(alpha R,4R,4aR,6aS,7R,8S,10R,11S)-Methyl alpha-acetoxy-4-(3-furanyl)-10-hydroxy-4a,7,9,9-tetramethyl-2,13-dioxo-1 ,4,4a,5,6,6a,7,8,9,10,11,12-dodecahydro-7,11-methano-2H-cycloocta[f] 2]benzopyran-8-acetate (6-O-acetylswietenolide) from the seeds of Swietenia macrophylla

The molecule of O-acetylswietenolide, C29H36O9, isolated from the seeds of Swietenia macrophylla, features four six-membered rings connected together in the shape of a bowl; one of the inner rings adopts a twisted chair conformation owing to the C=C double bond. The furyl substitutent is connected t...

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Bibliographic Details
Main Authors: Goh, B.H., Kadir, H.A., Malek, S.N.A., Ng, S.W.
Format: Article
Published: International Union of Crystallography 2010
Subjects:
Online Access:http://eprints.um.edu.my/12016/
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Institution: Universiti Malaya
Description
Summary:The molecule of O-acetylswietenolide, C29H36O9, isolated from the seeds of Swietenia macrophylla, features four six-membered rings connected together in the shape of a bowl; one of the inner rings adopts a twisted chair conformation owing to the C=C double bond. The furyl substitutent is connected to an outer ring, and it points away from the bowl cavity. The hydroxy group is connected to a carbonyl O atom of an adjacent molecule by an O-H center dot center dot center dot O hydrogen bond, generating a chain running along the b axis.