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

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

5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol Basic information
Product Name:5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol
Synonyms:CP 55,940;(-)-CIS-3-[2-HYDROXY-4-(1,1-DIMETHYLHEPTYL)PHENYL]-TRANS-4-(3-HYDROXYPHENYL) CYCLOHEXANOL;(-)-CIS-3-[2-HYDROXY-4-(1,1-DIMETHYLHEPTYL)PHENYL]-TRANS-4-(3-HYDROXYPROPYL)CYCLOHEXANOL;(-)-Cis-3-[2-Hydroxy-4-(1,1-Di;(1R)-3β-[2-Hydroxy-4-(1,1-dimethylheptyl)phenyl]-4α-(3-hydroxypropyl)cyclohexane-1β-ol;3β-[4-(1,1-Dimethylheptyl)-2-hydroxyphenyl]-4α-(3-hydroxypropyl)cyclohexan-1β-ol;5-(1,1-DIMETHYLHEPTYL)-2-[(1R,2R,5R)-5-HYDROXY-2-(3-HYDROXYPROPYL)CYCLOHEXYL]PHENOL;2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]-5-(2-Methyloctan-2-yl)phenol
CAS:83002-04-4
MF:C24H40O3
MW:376.57
EINECS:
Product Categories:Cannabinoid receptor;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pfizer Compounds;Pharmaceuticals
Mol File:83002-04-4.mol
5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol Structure
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
pka10.25±0.40(Predicted)
form solid
Optical Rotation[α]/D -24 to -30°, c =0.2 in chloroform-d
InChI1S/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
InChIKeyYNZFFALZMRAPHQ-SYYKKAFVSA-N
SMILESCCCCCCC(C)(C)c1ccc([C@@H]2C[C@H](O)CC[C@H]2CCCO)c(O)c1
Safety Information
Safety Statements 22-24/25
WGK Germany 3
Storage Class11 - Combustible Solids
Hazard ClassificationsSTOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol Usage And Synthesis
UsesCP 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 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.
UsesCP-55940 has been used as a cannabinoid agonists in Chinese hamster ovary (CHO) expressing cannabinoid receptor 2(CB2).
DefinitionChEBI: 2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]-5-(2-methyloctan-2-yl)phenol is an alkylbenzene and a ring assembly.
Biological ActivityCannabinoid 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 ActionsCP-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.
5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol Preparation Products And Raw materials
Tag:5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol(83002-04-4) Related Product Information
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