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Absolute configuration of vouaca-pen-5?-ol.


ABSTRACT: 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.

SUBMITTER: Fun HK 

PROVIDER: S-EPMC3007238 | biostudies-other | 2010

REPOSITORIES: biostudies-other

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Absolute configuration of vouaca-pen-5α-ol.

Fun Hoong-Kun HK   Yodsaoue Orapun O   Chantrapromma Suchada S   Karalai Chatchanok C  

Acta crystallographica. Section E, Structure reports online 20100731 Pt 8


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  ...[more]

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