Fumigatonin is a meroterpenoid of the fungi Aspergillus fumigatus with the molecular formula C28H38O11.[2][3]

Fumigatonin
Names
IUPAC name
[(4S,10S,11S,13S,14S,16R,17S,18R,21S,24S)-24-acetyloxy-9,9,13,16,17,21-hexamethyl-7,19-dioxo-2,8,20,22,23-pentaoxahexacyclo[12.8.1.118,21.01,16.04,10.04,14]tetracos-5-en-11-yl] acetate[1]
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C29H38O11/c1-14-11-18(35-16(3)30)21-24(5,6)37-19(32)9-10-27(21)13-34-29-25(7,12-28(14,27)40-29)15(2)20-22(36-17(4)31)26(8,39-29)38-23(20)33/h9-10,14-15,18,20-22H,11-13H2,1-8H3/t14-,15-,18-,20+,21-,22-,25+,26-,27+,28-,29?/m0/s1
    Key: HCHHDLAWUXCPHI-TYGDEDDDSA-N
  • C[C@H]1C[C@@H]([C@@H]2[C@@]3([C@]14C[C@@]5([C@H]([C@@H]6[C@@H]([C@@](OC6=O)(OC5(O4)OC3)C)OC(=O)C)C)C)C=CC(=O)OC2(C)C)OC(=O)C
Properties
C28H38O11
Molar mass 550.601 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

edit
  1. ^ "Fumigatonin". Pubchem.ncbi.NLM.nih.gov.
  2. ^ Okuyama, Emi; Yamazaki, Mikio; Katsube, Yukiteru (January 1984). "Fumigatonin, a new meroterpenoid from". Tetrahedron Letters. 25 (30): 3233–3234. doi:10.1016/S0040-4039(01)91018-4.
  3. ^ Leeper, F. J.; Vederas, J. C. (5 September 2003). Biosynthesis: Polyketides and Vitamins. Springer Science & Business Media. p. 38. ISBN 978-3-540-69542-4.

Further reading

edit
  • "Biosynthesis of fumigatonin. Structure of fumigatonin and reactions...". ResearchGate.