A bacterial metabolite with insecticidal and antimicrobial activities
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Piericidin B

Item No. 33721

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3-dimethoxy-6-[(2E,5E,7E,9R,10R,11E)-10-methoxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraen-1-yl]-5-methyl-4-pyridinol
CAS Number
16891-54-6
Molecular Formula
C26H39NO4
Formula Weight
429.6
Purity
≥98%
Formulation (Request formulation change)
A solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
λmax
239 nm
SMILES
COC1=C(O)C(C)=C(C/C=C(C)/C/C=C/C(C)=C/[C@H]([C@@H](OC)/C(C)=C/C)C)N=C1OC
InChi Code
InChI=1S/C26H39NO4/c1-10-19(4)24(29-7)20(5)16-18(3)13-11-12-17(2)14-15-22-21(6)23(28)25(30-8)26(27-22)31-9/h10-11,13-14,16,20,24H,12,15H2,1-9H3,(H,27,28)/b13-11+,17-14+,18-16+,19-10+/t20-,24+/m1/s1
InChi Key
PTKGTYKMTXCJOK-DDSKRPRESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    Product Description

    Piericidin B is a bacterial metabolite that has been found in S. mobaraensis and has insecticidal and antimicrobial activities.1,2,3 It inhibits NADH oxidase activity in isolated bovine heart mitochondria and inhibits respiration in isolated rat liver mitochondria and isolated cockroach (P. americana) muscle mitochondria.2,3 Topical application of piericidin B (4 µg/insect) induces mortality in 87.5% of houseflies (M. domestica).1 It induces 93.3, 100, and 100% mortality in rice stem borer (C. simples), silkworm (B. mori), and green caterpillar (P. rapae) larvae, respectively, when applied at respective concentrations of 60, 4.8, and 96 µg/larva. Piericidin B is active against the fungi T. asteroides, T. rubrum, M. gypseum, and C. neoforms (MICs = 20, 10, 20, and 2 µg/ml, respectively), as well as the bacteria M. luteus and P. vulgaris (MICs = 50 and 100 µg/ml, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Takahashi, N., Suzuki, A., Kimura, Y., et al. Isolation, structure and physiological activities of piericidin B, natural Insecticide produced by a Streptomyces. Agr. Biol. Chem. 32(9), 1115-1122 (1968).

    2. Jeng, M., Hall, C., Crane, F.L., et al. Inhibition of mitochondrial electron transport by piericidin A and related compounds. Biochemistry 7(4), 1311-1322 (1968).

    3. Mitsui, T., Fukami, J.-I., Fukunaga, K., et al. Studies on piericidin. I. : Effects of piericidin A and B on mitochondrial electron transport in insect muscle comparing with rotenone. Sci. Insect Control 34(3), 126-134 (1969).