Unusual hemiacetal structure derived from Salvinorin A.
Paulo Carvalho, Ruslan V Bikbulatov, Jordan K Zjawiony, Mitchell A Avery
Acta crystallographica. Section E, Structure reports online June 28, 2008 DOI: 10.1107/s160053680800144x (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Crystallographic structural analysis Peer reviewed |
|---|---|
| Topics | Salvia divinorum |
| Key points | The salvinorin A analog crystallizes with a dodecahydro-1H-phenalene core whose three six-membered rings are in chair conformations, bearing two axial methyl groups, one axial OH, and one equatorial OH. Molecules are linked into layers by two pairs of O-H⋯O hydrogen bonds, with the hydroxyl groups directly responsible for the crystal packing. |
Abstract
The salvinorin A analog dimethyl (2R,3aR,4R,6aR,7R,9S,9aS,9bS)-2-(3-fur-yl)-9,9a-dihydr-oxy-3a,6a-dimethyl-dodeca-hydro-benzo[de]chromene-4,7-dicarboxyl-ate, C(22)H(30)O(8), has a relatively simple spatial arrangement in which mol-ecules are linked into layers by two pairs of O-H⋯O hydrogen bonds. Each mol-ecule has as the central feature a dodeca-hydro-1H-phenalene ring system. Its three six-membered rings are in the chair conformation, with two axial methyl groups, one axial OH, and one equatorial OH, these OH groups being directly responsible for linking of the mol-ecules in the crystal structure.
Citations in the library
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