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BioViotica
Sterigmatocystin
60
CHF
CHF 60.00
In stock
BVT-0171-M0011 mgCHF 60.00
BVT-0171-M0055 mgCHF 180.00
Product Details | |
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Synonyms | NSC 201423; NSC 204985 |
Product Type | Chemical |
Properties | |
Formula |
C18H12O6 |
MW | 324.3 |
CAS | 10048-13-2 |
RTECS | LV1750000 |
Source/Host Chemicals | Isolated from Aspergillus sp. (strain WDMH51). |
Purity Chemicals | ≥98% (HPLC; NMR) |
Appearance | Pale yellow powder. |
Solubility | Soluble in DMSO, ethanol, methanol, pyridine or acetone. |
Identity | Determined by 1H-NMR. |
Declaration | Manufactured by BioViotica. |
InChi Key | UTSVPXMQSFGQTM-DCXZOGHSSA-N |
Smiles | [H][C@]12OC=C[C@@]1([H])C1=C3OC4=C(C(O)=CC=C4)C(=O)C3=C(OC)C=C1O2 |
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. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
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
- Sterigmatocystin, a metabolite of Aspergillus versicolor: J. E. Davies, et al.; J. Chem. Soc. 1960, 2169 (1960)
- Massive and single cell necrosis in the rat liver induced by aflatoxin B1 and sterigmatocystin: K. Terao; Acta Pathol. Jpn. 23, 647 (1973)
- Fermentation, isolation, and antitumor activity of sterigmatocystins: W.T. Bradner, et al.; Antimicrob. Agents Chemother. 8, 159 (1975)
- Biosynthesis of aflatoxins. Incorporation of acetate into sterigmatocystin in Aspergillus versicolor: T. J. Simpson and D. J. Stenzel; JCS Chem. Commun. 1982, 890 (1982)
- 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)
- Inhibitory effect of sterigmatocystin and 5,6-dimethoxysterigmatocystin on ATP synthesis in mitochondria: K. Kawai, et al.; Appl. Environ. Microbiol. 48, 1001 (1984)
- 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)
- Cytotoxicity of occupationally and environmentally relevant mycotoxins: J. Bunger, et al.; Toxicology 202, 199 (2004)
- 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)
- Bioactive metabolites from the sponge-derived fungus Aspergillus versicolor: Y. M. Lee, et al.; Arch. Pharm. Res. 33, 231 (2010)
- 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)
- 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)
- Emerging Mycotoxins: Beyond Traditionally Determined Food Contaminants: C. Gruber-Dorninger, et al.; J. Agr. Food Chem. 65, 7052 (2017)
- Cytotoxic effects induced by patulin, sterigmatocystin and beauvericin on CHO-K1 cells: N. Zouaoui, et al.; Food Chem. Toxicol. 89, 92 (2016)
- 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)