O-2694

O-2694 is a drug that is a cannabinoid derivative. It has analgesic effects and is used in scientific research. Unlike most cannabinoids discovered to date, it is highly water-soluble, which gives it considerable advantages over many related drugs. It has high affinity for both CB1 and CB2 receptors, with Ki values of 3.7 nM at CB1 and 2.8 nM at CB2. However, it has complex pharmacokinetics as most of the administered dose is metabolised by hydrolysis of the ester link to the water-insoluble compound O-2372, thus producing a biphasic effects profile that is less suitable for research purposes than the related compound O-2545.[1]

O-2694
Identifiers
IUPAC name
  • (6aR,10aR)-6,6,9-trimethyl-3-(2-methyl-7-morpholin-4-yl-7-oxoheptan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-yl 4-(di(propan-2-yl)amino)butanoate
PubChem CID
ChemSpider
Chemical and physical data
FormulaC38H60N2O5
Molar mass624.907 g·mol−1
3D model (JSmol)
SMILES
  • O=C(N1CCOCC1)CCCCC(c3cc2OC([C@@H]4C/C=C(\C[C@H]4c2c(OC(=O)CCCN(C(C)C)C(C)C)c3)C)(C)C)(C)C
InChI
  • InChI=1S/C38H60N2O5/c1-26(2)40(27(3)4)18-12-14-35(42)44-32-24-29(37(6,7)17-11-10-13-34(41)39-19-21-43-22-20-39)25-33-36(32)30-23-28(5)15-16-31(30)38(8,9)45-33/h15,24-27,30-31H,10-14,16-23H2,1-9H3/t30-,31-/m1/s1 N
  • Key:OAFUHIZKKMQSAB-FIRIVFDPSA-N N
 NY (what is this?)  (verify)

See also

References
  1. Martin BR, Wiley JL, Beletskaya I, Sim-Selley LJ, Smith FL, Dewey WL, et al. (September 2006). "Pharmacological characterization of novel water-soluble cannabinoids". The Journal of Pharmacology and Experimental Therapeutics. 318 (3): 1230–9. doi:10.1124/jpet.106.104109. PMID 16757541. S2CID 14864925.
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