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PSB-SB-487

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
PSB-SB-487
Identifiers
  • 7-(1,1-Dimethyloctyl)-5-hydroxy-3-(2-hydroxybenzyl)-2H-chromen-2-one
CAS Number
PubChemCID
ChemSpider
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC26H32O4
Molar mass408.538 g·mol−1
3D model (JSmol)
  • OC1=C(CC2=CC3=C(C=C(C(C)(C)CCCCCCC)C=C3O)OC2=O)C=CC=C1
  • InChI=1S/C26H32O4/c1-4-5-6-7-10-13-26(2,3)20-16-23(28)21-15-19(25(29)30-24(21)17-20)14-18-11-8-9-12-22(18)27/h8-9,11-12,15-17,27-28H,4-7,10,13-14H2,1-3H3
  • Key:YNWOMOUVWNKICO-UHFFFAOYSA-N

PSB-SB-487 is an experimental drug which is used as a pharmacological research tool. It is acoumarin derivative which is an antagonist at the formerorphan receptorGPR55. Unlike older GPR55 antagonists such asO-1918, PSB-SB-487 has good selectivity over the related receptorGPR18, with an IC50 of 113nM at GPR55 vs 12500nM at GPR18.[1] However it has poorer selectivity over other related receptors, acting as a weak antagonist atCB1 with a Ki of 1170nM, and a partial agonist atCB2 with a Ki of 292nM.[2]

See also

[edit]

References

[edit]
  1. ^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.
  2. ^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.
Phytocannabinoids
(comparison)
Cannabibutols
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Cannabicyclols
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AllostericCBRTooltip Cannabinoid receptorligands
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(inactivation inhibitors)
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(antagonists/inverse
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Receptor
(ligands)
CB1Tooltip Cannabinoid receptor type 1
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CB2Tooltip Cannabinoid receptor type 2
Agonists
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NAGly
(
GPR18)
Agonists
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eCBTsTooltip Endocannabinoid transporter
Enzyme
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FAAHTooltip Fatty acid amide hydrolase
MAGL
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  • Others:2-PG(directly potentiates activity of 2-AG at CB1 receptor)
  • ARN-272(FAAH-like anandamide transporter inhibitor)
See also
Receptor/signaling modulators
Cannabinoids (cannabinoids by structure)


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