A mycotoxin
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Labeled Version(s)
31302Sterigmatocystin-13C18
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Sterigmatocystin

Item No. 11441

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3aR,12cS)-3a,12c-dihydro-8-hydroxy-6-methoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one
CAS Number
10048-13-2
Synonyms
  • NSC 201423
  • NSC 204985
Molecular Formula
C18H12O6
Formula Weight
324.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Acetone: 5 mg/ml
λmax
247, 326 nm
SMILES
OC1=CC=CC(O2)=C1C(C3=C2C([C@@](C=CO4)([H])[C@@]4([H])O5)=C5C=C3OC)=O
InChi Code
InChI=1S/C18H12O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-8,18-19H,1H3/t8-,18+/m0/s1
InChi Key
UTSVPXMQSFGQTM-DCXZOGHSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Sterigmatocystin is a mycotoxin that has been found in Aspergillus.1,2 It is lethal to rats (LD50 = 60 mg/kg) and chick embryos (LD50s = 5-7 µg/embryo).2 Sterigmatocystin (100 and 1,000 ppb in drinking water) induces gastritis, as well as intestinal polyp formation and metaplasia in aged Mongolian gerbils.1 It induces formation of lung and liver adenomas and malignant lymphomas in newborn mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kusunoki, M., Misumi, J., Shimada, T., 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. 16(4), 224-231 (2011).

    2. Schroeder, H.W., and Kelton, W.H. Production of sterigmatocystin by some species of the genus Aspergillus and its toxicity to chicken embryos. Appl. Microbiol. 30(4), 589-591 (1975).

    3. Fujii, K., Kurata, H., Odashima, S., et al. Tumor induction by a single subcutaneous injection of sterigmatocystin in newborn mice. Cancer Res. 36(5), 1615-1618 (1976).