Trichodermin

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
CAS Number	4682-50-2 ;
3D model (JSmol)	Interactive image ;
Beilstein Reference	6868411
ChEBI	CHEBI:9688 ;
ChEMBL	ChEMBL4463552 ;
ChemSpider	19582 ;
KEGG	C09741 ;
PubChem CID	20806 ;
UNII	WF22557W91 ;
CompTox Dashboard (EPA)	DTXSID701017605 ;
	InChI 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;
	SMILES CC1=C[C@@H]2[C@](CC1)([C@]3([C@@H](C[C@H]([C@@]34CO4)O2)OC(=O)C)C)C;
Properties
Chemical formula	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). verify (what is ?) Infobox references

Last updated August 26, 2025

Trichodermin is a trichothecene.^[1] It inhibits protein formation in Euchariotes.^[2]

References

↑ 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.
↑ 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.

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[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.

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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
CAS Number	4682-50-2 ^Y
3D model (JSmol)	Interactive image
Beilstein Reference	6868411
ChEBI	CHEBI:9688
ChEMBL	ChEMBL4463552
ChemSpider	19582
KEGG	C09741
PubChem CID	20806
UNII	WF22557W91 ^Y
CompTox Dashboard (EPA)	DTXSID701017605
InChI 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
SMILES CC1=C[C@@H]2[C@](CC1)([C@]3([C@@H](C[C@H]([C@@]34CO4)O2)OC(=O)C)C)C
Properties
Chemical formula	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). Y verify (what is ^YN ?) Infobox references