6057 (measured CB1 affinity of CP 47,497-C9) (new tab)PMID 33371501
- Melvin LS, Milne GM, Johnson MR, et al. Structure-activity relationships for cannabinoid receptor-binding and analgesic activity: studies of bicyclic cannabinoid analogs. Mol Pharmacol. 1993;44(5):1008-1015 (new tab)PMID 8246904
- Weissman A, Milne GM, Melvin LS Jr. Cannabimimetic activity from CP-47,497, a derivative of 3-phenylcyclohexanol. J Pharmacol Exp Ther. 1982;223(2):516-523 (new tab)PMID 6290642
- EMCDDA (European Monitoring Centre for Drugs and Drug Addiction), Understanding the Spice phenomenon, thematic paper, 2009: Austrian, German, French, Estonian and Swedish scheduling of the C9 homologue, and the distinction between full agonist and partial agonist (new tab)
- Tettey JNA et al., UNODC: recommended methods for the identification and analysis of synthetic cannabinoid receptor agonists in seized materials. Forensic Sci Int Synerg. 2021;3:100129 (CP-47,497-C9 cited in the cyclohexylphenol table; analytical data for CP 47,497 and the C8) (new tab)PMID 33665591
- Koller VJ, Auwärter V, Grummt T, et al. Investigation of the in vitro toxicological properties of the synthetic cannabimimetic drug CP-47,497-C8. Toxicol Appl Pharmacol. 2014;277(2):164-171 (data for the C8 homologue) (new tab)PMID 24686252
- Bileck A, Ferk F, Al-Serori H, et al. Impact of a synthetic cannabinoid (CP-47,497-C8) on protein expression in human cells: evidence for induction of inflammation and DNA damage. Arch Toxicol. 2016;90(6):1369-1382 (data for the C8 homologue) (new tab)PMID 26194647
- Jin MJ, Lee J, In MK, et al. Characterization of in vitro metabolites of CP 47,497, a synthetic cannabinoid, in human liver microsomes by LC-MS/MS. J Forensic Sci. 2013;58(1):195-199 (data for the parent CP 47,497) (new tab)PMID 22931239
- Zimmermann US et al., Dtsch Arztebl Int. 2009;106(27):464-467 (German case: daily use of « Spice Gold », contents assumed by the authors: JWH-018 and CP 47,497) (new tab)PMID 19652769
- ANSM, consolidated list of substances classified as narcotics, updated 16 February 2026 (Annex IV, cyclohexylphenols, entry CP 47,497-C9) (new tab)
- Order of 24 February 2009 amending the order of 22 February 1990 setting the list of substances classified as narcotics, Légifrance (new tab)
- PubChem, Compound Summary CID 12788255 (new tab)
- EMCDDA, Synthetic cannabinoids in Europe: a review, technical report, 2021 (class toxicity, full CB1 agonists, no approved antidote) (new tab)
- Drug Enforcement Administration, Schedules of Controlled Substances: Temporary Placement of Five Synthetic Cannabinoids Into Schedule I, Federal Register, 1 March 2011 (CP-47,497 and the C8 homologue) (new tab)
- INCB, Green List of psychotropic substances, 36th edition, 2025 (1971 Convention: no cyclohexylphenol) (new tab)
History
- Source
- An entirely synthetic molecule, absent from cannabis and from every living organism. It was identified in 2009 by the Austrian authorities, together with CP 47,497 and its C6 and C8 homologues, in 'Spice'-type products (EMCDDA, 2009).
Origin
Laboratory synthesis
No known biosynthetic pathway: the molecule is produced by no living organism. It comes from laboratory organic synthesis, described here by chemical class only.
Legal framework
- European Union
No Union-level control decision covering this molecule has been found; control has played out state by state. In 2009, Austria (3 March), Germany (22 January), France (24 February), Lithuania (27 May), Estonia (24 July) and Sweden (30 July, in force on 15 September) targeted CP 47,497 and its homologues, with the C9 homologue named specifically in Austria, Estonia, France and Sweden, and Luxembourg targeted CP 47,497 (4 May) (EMCDDA, 2009). At international level, the molecule is listed in no schedule of the 1971 Convention on Psychotropic Substances (INCB Green List, 36th edition, 2025). In the United States, the DEA placed CP 47,497 and its C8 homologue in Schedule I by a temporary order of 1 March 2011, without naming the C9 homologue; the current state of the federal list has not been re-read.
