Elephantopin

Elephantopin

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
CAS number	13017-11-3^Y
PubChem	264743
ChEMBL	CHEMBL400927^N
Jmol-3D images	Image 1
SMILES 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
Molecular formula	C₁₉H₂₀O₇
Molar mass	360.36 g mol⁻¹
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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]

It has been shown to have an antitumor activity.^[2]

References

^ 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.
^ Rajkapoor, B; Jayakar B; Anandan R. (Jan-Feb 2002). "Antitumor activity of elephantopus scaber linn against dalton's ascitis lymphoma" (Abstract at IndMED). Indian Journal of Pharmaceutical Sciences 64 (1): 71–3. http://medind.nic.in/imvw/imvw282.html. Retrieved 3 December 2009.