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PSB-SB-1202

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
PSB-SB-1202
Identifiers
  • 7-pentyl-5-methoxy-3-(2-methoxybenzyl)-2H-chromen-2-one
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC23H26O4
Molar mass366.457 g·mol−1
3D model (JSmol)
  • O=C1C(CC2=C(OC)C=CC=C2)=CC3=C(C=C(CCCCC)C=C3OC)O1
  • InChI=1S/C23H26O4/c1-4-5-6-9-16-12-21(26-3)19-15-18(23(24)27-22(19)13-16)14-17-10-7-8-11-20(17)25-2/h7-8,10-13,15H,4-6,9,14H2,1-3H3
  • Key:VZYCAUIYIZSPQY-UHFFFAOYSA-N

PSB-SB-1202 is acoumarin derivative which is an agonist at the cannabinoid receptorsCB1 andCB2, with a CB1 Ki of 32nM and a CB2 Ki of 49nM.[1] It is also a weak antagonist at the related receptorGPR55, with an IC50 of 6350nM, but has no significant affinity forGPR18.[2]

See also

[edit]

References

[edit]
  1. ^Rempel V, Volz N, Hinz S, Karcz T, Meliciani I, Nieger M, et al. (September 2012). "7-Alkyl-3-benzylcoumarins: a versatile scaffold for the development of potent and selective cannabinoid receptor agonists and antagonists".Journal of Medicinal Chemistry.55 (18):7967–77.doi:10.1021/jm3008213.PMID 22916707.
  2. ^Rempel V, Volz N, Gläser F, Nieger M, Bräse S, Müller CE (June 2013). "Antagonists for the orphan G-protein-coupled receptor GPR55 based on a coumarin scaffold".Journal of Medicinal Chemistry.56 (11):4798–810.doi:10.1021/jm4005175.PMID 23679955.
Phytocannabinoids
(comparison)
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Cannabichromenes
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agonists /
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Indazole-3-
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AllostericCBRTooltip Cannabinoid receptorligands
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(inactivation inhibitors)
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