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Diacetoxyscirpenol

Diacetoxyscirpenol

Product ID D3200
Cas No. 2270-40-8
Purity ≥98%
Product Unit SizeCostQuantityStock
1 mg $80.10 In stock
5 mg $337.30 In stock
10 mg $590.60 In stock
Bulk Quote

Quicklinks

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

Description

Diacetoxyscirpenol (DAS) is a type A trichothecene mycotoxin initially produced by species of Fusarium. DAS primarily exhibits immunosuppressive and, potentially, anticancer activities; it is cytotoxic to most cell types and tissues in vivo. In Jurkat T cells, DAS initiates activation of caspases 3, 8, and 9, degradation of poly(ADP)-ribosomal polymerase (PARP), release of mitochondrial cytochrome c, as well as downregulation of Bcl-2, cdk4, and cyclin B1; together, this results in apoptosis and cell death. In other cellular models, DAS inhibits the killing action of phagocytic cells such as macrophages, decreasing generation of superoxide anions and altering lysozyme capabilities.

Product Info

Cas No.

2270-40-8

Purity

≥98%

Formula

C19H26O7

Formula Wt.

366.41

Chemical Name

[(1S,2R,7R,9R,10R,11S,12S)-11-acetyloxy-10-hydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate

IUPAC Name

[(1S,2R,7R,9R,10R,11S,12S)-11-acetyloxy-10-hydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate

Synonym

Anguidin, Anguidine

Melting Point

160-164°C

Solubility

Insoluble in water. Soluble in methanol (10 mg/mL), and acetone.

Appearance

White powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

D3200 MSDS PDF

Info Sheet

D3200 Info Sheet PDF

References

Jun DY, Kim JS, Park HS, et al. Cytotoxicity of diacetoxyscirpenol is associated with apoptosis by activation of caspase-8 and interruption of cell cycle progression by down-regulation of cdk4 and cyclin B1 in human Jurkat T cells. Toxicol Appl Pharmacol. 2007 Jul 15;222(2):190-201. PMID: 17559898.

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.

Ayral AM, Dubech N, Le Bars J, et al. In vitro effect of diacetoxyscirpenol and deoxynivalenol on microbicidal activity of murine peritoneal macrophages. Mycopathologia. 1992 Nov;120(2):121-7. PMID: 1336129.

Coppock RW, Gelberg HB, Hoffmann WE, et al. The acute toxicopathy of intravenous diacetoxyscirpenol (anguidine) administration in swine. Fundam Appl Toxicol. 1985 Dec;5(6 Pt 1):1034-49. PMID: 4092867.

Custom Order

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