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Trichodermin

From Wikipedia, the free encyclopedia
Trichodermin
Names
IUPAC name
12,13-Epoxytrichothec-9-en-4β-yl acetate
Systematic IUPAC name
(2R,2′S,4R,5S,5aR,9aR)-5,5a,8-Trimethyl-2,3,4,5,5a,6,7,9a-octahydrospiro[[2,5]methano[1]benzoxepine-10,2′-oxiran]-4-yl acetate
Identifiers
3D model (JSmol)
6868411
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C17H24O4/c1-10-5-6-15(3)12(7-10)21-14-8-13(20-11(2)18)16(15,4)17(14)9-19-17/h7,12-14H,5-6,8-9H2,1-4H3/t12-,13-,14-,15+,16-,17+/m1/s1
    Key: HNEGCRMUYSKRRR-IKIFYQGPSA-N
  • CC1=C[C@@H]2[C@](CC1)([C@]3([C@@H](C[C@H]([C@@]34CO4)O2)OC(=O)C)C)C
Properties
C17H24O4
Molar mass 292.37 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Trichodermin is a trichothecene.[1] It inhibits protein formation in Euchariotes.[2]

References

[edit]
  1. Wei, Cha-mer; Hansen, Bent S.; Vaughan, Maurice H.; McLaughlin, Calvin S. (March 1974). "Mechanism of Action of the Mycotoxin Trichodermin, a 12,13-Epoxytrichothecene". Proceedings of the National Academy of Sciences. 71 (3): 713–717. Bibcode:1974PNAS...71..713W. doi:10.1073/pnas.71.3.713. PMC 388083. PMID 4522785.
  2. Carrasco, L.; Barbacid, M.; Vazquez, D. (June 1973). "The trichodermin group of antibiotics, inhibitors of peptide bond formation by eukaryotic ribosomes". Biochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis. 312 (2): 368–376. doi:10.1016/0005-2787(73)90381-X. PMID 4579233.