Elephantopin is a natural chemical compound extracted from the Elephantopus elatus plant of the genus Elephantopus, family Compositae. It is a sesquiterpene lactone with a germacranolide skeleton, containing two lactone rings and an epoxide functional group.[1]

Elephantopin
Names
IUPAC name
(1aR,8S,8aR,11aS,11bR)-1a-Methyl-9-methylene-5,10-dioxo-2,3,5,7,8,8a,9,10,11a,11b-decahydro-1aH-3,6-(metheno)furo[2,3-f]oxireno[2,3-d][1]oxacycloundecin-8-yl methacrylate
Identifiers
3D model (JSmol)
ChEMBL
UNII
  • O=C1C(C[C@H](OC(C(C)=C)=O)[C@@]23[H])=CC(O1)C[C@]4(C)[C@H](O4)[C@@]3([H])OC(C2=C)=O
Properties
C19H20O7
Molar mass 360.362 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References

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  1. ^ Kupchan, S. Morris; Aynehchi, Y.; Cassady, John M.; McPhail, A. T.; Sim, G. A.; Shnoes, H. K.; Burlingame, A. L. (1966). "The isolation and structural elucidation of 2 novel sesquiterpenoid tumor inhibitors from Elephantopus elatus". Journal of the American Chemical Society. 88 (15): 3674–3676. doi:10.1021/ja00967a056.