A fungal metabolite
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Papyracillic Acid

Item No. 29324

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-hydroxy-4-methoxy-7,8-dimethyl-9-methylene-1,6-dioxaspiro[4.4]non-3-en-2-one
CAS Number
179308-49-7
Molecular Formula
C11H14O5
Formula Weight
226.2
Purity
≥70%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
C=C1C2(OC(C=C2OC)=O)OC(O)(C)C1C
InChi Code
InChI=1S/C11H14O5/c1-6-7(2)11(16-10(6,3)13)8(14-4)5-9(12)15-11/h5-6,13H,2H2,1,3-4H3
InChi Key
UEYMIBGYKZFDMD-UHFFFAOYSA-N
Origin
Fungus/Unidentified sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $262

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    Product Description

    Papyracillic acid is a fungal metabolite and a derivative of penicillic acid (Item No. 11440) originally isolated from L. papyraceum and has antibiotic, antifungal, and phytotoxic activities.1,2 It is active against the bacteria X. campestris and B. subtilis and the fungus C. tropicalis in a disc assay when used at a concentration of 5 µg/disc.2 Papyracillic acid (1 mg/ml) induces necrotic lesion formation in a panel of 10 plants.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shan, R., Anke, H., Stadler, M., et al. Papyracillic acid, a new penicillic acid analogue from the Ascomycete Lachnum papyraceum. Tetrahedron 52(30), 10249-10254 (1996).

    2. Evidente, A., Berestetskiy, A., Cimmino, A., et al. Papyracillic acid, a phytotoxic 1,6-dioxaspiro[4,4]nonene produced by Ascochyta agropyrina Var. nana, a potential mycoherbicide for Elytrigia repens biocontrol. J. Agric. Food Chem. 57(23), 11168-11173 (2009).