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Elephantopin

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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)furooxirenooxacycloundecin-8-yl methacrylate
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C19H20O7/c1-8(2)16(20)24-12-6-10-5-11(23-18(10)22)7-19(4)15(26-19)14-13(12)9(3)17(21)25-14/h5,11-15H,1,3,6-7H2,2,4H3/t11-,12-,13+,14-,15?,19?/m0/s1Key: WIQOUTANBFOBPB-WILRRUMQSA-N
SMILES
  • O=C1C(C(OC(C(C)=C)=O)23)=CC(O1)C4(C)(O4)3()OC(C2=C)=O
Properties
Chemical formula C19H20O7
Molar mass 360.362 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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.

References

  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.


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