A metabolite of alternariol
Related Products
Isomer(s)
32977Norfunalenone
Parent Compound(s)
11306Alternariol
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4-hydroxy Alternariol

Item No. 23636

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4,7,9-tetrahydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-one
CAS Number
959417-21-1
Synonyms
  • 4-hydroxy AOH
Molecular Formula
C14H10O6
Formula Weight
274.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
CC1=C(C2=C(C(O3)=O)C(O)=CC(O)=C2)C3=C(O)C(O)=C1
InChi Code
InChI=1S/C14H10O6/c1-5-2-9(17)12(18)13-10(5)7-3-6(15)4-8(16)11(7)14(19)20-13/h2-4,15-18H,1H3
InChi Key
LZRNPNMGYBWDKK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $208

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    5 mg

    $780

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    Cayman Chemical
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    Product Description

    4-hydroxy Alternariol is a metabolite of the mycotoxin alternariol (Item No. 11306) formed through cytochrome P450 (CYP450) metabolism.1 It increases reactive oxygen species (ROS) in KYSE510 human esophageal cells by 701% compared to control.2 4-hydroxy Alternariol increases topoisomerase IIβ-DNA complexes by 208% compared to control in an ICE assay but does not induce DNA damage in KYSE510 cells. It completely inhibits topoisomerase IIα activity at a concentration of 25 µM under cell-free conditions.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pfeiffer, E., Burkhardt, B., Altemöller, M., et al. Activities of human recombinant cytochrome P450 isoforms and human hepatic microsomes for the hydroxylation ofAlternaria toxins. Mycotoxin Res. 24(3), 117-123 (2008).

    2. Tiessen, C., Ellmer, D., Mikula, H., et al. Impact of phase I metabolism on uptake, oxidative stress and genotoxicity of the emerging mycotoxin alternariol and its monomethyl ether in esophageal cells. Arch. Toxicol. 91(3), 1213-1226 (2017).