An aflatoxin precursor
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O-methyl Sterigmatocystin

Item No. 22070

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3aR,12cS-dihydro-6,8-dimethoxy-7H-furo[3’,2’:4,5]furo[2,3-c]xanthen-7-one
CAS Number
17878-69-2
Synonyms
  • OMST
Molecular Formula
C19H14O6
Formula Weight
338.3
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: Soluble
SMILES
O=C(C(C(OC)=CC=C1)=C1O2)C3=C2C([C@@](C=CO4)([H])[C@@]4([H])O5)=C5C=C3OC
InChi Code
InChI=1S/C19H14O6/c1-21-10-4-3-5-11-15(10)17(20)16-12(22-2)8-13-14(18(16)24-11)9-6-7-23-19(9)25-13/h3-9,19H,1-2H3/t9-,19+/m0/s1
InChi Key
JKUJKKGMOZDDJV-ZRNGKTOUSA-N
Origin
Fungus/Chaetomium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    O-methyl Sterigmatocystin (OMST) is a xanthone found in several fungal species including A. flavus, A. parasiticus, A. versicolor, and B. piluliferum.1,2 It is a carcinogenic precursor of aflatoxin G1 (Item No. 11295) and aflatoxin B1 (Item No. 11293) that is a known contaminant of agricultural soils.1,2,3 OMST is cytotoxic against NCI-H187 human small cell lung cancer cells and African green monkey kidney (Vero) cells (IC50s = 62.2 and 0.65 mM, respectively).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bhatnagar, D., McCormick, S.P., Lee, L.S., et al. Identification of O-methylsterigmatocysin as an aflatoxin B1 and G1 precursor in Aspergillus parasiticus. Appl. Environ. Microbiol. 53(5), 1028-1033 (1987).

    2. Garner, R.C., and Wright, C.M. Induction of mutations in DNA-repair deficient bacteria by a liver microsomal metabolite of aflatoxin B1. Br. J. Cancer 28, 544-551 (1973).

    3. Rajachan, O., Kanokmedhakul, K., Soytong, K., et al. Mycotoxins from the fungus Botryotrichum piluliferum. J. Agric. Food Chem. 65, 1337-1341 (2017).