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D0156

Sigma-Aldrich

Deoxynivalenol

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C15H20O6
Número de CAS:
51481-10-8
Peso molecular:
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

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Deepoxy-deoxynivalenol solution ~50 μg/mL in acetonitrile, analytical standard

Supelco

34135

Deepoxy-deoxynivalenol solution

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Sigma-Aldrich

A6636

Aflatoxin B1 from Aspergillus flavus

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
Toxicology of deoxynivalenol (vomitoxin).
Rotter B A.
Int J Toxicol Pharmacol Res, 48(1), 1-34 (1996)
Isabel Parraga-Aguado et al.
Journal of environmental management, 158, 74-84 (2015-05-13)
Phytomanagement in terms of phytostabilisation has been proposed as a suitable technique to decrease the environmental risks of metal(loid) enriched mine tailings. Nevertheless, at these sites some issues must be solved to assure the long-term establishment of vegetation (e.g. salinity
Miaomiao Wu et al.
PloS one, 9(7), e100591-e100591 (2014-07-02)
The mycotoxin deoxynivalenol (DON), one of the most common food contaminants, primarily targets the gastrointestinal tract to affect animal and human health. This study was conducted to examine the protective function of glutamic acid on intestinal injury and oxidative stress
Michihiro Ito et al.
Applied and environmental microbiology, 79(5), 1619-1628 (2013-01-01)
Deoxynivalenol (DON) is a natural toxin of fungi that cause Fusarium head blight disease of wheat and other small-grain cereals. DON accumulates in infected grains and promotes the spread of the infection on wheat, posing serious problems to grain production.
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