PSB-SB-487

PSB-SB-487
Identifiers
	IUPAC name 7-(1,1-Dimethyloctyl)-5-hydroxy-3-(2-hydroxybenzyl)-2H-chromen-2-one;
PubChem CID	70678101;
CompTox Dashboard (EPA)	DTXSID401045358 ;
Chemical and physical data
Formula	C26H32O4
Molar mass	408.53 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES OC1=C(CC2=CC3=C(C=C(C(C)(C)CCCCCCC)C=C3O)OC2=O)C=CC=C1;

PSB-SB-487 is a coumarin derivative which is an antagonist at the former orphan receptor GPR55. Unlike older GPR55 antagonists such as O-1918, PSB-SB-487 has good selectivity over the related receptor GPR18, 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 at CB₁ with a Ki of 1170nM, and a partial agonist at CB₂ with a Ki of 292nM.^[2]

References

^ Attention: This template ({{cite doi}}) is deprecated. To cite the publication identified by doi:10.1021/jm4005175, please use {{cite journal}} (if it was published in a bona fide academic journal, otherwise {{cite report}} with |doi=10.1021/jm4005175 instead.
^ Rempel V, Volz N, Hinz S, Karcz T, Meliciani I, Nieger M, Wenzel W, Bräse S, Müller CE. 7-Alkyl-3-benzylcoumarins: a versatile scaffold for the development of potent and selective cannabinoid receptor agonists and antagonists. Journal of Medicinal Chemistry. 2012 Sep 27;55(18):7967-77. PMID 22916707

[1] Attention: This template ({{cite doi}}) is deprecated. To cite the publication identified by doi:10.1021/jm4005175, please use {{cite journal}} (if it was published in a bona fide academic journal, otherwise {{cite report}} with |doi=10.1021/jm4005175 instead.

[2] Rempel V, Volz N, Hinz S, Karcz T, Meliciani I, Nieger M, Wenzel W, Bräse S, Müller CE. 7-Alkyl-3-benzylcoumarins: a versatile scaffold for the development of potent and selective cannabinoid receptor agonists and antagonists. Journal of Medicinal Chemistry. 2012 Sep 27;55(18):7967-77. PMID 22916707

[1]

[2]

See also

References