Sterigmatocystine

Base Information

• Chemical Name: Sterigmatocystine
• CAS No.: 10048-13-2
• Molecular Formula: C18H12O6
• Molecular Weight: 324.29
• Hs Code.: 29329990
• European Community (EC) Number: 233-158-6
• DSSTox Substance ID: DTXSID2021280
• Wikipedia: Sterigmatocystin
• Wikidata: Q104198889
• Mol file: 10048-13-2.mol

Synonyms:Sterigmatocystin

Chemical Property of Sterigmatocystine

Chemical Property:

• Appearance/Colour: yellow needles or powder
• Melting Point: 249-251℃
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 569.7 °C at 760 mmHg
• PKA: 6.92±0.20(Predicted)
• Flash Point: 215.9 °C
• PSA: 78.13000
• Density: 1.51 g/cm³
• LogP: 3.00640
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 324.06338810
• Heavy Atom Count: 24
• Complexity: 562

Purity/Quality:

98%,99%, ^*data from raw suppliers

Sterigmatocystin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xn,F
• Statements: 25-40-36-20/21/22-11
• Safety Statements: 36/37-45-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Mycotoxins
• Canonical SMILES: COC1=C2C(=C3C4C=COC4OC3=C1)OC5=CC=CC(=C5C2=O)O
• Description: Sterigmatocystin is a mycotoxin that has been found in Aspergillus. It is lethal to rats (LD50 = 60 mg/kg) and chick embryos (LD50s = 5-7 μg/embryo). Sterigmatocystin (100 and 1,000 ppb in drinking water) induces gastritis, as well as intestinal polyp formation and metaplasia in aged Mongolian gerbils. It induces formation of lung and liver adenomas and malignant lymphomas in newborn mice.
• Uses: Sterigmatocystin is a carcinogenic mycotoxin that is struturally related to Aflatoxin. Sterigmatocystin has been shown to inhibit RNA synthesis in rat liver nuclei. Sterigmatocystin is a xanthone produced by several species of Aspergillus, isolated by a number of research groups in the 1950s as a mycotoxin associated with food and grain contamination. Sterigmatocystin is structurally related to the aflatoxins and, while it is considered to be mutagenic, teratogenic and carcinogenic, it is less widespread and potent than the aflatoxins. Sterigmatocystin, in the presence of microsomes, covalently binds to DNA. It uncouples oxidative phosphorylation but, unlike the aflatoxins, does not induce mitochondrial swelling or hinder Ca2+-induced swelling of mitochondria. Sterigmatocystin also inhibits acyl-CoA:cholesterol acyltransferase (ACAT) with selectivity for the ACAT2 isoenzyme.