SCH-202,596

Chemical compound
  • none
Identifiers
  • methyl (2S)-5,7-dichloro-5'-methoxy-6-methyl-3,3'-dioxo-4-([(1R,4R,5R,6S)-4,5,6-trihydroxy-2-methoxycarbonyl-1-cyclohex-2-enyl]oxy)spiro[1-benzofuran-2,6'-cyclohexa-1,4-diene]-1'-carboxylate
CAS Number
  • 196615-89-1
PubChem CID
  • 11758032
IUPHAR/BPS
  • 6128
ChemSpider
  • 9932733
CompTox Dashboard (EPA)
  • DTXSID401032022 Edit this at Wikidata
Chemical and physical dataFormulaC25H22Cl2O12Molar mass585.34 g·mol−13D model (JSmol)
  • Interactive image
  • O=C(OC)\C4=C\[C@@H](O)[C@@H](O)[C@H](O)[C@@H]4Oc2c(Cl)c(c(Cl)c1O[C@@]3(C(=O)c12)C(/C(=O)OC)=C\C(=O)\C=C3\OC)C
InChI
  • InChI=1S/C25H22Cl2O12/c1-8-15(26)20(38-19-10(23(33)36-3)7-12(29)17(30)18(19)31)14-21(16(8)27)39-25(22(14)32)11(24(34)37-4)5-9(28)6-13(25)35-2/h5-7,12,17-19,29-31H,1-4H3/t12-,17-,18+,19-,25+/m1/s1
  • Key:LNGFWDFUPRZMJI-VEHFIHCQSA-N

SCH-202,596 is a natural product which is a metabolite derived from an Aspergillus fungus. It acts as a selective non-peptide antagonist for the receptor GAL-1, which is usually activated by the neuropeptide galanin. SCH-202,596 is used for scientific research into this still little characterised receptor subtype.[1][2]

References

  1. ^ Min C, Mierzwa R, Truumees I, King A, Sapidou E, Barrabee E, et al. (September 1997). "A new fungal metabolite, Sch 202596, with inhibitory activity in the galanin receptor GALR1 assay". Tetrahedron Letters. 38 (35): 6111–4. doi:10.1016/S0040-4039(97)01385-3.
  2. ^ Katoh T, Ohmori O, Iwasaki K, Inoue M (February 2002). "Synthetic studies on Sch 202596, an antagonist of the galanin receptor subtype GalR1: an efficient synthesis of (±)-geodin, the spirocoumaranone part of Sch 202596". Tetrahedron. 58 (7): 1289–99. doi:10.1016/S0040-4020(01)01250-9.


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