U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H40O3
Molecular Weight 376.5726
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CP-55940

SMILES

CCCCCCC(C)(C)C1=CC=C([C@@H]2C[C@H](O)CC[C@H]2CCCO)C(O)=C1

InChI

InChIKey=YNZFFALZMRAPHQ-SYYKKAFVSA-N
InChI=1S/C24H40O3/c1-4-5-6-7-14-24(2,3)19-11-13-21(23(27)16-19)22-17-20(26)12-10-18(22)9-8-15-25/h11,13,16,18,20,22,25-27H,4-10,12,14-15,17H2,1-3H3/t18-,20-,22-/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H40O3
Molecular Weight 376.5726
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
23.29 nM [EC50]
0.437 nM [EC50]
10.0 nM [EC50]
PubMed

PubMed

TitleDatePubMed
Molecular cloning of a human cannabinoid receptor which is also expressed in testis.
1991 Oct 1
Cannabinoid agonists stimulate both receptor- and non-receptor-mediated signal transduction pathways in cells transfected with and expressing cannabinoid receptor clones.
1992 Nov
Molecular characterization of a peripheral receptor for cannabinoids.
1993 Sep 2
Comparison of the pharmacology and signal transduction of the human cannabinoid CB1 and CB2 receptors.
1995 Sep
Molecular cloning, expression and function of the murine CB2 peripheral cannabinoid receptor.
1996 Jun 7
Signaling pathway associated with stimulation of CB2 peripheral cannabinoid receptor. Involvement of both mitogen-activated protein kinase and induction of Krox-24 expression.
1996 May 1
Evaluation of binding in a transfected cell line expressing a peripheral cannabinoid receptor (CB2): identification of cannabinoid receptor subtype selective ligands.
1996 Sep
Cannabinoid-induced hypotension and bradycardia in rats mediated by CB1-like cannabinoid receptors.
1997 Jun
Chronic administration of cannabinoids regulates proenkephalin mRNA levels in selected regions of the rat brain.
1998 Mar 30
Effect of (-)-cis-3-[2-hydroxy-4-(1,1-dimethylheptyl)phenyl]-trans-4-(3-hydroxypropyl) cyclohexanol (CP55,940) on intracellular Ca2+ levels in human osteosarcoma cells.
2002 Sep 30
Cannabinoid mechanism in reinstatement of heroin-seeking after a long period of abstinence in rats.
2003 Apr
Integrity of extracellular loop 1 of the human cannabinoid receptor 1 is critical for high-affinity binding of the ligand CP 55,940 but not SR 141716A.
2003 May 15
Differential roles of CB1 and CB2 cannabinoid receptors in mast cells.
2003 May 15
2-Arachidonoylglycerol, an endogenous cannabinoid receptor ligand, induces accelerated production of chemokines in HL-60 cells.
2004 Apr
Chronic cannabinoid exposure produces lasting memory impairment and increased anxiety in adolescent but not adult rats.
2004 Dec
Differential effects of CB1 and opioid agonists on two populations of adult rat dorsal root ganglion neurons.
2004 Feb 18
Downregulation of class II transactivator (CIITA) expression by synthetic cannabinoid CP55,940.
2004 Jan 30
Spontaneous cannabinoid withdrawal produces a differential time-related responsiveness in cannabinoid CB1 receptor gene expression in the mouse brain.
2004 Mar
Pharmacological characterization of the chronic constriction injury model of neuropathic pain.
2004 May 3
Analysis of the effects of cannabinoids on synaptic transmission between basket and Purkinje cells in the cerebellar cortex of the rat.
2004 Sep
Synergistic interactions between cannabinoids and environmental stress in the activation of the central amygdala.
2005 Mar
Clozapine decreases [3H] CP 55940 binding to the cannabinoid 1 receptor in the rat nucleus accumbens.
2005 May
Allosteric modulation of the cannabinoid CB1 receptor.
2005 Nov
Indirect CB2 receptor and mediator-dependent stimulation of human whole-blood neutrophils by exogenous and endogenous cannabinoids.
2005 Nov
The role of CB1 receptors in sweet versus fat reinforcement: effect of CB1 receptor deletion, CB1 receptor antagonism (SR141716A) and CB1 receptor agonism (CP-55940).
2005 Sep
Cannabinoid action depends on phosphorylation of dopamine- and cAMP-regulated phosphoprotein of 32 kDa at the protein kinase A site in striatal projection neurons.
2005 Sep 14
Characterization of cannabinoid agonists and apparent pA2 analysis of cannabinoid antagonists in rhesus monkeys discriminating Delta9-tetrahydrocannabinol.
2006 Dec
Effects of exogenous and endogenous cannabinoids on GABAergic neurotransmission between the caudate-putamen and the globus pallidus in the mouse.
2006 Feb
