A pyranone with antifungal and insecticidal activities
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Pogostone

Item No. 27812

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroxy-6-methyl-3-(4-methyl-1-oxopentyl)-2H-pyran-2-one
CAS Number
23800-56-8
Molecular Formula
C12H16O4
Formula Weight
224.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1.6mg/mLDMSO: 3mg/mLEthanol: 3mg/mLEthanol:PBS (pH 7.2) (1:5): 0.16mg/mL
λmax
224, 310 nm
SMILES
CC(C)CCC(C1=C(O)C=C(C)OC1=O)=O
InChi Code
InChI=1S/C12H16O4/c1-7(2)4-5-9(13)11-10(14)6-8(3)16-12(11)15/h6-7,14H,4-5H2,1-3H3
InChi Key
AJFJTORMMHWKFW-UHFFFAOYSA-N
Origin
Plant/Pogostemonis herba
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $85

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    25 mg

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    50 mg

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    100 mg

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    Cayman Chemical
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    Product Description

    Pogostone is a pyranone that has been found in the essential oil of P. cablin, also known as patchouli oil, and has antifungal and insecticidal activities.1 It is active against a laboratory strain and clinical isolates of C. albicans (MICs = 49 and 12-97 µg/ml, respectively). It reduces fungal load in the vagina in a mouse model of fluconazole-resistant vulvovaginal candidiasis when administered at topical doses of 1, 2, and 4 mg/kg per day or oral doses of 20, 40, and 80 mg/kg per day.2 Pogostone is toxic to S. exigua and S. litura larvae with LC50 values of 545.61 and 986.88 mg/L for dietary administration and 519.48 and 1,041.42 mg/L for contact application.3 It also has antifeedant activity against third instar larvae against S. exigua and S. litura.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yi, Y.-Y., He, J.-J., Su, J.-Q., et al. Synthesis and antimicrobial evaluation of pogostone and its analogues. Fitoterapia 84, 135-139 (2013).

    2. Li, Y.-C., Liang, H.-C., Chen, H.-M., et al. Anti-Candida albicans activity and pharmacokinetics of pogostone isolated from Pogostemonis Herba. Phytomedicine 20(1), 77-83 (2012).

    3. Huang, S.-H., Xian, J.-D., Kong, S.-Z., et al. Insecticidal activity of pogostone against Spodoptera litura and Spodoptera exigua (Lepidoptera: Noctuidae). Pest Manag. Sci. 70(3), 510-516 (2014).