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(±)-Isomenthone (CAS 491-07-6)

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Alternate Names:
(2R,5R)-rel-5-Methyl-2-(1-methylethyl)-cyclohexanone; cis-5-Methyl-2-(1-methylethyl)-cyclohexanone; cis-p-Menthan-3-one
CAS Number:
491-07-6
Molecular Weight:
154.25
Molecular Formula:
C10H18O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Isomenthone has been found to exhibit antimicrobial, anti-inflammatory, and antioxidant activities. Additionally, its potential neuroprotective and anticancer effects have been examined. Isomenthone has also been recognized for its insecticidal properties, presenting a possible natural insect deterrent. The exact mode of action of isomenthone remains unclear. However, studies suggest that it might exert its beneficial effects by influencing various signaling pathways within the body. For instance, it may act to restrain the production of pro-inflammatory cytokines such as interleukin-1 beta and tumor necrosis factor-alpha. Furthermore, it has been discovered to trigger the nuclear factor erythroid 2-related factor 2 (Nrf2) pathway, which is vital in protecting cells against oxidative stress.


(±)-Isomenthone (CAS 491-07-6) References

  1. Monoterpene metabolism. Cloning, expression, and characterization of menthone reductases from peppermint.  |  Davis, EM., et al. 2005. Plant Physiol. 137: 873-81. PMID: 15728344
  2. Headspace solid-phase microextraction-gas chromatography-mass spectrometry determination of the characteristic flavourings menthone, isomenthone, neomenthol and menthol in serum samples with and without enzymatic cleavage to validate post-offence alcohol drinking claims.  |  Schulz, K., et al. 2009. Anal Chim Acta. 646: 128-40. PMID: 19523566
  3. A somaclonal variant of rose-scented geranium (Pelargonium spp.) with moderately high content of isomenthone in its essential oil.  |  Kulkarni, SS., et al. 2012. Nat Prod Commun. 7: 1223-4. PMID: 23074914
  4. Development of a Validated HPLC/Photodiode Array Method for the Determination of Isomenthone in the Aerial Parts of Ziziphora tenuior L.  |  Ghassemi, N., et al. 2013. Jundishapur J Nat Pharm Prod. 8: 180-6. PMID: 24624211
  5. Phytochemistry and bioactivity of aromatic and medicinal plants from the genus Agastache (Lamiaceae).  |  Zielińska, S. and Matkowski, A. 2014. Phytochem Rev. 13: 391-416. PMID: 24899872
  6. Pharmacological and therapeutic effects of Mentha Longifolia L. and its main constituent, menthol.  |  Mikaili, P., et al. 2013. Anc Sci Life. 33: 131-8. PMID: 25284948
  7. Research on choleretic effect of menthol, menthone, pluegone, isomenthone, and limonene in DanShu capsule.  |  Hu, G., et al. 2015. Int Immunopharmacol. 24: 191-197. PMID: 25499726
  8. Exploring the conformational landscape of menthol, menthone, and isomenthone: a microwave study.  |  Schmitz, D., et al. 2015. Front Chem. 3: 15. PMID: 25815287
  9. Evaluation of Mentha arvensis essential oil and its major constituents for fungitoxicity.  |  Makkar, MK., et al. 2018. J Food Sci Technol. 55: 3840-3844. PMID: 30150845
  10. Studies on essential oil from rose-scented geranium, Pelargonium graveolens L'Hérit. (Geraniaceae).  |  Fekri, N., et al. 2021. Nat Prod Res. 35: 2593-2597. PMID: 31679416
  11. Composition and Antibacterial Effect of Mint Flavorings in Candies and Food Supplements.  |  Kapp, K., et al. 2020. Planta Med. 86: 1089-1096. PMID: 32365392
  12. Optical Investigation of Essential Oils Using Absorbance and Photoluminescence.  |  Radomski, FAD., et al. 2021. Appl Spectrosc. 75: 1136-1145. PMID: 33464154
  13. Comprehensive two-dimensional gas chromatographic platforms comparison for exhaled breath metabolites analysis.  |  Zanella, D., et al. 2022. J Sep Sci. 45: 3542-3555. PMID: 35853166
  14. Chemical Markers and Pharmacological Characters of Pelargonium graveolens Essential Oil from Palestine.  |  Jaradat, N., et al. 2022. Molecules. 27: PMID: 36080486

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(±)-Isomenthone, 1 g

sc-488303
1 g
$53.00

(±)-Isomenthone, 50 g

sc-488303A
50 g
$139.00

I was looking at the isomenthone standard on your website and was wondering if it was a single enantiomer or a combination of the two? Thank you very much for your help.

Asked by: BrettM
This is a combination of the two.
Answered by: Technical Support
Date published: 2018-12-14
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Rated 5 out of 5 by from Very fast service!Great purchase. Shipping is very fast. The quality of product is very high.
Date published: 2019-07-17
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(±)-Isomenthone is rated 5.0 out of 5 by 1.
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