Sterigmatocystine

Sterigmatocystine is a precursor of aflatoxins and a mycotoxin produced by common mold strains from Aspergillus versicolor[1][2]. Sterigmatocystine, a inhibitor of G1 Phase and DNA synthesis, is used to inhibit p21 activity. Sterigmatocystine has teratogenic, and carcinogenic effects in animals[3].

Product Specifications

CAS Number

[10048-13-2]

UNSPSC

12352005

Hazard Statement

H301, H351

Target

Antibiotic; Apoptosis; Bacterial; DNA/RNA Synthesis; Endogenous Metabolite

Type

Natural Products

Related Pathways

Anti-infection; Apoptosis; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease

Applications

Cancer-programmed cell death

Field of Research

Cancer; Infection

Assay Protocol

https://www.medchemexpress.com/sterigmatocystine.html

Purity

99.74

Solubility

DMSO : 25 mg/mL (ultrasonic; warming; heat to 80°C)

Smiles

O=C1C2=C(OC3=C1C(O)=CC=C3)C4=C(O[C@]5([H])[C@@]4([H])C=CO5)C=C2OC

Molecular Formula

C18H12O6

Molecular Weight

324.28

Precautions

H301, H351

References & Citations

[1]Kusunoki M, et al. 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. Environ Health Prev Med. 2011 Jul;16 (4) :224-31.|[2]Schroeder HW, et al. Production of sterigmatocystin by some species of the genus Aspergillus and its toxicity to chicken embryos. Appl Microbiol. 1975 Oct;30 (4) :589-91.|[3]Tong YF, et al. Cyclin-Dependent Kinase Inhibitor p21WAF1/CIP1 Facilitates the Development of CardiacHypertroph. Cell Physiol Biochem. 2017;42 (4) :1645-1656.|[4]Zhang D, et al. Sterigmatocystin-induced DNA damage triggers G2 arrest via an ATM/p53-related pathway in human gastric epithelium GES-1 cells in vitro. PLoS One. 2013 May 21;8 (5) :e65044.