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5.04316

Sigma-Aldrich

CP-55940 - CAS 83002-04-4 - Calbiochem

Synonym(s):

CP-55940 - CAS 83002-04-4 - Calbiochem, 5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol, CP 55,940, CP55940

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About This Item

Empirical Formula (Hill Notation):
C24H40O3
CAS Number:
Molecular Weight:
376.57
MDL number:
UNSPSC Code:
12352200

assay

≥98% (HPLC)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

clear colorless

solubility

DMSO: 30 mg/mL

storage temp.

−20°C

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

InChI key

YNZFFALZMRAPHQ-CBQOVEMMSA-N

General description

A potent, non-selective agonist for cannabinoid (CB) receptors (Ki = 0.6 - 5.0 and 0.7 - 2.6 nM for CB1 and CB2 respectively; EC50 = 0.2, 0.3 and 5 nM for CB1, CB2 and GRP55 respectively). Often used in reference or control trials in CB research and the effects are robust in both behavioral tests and receptor binding assays.
A potent, non-selective agonist for cannabinoid (CB) receptors (Ki = 0.6 - 5.0 and 0.7 - 2.6 nM for CB1 and CB2 respectively; EC50 = 0.2, 0.3 and 5 nM for CB1, CB2 and GRP55 respectively). Often used in reference or control trials in CB research and the effects are robust in both behavioral tests and receptor binding assays.

Biochem/physiol Actions

Primary Target
CB receptors
Target Ki: 0.6 - 5.0 and 0.7 - 2.6 nM for CB₁ and CB₂ respectively.

Warning

Toxicity: Standard Handling (A)

Physical form

Supplied in methanol.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Wiley, J., et al. 1995. Neuropharmacology.34, 669.
Griffin, G., et al. 1998. J. Pharmacol. Exp. Ther.285, 553.

Thomas, B., et al. 1998. J. Pharmacol. Exp. Ther.285, 285.
Avdesh, A., et al. 2012. Psychopharmacology (Berl).220, 405.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2


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J L Wiley et al.
Neuropharmacology, 34(6), 669-676 (1995-06-01)
CP 55,940 is a potent synthetic bicyclic cannabinoid analog that has been used in a number of studies as a radioligand for the cannabinoid receptor. This compound shares behavioral and biochemical properties with naturally occurring cannabinoids such as delta 9-THC.
B F Thomas et al.
The Journal of pharmacology and experimental therapeutics, 285(1), 285-292 (1998-05-16)
To further characterize neuronal cannabinoid receptors, we compared the ability of known and novel cannabinoid analogs to compete for receptor sites labeled with either [3H]SR141716A or [3H]CP-55,940. These efforts were also directed toward extending the structure-activity relationships for cannabinoid agonists
Avdesh Avdesh et al.
Psychopharmacology, 220(2), 405-415 (2011-09-29)
There are inconsistent reports on the effects of cannabinoid agonists on prepulse inhibition of the startle reflex (PPI) with increases, decreases, and no effects. It has been hypothesized that the conflicting observations may be as a result of modulation of
G Griffin et al.
The Journal of pharmacology and experimental therapeutics, 285(2), 553-560 (1998-05-15)
Cannabinoid receptors are members of the superfamily of G protein-coupled receptors. Their activation has previously been shown to stimulate guanosine 5'-O-(3-[35S]thio)-triphosphate ([35S]GTP gamma S) binding in a range of brain regions using both membrane preparations and autoradiography. This study evaluates

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