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Sterigmatocystin

BVT-0171-M001 1 mg $40.00
BVT-0171-M005 5 mg $120.00
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Additional Information

Product Data
Synonyms NSC 201423; NSC 204985
Properties
Formula C18H12O6
MW 324.3
CAS 10048-13-2
RTECS LV1750000
Source/Host Chemicals Isolated from Aspergillus sp. (strain WDMH51).
Purity ≥98% (HPLC; NMR)
Appearance Pale yellow powder.
Solubility Soluble in DMSO, ethanol, methanol, pyridine or acetone.
Identity Determined by 1H-NMR.
Origin Manufactured by BioViotica.
InChi Key UTSVPXMQSFGQTM-DCXZOGHSSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
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Product Description

  • Intermediate of the biosynthetic pathway to aflatoxin B1.
  • Mycotoxin.
  • DNA synthesis inhibitor.
  • Anticancer compound. Cytotoxic, carcinogenic and mutagenic.
  • Acyl-CoA:cholesterol acyltransferase 2 (ACAT2) inhibitor.
  • Shown to induce apoptosis in human peripheral lymphocytes and necrosis in rat liver.
  • Induces sister chromatid exchanges in murine bone marrow cells.

Product References

  1. Sterigmatocystin, a metabolite of Aspergillus versicolor: J. E. Davies, et al.; J. Chem. Soc. 1960, 2169 (1960)
  2. Massive and single cell necrosis in the rat liver induced by aflatoxin B1 and sterigmatocystin: K. Terao; Acta Pathol. Jpn. 23, 647 (1973)
  3. Fermentation, isolation, and antitumor activity of sterigmatocystins: W.T. Bradner, et al.; Antimicrob. Agents Chemother. 8, 159 (1975)
  4. Biosynthesis of aflatoxins. Incorporation of acetate into sterigmatocystin in Aspergillus versicolor: T. J. Simpson and D. J. Stenzel; JCS Chem. Commun. 1982, 890 (1982)
  5. Induction of sister-chromatid exchanges in vivo in mice by the mycotoxins sterigmatocystin and griseofulvin: P.T. Curry, et al.; Mutat. Res. 137, 111 (1984)
  6. Inhibitory effect of sterigmatocystin and 5,6-dimethoxysterigmatocystin on ATP synthesis in mitochondria: K. Kawai, et al.; Appl. Environ. Microbiol. 48, 1001 (1984)
  7. Effects of sterigmatocystin, deoxynivalenol and aflatoxin G1 on apoptosis of human peripheral blood lymphocytes in vitro: X.M. Sun, et al.; Biomed. Environ. Sci. 15, 145 (2002)
  8. Cytotoxicity of occupationally and environmentally relevant mycotoxins: J. Bunger, et al.; Toxicology 202, 199 (2004)
  9. Selective inhibition of Acyl-CoA: cholesterol acyltransferase 2 isozyme by flavasperone and Sterigmatocystin from Aspergillus species: K. Sakai, et al.; J. Antibiot. 61, 568 (2008)
  10. Bioactive metabolites from the sponge-derived fungus Aspergillus versicolor: Y. M. Lee, et al.; Arch. Pharm. Res. 33, 231 (2010)
  11. Long-term administration of the fungus toxin, Sterigmatocystin, induces intestinal metaplasia and increases the proliferative activity of PCNA, p53, and MDM2 in the gastric mucosa of aged Mongolian gerbils: M. Kusunoki, et al.; Environ Health Prev. Med. 16, 224 (2011)
  12. Effects of Sterigmatocystin on TNF-alpha, IL-6 and IL-12 expression in murine peripheral blood mononuclear cells and peritoneal macrophages in vivo: Y. Zhang, et al.; Mol. Med. Rep. 5, 1318 (2012)
  13. Emerging Mycotoxins: Beyond Traditionally Determined Food Contaminants: C. Gruber-Dorninger, et al.; J. Agr. Food Chem. (Epub ahead of print) (2016)
  14. Cytotoxic effects induced by patulin, sterigmatocystin and beauvericin on CHO-K1 cells: N. Zouaoui, et al.; Food Chem. Toxicol. 89, 92 (2016)
  15. A highly specific competitive direct enzyme immunoassay for sterigmatocystin as a tool for rapid immunochemotaxonomic differentiation of mycotoxigenic Aspergillus species: S. Wegner, et al.; Lett. Appl. Microbiol. 64, 124 (2017)
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