C1112

CP-55940

>98% (HPLC), powder

• Synonym(s): 5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol
• Empirical Formula (Hill Notation): C₂₄H₄₀O₃
• CAS Number: 83002-04-4
• Molecular Weight: 376.57
• MDL number: MFCD00673965
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278295
• NACRES: NA.77

Properties

• 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)

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H336
• Precautionary Statements: P261 - P271 - P304 + P340 + P312 - P403 + P233 - P405 - P501
• Hazard Classifications: STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves