O-1812

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O-1812
O-1812 structure.png
Systematic (IUPAC) name
(5Z,8Z,11Z,14Z)-20-cyano-N-[(2R)-1-hydroxypropan-2-yl]-16,16-dimethylicosa-5,8,11,14-tetraenamide
Identifiers
CAS Number 342882-77-3 N
PubChem CID: 9823107
IUPHAR/BPS 732
ChemSpider 7998855 N
Chemical data
Formula C26H42N2O2
Molecular mass 414.622 g/mol
  • C[C@H](CO)NC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C(C)(C)CCCCC#N
  • InChI=1S/C26H42N2O2/c1-24(23-29)28-25(30)19-15-12-10-8-6-4-5-7-9-11-13-16-20-26(2,3)21-17-14-18-22-27/h4-5,8-11,16,20,24,29H,6-7,12-15,17-19,21,23H2,1-3H3,(H,28,30)/b5-4-,10-8-,11-9-,20-16-/t24-/m1/s1 N
  • Key:WZQHSBKOWZOASP-QLZKPENWSA-N N
 NYesY (what is this?)  (verify)

O-1812 is an eicosanoid derivative related to anandamide that acts as a potent and highly selective agonist for the cannabinoid receptor CB1, with a Ki of 3.4nM at CB1 and 3870nM at CB2.[1] Unlike most related compounds, O-1812 is metabolically stable against rapid breakdown by enzymes, and produces a cannabinoid-like discriminative effect in rats, which is similar but not identical to that produced by cannabinoid drugs of other chemical classes.[2][3][4][5]

See also

References

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