| Size | Price | |
|---|---|---|
| Other Sizes |
| Targets |
Piperitone does not have a single defined target. It exhibits insecticidal activity against Cymbopogon schoenanthus adults, newly laid eggs, and neonate larvae. It has antimicrobial activity against E. coli, P. aeruginosa, S. typhimurium, and S. aureus. It also acts as a repellent. Piperitone inhibits trichothecene production by Fusarium graminearum.
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|---|---|
| ln Vitro |
Cymbopogon schoenanthus (C. schoenanthus) produced piperitone, which was isolated[1].
In vitro, piperitone exhibits antimicrobial activity against E. coli, P. aeruginosa, S. typhimurium, and S. aureus in agar diffusion assays. It has insecticidal activity against Cymbopogon schoenanthus, with toxicity to adults, eggs, and larvae. It also inhibits trichothecene production by Fusarium graminearum. It enhances the antibacterial activity of nitrofurantoin. |
| ln Vivo |
Callosobruchus maculatus (C. maculatus) at various developmental stages are used to test the insecticidal activity of crude essential oil extracted from Cymbopogon schoenanthus and of its principal constituent, piperitone. Adult C. maculatus is toxic to piperitone; the LC50 value is 1.6 μL/L. While piperitone is less harmful to individuals growing inside the seeds than the crude extract, it still inhibits the development of freshly laid eggs and neonate larvae. The most potent ovicidal activity is seen in piperitone. At 6.7 μL/L, every egg was destroyed. All of the neonate larvae are killed by piperitone (10 μM)[1].
Piperitone is not a pharmacologically approved drug. It is a natural product with insecticidal and antimicrobial properties. It has not been evaluated in clinical trials for therapeutic use. |
| Enzyme Assay |
In vitro assays for piperitone typically involve antimicrobial susceptibility testing and insecticidal activity assays. A standard protocol for antimicrobial activity involves culturing bacteria in agar plates and applying piperitone to measure inhibition zones. For insecticidal activity, insects are exposed to varying concentrations of piperitone, and mortality is assessed.
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| Cell Assay |
In vitro cell culture experiments are not performed with piperitone, as it is primarily an insecticide and antimicrobial agent.
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| Animal Protocol |
Animal/Disease Models: Fifty pairs of C. maculatus adults[1]
Doses: 6.7, 10, 16.7 or 33.3 μL/L Route of Administration: 24 hrs (hours) Experimental Results: Piperiton was more toxic than crude oil because the LC50 recorded was 1.6 μL/L for Piperitone vs. 2.7 μL/L for the crude oil. In vivo animal studies are not conducted with piperitone in mammals. It is used in insect studies to assess its insecticidal and repellent effects. |
| ADME/Pharmacokinetics |
Pharmacokinetic properties of piperitone are not characterized, as it is not a drug substance. The compound is not intended for human exposure.
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| Toxicity/Toxicokinetics |
Piperitone may cause skin and eye irritation. Standard laboratory safety precautions should be followed when handling this compound, including the use of gloves, safety glasses, and working in a fume hood.
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| References | |
| Additional Infomation |
Piperitone is a p-menthane monoterpene with the structure cyclohexyl-2-en-1-one, substituted with a methyl group at the 3-position and an isopropyl group at the 6-position. It is a volatile oil component and a plant metabolite. It is a p-menthane monoterpene and a cyclic terpene ketone. Piperitone has been reported in Piper ossanum, Minthostachys mollis, and other organisms with relevant data. See also: (+)-Piperitone (note moved here).
Piperitone is a monoterpenoid with insecticidal, repellent, antimicrobial, and antifungal activities. It has not undergone clinical trials and is not approved as a pharmaceutical. |
| Molecular Formula |
C10H16O
|
|---|---|
| Molecular Weight |
152.23
|
| Exact Mass |
152.12
|
| Elemental Analysis |
C, 78.90; H, 10.59; O, 10.51
|
| CAS # |
89-81-6
|
| PubChem CID |
6987
|
| Appearance |
Colorless to light yellow liquid
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| Density |
0.93g/cm3
|
| Boiling Point |
233ºC
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| Melting Point |
< 25 °C
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| Flash Point |
90.9ºC
|
| Index of Refraction |
-60 ° (C=4, benzene)
|
| LogP |
2.567
|
| Hydrogen Bond Donor Count |
0
|
| Hydrogen Bond Acceptor Count |
1
|
| Rotatable Bond Count |
1
|
| Heavy Atom Count |
11
|
| Complexity |
189
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
O=C1C(C(C)C)CCC(C)=C1
|
| InChi Key |
YSTPAHQEHQSRJD-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3
|
| Chemical Name |
3-methyl-6-propan-2-ylcyclohex-2-en-1-one
|
| Synonyms |
3 Carvomenthenone; Piperitone; 3-Carvomenthenone; NSC251528; NSC 251528; NSC-251528
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
DMSO: 100 mg/mL (656.90 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (16.42 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (16.42 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (16.42 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 6.5690 mL | 32.8450 mL | 65.6901 mL | |
| 5 mM | 1.3138 mL | 6.5690 mL | 13.1380 mL | |
| 10 mM | 0.6569 mL | 3.2845 mL | 6.5690 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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