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C1112

Sigma-Aldrich

CP-55940

>98% (HPLC), powder

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C24H40O3
Numéro CAS:
83002-04-4
Poids moléculaire :
376.57
Numéro MDL:
MFCD00673965
Code UNSPSC :
12352200
ID de substance PubChem :
24278295
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

>98% (HPLC)

Forme

powder

Activité optique

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

Contrôle du médicament

regulated under CDSA - not available from Sigma-Aldrich Canada

Conditions de stockage

desiccated

Solubilité

DMSO: 15 mg/mL
H2O: slightly soluble

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

YNZFFALZMRAPHQ-SYYKKAFVSA-N

Informations sur le gène

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

Application

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H336

Classification des risques

STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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)
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)
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
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)
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