[1R-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-Benzoyloxymethyl-5,6-dihydroxy-3,8-dioxatricyclo[5.1.0.0(2,4 )]octan-5-yl acetate (3-deacetylcrotepoxide) from Kaempferia rotunda Val

Sirat, H.M. and Feng, Y.S. and Awang, K. and Ng, S.W. (2010) [1R-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-Benzoyloxymethyl-5,6-dihydroxy-3,8-dioxatricyclo[5.1.0.0(2,4 )]octan-5-yl acetate (3-deacetylcrotepoxide) from Kaempferia rotunda Val. Acta Crystallographica Section E: Structure Reports Online, 66 (11). O2945-U1324. ISSN 1600-5368,

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Abstract

The title compound, C16H16O7, isolated from Kaempferia rotunda rhizomes, features a six-membered cyclohexane ring that adopts a twisted-boat conformation owing to the presence of two adjacent epoxide attachments that lock in four of the six axial positions. The CH3CO2- and HO- substituents occupy equatorial positions. However, the bond angles at the ring carbon connected to the C6H5CO2CH2- substituent deviate signifcantly from the idealized tetrahedral angles as the carbon atom is part of an epoxide ring. In the crystal, the molecules are linked into chains by O-H center dot center dot center dot O hydrogen bonds.

Item Type: Article
Funders: UNSPECIFIED
Subjects: Q Science > Q Science (General)
Depositing User: Mr Faizal 2
Date Deposited: 15 Jan 2015 03:34
Last Modified: 30 Jan 2019 09:14
URI: http://eprints.um.edu.my/id/eprint/12041

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