A natural mycotoxin
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Altertoxin I

Item No. 21129

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S,12aR,12bS)-1,2,11,12,12a,12b-hexahydro-1,4,9,12a-tetrahydroxy-3,10-perylenedione
CAS Number
56258-32-3
Synonyms
  • Dihydroalterperylenol
Molecular Formula
C20H16O6
Formula Weight
352.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
O=C(CC[C@@]1(O)[C@@]([C@@H](O)C2)([H])C3=C4C=CC(O)=C3C2=O)C5=C1C4=CC=C5O
InChi Code
InChI=1S/C20H16O6/c21-10-3-1-8-9-2-4-11(22)17-12(23)5-6-20(26,18(9)17)19-14(25)7-13(24)16(10)15(8)19/h1-4,14,19,21-22,25-26H,5-7H2/t14-,19+,20-/m0/s1
InChi Key
GJIALGLHOBXNAT-KPOBHBOGSA-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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    Cayman Chemical
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    Product Description

    Altertoxin I is a natural mycotoxin first isolated from fungi of the genus Alternaria. It is a hydroxyperylenequinone that shows mutagenic activity against S. typhimurium and inhibits human topoisomerase II and bacterial gyrase.1,2 Altertoxin I completely inhibits replication of HIV-1 virus at 2.2 µM in a cell-based assay.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jarolim, K., Del Favero, G., Ellmer, D., et al. Dual effectiveness of Alternaria but not Fusarium mycotoxins against human topoisomerase II and bacterial gyrase. Arch. Toxicol. 91(4), 2007-2016 (2016).

    2. Stack, M.E., and Prival, M.J. Mutagenicity of the Alternaria metabolites altertoxins I, II, and III. Appl. Environ. Microbiol. 52(4), 718-722 (1986).

    3. Bashyal, B.P., Wellensiek, B.P., Ramakrishnan, R., et al. Altertoxins with potent anti-HIV activity from Alternaria tenuissima QUE1Se, a fungal endophyte of Quercus emoryi. Bioorg. Med. Chem. 22(21), 6112-6116 (2014).