O-1918

O-1918
Identifiers
IUPAC name
  • 1,3-dimethoxy-5-methyl-2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]benzene
CAS Number
PubChem CID
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H26O2
Molar mass286.19 g·mol−1
3D model (JSmol)
SMILES
  • CC1=C[C@@H](C2=C(OC)C=C(C)C=C2OC)[C@H](C(C)=C)CC1

O-1918 is a synthetic compound related to cannabidiol, which is an antagonist at two former orphan receptors GPR18 and GPR55, that appear to be related to the cannabinoid receptors. O-1918 is used in the study of these receptors, which have been found to be targets for a number of endogenous and synthetic cannabinoid compounds, and are thought to be responsible for most of the non-CB1, non-CB2 mediated effects that have become evident in the course of cannabinoid research.[1][2][3][4][5]

See also

References

  1. ↑ Offertáler L, Mo FM, Bátkai S, Liu J, Begg M, Razdan RK, et al. (March 2003). "Selective ligands and cellular effectors of a G protein-coupled endothelial cannabinoid receptor". Molecular Pharmacology. 63 (3): 699–705. doi:10.1124/mol.63.3.699. PMID 12606780.
  2. ↑ Zakrzeska A, Schlicker E, Baranowska M, Kozłowska H, Kwolek G, Malinowska B (June 2010). "A cannabinoid receptor, sensitive to O-1918, is involved in the delayed hypotension induced by anandamide in anaesthetized rats". British Journal of Pharmacology. 160 (3): 574–84. doi:10.1111/j.1476-5381.2009.00579.x. PMC 2931558. PMID 20105178.
  3. ↑ Schuelert N, McDougall JJ (August 2011). "The abnormal cannabidiol analogue O-1602 reduces nociception in a rat model of acute arthritis via the putative cannabinoid receptor GPR55". Neuroscience Letters. 500 (1): 72–6. doi:10.1016/j.neulet.2011.06.004. PMID 21683763. S2CID 3410391.
  4. ↑ Szczesniak AM, Maor Y, Robertson H, Hung O, Kelly ME (October 2011). "Nonpsychotropic cannabinoids, abnormal cannabidiol and canabigerol-dimethyl heptyl, act at novel cannabinoid receptors to reduce intraocular pressure". Journal of Ocular Pharmacology and Therapeutics. 27 (5): 427–35. doi:10.1089/jop.2011.0041. PMID 21770780.
  5. ↑ Caldwell MD, Hu SS, Viswanathan S, Bradshaw H, Kelly ME, Straiker A (June 2013). "A GPR18-based signalling system regulates IOP in murine eye". British Journal of Pharmacology. 169 (4): 834–43. doi:10.1111/bph.12136. PMC 3687663. PMID 23461720.
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