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Sterigmatocystin (CAS 10048-13-2) - chemical structure image

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Sterigmatocystin (CAS 10048-13-2) - chemical structure image
Sterigmatocystin: sc-222329

Sterigmatocystin (CAS 10048-13-2)

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Alternate Names:
3a,12c-Dihydro-8-hydroxy-6-methoxy-7H-furol[3′,2′:4,5]furo[2,3-c]xanthen-7-one
Application:
Sterigmatocystin is a DNA synthesis inhibitor
CAS Number:
10048-13-2
Molecular Weight:
324.28
Molecular Formula:
C18H12O6
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Sterigmatocystin is a mycotoxin produced by common mold strains. It induces sister chromatid exchanges in bone marrow cells of mice and has been shown to induce lung and liver tumors in vitro, as well as necrosis of the liver. Sterigmatocystin may function to inhibit of p21, and thereby DNA synthesis.

References:

  1. Cytotoxicity of occupationally and environmentally relevant mycotoxins.  |  Bünger, J., et al. 2004. Toxicology. 202: 199-211. PMID: 15337583
  2. Aspergillus mycotoxins and their effect on the host.  |  Kamei, K. and Watanabe, A. 2005. Med Mycol. 43 Suppl 1: S95-9. PMID: 16110799
  3. A novel biosensor for sterigmatocystin constructed by multi-walled carbon nanotubes (MWNT) modified with aflatoxin-detoxifizyme (ADTZ).  |  Yao, DS., et al. 2006. Bioelectrochemistry. 68: 126-33. PMID: 16122991
  4. An aflatoxin biosynthesis cluster gene encodes a novel oxidase required for conversion of versicolorin a to sterigmatocystin.  |  Ehrlich, KC., et al. 2005. Appl Environ Microbiol. 71: 8963-5. PMID: 16332900
  5. Sterigmatocystin: occurrence in foodstuffs and analytical methods--an overview.  |  Versilovskis, A. and De Saeger, S. 2010. Mol Nutr Food Res. 54: 136-47. PMID: 19998385
  6. Sterigmatocystin-induced DNA damage triggers cell-cycle arrest via MAPK in human neuroblastoma cells.  |  Zingales, V., et al. 2021. Toxicol Mech Methods. 31: 479-488. PMID: 34039253
  7. Role of quercetin on sterigmatocystin-induced oxidative stress-mediated toxicity.  |  Zingales, V., et al. 2021. Food Chem Toxicol. 156: 112498. PMID: 34380011
  8. Aflatoxin B1 and sterigmatocystin: method development and occurrence in tea.  |  Zhao, Y., et al. 2022. Food Addit Contam Part B Surveill. 15: 31-37. PMID: 34596493
  9. Sterigmatocystin Limits Plasmodium falciparum Proliferation and Transmission.  |  Niu, G., et al. 2021. Pharmaceuticals (Basel). 14: PMID: 34959639
  10. Profiles of Sterigmatocystin and Its Metabolites during Traditional Chinese Rice Wine Processing.  |  Zhang, J., et al. 2022. Biosensors (Basel). 12: PMID: 35448272
  11. Massive and single cell necrosis in the rat liver induced by aflatoxin B1 and sterigmatocystin.  |  Terao, K. 1973. Acta Pathol Jpn. 23: 647-53. PMID: 4800731
  12. Effect of sterigmatocystin on rat liver nuclear RNA.  |  Nel, W. and Pretorius, HE. 1970. Biochem Pharmacol. 19: 957-9. PMID: 5507701
  13. Induction of sister-chromatid exchanges in vivo in mice by the mycotoxins sterigmatocystin and griseofulvin.  |  Curry, PT., et al. 1984. Mutat Res. 137: 111-5. PMID: 6472322
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