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Acta Crystallographica Section E
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Absolute configuration of vouacapen-5α-ol

التكوين المطلق لـ vouacapen -5 α - ol
Authors: Fun, Hoong-Kun; Yodsaoue, Orapun; Chantrapromma, Suchada; Karalai, Chatchanok;

Absolute configuration of vouacapen-5α-ol

Abstract

El compuesto del título, C(20)H(30)O(2), {nombre sistemático: (4aR,6aS,7R,11aS,11bR)-4,4,7,11b-tetra-metil-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodeca-hidro-fenantro[3,2-b]furan-4a-ol}, es un furano-oditerpeno cas-sano que se aisló de las raíces de Caesalpinia pulcherrima. Las configuraciones absolutas en las posiciones 4a, 6a, 7, 11a y 11b son R, S, R, S y R, respectivamente. El mol-ecule tiene cuatro anillos fusionados que consisten en tres anillos de ciclohexano y un anillo de furano. Los tres anillos de ciclohexano están transfusionados. Dos anillos de ciclohexano están en conformaciones de silla, mientras que el tercero está en una conformación de envoltura. En la estructura cristalina, las mol-éculas están unidas por enlaces de hidrógeno O-H O intermoleculares en una cadena en zigzag a lo largo del eje a. También está presente un contacto corto O O [3.0398 (14) Å].

Le composé du titre, C(20)H(30)O(2), {nom systématique : (4aR,6aS,7R,11aS,11bR) -4,4,7,11b-tétra-méthyl-1,2,3,4,4a ,5,6,6a ,7,11,11a ,11b-dodéca-hydro-phénanthro[3,2-b] furan-4a-ol}, est un cas-sane furan-oditerpène qui a été isolé à partir des racines de Caesalpinia pulcherrima. Les configurations absolues aux positions 4a, 6a, 7, 11a et 11b sont R, S, R, S et R, respectivement. L'écule molaire a quatre cycles fusionnés composés de trois cycles cyclo-hexane et d'un cycle furane. Les trois cycles cyclo-hexane sont trans-fusionnés. Deux anneaux de cyclo-hexane sont en conformation chaise, tandis que le troisième est en conformation enveloppe. Dans la structure cristalline, les mol-écules sont liées par des liaisons hydrogène intermoléculaires O-H-O en une chaîne en zigzag le long de l'axe a. Un court contact O O [3.0398 (14) Å] est également présent.

The title compound, C(20)H(30)O(2), {systematic name: (4aR,6aS,7R,11aS,11bR)-4,4,7,11b-tetra-methyl-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodeca-hydro-phenanthro[3,2-b]furan-4a-ol}, is a cas-sane furan-oditerpene which was isolated from the roots of Caesalpinia pulcherrima. The absolute configurations at positions 4a, 6a, 7, 11a and 11b are R, S, R, S and R, respectively. The mol-ecule has four-fused rings consisting of three cyclo-hexane rings and one furan ring. The three cyclo-hexane rings are trans-fused. Two cyclo-hexane rings are in chair conformations, while the third is in an envelope conformation. In the crystal structure, the mol-ecules are linked by inter-molecular O-H⋯O hydrogen bonds into a zigzag chain along the a axis. A short O⋯O contact [3.0398 (14) Å] is also present.

مركب العنوان، C(20)H (30) O (2)، {اسم منهجي: (4aR، 6aS، 7R، 11aS، 11bR) -4،4،7،11 b - tetra - methyl -1،2،3،4،4 a، 5،6،6 a، 7،11،11 a، 11b - dodeca - hydro - phenanthro [3،2 - b] furan -4a - ol}، هو كاسان فوران- oditerpene الذي تم عزله عن جذور Caesalpinia pulcherrima. التكوينات المطلقة في المواضع 4 أ و 6 أ و 7 و 11 أ و 11 ب هي R و S و R و S و R على التوالي. تحتوي إيكول المول على أربع حلقات منصهرة تتكون من ثلاث حلقات هكسان حلقية وحلقة فوران واحدة. يتم دمج الحلقات الحلقية الهكسانية الثلاث. توجد حلقتان حلقيتان من الهكسان في شكل كرسي، بينما توجد الثالثة في شكل مغلف. في البنية البلورية، ترتبط جزيئات المول بروابط هيدروجينية O -H - O بين الجزيئات في سلسلة متعرجة على طول المحور. يوجد أيضًا اتصال قصير [3.0398 (14) Å].

Keywords

Organic chemistry, Crystal (programming language), Organic Papers, Stereochemistry, Biochemistry, Genetics and Molecular Biology, Health Sciences, Furan, Absolute configuration, Molecular Biology, Biosynthesis and Pharmacological Activities of Medicinal Natural Products, Pharmacology, Hydrogen bond, Biosynthesis and Engineering of Terpenoids, Crystallography, Biological Activities of Triterpenoids and Saponins, Antioxidant Status, Crystal structure, Molecule, Life Sciences, Ring (chemistry), Computer science, Programming language, Chemistry, Medicine, Hexane

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
2
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