ABSOLUTE CONFIGURATION OF MULINOLIC ACID
ABSTRACT The structure of this mulinolic acid consists of a mulinane skeleton and the corresponding isopropyl, methyl, carboxyl and methyl groups at C3, C8, C5, C13, respectively, which are β-oriented, whereas the hydroxyl group at C13 is α-oriented. The cyclopentane (A), ciclohexane (B) and cicloheptene (C) rings are trans (A/B) and (B/C) cis fused, and in an envelope, chair, and twist conformation respectively. In the crystal the molecules are linked by two intermolecular O—H⋅⋅⋅O hydrogen bond forming bidimensional supramolecular structures with graph-set notation R44(12), R44(40), R66(46) and C44(46). The absolute configuration of the title compound has been determined from the refinement of the Flack parameter16. On this basis the absolute configuration was assigned as C3R, C5S, C8S, C9S, C10S and C13R.
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Sociedad Chilena de Química
2017
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oai:scielo:S0717-970720170003036582017-09-08ABSOLUTE CONFIGURATION OF MULINOLIC ACIDBRITO,IVÁNBORQUEZ,JORGEHUAROTE,EMILYLOYOLA,LUISCÁRDENAS,ALEJANDROSIMIRGIOTIS,MARIO absolute configuration diterpenoid X-ray diffraction crystal and supramolecular structure ABSTRACT The structure of this mulinolic acid consists of a mulinane skeleton and the corresponding isopropyl, methyl, carboxyl and methyl groups at C3, C8, C5, C13, respectively, which are β-oriented, whereas the hydroxyl group at C13 is α-oriented. The cyclopentane (A), ciclohexane (B) and cicloheptene (C) rings are trans (A/B) and (B/C) cis fused, and in an envelope, chair, and twist conformation respectively. In the crystal the molecules are linked by two intermolecular O—H⋅⋅⋅O hydrogen bond forming bidimensional supramolecular structures with graph-set notation R44(12), R44(40), R66(46) and C44(46). The absolute configuration of the title compound has been determined from the refinement of the Flack parameter16. On this basis the absolute configuration was assigned as C3R, C5S, C8S, C9S, C10S and C13R.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.62 n.3 20172017-09-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072017000303658en10.4067/s0717-97072017000303658 |
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BRITO,IVÁN BORQUEZ,JORGE HUAROTE,EMILY LOYOLA,LUIS CÁRDENAS,ALEJANDRO SIMIRGIOTIS,MARIO |
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BRITO,IVÁN BORQUEZ,JORGE HUAROTE,EMILY LOYOLA,LUIS CÁRDENAS,ALEJANDRO SIMIRGIOTIS,MARIO ABSOLUTE CONFIGURATION OF MULINOLIC ACID |
| author_facet |
BRITO,IVÁN BORQUEZ,JORGE HUAROTE,EMILY LOYOLA,LUIS CÁRDENAS,ALEJANDRO SIMIRGIOTIS,MARIO |
| author_sort |
BRITO,IVÁN |
| title |
ABSOLUTE CONFIGURATION OF MULINOLIC ACID |
| title_short |
ABSOLUTE CONFIGURATION OF MULINOLIC ACID |
| title_full |
ABSOLUTE CONFIGURATION OF MULINOLIC ACID |
| title_fullStr |
ABSOLUTE CONFIGURATION OF MULINOLIC ACID |
| title_full_unstemmed |
ABSOLUTE CONFIGURATION OF MULINOLIC ACID |
| title_sort |
absolute configuration of mulinolic acid |
| description |
ABSTRACT The structure of this mulinolic acid consists of a mulinane skeleton and the corresponding isopropyl, methyl, carboxyl and methyl groups at C3, C8, C5, C13, respectively, which are β-oriented, whereas the hydroxyl group at C13 is α-oriented. The cyclopentane (A), ciclohexane (B) and cicloheptene (C) rings are trans (A/B) and (B/C) cis fused, and in an envelope, chair, and twist conformation respectively. In the crystal the molecules are linked by two intermolecular O—H⋅⋅⋅O hydrogen bond forming bidimensional supramolecular structures with graph-set notation R44(12), R44(40), R66(46) and C44(46). The absolute configuration of the title compound has been determined from the refinement of the Flack parameter16. On this basis the absolute configuration was assigned as C3R, C5S, C8S, C9S, C10S and C13R. |
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Sociedad Chilena de Química |
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2017 |
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http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072017000303658 |
| work_keys_str_mv |
AT britoivan absoluteconfigurationofmulinolicacid AT borquezjorge absoluteconfigurationofmulinolicacid AT huaroteemily absoluteconfigurationofmulinolicacid AT loyolaluis absoluteconfigurationofmulinolicacid AT cardenasalejandro absoluteconfigurationofmulinolicacid AT simirgiotismario absoluteconfigurationofmulinolicacid |
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1755993559573463040 |