Elephantopin

Last updated
Elephantopin
Elephantopin.svg
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
PubChem CID
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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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]

Related Research Articles

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<i>Elephantopus scaber</i> Species of flowering plant

Elephantopus scaber is a tropical species of flowering plant in the sunflower family. It is native to tropical Africa, Eastern Asia, Indian Subcontinent, Southeast Asia, and northern Australia. It has become naturalized in tropical Africa and Latin America. Its natural habitat is subtropical or tropical moist montane forests.

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7α-Thioprogesterone is a synthetic, steroidal, and potent antimineralocorticoid (putative) and antiandrogen which was developed by G. D. Searle & Co and was described in the late 1970s and early 1980s but was never developed or introduced for medical use. It is a derivative of progesterone (pregn-4-ene-3,20-dione) with a thio (sulfur) substitution at the C7α position, and is related to the spirolactone group of drugs but lacks a γ-lactone ring.

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.