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Key Documents

C1112

Sigma-Aldrich

CP-55940

>98% (HPLC), powder

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C24H40O3
Numero CAS:
Peso molecolare:
376.57
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

Livello qualitativo

Saggio

>98% (HPLC)

Forma fisica

powder

Attività ottica

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

Controllo stupefacenti

regulated under CDSA - not available from Sigma-Aldrich Canada

Condizioni di stoccaggio

desiccated

Solubilità

DMSO: 15 mg/mL
H2O: slightly soluble

Temperatura di conservazione

2-8°C

Stringa SMILE

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
YNZFFALZMRAPHQ-SYYKKAFVSA-N

Informazioni sul gene

Applicazioni

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

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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AM251 >98% (HPLC), solid

Sigma-Aldrich

A6226

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The conformational properties of the highly selective cannabinoid receptor ligand CP-55,940
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The Journal of Biological Chemistry, 271(18), 10640-10647 (1996)
David R Maguire et al.
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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
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)
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)
Toyoaki Ohbuchi et al.
Brain research, 1394, 71-78 (2011-05-04)
Release of arginine vasopressin (AVP) from magnocellular neurosecretory cells (MNCs) of the supraoptic nucleus (SON) is controlled by the electrical activity of these neurons. ATP plays a crucial role in the regulation of SON MNCs by activating the purinergic P2X

Articoli

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.

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