- France
A substance classified by name as a narcotic in France. Annex IV of the decree of 22 February 1990 covers the generic family of cyclohexylphenols, derivatives of 2-(3-hydroxycyclohexyl)phenol, and expressly cites CP 47,497-C9 among the examples, in the form 5-(1,1-dimethylnonyl)-2-[(1R,3S)-3-hydroxycyclohexyl]-phenol. The classification dates back to the decree of 24 February 2009, adopted on the proposal of the national commission on narcotics and psychotropics, which listed together CP 47,497, its three homologues C6, C8 and C9, JWH-018 and HU-210. The consolidated list published by ANSM, updated on 16 February 2026, carries this entry forward. It is therefore not an indirect capture by the generic clause covering tetrahydrocannabinols, their esters and their ethers (entered in annex III of the consolidated list since the decision of 6 February 2026): the molecule is cited by name. Production, possession, transfer and use fall under the narcotics regime.
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 (non-classical cannabinoid, C9 homologue of CP 47,497)
- 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
- Lee W, Park SJ, Hwang JY, et al. QSAR Model for Predicting the Cannabinoid Receptor 1 Binding Affinity and Dependence Potential of Synthetic Cannabinoids. Molecules. 2020;25(24):6057 (measured CB1 affinity of CP 47,497-C9) (new tab)PMID 33371501
- Melvin LS, Milne GM, Johnson MR, et al. Structure-activity relationships for cannabinoid receptor-binding and analgesic activity: studies of bicyclic cannabinoid analogs. Mol Pharmacol. 1993;44(5):1008-1015 (new tab)PMID 8246904
- Weissman A, Milne GM, Melvin LS Jr. Cannabimimetic activity from CP-47,497, a derivative of 3-phenylcyclohexanol. J Pharmacol Exp Ther. 1982;223(2):516-523 (new tab)PMID 6290642
- EMCDDA (European Monitoring Centre for Drugs and Drug Addiction), Understanding the Spice phenomenon, thematic paper, 2009: Austrian, German, French, Estonian and Swedish scheduling of the C9 homologue, and the distinction between full agonist and partial agonist (new tab)
- Tettey JNA et al., UNODC: recommended methods for the identification and analysis of synthetic cannabinoid receptor agonists in seized materials. Forensic Sci Int Synerg. 2021;3:100129 (CP-47,497-C9 cited in the cyclohexylphenol table; analytical data for CP 47,497 and the C8) (new tab)PMID 33665591
- Koller VJ, Auwärter V, Grummt T, et al. Investigation of the in vitro toxicological properties of the synthetic cannabimimetic drug CP-47,497-C8. Toxicol Appl Pharmacol. 2014;277(2):164-171 (data for the C8 homologue) (new tab)PMID 24686252
- Bileck A, Ferk F, Al-Serori H, et al. Impact of a synthetic cannabinoid (CP-47,497-C8) on protein expression in human cells: evidence for induction of inflammation and DNA damage. Arch Toxicol. 2016;90(6):1369-1382 (data for the C8 homologue) (new tab)PMID 26194647
- Jin MJ, Lee J, In MK, et al. Characterization of in vitro metabolites of CP 47,497, a synthetic cannabinoid, in human liver microsomes by LC-MS/MS. J Forensic Sci. 2013;58(1):195-199 (data for the parent CP 47,497) (new tab)PMID 22931239
- Zimmermann US et al., Dtsch Arztebl Int. 2009;106(27):464-467 (German case: daily use of « Spice Gold », contents assumed by the authors: JWH-018 and CP 47,497) (new tab)PMID 19652769
- ANSM, consolidated list of substances classified as narcotics, updated 16 February 2026 (Annex IV, cyclohexylphenols, entry CP 47,497-C9) (new tab)
- Order of 24 February 2009 amending the order of 22 February 1990 setting the list of substances classified as narcotics, Légifrance (new tab)
- PubChem, Compound Summary CID 12788255 (new tab)
- EMCDDA, Synthetic cannabinoids in Europe: a review, technical report, 2021 (class toxicity, full CB1 agonists, no approved antidote) (new tab)
- Drug Enforcement Administration, Schedules of Controlled Substances: Temporary Placement of Five Synthetic Cannabinoids Into Schedule I, Federal Register, 1 March 2011 (CP-47,497 and the C8 homologue) (new tab)
- INCB, Green List of psychotropic substances, 36th edition, 2025 (1971 Convention: no cyclohexylphenol) (new tab)
Identifiers
Names
- IUPAC name
- 2-[(1R,3S)-3-hydroxycyclohexyl]-5-(2-methyldecan-2-yl)phenol
- Other names
- CP 47,497-C9 · CP-47,497-C9 · CP 47,497-C9-homologue
Identifiers
- Formula
- C₂₃H₃₈O₂
- PubChem CID
- 12788255(new tab)
- InChIKey
- BIGNODGYJZJTBM-QUCCMNQESA-N
- SMILES
- CCCCCCCCC(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.