A fungal metabolite with diverse biological activities
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Pyrenophorol

Item No. 28100

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3E,5S,8R,11E,13S,16R)-5,13-dihydroxy-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,10-dione
CAS Number
22248-41-5
Molecular Formula
C16H24O6
Formula Weight
312.4
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/mlMethanol: 5 mg/ml
SMILES
O=C(O[C@H](C)CC[C@H](O)/C=C/1)/C=C/[C@@H](O)CC[C@@H](C)OC1=O
InChi Code
InChI=1S/C16H24O6/c1-11-3-5-13(17)8-10-16(20)22-12(2)4-6-14(18)7-9-15(19)21-11/h7-14,17-18H,3-6H2,1-2H3/b9-7+,10-8+/t11-,12-,13+,14+/m1/s1
InChi Key
RBQNDQOKFICJGL-UTBFYLPBSA-N
Origin
Fungus/Phoma sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $294

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    Product Description

    Pyrenophorol is a fungal metabolite that has been found in Alternaria and has diverse biological activities.1,2,3 It inhibits human topoisomerase II α when used at concentrations of 75 and 100 μM.1 It is active against S. cerevisiae (MIC = 4 μM) and M. violaceum.2 Pyrenophorol induces leaf necrosis and chlorophyll retention in wild oats when used at a concentration of 64 μM.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. Sumarah, M.W., Kesting, J.R., Sørensen, D., et al. Antifungal metabolites from fungal endophytes of Pinus strobus. Phytochemistry 72(14-15), 1833-1837 (2011).

    3. Kastanias, M.A., and Chrysayi-Tokousbalides, M. Comparative phytotoxicity of pyrenophorin and pyrenophorol isolated from a Drechslera avenae pathotype. 1999 Brighton crop protection conference: Weeds 2, 581-582 (1999).