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Deoxynivalenol

Deoxynivalenol

  • CAT Number: R058378
  • CAS Number: 51481-10-8
  • Molecular Formula: C15H20O6
  • Molecular Weight: 296.319
  • Purity: ≥95%
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<p>
Deoxynivalenol (DON, CAS 51481-10-8) is highly toxic, producing a wide range of immunological disturbances and is particularly noted for inducing feed refusal and emesis in pigs, hence the alternative name vomitoxin.&nbsp;&nbsp;</p>
<p>
<span>Deoxynivalenol</span>&nbsp;inhibits protein biosynthesis, binds to peptidyl transferase, and inhibits the synthesis of RNA and DNA, contributing to immunotoxicity.</p>

Catalog Number R058378
CAS Number 51481-10-8
Molecular Formula

C15H20O6

Purity 95%
Target Miscellaneous Compounds
Solubility Soluble in DMSO > 10 mM
Storage Store at +4°C
IUPAC Name (1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-one
InChI 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
InChIKey LINOMUASTDIRTM-QGRHZQQGSA-N
SMILES CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)O)C)CO
Reference

1: Maresca M. From the gut to the brain: journey and pathophysiological effects of the food-associated trichothecene mycotoxin deoxynivalenol. Toxins (Basel). 2013 Apr 23;5(4):784-820. doi: 10.3390/toxins5040784. Review. PubMed PMID: 23612752; PubMed Central PMCID: PMC3705292.<br />
2: Pestka JJ. Deoxynivalenol-induced proinflammatory gene expression: mechanisms and pathological sequelae. Toxins (Basel). 2010 Jun;2(6):1300-17. doi: 10.3390/toxins2061300. Epub 2010 Jun 1. Review. PubMed PMID: 22069639; PubMed Central PMCID: PMC3153246.<br />
3: Pestka JJ. Mechanisms of deoxynivalenol-induced gene expression and apoptosis. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2008 Sep;25(9):1128-40. Review. PubMed PMID: 19238623; PubMed Central PMCID: PMC2917199.<br />
4: Trigo-Stockli DM. Effect of processing on deoxynivalenol and other trichothecenes. Adv Exp Med Biol. 2002;504:181-8. Review. PubMed PMID: 11922085.<br />
5: Rotter BA, Prelusky DB, Pestka JJ. Toxicology of deoxynivalenol (vomitoxin). J Toxicol Environ Health. 1996 May;48(1):1-34. Review. PubMed PMID: 8637056.

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