5-(1,1-DIMETHYLHEPTYL)-2-[5-HYDROXY-2-(3-HYDROXYPROPYL)CYCLOHEXYL]PHENOL Chemical Properties

Melting point:

65-68 °C

Boiling point:

494.4±45.0 °C(Predicted)

Density 

1.026±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO: 15 mg/mL, soluble

form 

solid

pka

10.25±0.40(Predicted)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

5-(1,1-DIMETHYLHEPTYL)-2-[5-HYDROXY-2-(3-HYDROXYPROPYL)CYCLOHEXYL]PHENOL Usage And Synthesis

Uses

CP 55,940 is a cannabinoid agonist which is considerably more potent than Δ9-THC in both behavioral tests and receptor binding assays. Displays high and roughly equal affinity for both central and peripheral cannabinoid receptors (Ki = 0.6 - 5.0 and 0.7 - 2.6 nM at CB1 and CB2 respectively; EC50 values are 0.2, 0.3 and 5 nM at CB1, CB2 and GRP55 respectively). Controlled substance.

Uses

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

Uses

(+)-CP 55940 is the enantiomer of (C781415), a cannabinoid agonist. Both CP 55,940 and (+)-CP 55940 bind to CB receptors but only CP-55,940 elicits a biological response via the receptors. However, ( +)-CP 55940 shows the same antinociceptive effects as its enantiomer.

Definition

ChEBI: 2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]-5-(2-methyloctan-2-yl)phenol is an alkylbenzene and a ring assembly.

Biological Activity

Cannabinoid agonist which is considerably more potent than Δ 9 -THC in both behavioral tests and receptor binding assays. Displays high and roughly equal affinity for both central and peripheral cannabinoid receptors (K i = 0.6-5.0 and 0.7-2.6 nM at CB 1 and CB 2 respectively; EC 50 values are 0.2, 0.3 and 5 nM at CB 1 , CB 2 and GRP55 respectively). Also available as part of the Cannabinoid Receptor Agonist Tocriset™ .

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.

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