A phytotoxic fungal metabolite
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Cyperine

Item No. 29937

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3-hydroxy-5-methylphenoxy)-5-methoxy-3-methyl-phenol
CAS Number
33716-82-4
Synonyms
  • Cyperin
Molecular Formula
C15H16O4
Formula Weight
260.3
Purity
≥70%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
OC1=C(OC2=CC(C)=CC(O)=C2)C(C)=CC(OC)=C1
InChi Code
InChI=1S/C15H16O4/c1-9-4-11(16)7-13(5-9)19-15-10(2)6-12(18-3)8-14(15)17/h4-8,16-17H,1-3H3
InChi Key
KXXZLMLLYMPYJE-UHFFFAOYSA-N
Origin
Fungus/Zopfia sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $329

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    Product Description

    Cyperine is a phytotoxic fungal metabolite that has been found in A. cypericola.1 It inhibits A. thaliana enoyl-acyl carrier protein reductase (ENR; IC50 = 89 μM).2 Cyperine induces necrosis in a panel of nine plant species in a leaf bioassay and inhibits root growth in A. thaliana seedlings (IC50 = 38.4 μM).3,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stierle, A., Upadhyay, R.S., and Strobel, G. Cyperine, a phytotoxin produced by Ascochyta cypericola, a fungal pathogen of Cyperus rotundus. Phytochemistry 30(7), 2191-2192 (1991).

    2. Dayan, F.E., Ferreira, D., Wang, Y.-H., et al. A pathogenic fungi diphenyl ether phytotoxin targets plant enoyl (acyl carrier protein) reductase. Plant Physiol. 174(3), 1062-1071 (2008).

    3. Venkatasubbaiah, P., Van Dyke, C.G., and Chilton, W.S. Phytotoxic metabolites of Phoma sorghina, a new foliar pathogen of pokeweed. Mycologia 84(5), 715-723 (1992).