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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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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. |
format | Online Article Text |
id | pubmed-3414995 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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
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title_full | Andirobin from X. moluccensis
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title_fullStr | Andirobin from X. moluccensis
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title_full_unstemmed | Andirobin from X. moluccensis
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title_short | Andirobin from X. moluccensis
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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 |
work_keys_str_mv | AT jittaniyomchutima andirobinfromxmoluccensis AT sommitdamrong andirobinfromxmoluccensis AT muangsinnongnuj andirobinfromxmoluccensis AT pudhomkhanitha andirobinfromxmoluccensis |