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(2S,3′S,3a’R,5′R,7a’R)-5′-[(E)-5-(Furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3′,4,7′-trimethyl-1′,2′,3′,3a’,5′,7a’-hexa­hydro-5H-spiro­[furan-2,4′-inden]-5-one

The title compound, ircinianin, C(25)H(32)O(4), belongs to the sesterterpene tetronic acid compound family and was isolated from the marine sponge Ircinia wistarii. These chemical scaffolds are pharmacologically relevant, since they represent a new class of glycine receptor modulators. The furan rin...

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Detalles Bibliográficos
Autores principales: Majer, Thomas, Schollmeyer, Dieter, Koch, Pierre, Gross, Harald
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462169/
https://www.ncbi.nlm.nih.gov/pubmed/36337332
http://dx.doi.org/10.1107/S2414314620015783
Descripción
Sumario:The title compound, ircinianin, C(25)H(32)O(4), belongs to the sesterterpene tetronic acid compound family and was isolated from the marine sponge Ircinia wistarii. These chemical scaffolds are pharmacologically relevant, since they represent a new class of glycine receptor modulators. The furan ring makes a dihedral angle of 35.14 (12)° to the 4-hy­droxy-3-methyl­furan-2(5H)-one ring. The crystal packing is characterized by inter­molecular O—H⋯O hydrogen bonds, which generate [010] chains. [Image: see text]