Vomitoxin
Names | |
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IUPAC name
3α,7α,15-Trihydroxy-12,13-epoxytrichothec-9-en-8-one
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Systematic IUPAC name
(2R,2′S,3R,5R,5aR,6S,9aR)-3,8-Dihydroxy-5a-(hydroxymethyl)-5,6-dimethylspiro[[2,5]methano[1]benzoxepine-10,2′-oxiran]-7(6H)-one | |
Other names
Deoxynivalenol (DON) Vomitoxin | |
Identifiers | |
3D model (
JSmol ) |
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard
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100.129.971 |
KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C15H20O6 | |
Molar mass | 296.319 g·mol−1 |
Related compounds | |
Related compounds
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nivalenol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Vomitoxin, also known as deoxynivalenol (DON), is a type B
F. graminearum grows optimally at a temperature of 25 °C and at a water activity above 0.88. F. culmorum grows optimally at 21 °C and at a water activity above 0.87. The geographical distribution of the two species appears to be related to temperature, F. graminearum being the more common species occurring in warmer climates. Deoxynivalenol has been implicated in incidents of mycotoxicoses in both humans and farm animals.
Mechanism of action
Vomitoxin belongs to a class of mycotoxins (
In food
When compared to other trichothecene mycotoxins which can form in grains and forages, vomitoxin is relatively mild. Reduced feed intake, with its accompanying decrease in performance, is the only symptom of vomitoxin toxicity livestock producers will likely encounter. This response to vomitoxin appears to occur through the central nervous system.
- Human foods: Vomitoxin is not a known ppm (parts per million) restriction of vomitoxin.[citation needed]
- Companion animals: Dogs and cats are restricted to 5 ppm and of grains and grain byproductsand the grains are not to exceed 40% percent of the diet.
- Livestock and farm animals: In animals and livestock, vomitoxin causes a refusal to feed and lack of weight gain when fed above advised levels. Restrictions are set at 10 ppm for Dairy cowfeed limits are set at 2 ppm.
Biosynthesis
References
- ^ Beyer M, Klix MB, Klink H, Verreet J-A (2006): Quantifying the effects of previous crop, tillage, cultivar and triazole fungicides on the deoxynivalenol content of wheat grain – a review. Journal of Plant Diseases and Protection 113: 241–246. [2]
- ^ "Archived copy" (PDF). Archived from the original (PDF) on 2016-03-03. Retrieved 2015-03-29.
{{cite web}}
: CS1 maint: archived copy as title (link) - S2CID 36072340.
- PMID 23623764.