PSB-SB-487: Difference between revisions
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| image = PSB-SB-487_structure.png |
| image = PSB-SB-487_structure.png |
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| width = 300 |
| width = 300 |
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<!--Clinical data--> |
<!--Clinical data--> |
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| tradename = |
| tradename = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CAS_number = |
| CAS_number = |
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| PubChem = 70678101 |
| PubChem = 70678101 |
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| ChemSpiderID = 28667155 |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=26 | H=32 | O=4 |
| C=26 | H=32 | O=4 |
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| molecular_weight = 408.53 |
| molecular_weight = 408.53 |
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| smiles = OC1=C(CC2=CC3=C(C=C(C(C)(C)CCCCCCC)C=C3O)OC2=O)C=CC=C1 |
| smiles = OC1=C(CC2=CC3=C(C=C(C(C)(C)CCCCCCC)C=C3O)OC2=O)C=CC=C1 |
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| InChI = 1/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 |
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| InChIKey = YNWOMOUVWNKICO-UHFFFAOYAE |
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| 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 |
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| StdInChIKey = YNWOMOUVWNKICO-UHFFFAOYSA-N |
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Revision as of 12:55, 28 June 2015
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| Identifiers | |
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| PubChem CID | |
| ChemSpider | |
| CompTox Dashboard (EPA) | |
| Chemical and physical data | |
| Formula | C26H32O4 |
| Molar mass | 408.53 g·mol−1 |
| 3D model (JSmol) | |
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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]
See also
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/jm4005175instead. - ^ 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