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D0156

Sigma-Aldrich

Deoxynivalenol

Synonym(s):

3α,7α,15-Trihydroxy-12,13-epoxytrichothec-9-en-8-one, Vomitoxin

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About This Item

Empirical Formula (Hill Notation):
C15H20O6
CAS Number:
51481-10-8
Molecular Weight:
296.32
MDL number:
MFCD09039270
UNSPSC Code:
12352200
PubChem Substance ID:
24893213
NACRES:
NA.77

form

powder

Quality Level

300

storage temp.

2-8°C

SMILES string

[H][C@]12O[C@]3([H])[C@H](O)C[C@@](C)([C@]34CO4)[C@@]1(CO)[C@H](O)C(=O)C(C)=C2

InChI

1S/C15H20O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-9,11-12,16-17,19H,4-6H2,1-2H3/t8-,9-,11-,12-,13-,14-,15+/m1/s1

InChI key

LINOMUASTDIRTM-QGRHZQQGSA-N

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General description

Deoxynivalenol (DON) is a natural mycotoxin found in Fusarium graminearum and Fusarium culmorum. It belongs to the B-trichothecenes family of mycotoxins.

Application

Deoxynivalenol has been used:

  • as a mycotoxin to induce cytotoxicity in porcine jejunal epithelial cells and study the protective effects of Saccharomyces cerevisiae on the cell viability of host cells.
  • to induce toxicity in nude mice to study the effect of probiotics (Lactobacillus rhamnosus GG (LGG) or Lactobacillus acidophilus (LA)) supplementation on host protection
  • as a thyroid hormone receptor (TRβ) antagonist in cell-based luciferase reporter gene (CALUX) assay

Biochem/physiol Actions

Deoxynivalenol (DON) blocks the synthesis of DNA and RNA by inhibiting the process of translation.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Toxicology of deoxynivalenol (vomitoxin).
Rotter B A.
Int J Toxicol Pharmacol Res, 48(1), 1-34 (1996)
Yang Liu et al.
AMB Express, 9(1), 137-137 (2019-09-05)
Deoxynivalenol (DON) is one of the mycotoxins most frequently encountering in cereal-based foods throughout the world. Saccharomyces cerevisiae was used to alleviate porcine jejunal epithelia cell (IPEC-J2) injury induced by DON in this study. The results indicated that cell viability
Deoxynivalenol and its toxicity
Sobrova P, et al.
Interdisciplinary Sciences, Computational Life Sciences, 3(3), 94-99 (2010)
Determination of deoxynivalenol (DON) and its derivatives: Current status of analytical methods
Ran R, et al.
Food Control, 34(1), 138-148 (2013)
Jun-Lin Song et al.
Cells, 10(8) (2021-08-28)
(1) Background: Deoxynivalenol (DON) and zearalenone (ZEA) are type B trichothecene mycotoxins that exert serious toxic effects on the reproduction of domestic animals. However, there is little information about the toxicity of mycotoxins on testis development in Equus asinus. This
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