A monoterpenoid with diverse biological activities
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Piperitone

Item No. 33490

Technical Information
Formal Name
3-methyl-6-(1-methylethyl)-2-cyclohexen-1-one
CAS Number
89-81-6
Synonyms
  • 3-Carvomenthenone
  • NSC 251528
Molecular Formula
C10H16O
Formula Weight
Purity
≥90%
A liquid
Ethanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:6): 0.14 mg/ml
λmax
234 nm
SMILES
O=C1C=C(CCC1C(C)C)C
InChi Code
InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3
InChi Key
YSTPAHQEHQSRJD-UHFFFAOYSA-N
Origin
Plant/Ocimum gratissimum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Piperitone is a monoterpenoid that has been found in Mentha and has diverse biological activities.1,2,3,4 It is active against E. coli, P. aeruginosa, S. typhimurium, S. aureus, R. leguminosarum, and B. subtilis in agar diffusion assays.1 Piperitone enhances the antibacterial activity of nitrofurantoin (Item No. 23510) against several nitrofurantoin-resistant species of Enterobacteriaceae, including C. freundii, E. coli, and S. marcescens, by 3- to 20-fold.2 It exhibits feeding deterrent and repellent activities against ants (Crematogaster) with 80% deterrence index (D80) and 80% repellent index (R80) values of 0.13 µg/µl and 8.9 µg/cm2, respectively.3 Piperitone is insecticidal against C. maculatus eggs, larvae, and adults.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sivropoulou, A., Kokkini, S., Lanaras, T., et alAntimicrobial activity of mint essential oils. J. Agric. Food Chem. 43(9), 2384-2388 (1995).

    2. Shahverdi, A.R., Rafii, F., Tavassoli, F., et alPiperitone from Mentha longifolia var. chorodictya Rech F. reduces the nitrofurantoin resistance of strains of Enterobacteriaceae. Phytother. Res. 18(11), 911-914 (2004).

    3. Bowers, W.S., Ortego, F., You, X., et alInsect repellents from the Chinese prickly ash Zanthoxylum bungeanum. J. Nat. Prod. 56(6), 935-938 (1993).

    4. Ketoh, G.K., Koumaglo, H.K., Glitho, I.A., et alComparative effects of Cymbopogon schoenanthus essential oil and piperitone on Callosobruchus maculatus development. Fitoterapia 77(7-8), 506-510 (2006).