Synthetic cannabinoid (SCRA)
UnscheduledCP-55,244
(2S,4S,4aS,6R,8aR)-6-(hydroxymethyl)-4-[2-hydroxy-4-(2-methyloctan-2-yl)phenyl]decahydronaphthalen-2-ol
Aliases.CP 55,244 · CP-55244 · CP55244
A tricyclic non-classical cannabinoid from Pfizer, a research tool of very high affinity at the CB1 receptor.
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
- C₂₆H₄₂O₃
- Molar mass
- 402.60 g·mol⁻¹
- CAS
- 79678-32-3
- PubChem CID
- 133254
- Origin
- A wholly synthetic compound with no natural occurrence. It never left the laboratory: it is a pharmacological research tool, never a consumer product, and it does not appear on the recreational synthetic cannabinoid market.
- InChIKey
- ZAELPWSCABXXAB-QXASVXAKSA-N
In plain terms
CP-55,244 is a laboratory cannabinoid created by Pfizer in an attempt to separate the painkilling effect of cannabis from its intoxicating effects. Its rigidified structure makes it a research tool for the CB1 receptor, not a product meant to be consumed.
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.
- Calm40
- Clarity10
- Sleep55
- Appetite45
- High55
Editorial estimate, not clinical.
Pharmacology
CP-55,244 is a non-classical cannabinoid of very high affinity, arising from Pfizer's analgesic programme at the turn of the 1980s. That series played a decisive historical role: it was the related tritiated radioligand, CP-55,940, that made possible the demonstration and then the mapping of the cannabinoid receptor. CP-55,244 is its tricyclic variant, whose third ring constrains the conformation of the pharmacophore and served as a scaffold for the design of affinity ligands intended to label the receptor covalently. It bears the 1,1-dimethylheptyl chain, a motif that the structure-activity relationship analysis of Compton and colleagues (1993) associates with the highest affinities in the family, with a strong correlation between binding affinity and in vivo potency. No human data exist: this compound is a pharmacological tool, not a medicine or a consumer product.
Origin (pharmaceutical research → illicit market)
No biological route. CP-55,244 belongs to the class of non-classical cannabinoids: it retains the phenol and the side chain of the cannabinoid pharmacophore, but abandons the pyran ring of THC in favour of a decahydronaphthalene system, to which a third ring is added here that rigidifies the whole. It is described here by chemical class only.
Legal framework
France
CP-55,244 is not listed by name in Annex IV of the arrêté of 22 February 1990, and its tricyclic cyclohexylphenol structure falls under none of the twelve chemical families of synthetic cannabinoids added by the arrêté of 31 March 2017, which target indole, indazole, pyrrole or related skeletons. In practice it circulates exclusively as a laboratory reagent, outside any human use.
European Union
No harmonised control at Union level and no listing in the schedules of the international conventions of 1961 and 1971. The compound holds the status of a research chemical, and its trade is governed by the rules applicable to laboratory reagents rather than by narcotics law.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Structural classification
- Class
- Synthetic cannabinoid (SCRA)
- Origin
- A wholly synthetic compound with no natural occurrence. It never left the laboratory: it is a pharmacological research tool, never a consumer product, and it does not appear on the recreational synthetic cannabinoid market.
- Status
- Unscheduled
References
Structured data
- InChIKey
- ZAELPWSCABXXAB-QXASVXAKSA-N
- SMILES
- CCCCCCC(C)(C)C1=CC(=C(C=C1)[C@H]2C[C@H](C[C@@H]3[C@@H]2C[C@@H](CC3)CO)O)O
- Formula
- C26H42O3
- Molar mass
- 402.60 g·mol⁻¹
- CAS
- 79678-32-3
- PubChem CID
- 133254
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.