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Andirobin from X. moluccensis

The title compound (systematic name: methyl 2-{(1R,2R)-2-[(1aS,4S,4aS,8aS)-4-(furan-3-yl)-4a-methyl-8-methyl­ene-2-oxoocta­hydro­oxireno[2,3-d]isochromen-7-yl]-2,6,6-trimethyl-5-oxocyclo­hex-3-en-1-yl}acetate), C(27)H(32)O(7), was isolated from X. moluccensis seeds from Thailand. The conformations o...

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Autores principales: Jittaniyom, Chutima, Sommit, Damrong, Muangsin, Nongnuj, Pudhom, Khanitha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414995/
https://www.ncbi.nlm.nih.gov/pubmed/22904982
http://dx.doi.org/10.1107/S1600536812027705
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author Jittaniyom, Chutima
Sommit, Damrong
Muangsin, Nongnuj
Pudhom, Khanitha
author_facet Jittaniyom, Chutima
Sommit, Damrong
Muangsin, Nongnuj
Pudhom, Khanitha
author_sort Jittaniyom, Chutima
collection PubMed
description The title compound (systematic name: methyl 2-{(1R,2R)-2-[(1aS,4S,4aS,8aS)-4-(furan-3-yl)-4a-methyl-8-methyl­ene-2-oxoocta­hydro­oxireno[2,3-d]isochromen-7-yl]-2,6,6-trimethyl-5-oxocyclo­hex-3-en-1-yl}acetate), C(27)H(32)O(7), was isolated from X. moluccensis seeds from Thailand. The conformations of the six-membered rings are distorted half-chair, chair and half-chair for the isolated cyclo­hexane, fused cyclo­hexane and lactone rings, respectively. In addition, the lactone ring bears in an equatorial orientation an essentially planar furan ring (r.m.s. deviation = 0.004 Å), which forms an angle of 63.87 (13)° with the mean plane defined by the ten atoms of the two fused six-membered rings (r.m.s. deviation = 0.213 Å). The absolute configuration was fixed on the basis of literature data.
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spelling pubmed-34149952012-08-17 Andirobin from X. moluccensis Jittaniyom, Chutima Sommit, Damrong Muangsin, Nongnuj Pudhom, Khanitha Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound (systematic name: methyl 2-{(1R,2R)-2-[(1aS,4S,4aS,8aS)-4-(furan-3-yl)-4a-methyl-8-methyl­ene-2-oxoocta­hydro­oxireno[2,3-d]isochromen-7-yl]-2,6,6-trimethyl-5-oxocyclo­hex-3-en-1-yl}acetate), C(27)H(32)O(7), was isolated from X. moluccensis seeds from Thailand. The conformations of the six-membered rings are distorted half-chair, chair and half-chair for the isolated cyclo­hexane, fused cyclo­hexane and lactone rings, respectively. In addition, the lactone ring bears in an equatorial orientation an essentially planar furan ring (r.m.s. deviation = 0.004 Å), which forms an angle of 63.87 (13)° with the mean plane defined by the ten atoms of the two fused six-membered rings (r.m.s. deviation = 0.213 Å). The absolute configuration was fixed on the basis of literature data. International Union of Crystallography 2012-07-25 /pmc/articles/PMC3414995/ /pubmed/22904982 http://dx.doi.org/10.1107/S1600536812027705 Text en © Jittaniyom et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Jittaniyom, Chutima
Sommit, Damrong
Muangsin, Nongnuj
Pudhom, Khanitha
Andirobin from X. moluccensis
title Andirobin from X. moluccensis
title_full Andirobin from X. moluccensis
title_fullStr Andirobin from X. moluccensis
title_full_unstemmed Andirobin from X. moluccensis
title_short Andirobin from X. moluccensis
title_sort andirobin from x. moluccensis
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414995/
https://www.ncbi.nlm.nih.gov/pubmed/22904982
http://dx.doi.org/10.1107/S1600536812027705
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