6533b7cffe1ef96bd1258ca8
RESEARCH PRODUCT
(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
Dieter SchollmeyerPierre KochHarald GrossThomas Majersubject
Natural productbiology010405 organic chemistryStereochemistryHydrogen bondCrystal structureDihedral angle010402 general chemistryRing (chemistry)biology.organism_classification01 natural sciences0104 chemical scienceschemistry.chemical_compoundchemistryFuranIrciniaTetronic aciddescription
The title compound, ircinianin, C25H32O4, 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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2020-12-11 | IUCrData |