Toggle Nav
Close
  • Menu
  • Setting

Deoxynivalenol

Catalog No.
B7557
Tricothecene mycotoxin and potent protein synthesis inhibitor
Grouped product items
SizePriceStock Qty
500ug
$57.00
Ship with 5-10 days
1mg
$86.00
Ship with 5-10 days
5mg
$341.00
Ship with 5-10 days

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

Deoxynivalenol, also known as vomitoxin, is a foodborne mycotoxin, acting as a potent inhibitor of protein synthesis. It stimulates the pro-inflammatory response, causes ribotoxic stress, cytotoxicity and apoptosis, as well as results in the impairment of multiple physiological functions, such as the intestinal barrier, growth, immune regulation and reproduction [1]. 

In immortalized human kidney epithelial cells, deoxynivalenol induced cytotoxicity, with EC50 value of 1.1 µM [2]. In cloned macrophages and monocytes, the Jurkat human T-cell model, and cloned B cells, deoxynivalenol triggered apoptosis at concentrations ranging from 100 to 1000 ng/ml [3]. 

In swine, 50 µg/kg deoxynivalenol (i.p. or oral) could elicit emesis. Rapid onset of vomiting in pigs also occurred upon ingestion of feed contaminated with 19.7 ppm deoxynivalenol. Swine consuming 2 and 4 ppm deoxynivalenol exhibited a dose-related decrease in weight gain within the first 8 weeks of feeding, with 4 ppm causing decreased feed intake, weight gain, and efficiency of feed utilization throughout the experiment [3]. 

References:

[1]. Vidal A, Claeys L, Mengelers M, et al. Humans significantly metabolize and excrete the mycotoxin deoxynivalenol and its modified form deoxynivalenol-3-glucoside within 24 hours. Scientific Reports, 2018, 8(1): 5255.

[2]. Bretz M, Beyer M, Cramer B, et al. Thermal degradation of the Fusarium mycotoxin deoxynivalenol. Journal of Agricultural and Food Chemistry, 2006, 54(17): 6445-6451.

[3]. Pestka J J. Deoxynivalenol: mechanisms of action, human exposure, and toxicological relevance. Archives of Toxicology, 2010, 84(9): 663-679.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt296.32
Cas No.51481-10-8
FormulaC15H20O6
SolubilitySoluble in DMSO
Chemical Name(2R,2'S,3R,5R,5aR,6S,9aR)-3,6-dihydroxy-5a-(hydroxymethyl)-5,8-dimethyl-2,3,4,5,5a,6-hexahydrospiro[2,5-methanobenzo[b]oxepine-10,2'-oxiran]-7(9aH)-one
SDFDownload SDF
Canonical SMILESO[[email protected]]1[[email protected]]2O[[email protected]](C=C(C)C3=O)[[email protected]@]([[email protected]@H]3O)(CO)[[email protected]](C1)(C)[[email protected]@]24OC4
Shipping ConditionEvaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while. Stock solution can be stored below -20°C for several months.

Quality Control

Quality Control & MSDS

View current batch:

Chemical structure

Deoxynivalenol