F200A substitution in the third transmembrane helix of human cannabinoid CB1 receptor converts AM2233 from receptor agonist to inverse agonist.
2006 Feb 15
In silico patent searching reveals a new cannabinoid receptor.
2006 Jan
Pharmacological evaluation of cannabinoid receptor ligands in a mouse model of anxiety: further evidence for an anxiolytic role for endogenous cannabinoid signaling.
2006 Jul
Evaluation of the role of nicotinic acetylcholine receptor subtypes and cannabinoid system in the discriminative stimulus effects of nicotine in rats.
2006 Jul 1
Systemic effect of cannabinoids on the spontaneous firing rate of locus coeruleus neurons in rats.
2006 Mar 18
Virodhamine and CP55,940 modulate cAMP production and IL-8 release in human bronchial epithelial cells.
2007 Aug
The role of the cannabinoid type 1 receptor and down-stream cAMP/DARPP-32 signal in the nucleus accumbens of methamphetamine-sensitized rats.
2007 Dec
The orphan receptor GPR55 is a novel cannabinoid receptor.
2007 Dec
Control of spasticity in a multiple sclerosis model is mediated by CB1, not CB2, cannabinoid receptors.
2007 Feb
Inhibition of fatty acid amide hydrolase, a key endocannabinoid metabolizing enzyme, by analogues of ibuprofen and indomethacin.
2007 Jun 22
Agonist selective modulation of tyrosine hydroxylase expression by cannabinoid ligands in a murine neuroblastoma cell line.
2007 Sep
Chronologically overlapping occurrences of nicotine-induced anxiety- and depression-related behavioral symptoms: effects of anxiolytic and cannabinoid drugs.
2007 Sep 18
Cannabinoids and hamster circadian activity rhythms.
2008 Jul 30
Activation of endocannabinoid transmission induces antidepressant-like effects in rats.
2008 Jun
Reciprocal influences of CB1 cannabinoid receptor agonists on ERK and JNK signalling in N1E-115 cells.
2008 Nov 26
Differential modulation of AP-1- and CRE-driven transcription by cannabinoid agonists emphasizes functional selectivity at the CB1 receptor.
2008 Sep
(Endo)cannabinoids mediate different Ca2+ entry mechanisms in human bronchial epithelial cells.
2009 Jul
A synthetic cannabinoid, CP55940, inhibits lipopolysaccharide-induced cytokine mRNA expression in a cannabinoid receptor-independent mechanism in rat cerebellar granule cells.
2011 May
Cannabinoid-induced enhanced interaction and protein levels of serotonin 5-HT(2A) and dopamine D₂ receptors in rat prefrontal cortex.
2012 Oct
Cannabinoid-induced upregulation of serotonin 2A receptors in the hypothalamic paraventricular nucleus and anxiety-like behaviors in rats.
2013 Aug 26
Cannabinoid agonists increase the interaction between β-Arrestin 2 and ERK1/2 and upregulate β-Arrestin 2 and 5-HT(2A) receptors.
2013 Feb
Cannabinoid receptor agonists upregulate and enhance serotonin 2A (5-HT(2A)) receptor activity via ERK1/2 signaling.
2013 Mar
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:51:38 UTC 2023
Edited
by admin
on Sat Dec 16 09:51:38 UTC 2023
Record UNII
KFY70972J5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CP-55940
Common Name English
5-(1,1-DIMETHYLHEPTYL)-2-(5-HYDROXY-2-(3-HYDROXYPROPYL)CYCLOHEXYL)PHENOL
Systematic Name English
J259.891D
Code English
PHENOL, 5-(1,1-DIMETHYLHEPTYL)-2-((1R,2R,5R)-5-HYDROXY-2-(3-HYDROXYPROPYL)CYCLOHEXYL)-
Systematic Name English
CP55940
Common Name English
(-)-CP-55940
Common Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-(-)-CP-55940
Created by admin on Sat Dec 16 09:51:38 UTC 2023 , Edited by admin on Sat Dec 16 09:51:38 UTC 2023
Code System Code Type Description
FDA UNII
KFY70972J5
Created by admin on Sat Dec 16 09:51:38 UTC 2023 , Edited by admin on Sat Dec 16 09:51:38 UTC 2023
PRIMARY
WIKIPEDIA
CP 55,940
Created by admin on Sat Dec 16 09:51:38 UTC 2023 , Edited by admin on Sat Dec 16 09:51:38 UTC 2023
PRIMARY
EPA CompTox
DTXSID80875516
Created by admin on Sat Dec 16 09:51:38 UTC 2023 , Edited by admin on Sat Dec 16 09:51:38 UTC 2023
PRIMARY
PUBCHEM
104895
Created by admin on Sat Dec 16 09:51:38 UTC 2023 , Edited by admin on Sat Dec 16 09:51:38 UTC 2023
PRIMARY
CAS
83002-04-4
Created by admin on Sat Dec 16 09:51:38 UTC 2023 , Edited by admin on Sat Dec 16 09:51:38 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
BINDING
IC50
TARGET -> AGONIST
Strong agonist
EC50
TARGET -> AGONIST
Strong agonist
EC50
LABELED -> NON-LABELED
Related Record Type Details
ACTIVE MOIETY