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

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 eq...

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Main Authors: Mohd. Sirat, Hasnah, Feng, Y. S., Awang, Khalijah, Ng, Seik Weng
Format: Article
Published: International Union of Crystallography 2010
Subjects:
Q Science
Online Access:http://eprints.utm.my/id/eprint/27080/
http://dx.doi.org/10.1107/S1600536810042686
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spelling my.utm.270802017-05-05T02:21:41Z http://eprints.utm.my/id/eprint/27080/ [1R-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-Benzoyloxymethyl-5,6-dihydroxy-3,8-ioxatricyclo[5.1.0.0(2,4)]octan-5-yl acetate (3-deacetylcrotepoxide) from Kaempferia rotunda Val. Mohd. Sirat, Hasnah Feng, Y. S. Awang, Khalijah Ng, Seik Weng Q Science 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-HO hydrogen bonds. International Union of Crystallography 2010 Article PeerReviewed Mohd. Sirat, Hasnah and Feng, Y. S. and Awang, Khalijah and Ng, Seik Weng (2010) [1R-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-Benzoyloxymethyl-5,6-dihydroxy-3,8-ioxatricyclo[5.1.0.0(2,4)]octan-5-yl acetate (3-deacetylcrotepoxide) from Kaempferia rotunda Val. Acta Crystallographica Section E-Structure Reports Online, 66 . O2945-U1324. ISSN 1600-5368 http://dx.doi.org/10.1107/S1600536810042686 DOI:10.1107/S1600536810042686
institution Universiti Teknologi Malaysia
building UTM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Teknologi Malaysia
content_source UTM Institutional Repository
url_provider http://eprints.utm.my/
topic Q Science
spellingShingle Q Science
Mohd. Sirat, Hasnah
Feng, Y. S.
Awang, Khalijah
Ng, Seik Weng
[1R-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-Benzoyloxymethyl-5,6-dihydroxy-3,8-ioxatricyclo[5.1.0.0(2,4)]octan-5-yl acetate (3-deacetylcrotepoxide) from Kaempferia rotunda Val.
description 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-HO hydrogen bonds.
format Article
author Mohd. Sirat, Hasnah
Feng, Y. S.
Awang, Khalijah
Ng, Seik Weng
author_facet Mohd. Sirat, Hasnah
Feng, Y. S.
Awang, Khalijah
Ng, Seik Weng
author_sort Mohd. Sirat, Hasnah
title [1R-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-Benzoyloxymethyl-5,6-dihydroxy-3,8-ioxatricyclo[5.1.0.0(2,4)]octan-5-yl acetate (3-deacetylcrotepoxide) from Kaempferia rotunda Val.
title_short [1R-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-Benzoyloxymethyl-5,6-dihydroxy-3,8-ioxatricyclo[5.1.0.0(2,4)]octan-5-yl acetate (3-deacetylcrotepoxide) from Kaempferia rotunda Val.
title_full [1R-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-Benzoyloxymethyl-5,6-dihydroxy-3,8-ioxatricyclo[5.1.0.0(2,4)]octan-5-yl acetate (3-deacetylcrotepoxide) from Kaempferia rotunda Val.
title_fullStr [1R-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-Benzoyloxymethyl-5,6-dihydroxy-3,8-ioxatricyclo[5.1.0.0(2,4)]octan-5-yl acetate (3-deacetylcrotepoxide) from Kaempferia rotunda Val.
title_full_unstemmed [1R-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-Benzoyloxymethyl-5,6-dihydroxy-3,8-ioxatricyclo[5.1.0.0(2,4)]octan-5-yl acetate (3-deacetylcrotepoxide) from Kaempferia rotunda Val.
title_sort [1r-(1 alpha,2 alpha,4 alpha,5 beta,6 alpha,7 alpha)]-4-benzoyloxymethyl-5,6-dihydroxy-3,8-ioxatricyclo[5.1.0.0(2,4)]octan-5-yl acetate (3-deacetylcrotepoxide) from kaempferia rotunda val.
publisher International Union of Crystallography
publishDate 2010
url http://eprints.utm.my/id/eprint/27080/
http://dx.doi.org/10.1107/S1600536810042686
_version_ 1643647943525269504
score 13.211869

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