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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
Molecular characterization of a peripheral receptor for cannabinoids.
1993 Sep 2
Activation of mitogen-activated protein kinases by stimulation of the central cannabinoid receptor CB1.
1995 Dec 1
Stimulation of cannabinoid receptor CB1 induces krox-24 expression in human astrocytoma cells.
1995 Jun 9
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
Structural features of the central cannabinoid CB1 receptor involved in the binding of the specific CB1 antagonist SR 141716A.
1996 Mar 22
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
Chronic cannabinoid exposure produces lasting memory impairment and increased anxiety in adolescent but not adult rats.
2004 Dec
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
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
Cannabinoids and hamster circadian activity rhythms.
2008 Jul 30
TRPV2 is activated by cannabidiol and mediates CGRP release in cultured rat dorsal root ganglion neurons.
2008 Jun 11
Reciprocal influences of CB1 cannabinoid receptor agonists on ERK and JNK signalling in N1E-115 cells.
2008 Nov 26
Distribution and function of cannabinoid receptors 1 and 2 in the rat, monkey and human bladder.
2009 Apr
Concomitant activation of adenylyl cyclase suppresses the opposite influences of CB(1) cannabinoid receptor agonists on tyrosine hydroxylase expression.
2009 Jan 15
(Endo)cannabinoids mediate different Ca2+ entry mechanisms in human bronchial epithelial cells.
2009 Jul
Dual role of the second extracellular loop of the cannabinoid receptor 1: ligand binding and receptor localization.
2009 Oct
Cannabinoid inhibition of macrophage migration to the trans-activating (Tat) protein of HIV-1 is linked to the CB(2) cannabinoid receptor.
2010 Apr
Behavioural and molecular consequences of chronic cannabinoid treatment in Huntington's disease transgenic mice.
2010 Sep 29
Effects of cannabinoid CB1 receptor agonism and antagonism on SKF81297-induced dyskinesia and haloperidol-induced dystonia in Cebus apella monkeys.
2011 Feb-Mar
The schizophrenia susceptibility gene neuregulin 1 modulates tolerance to the effects of cannabinoids.
2011 Jun
A synthetic cannabinoid, CP55940, inhibits lipopolysaccharide-induced cytokine mRNA expression in a cannabinoid receptor-independent mechanism in rat cerebellar granule cells.
2011 May
Cloning and pharmacological characterization of the dog cannabinoid CB₂receptor.
2011 Nov 1
Cytotoxicity of synthetic cannabinoids found in "Spice" products: the role of cannabinoid receptors and the caspase cascade in the NG 108-15 cell line.
2011 Nov 10
Conformationally constrained analogs of BAY 59-3074 as novel cannabinoid receptor ligands.
2011 Oct 1
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
Human metabolites of synthetic cannabinoids JWH-018 and JWH-073 bind with high affinity and act as potent agonists at cannabinoid type-2 receptors.
2013 Jun 1
Cannabinoid receptor agonists upregulate and enhance serotonin 2A (5-HT(2A)) receptor activity via ERK1/2 signaling.
2013 Mar
Cytotoxicity of synthetic cannabinoids on primary neuronal cells of the forebrain: the involvement of cannabinoid CB1 receptors and apoptotic cell death.
2014 Jan 1
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:51:38 GMT 2023
Edited
by admin
on Sat Dec 16 09:51:38 GMT 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 GMT 2023 , Edited by admin on Sat Dec 16 09:51:38 GMT 2023
Code System Code Type Description
FDA UNII
KFY70972J5
Created by admin on Sat Dec 16 09:51:38 GMT 2023 , Edited by admin on Sat Dec 16 09:51:38 GMT 2023
PRIMARY
WIKIPEDIA
CP 55,940
Created by admin on Sat Dec 16 09:51:38 GMT 2023 , Edited by admin on Sat Dec 16 09:51:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID80875516
Created by admin on Sat Dec 16 09:51:38 GMT 2023 , Edited by admin on Sat Dec 16 09:51:38 GMT 2023
PRIMARY
PUBCHEM
104895
Created by admin on Sat Dec 16 09:51:38 GMT 2023 , Edited by admin on Sat Dec 16 09:51:38 GMT 2023
PRIMARY
CAS
83002-04-4
Created by admin on Sat Dec 16 09:51:38 GMT 2023 , Edited by admin on Sat Dec 16 09:51:38 GMT 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