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14,15-Didehydro-hellebrigenin.

ABSTRACT: The title compound, C(24)H(30)O(5), is the didehydro product of the steroid hellebrigenin (systematic name: 3?,5,14-trihy-droxy-19-oxo-5?-bufa-20,22-dienolide). It consists of three cyclo-hexane rings (A, B and C), a five-membered ring (D) and a six-membered lactone ring (E). The stereochemistry of the ring junctions are A/B cis, B/C trans and C/D cis. Cyclo-hexane rings A, B and C have normal chair conformations. The five-membered ring D with the C=C bond adopts an envelope conformation. Lactone ring E is essentially planar with a mean derivation of 0.006?(4)?Å and is ?-oriented at the C atom of ring D to which it is attached. There is an O-H?O hydrogen bond in the mol-ecule involving the hy-droxy groups. In the crystal, O-H?O hydrogen bonds link the mol-ecules into chains propagating along [010]. The chains are linked by C-H?O contacts into a three-dimensional network.

SUBMITTER: Yu T

PROVIDER: S-EPMC3379221 | biostudies-literature | 2012 Jun

REPOSITORIES: biostudies-literature

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14,15-Didehydro-hellebrigenin.

Yu Tong T Tian Hai-Yan HY Yuan Xiao-Feng XF Hu Shu-Zhi SZ Jiang Ren-Wang RW

Acta crystallographica. Section E, Structure reports online 20120505 Pt 6

The title compound, C(24)H(30)O(5), is the didehydro product of the steroid hellebrigenin (systematic name: 3β,5,14-trihy-droxy-19-oxo-5β-bufa-20,22-dienolide). It consists of three cyclo-hexane rings (A, B and C), a five-membered ring (D) and a six-membered lactone ring (E). The stereochemistry of the ring junctions are A/B cis, B/C trans and C/D cis. Cyclo-hexane rings A, B and C have normal chair conformations. The five-membered ring D with the C=C bond adopts an envelope conformation. Lacton ...[more]

PMID: 22719419

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