Chemical structure of Sterigmatocystin (CAS 10048-13-2)
CAS
10048-13-2
Molecular Formula
C18H12O6
Molecular Weight
324.29
UN (Transport)
UN2811
Price
1mg: USD 45.00 / 5mg: - / 25mg: -
Storage
-20°C
Solubility
1mg/ml ethanol, methanol, DMSO
Synonyms
STC
Purity
>95%
NMR Spectral Data
Representative 1H NMR (500 MHz) spectrum confirming the structure of Sterigmatocystin. Representative 13C NMR (125 MHz) spectrum supporting structural assignment of Sterigmatocystin.
Source Organism
Aspergillus creber.
Summary
Sterigmatocystin is a hepatotoxic and genotoxic fungal mycotoxin and aflatoxin precursor.
Details
Sterigmatocystin is a polyketide-derived mycotoxin produced mainly by Aspergillus species and recognized as the direct biosynthetic precursor of aflatoxin B1. Toxicological studies demonstrated acute hepatotoxicity in primates and experimental animals, characterized by bile-duct proliferation, hepatocellular degeneration, and hemorrhagic necrosis. Mechanistic investigations revealed that sterigmatocystin undergoes metabolic activation to reactive intermediates capable of forming DNA adducts, inducing oxidative stress, mitochondrial dysfunction, apoptosis, and cell-cycle arrest, consistent with its genotoxic and carcinogenic classification (IARC Group 2B). Beyond toxicity, sterigmatocystin has been reported to inhibit Plasmodium falciparum proliferation and transmission, supporting its utility as a bioactive probe in antimalarial research.