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Nivalenol

Nivalenol

Product ID N3584
Cas No. 23282-20-4
Purity ≥98%
Product Unit SizeCostQuantityStock
0.5 mg $90.20 Please Inquire
1 mg $170.40 In stock
5 mg $613.20 In stock
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Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Nivalenol is a Fusarium type B trichothecene mycotoxin. Nivalenol is cytotoxic to leukocytes, inhibiting cell proliferation, increasing IL-8 secretion, and decreasing MCP-1 secretion in an NF-κB-dependent manner. In macrophages and Jurkat T cells, nivalenol increases cytochrome c release and degradation of Bcl-2, stimulating caspase 3-mediated apoptosis. Additionally, nivalenol induces the breakdown of polyribosomes and inhibits polypeptide chain initiation in eukaryotes.

Product Info

Cas No.

23282-20-4

Purity

≥98%

Formula

C15H20O7

Formula Wt.

312.32

Chemical Name

(1S,2R,3S,7R,9R,10R,11S,12S)-3,10,11-trihydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-one

IUPAC Name

(1S,2R,3S,7R,9R,10R,11S,12S)-3,10,11-trihydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-one

Melting Point

127-130°C

Solubility

DMSO, Methanol, dichloromethane. Slightly soluble in water.

Appearance

White to off white powder

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

N3584 MSDS PDF

Info Sheet

N3584 Info Sheet PDF

References

Alassane-Kpembi I, Kolf-Clauw M, Gauthier T, et al. New insights into mycotoxin mixtures: the toxicity of low doses of Type B trichothecenes on intestinal epithelial cells is synergistic. Toxicol Appl Pharmacol. 2013 Oct 1;272(1):191-8. PMID: 23735874.

Wu W, Flannery BM, Sugita-Konishi Y, et al. Comparison of murine anorectic responses to the 8-ketotrichothecenes 3-acetyldeoxynivalenol, 15-acetyldeoxynivalenol, fusarenon X and nivalenol. Food Chem Toxicol. 2012 Jun;50(6):2056-61. PMID: 22465835.

Nagashima H, Kushiro M, Nakagawa H. Nuclear factor-κB inhibitors alleviate nivalenol-induced cytotoxicity in HL60 cells. Environ Toxicol Pharmacol. 2011 Jan;31(1):258-61. PMID: 21787693.

Marzocco S, Russo R, Bianco G, et al. Pro-apoptotic effects of nivalenol and deoxynivalenol trichothecenes in J774A.1 murine macrophages. Toxicol Lett. 2009 Aug 25;189(1):21-6. PMID: 19410639.

Nasri T, Bosch RR, Voorde St, et al. Differential induction of apoptosis by type A and B trichothecenes in Jurkat T-lymphocytes. Toxicol In Vitro. 2006 Sep;20(6):832-40. PMID: 16472964.

Cundliffe E, Cannon M, Davies J. Mechanism of inhibition of eukaryotic protein synthesis by trichothecene fungal toxins. Proc Natl Acad Sci U S A. 1974 Jan;71(1):30-4. PMID: 4521056.

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