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Sterigmatocystin

Catalog No.
C4680
Aflatoxin precursor produced by Aspergillus metabolism, a G1-phase and DNA synthesis inhibitor.
Grouped product items
SizePriceStock Qty
500ug
$99.00
In stock
1mg
$115.00
In stock
10mg
$527.00
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For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

Sterigmatocystin (CAS No.: 10048-13-2) is a naturally occurring mycotoxin produced by Aspergillus species, particularly Aspergillus versicolor, and functions as a key biosynthetic precursor in the aflatoxin pathway, making it a relevant compound in studies of fungal secondary metabolism and toxin biosynthesis. It is widely characterized as an inhibitor of cell cycle progression at the G1 phase and suppresses DNA synthesis, with associated inhibition of p21-mediated regulatory pathways, thereby serving as a useful molecular tool for investigating cell cycle control, DNA damage responses, and checkpoint signaling mechanisms. In vitro, its biological activity is typically observed in the low micromolar range, where it exerts cytotoxic and genotoxic effects across various cell types. In vivo, sterigmatocystin demonstrates pronounced toxicological properties, including teratogenicity and carcinogenicity, and has been shown to induce gastrointestinal lesions, as well as tumor formation such as hepatic and pulmonary adenomas and lymphomas in experimental animal models. Consequently, it is frequently employed in mechanistic toxicology, oncology, and developmental biology research to model mycotoxin-induced carcinogenesis and to evaluate molecular pathways involved in chemical-induced DNA damage and cellular transformation, with experimental concentrations or doses varying according to specific study designs and biological systems.

Chemical Properties

Physical AppearanceA crystalline solid
Storage-20°C
M.Wt324.28
Cas No.10048-13-2
FormulaC18H12O6
SynonymsNSC 201423; NSC 204985
Solubility≤5mg/ml in acetone
Chemical Name(3aR,12cS)-8-hydroxy-6-methoxy-3aH-furo[3',2':4,5]furo[2,3-c]xanthen-7(12cH)-one
Canonical SMILESC1(CO[C@@H]2[C@H](NC[C@@H]([C@H]2OCC3=CC=CC=C3)OCC4=CC=CC=C4)COCC5=CC=CC=C5)=CC=CC=C1
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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