:PSB-SB-487

{{Short description|Chemical compound}}

{{Drugbox

| IUPAC_name = 7-(1,1-Dimethyloctyl)-5-hydroxy-3-(2-hydroxybenzyl)-2H-chromen-2-one

| image = PSB-SB-487.svg

| width = 300

| tradename =

| CAS_number = 1399049-81-0

| PubChem = 70678101

| ChemSpiderID = 28667155

| ChEMBL = 2181542

| C=26 | H=32 | O=4

| smiles = OC1=C(CC2=CC3=C(C=C(C(C)(C)CCCCCCC)C=C3O)OC2=O)C=CC=C1

| StdInChI = 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

| StdInChIKey = YNWOMOUVWNKICO-UHFFFAOYSA-N

}}

PSB-SB-487 is an experimental drug which is used as a pharmacological research tool. It 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.{{cite journal | vauthors = Rempel V, Volz N, Gläser F, Nieger M, Bräse S, Müller CE | title = Antagonists for the orphan G-protein-coupled receptor GPR55 based on a coumarin scaffold | journal = Journal of Medicinal Chemistry | volume = 56 | issue = 11 | pages = 4798–810 | date = June 2013 | pmid = 23679955 | doi = 10.1021/jm4005175 | url = https://figshare.com/articles/journal_contribution/2405257 | url-access = subscription }} 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.{{cite journal | vauthors = Rempel V, Volz N, Hinz S, Karcz T, Meliciani I, Nieger M, Wenzel W, Bräse S, Müller CE | display-authors = 6 | title = 7-Alkyl-3-benzylcoumarins: a versatile scaffold for the development of potent and selective cannabinoid receptor agonists and antagonists | journal = Journal of Medicinal Chemistry | volume = 55 | issue = 18 | pages = 7967–77 | date = September 2012 | pmid = 22916707 | doi = 10.1021/jm3008213 | url = https://publikationen.bibliothek.kit.edu/1000031852 }}