Catalog Number: 0949
Chemical Name: (-)-cis-3-[2-Hydroxy-4-(1,1-dimethylheptyl)phenyl]-trans-4-(3-hydroxypropyl)cyclohexanol
Biological Activity
Cannabinoid agonist which is considerably more potent than Δ9-THC in both behavioral tests and receptor binding assays. Displays high and roughly equal affinity for both central and peripheral cannabinoid receptors (Ki = 0.6 - 5.0 and 0.7 - 2.6 nM at CB1 and CB2 respectively; EC50 values are 0.2, 0.3 and 5 nM at CB1, CB2 and GRP55 respectively).
Technical Data
  • M.Wt:
    376.58
  • Formula:
    C24H40O3
  • Solubility:
    Soluble to 100 mM in ethanol and to 100 mM in DMSO
  • Purity:
    >98%
  • Storage:
    Store at -20°C
  • CAS No:
    83002-04-4
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Additional Information
Licensing Caveats:
Sold for research purposes under agreement from Pfizer Inc.
Citations:

The citations listed below are publications that use Tocris products. Selected citations for CP 55,940 include:

36 Citations: Showing 1 - 10
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  1. Characterization of structurally novel G protein biased CB1 agonists: implications for drug development.
    Authors: Ford
    Pharmacol Res 2017;125:161
  2. (4-(Bis(4-fluorophenyl)methyl)piperazin-1-yl)(cyclohexyl)methanone hydrochloride (LDK1229): a new cannabinoid CB1 receptor inverse agonist from the class of benzhydryl piperazine analogs.
    Authors: Mahmoud Et al.
    Mol Pharmacol 2015;87:197
  3. Preclinical evaluation of SMM-189, a cannabinoid receptor 2-specific inverse agonist.
    Authors: Presley Et al.
    Eur J Pharmacol 2015;3:e00159
  4. Increasing levels of the endocannabinoid 2-AG is neuroprotective in the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine mouse model of Parkinson's disease.
    Authors: Mounsey Et al.
    Pharmacol Res Perspect 2015;273:36
  5. Flavanones from Miconia prasina.
    Authors: Tarawneh Et al.
    Phytochem Lett 2014;7:130
  6. Potential upstream regulators of cannabinoid receptor 1 signaling in prostate cancer: a Bayesian network analysis of data from a tissue microarray.
    Authors: Häggström Et al.
    J Biol Chem 2014;74:1107
  7. The cannabinoid agonist HU-210: pseudo-irreversible discriminative stimulus effects in rhesus monkeys.
    Authors: Hruba and McMahon
    Br J Pharmacol 2014;727:35
  8. Prefrontal deficits in a murine model overexpressing the down syndrome candidate gene dyrk1a.
    Authors: Thomazeau Et al.
    J Neurosci 2014;34:1138
  9. CB(1) receptor allosteric modulators display both agonist and signaling pathway specificity.
    Authors: Baillie Et al.
    Mol Pharmacol 2013;83:322
  10. Long-term CB1 receptor blockade enhances vulnerability to anxiogenic-like effects of cannabinoids.
    Authors: Tambaro Et al.
    Neuropharmacology 2013;70:268
  11. CB1 and CB2 receptors are novel molecular targets for Tamoxifen and 4OH-Tamoxifen.
    Authors: Prather Et al.
    Biochem Biophys Res Commun 2013;441:339
  12. Phencyclidine-induced social withdrawal results from deficient stimulation of cannabinoid CB1 receptors: implications for schizophrenia.
    Authors: Seillier Et al.
    Eur J Pharmacol 2013;38:1816
  13. Novel insights into CB1 cannabinoid receptor signaling: a key interaction identified between the extracellular-3 loop and transmembrane helix 2.
    Authors: Marcu Et al.
    J Pharmacol Exp Ther 2013;345:189
  14. Human metabolites of synthetic cannabinoids JWH-018 and JWH-073 bind with high affinity and act as potent agonists at cannabinoid type-2 receptors.
    Authors: Rajasekaran Et al.
    Toxicol Appl Pharmacol 2013;269:100
  15. Characterization of cannabinoid receptor ligands in tissues natively expressing cannabinoid CB2 receptors.
    Authors: Marini Et al.
    Br J Pharmacol 2013;169:887
  16. Monohydroxylated metabolites of the K2 synthetic cannabinoid JWH-073 retain intermediate to high cannabinoid 1 receptor (CB1R) affinity and exhibit neutral antagonist to partial agonist activity.
