Piperitone
featured

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 464418

CAS#: 89-81-6

Description: Piperitone is a monoterpenoid that has been found in Mentha and has diverse biological activities. It is active against E. coli, P. aeruginosa, S. typhimurium, S. aureus, R. leguminosarum, and B. subtilis in agar diffusion assays. Piperitone enhances the antibacterial activity of nitrofurantoin against several nitrofurantoin-resistant species of Enterobacteriaceae, including C. freundii, E. coli, and S. marcescens, by 3- to 20-fold. 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. Piperitone is insecticidal against C. maculatus eggs, larvae, and adults.


Chemical Structure

img
Piperitone
CAS# 89-81-6

Theoretical Analysis

MedKoo Cat#: 464418
Name: Piperitone
CAS#: 89-81-6
Chemical Formula: C10H16O
Exact Mass: 152.12
Molecular Weight: 152.237
Elemental Analysis: C, 78.90; H, 10.59; O, 10.51

Price and Availability

Size Price Availability Quantity
25mg USD -2 2 Weeks
200mg USD -2 2 Weeks
500mg USD -2 2 Weeks
1g USD -2 2 Weeks
2g USD -2 2 Weeks
5mg USD 210 2 Weeks
10mg USD 350 2 Weeks
50mg USD 640 2 Weeks
100mg USD 940 2 Weeks
Bulk inquiry

Synonym: Piperitone; 3-Carvomenthenone; 3 Carvomenthenone; NSC 251528; NSC251528; NSC-251528;

IUPAC/Chemical Name: 6-isopropyl-3-methylcyclohex-2-en-1-one

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

SMILES Code: O=C1C=C(C)CCC1C(C)C

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Biological target: Piperitone is a powerful repellent and antiappetent agent.
In vitro activity: TBD
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Ethanol 30.0 197.06
Ethanol:PBS (pH 7.2) (1:6) 0.1 0.92
DMSO 100.0 656.87

Preparing Stock Solutions

The following data is based on the product molecular weight 152.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: TBD
In vitro protocol: TBD
In vivo protocol: TBD

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Bai X, Liu L, Zhang J, Chen L, Wu T, Aisa HA, Maiwulanjiang M. Spectrum- effect relationship between GC-QTOF-MS fingerprint and antioxidant, anti- inflammatory activities of Schizonepeta tenuifolia essential oil. Biomed Chromatogr. 2021 Feb 27:e5106. doi: 10.1002/bmc.5106. Epub ahead of print. PMID: 33638568.

2: Hou Z, Liu J, Cai M, Liu Y, Mu L, Gao Y, Wanapat M, Huang B. Enriching the nutritive value of marigold (Tagetes erecta L) crop residues as a ruminant feed by lactic acid bacteria during ensilage. BMC Vet Res. 2021 Feb 12;17(1):74. doi: 10.1186/s12917-021-02762-8. PMID: 33579276; PMCID: PMC7881656.

3: Fei X, Qi Y, Lei Y, Wang S, Hu H, Wei A. Transcriptome and Metabolome Dynamics Explain Aroma Differences between Green and Red Prickly Ash Fruit. Foods. 2021 Feb 10;10(2):391. doi: 10.3390/foods10020391. PMID: 33579038; PMCID: PMC7916813.

4: Nishida T, Satoh K, Kamigaito M. Biobased Polymers via Radical Homopolymerization and Copolymerization of a Series of Terpenoid-Derived Conjugated Dienes with exo-Methylene and 6-Membered Ring. Molecules. 2020 Dec 12;25(24):5890. doi: 10.3390/molecules25245890. PMID: 33322773; PMCID: PMC7763260.

5: Debbabi H, El Mokni R, Nardoni S, Chaieb I, Maggi F, Nzekoue FK, Caprioli G, Hammami S. Chemical diversity and biological activities of essential oils from native populations of Clinopodium menthifolium subsp. ascendens (Jord.) Govaerts. Environ Sci Pollut Res Int. 2021 Mar;28(11):13624-13633. doi: 10.1007/s11356-020-11523-3. Epub 2020 Nov 14. PMID: 33190203.

6: Verdeguer M, Roselló J, Castell V, Llorens JA, Santamarina MP. Cherry tomato and persimmon kaki conservation with a natural and biodegradable film. Curr Res Food Sci. 2019 Dec 12;2:33-40. doi: 10.1016/j.crfs.2019.11.005. Erratum in: Curr Res Food Sci. 2020 Apr 16;3:339-340. PMID: 32914109; PMCID: PMC7473364.

7: Dehyab AS, Bakar MFA, AlOmar MK, Sabran SF. A review of medicinal plant of Middle East and North Africa (MENA) region as source in tuberculosis drug discovery. Saudi J Biol Sci. 2020 Sep;27(9):2457-2478. doi: 10.1016/j.sjbs.2020.07.007. Epub 2020 Jul 10. PMID: 32884430; PMCID: PMC7451596.

8: Chaves RDSB, Martins RL, Rodrigues ABL, Rabelo ÉM, Farias ALF, Brandão LB, Santos LL, Galardo AKR, de Almeida SSMDS. Evaluation of larvicidal potential against larvae of Aedes aegypti (Linnaeus, 1762) and of the antimicrobial activity of essential oil obtained from the leaves of Origanum majorana L. PLoS One. 2020 Jul 17;15(7):e0235740. doi: 10.1371/journal.pone.0235740. PMID: 32678859; PMCID: PMC7367459.

