Leucogenenol

Leucogenenol
Names
Other names
Leukogenenol
Identifiers
3D model (JSmol)
ChemSpider
  • (proposed structure): InChI=1S/C18H25NO8/c1-9-3-13(23)18(16(25,5-9)8-20)19-7-12(22)15(27-18)17(26)6-11(21)4-10(2)14(17)24/h7,9-10,14,20,22,24-26H,3-6,8H2,1-2H3
    Key: RIYYKCVJWUOAQK-UHFFFAOYSA-N
  • (proposed structure): CC1CC(=O)C2(C(C1)(CO)O)N=CC(=C(O2)C3(CC(=O)CC(C3O)C)O)O
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Leucogenenol is a blood cell stimulating secondary metabolite isolated from the mold Penicillium gilmanii. The structure of this chemical was reported in 1971;[1] however, later studies determined that the original structure is incorrect and the true chemical structure remains unknown.[2][3]

References

  1. ^ Rice, F. A. H. (1971). "Structure of leucogenenol". Journal of the Chemical Society C: Organic. 15: 2599–606. doi:10.1039/j39710002599. PMID 5167554.
  2. ^ Salomon, Robert G.; Salomon, Mary F.; Zagorski, Michael G.; Reuter, James M.; Coughlin, Daniel J. (1982). "Total synthesis refutes the postulated structure of leucogenenol". Journal of the American Chemical Society. 104 (4): 1008–13. doi:10.1021/ja00368a015.
  3. ^ Aberhart, D. John; Clardy, Jon; Ghoshal, Pallab K.; Cunheng, He; Zheng, Qitai (1984). "Synthesis of 3-hydroxy-3-(hydroxymethyl)-5-methylcyclohexane-1,2-dione dibenzoate, a reported hydrolytic degradation product of leucogenenol". Journal of Organic Chemistry. 49 (13): 2429–33. doi:10.1021/jo00187a026.