Toxol

Toxol is a toxic chemical compound found in Aplopappus heterophyllus[1][2] and Werneria ciliolata.[3]

Toxol
Names
Preferred IUPAC name
1-[(2S,3R)-3-Hydroxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethan-1-one
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C13H14O3/c1-7(2)13-12(15)10-6-9(8(3)14)4-5-11(10)16-13/h4-6,12-13,15H,1H2,2-3H3/t12-,13+/m1/s1
    Key: KWZYQHQNOWRQRG-OLZOCXBDSA-N
  • InChI=1/C13H14O3/c1-7(2)13-12(15)10-6-9(8(3)14)4-5-11(10)16-13/h4-6,12-13,15H,1H2,2-3H3/t12-,13+/m1/s1
    Key: KWZYQHQNOWRQRG-OLZOCXBDBE
  • O=C(c2cc1c(O[C@@H](\C(=C)C)[C@@H]1O)cc2)C
Properties
C13H14O3
Molar mass 218.252 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References

  1. Zalkow, L.H.; Burke, N. (1963). "Constitution of toxol: a toxic constituent of Aplopappus heterophyllus". Chemistry & Industry: 292–293.
  2. "Absolute configuration of toxol at C-3. Vicinal H-H coupling constants in 2-alkyl-3-hydroxydihydrobenzofurans". Tetrahedron Letters. 28: 2873–6. 1972. doi:10.1016/s0040-4039(01)84960-1.
  3. Jakupovic, J.; Warning, U.; Bohlmann, F.; King, R. M. (1987). "New coumaric acid derivatives and other constituents from Argentinian Baccharis species". Revista Latinoamericana de Química. 18 (2): 75–76.


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