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]

SCH-202,596
Clinical data
ATC code
  • 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
PubChem CID
IUPHAR/BPS
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC25H22Cl2O12
Molar mass585.34 g·mol−1
3D model (JSmol)
  • 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=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

References

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  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.