Bufanolide

Bufanolide is a C24 steroid and, indirectly, a parent structure of bufadienolide. Its derivatives was found in Bufo and Scilla, as an aglycone of cardiac glycosides and is usually toxic.[1]

Bufanolide
Names
IUPAC name
5ξ-Bufanolide
Systematic IUPAC name
(5R)-5-[(1R,3aR,3bR,5aΞ,9aS,9bS,11aS)-9a,11a-Dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxan-2-one
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C24H38O2/c1-23-13-4-3-5-17(23)7-8-18-20-10-9-19(16-6-11-22(25)26-15-16)24(20,2)14-12-21(18)23/h16-21H,3-15H2,1-2H3/t16-,17?,18-,19+,20+,21-,23-,24+/m0/s1
    Key: PXOHOSHERMSUCD-YQMMVUDVSA-N
  • CC12CCCCC1CCC3C2CCC4(C3CCC4C5CCC(=O)OC5)C
  • C[C@]12CC[C@H]3[C@H]([C@H]1CC[C@@H]2[C@H]4CCC(=O)OC4)CCC5[C@@]3(CCCC5)C
Properties
C24H38O2
Molar mass 358.28718
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Tao Song, Yuanyuan Zhang, Qiongtao Song, Xue Han, Shengjiang Guan, Xuan Zhang, Xi Chu, Fenghua Zhang, Jianping Zhang, Li Chu (2017-08-16). "Bufalin, a bufanolide steroid from the parotoid glands of the Chinese toad, suppresses hERG K + currents expressed in HEK293 cells". Fundamental & Clinical Pharmacology. 31 (6): 695–700. doi:10.1111/fcp.12306. PMID 28755515. S2CID 1094461.{{cite journal}}: CS1 maint: multiple names: authors list (link)
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