9: Byers JA, Maoz Y, Fefer D, Levi-Zada A. Semiochemicals Affecting Attraction of Ambrosia Beetle Euwallacea fornicatus (Coleoptera: Curculionidae: Scolytinae) to Quercivorol: Developing Push-Pull Control. J Econ Entomol. 2020 Oct 16;113(5):2120-2127. doi: 10.1093/jee/toaa127. PMID: 32596735.

10: Ahadi N, Torabbeigi M, Aghaiee Meibodei Z, Safatian F. Volatile Components of Haplophyllum canaliculatum Boiss. by Different Extraction Procedures. J Anal Methods Chem. 2020 May 30;2020:4202871. doi: 10.1155/2020/4202871. PMID: 32566357; PMCID: PMC7277027.

11: Iraji A, Yazdanpanah S, Alizadeh F, Mirzamohammadi S, Ghasemi Y, Pakshir K, Yang Y, Zomorodian K. Screening the antifungal activities of monoterpenes and their isomers against Candida species. J Appl Microbiol. 2020 Dec;129(6):1541-1551. doi: 10.1111/jam.14740. Epub 2020 Jul 9. PMID: 32506599.

12: Debbabi H, Mokni RE, Chaieb I, Nardoni S, Maggi F, Caprioli G, Hammami S. Chemical Composition, Antifungal and Insecticidal Activities of the Essential Oils from Tunisian Clinopodium Nepeta Subsp. nepeta and Clinopodium Nepeta Subsp. Glandulosum. Molecules. 2020 May 2;25(9):2137. doi: 10.3390/molecules25092137. PMID: 32370305; PMCID: PMC7249092.

13: Chiou TY, Nomura S, Konishi M, Liao CS, Shimotori Y, Murata M, Ohtsu N, Kohari Y, Lee WJ, Tsai TY, Nagata Y, Saitoh T. Conversion and Hydrothermal Decomposition of Major Components of Mint Essential Oil by Small-Scale Subcritical Water Treatment. Molecules. 2020 Apr 22;25(8):1953. doi: 10.3390/molecules25081953. PMID: 32331471; PMCID: PMC7221780.

14: Singh N, Singh HP, Batish DR, Kohli RK, Yadav SS. Chemical characterization, phytotoxic, and cytotoxic activities of essential oil of Mentha longifolia. Environ Sci Pollut Res Int. 2020 Apr;27(12):13512-13523. doi: 10.1007/s11356-020-07823-3. Epub 2020 Feb 5. PMID: 32303127.

15: Aminkhani A, Sharifi S, Ekhtiyari S. Achillea filipendulina Lam.: Chemical Constituents and Antimicrobial Activities of Essential Oil of Stem, Leaf, and Flower. Chem Biodivers. 2020 May;17(5):e2000133. doi: 10.1002/cbdv.202000133. Epub 2020 Apr 29. PMID: 32239617.

16: Thibaud F, Courregelongue M, Darriet P. Contribution of Volatile Odorous Terpenoid Compounds to Aged Cognac Spirits Aroma in a Context of Multicomponent Odor Mixtures. J Agric Food Chem. 2020 Nov 25;68(47):13310-13318. doi: 10.1021/acs.jafc.9b06656. Epub 2020 Feb 21. PMID: 32052967.

17: Yener I, Yilmaz MA, Olmez OT, Akdeniz M, Tekin F, Hasimi N, Alkan MH, Ozturk M, Ertas A. A Detailed Biological and Chemical Investigation of Sixteen Achillea Species' Essential Oils via Chemometric Approach. Chem Biodivers. 2020 Mar;17(3):e1900484. doi: 10.1002/cbdv.201900484. Epub 2020 Feb 20. PMID: 31999042.

18: Masila VM, Ndakala AJ, Byamukama R, Midiwo JO, Kamau RW, Wang M, Kumarihamy M, Zhao J, Heydreich M, Muhammad I. Synthesis, structural assignments and antiinfective activities of 3-O-benzyl-carvotacetone and 3-hydroxy-2-isopropyl-5-methyl-p-benzoquinone. Nat Prod Res. 2020 Jan 30:1-9. doi: 10.1080/14786419.2020.1716346. Epub ahead of print. PMID: 31997645.

19: Yagi S, Mohammed ABA, Tzanova T, Schohn H, Abdelgadir H, Stefanucci A, Mollica A, Zengin G. Chemical profile, antiproliferative, antioxidant, and enzyme inhibition activities and docking studies of Cymbopogon schoenanthus (L.) Spreng. and Cymbopogon nervatus (Hochst.) Chiov. from Sudan. J Food Biochem. 2020 Feb;44(2):e13107. doi: 10.1111/jfbc.13107. Epub 2019 Dec 6. PMID: 31808956.

20: El-Mustapha L, Abderrafea E, Ayoub K, Abdelaziz A, El Hassan EM. Toxicity of essential oils obtained from Juniperus thurifera var. africana and Mentha suaveolens subsp. timija chemotypes against pre-adult stages of Hyalomma aegyptium tick (Acari: Ixodidae). Nat Prod Res. 2019 Oct 17:1-6. doi: 10.1080/14786419.2019.1677658. Epub ahead of print. PMID: 31621402.