(αR,4R,4aR,6aS,7R,8S,10R,11S)-Methyl α-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 ofSwietenia macrophylla

Goh, B.H.; Abdul Kadir, H.; Abdul Malek, S.N.; Ng, S.W. (2010) (αR,4R,4aR,6aS,7R,8S,10R,11S)-Methyl α-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 ofSwietenia macrophylla. Acta Crystallographica Section E, 66 (11). o2802-o2803. ISSN 16005368

Preview

PDF - Published Version Download (501Kb) | Preview

Abstract

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� � �O hydrogen bond, generating a chain running along the b axis.

Actions (login required)