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C1112

CP-55940

Name: CP-55940
Brand: SIGMA

>98% (HPLC), cannabinoid receptor agonist, powder

Synonym(s):

5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol

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About This Item

Empirical Formula (Hill Notation):

C₂₄H₄₀O₃

CAS Number:

83002-04-4

Molecular Weight:

376.57

UNSPSC Code:

12352200

PubChem Substance ID:

24278295

NACRES:

NA.77

MDL number:

MFCD00673965

Assay:

>98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Product Name

CP-55940, >98% (HPLC), powder

Quality Level

100

assay

>98% (HPLC)

form

powder

optical activity

[α]/D -24 to -30°, c = 0.2 in chloroform-d

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

storage condition

desiccated

solubility

DMSO: 15 mg/mL, H₂O: slightly soluble

storage temp.

2-8°C

SMILES string

CCCCCCC(C)(C)c1ccc([C@@H]2C[C@H](O)CC[C@H]2CCCO)c(O)c1

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-SYYKKAFVSA-N

Gene Information

human ... CNR1(1268), CNR2(1269)
rat ... Cnr1(25248)

Related Categories

Bioactive Small Molecule Agonists

Bioactive Small Molecules

Application

CP-55940 has been used as a cannabinoid agonists in Chinese hamster ovary (CHO) expressing cannabinoid receptor 2(CB2).

Biochem/physiol Actions

CP-55940 is a nonclassical cannabinoids (NCCs), which lack the tetrahydropyran ring. CP-55940, a derivative of CP-47,497 is enantioselective. Due to its amphipathic nature, CP-55940 tethers in biological membrane making it favourable for the cannabinoid receptor interaction. CP-55940 belongs to the cyclohexylphenol category and modulates the brain lipidome leading to dysregulation especially during adolescence. It inhibits capsaicin-evoked sensitization of nociceptive and spinal dorsal horn neurons.

CP-55940 is a selective cannabinoid receptor agonist.

Features and Benefits

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

GHS07

signalword

Warning

hcodes

H336

pcodes

P261 - P271 - P304 + P340 + P312 - P403 + P233 - P405 - P501

Hazard Classifications

STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Broad and Region-Specific Impacts of the Synthetic Cannabinoid CP 55,940 in Adolescent and Adult Female Mouse Brains

Leishman E, et al.

Frontiers in Molecular Neuroscience, 11, 436-436 (2018)

Cannabinoid agonist, CP 55,940, prevents capsaicin-induced sensitization of spinal cord dorsal horn neurons

Johanek LM and Simone DA

Journal of Neurophysiology, 93(2), 989-997 (2005)

In Vitro and In Silico Characterization of G-Protein Coupled Receptor (GPCR) Targets of Phlorofucofuroeckol-A and Dieckol.

Pradeep Paudel et al.

Marine drugs, 19(6) (2021-07-03)

Phlorotannins are polyphenolic compounds in marine alga, especially the brown algae. Among numerous phlorotannins, dieckol and phlorofucofuroeckol-A (PFF-A) are the major ones and despite a wider biological activity profile, knowledge of the G protein-coupled receptor (GPCR) targets of these phlorotannins

Reinforcing effects of opioid/cannabinoid mixtures in rhesus monkeys responding under a food/drug choice procedure.

David R Maguire et al.

Psychopharmacology, 235(8), 2357-2365 (2018-06-04)

Cannabinoid receptor agonists such as delta-9-tetrahydrocannabinol (Δ9-THC) enhance the antinociceptive potency of mu opioid receptor agonists such as morphine, indicating that opioid/cannabinoid mixtures might be effective for treating pain. However, such enhancement will be beneficial only if cannabinoids do not

The conformational properties of the highly selective cannabinoid receptor ligand CP-55,940

Xie XQ, et al.

The Journal of Biological Chemistry, 271(18), 10640-10647 (1996)

View All Related Papers

Articles

Synthetic Cannabinoid Analysis

A large variety of cannabinoid drug standards, along with an HPLC method with the Supelco Ascentis® Express RP-Amide column, are presented in this article.

Global Trade Item Number

SKU	GTIN
C1112-10MG	04061833460788
C1112-50MG	04061833460795

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