    Authors: Brents Et al.
    Biochem Pharmacol 2012;83:952
  17. CB1 receptor autoradiographic characterization of the individual differences in approach and avoidance motivation.
    Authors: Laricchiuta Et al.
    PLoS One 2012;7:e42111
  18. Cytochrome P450-mediated oxidative metabolism of abused synthetic cannabinoids found in K2/Spice: identification of novel cannabinoid receptor ligands.
    Authors: Chimalakonda Et al.
    Drug Metab Dispos 2012;40:2174
  19. AM630 behaves as a protean ligand at the human cannabinoid CB2 receptor.
    Authors: Bolognini Et al.
    Br J Pharmacol 2012;165:2561
  20. A new cannabinoid CB2 receptor agonist HU-910 attenuates oxidative stress, inflammation and cell death associated with hepatic ischaemia/reperfusion injury.
    Authors: Horváth Et al.
    J Physiol 2012;165:2462
  21. Phase I hydroxylated metabolites of the K2 synthetic cannabinoid JWH-018 retain in vitro and in vivo cannabinoid 1 receptor affinity and activity.
    Authors: Brents Et al.
    PLoS One 2011;6:e21917
  22. Convulsant doses of a dopamine D1 receptor agonist result in Erk-dependent increases in Zif268 and Arc/Arg3.1 expression in mouse dentate gyrus.
    Authors: Gangarossa Et al.
    PLoS One 2011;6:e19415
  23. Cannabinoids attenuate hippocampal γ oscillations by suppressing excitatory synaptic input onto CA3 pyramidal neurons and fast spiking basket cells.
    Authors: Holderith Et al.
    Br J Pharmacol 2011;589:4921
  24. Symptom-relieving and neuroprotective effects of the phytocannabinoid △9-THCV in animal models of Parkinson's disease.
    Authors: García Et al.
    J Cell Mol Med 2011;163:1495
  25. A putative 'pre-nervous' endocannabinoid system in early echinoderm development.
    Authors: Buznikov Et al.
    J Biol Chem 2010;32:43101
  26. Location, structure, and dynamics of the synthetic cannabinoid ligand CP-55,940 in lipid bilayers.
    Authors: Kimura Et al.
    Biophys J 2009;96:4916
  27. Unique agonist-bound cannabinoid CB1 receptor conformations indicate agonist specificity in signaling.
    Authors: Georgieva Et al.
    Neuropsychopharmacology 2008;581:19
  28. Mapping the structural requirements in the CB1 cannabinoid receptor transmembrane helix II for signal transduction.
    Authors: Kapur Et al.
    J Pharmacol Exp Ther 2008;325:341
  29. Activation of cannabinoid receptors prevents antigen-induced asthma-like reaction in guinea pigs.
    Authors: Giannini Et al.
    Prostate 2008;12:2381
  30. The psychoactive plant cannabinoid, Delta9-tetrahydrocannabinol, is antagonized by Delta8- and Delta9-tetrahydrocannabivarin in mice in vivo.
    Authors: Pertwee Et al.
    Br J Pharmacol 2007;150:586
  31. S-nitrosothiols modulate G protein-coupled receptor signaling in a reversible and highly receptor-specific manner.
    Authors: Kokkola Et al.
    BMC Cell Biol 2005;6:21
  32. Stimulation of cannabinoid receptor 2 (CB2) suppresses microglial activation.
    Authors: Ehrhart Et al.
    J Neuroinflammation 2005;2:29
  33. Evidence that the plant cannabinoid Delta9-tetrahydrocannabivarin is a cannabinoid CB1 and CB2 receptor antagonist.
    Authors: Thomas Et al.
    Br J Pharmacol 2005;146:917
  34. Identification of WIN55212-3 as a competitive neutral antagonist of the human cannabinoid CB2 receptor.
    Authors: Savinainen Et al.
    Br J Pharmacol 2005;145:636
  35. Hypersensitization of the Orexin 1 receptor by the CB1 receptor: evidence for cross-talk blocked by the specific CB1 antagonist, SR141716.
    Authors: Hilairet Et al.
    Exp Neurol 2003;278:23731
  36. An optimized approach to study endocannabinoid signaling: evidence against constitutive activity of rat brain adenosine A1 and cannabinoid CB1 receptors.
    Authors: Savinainen Et al.
    Br J Pharmacol 2003;140:1451
Expand to show all 36 Citations

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