(-)-Menthol

Catalog No.S4714 Synonyms: L-Menthol|Levomenthol|Menthomenthol|Menthacamphor

(-)-Menthol Chemical Structure

Molecular Weight(MW): 156.27

(-)-Menthol is a levo isomer of menthol and used as a cooling agent that strongly activates TRPM8.

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Biological Activity

Description (-)-Menthol is a levo isomer of menthol and used as a cooling agent that strongly activates TRPM8.
In vitro

(-)-Menthol induces cytotoxicity against murine leukemia WEHI-3 cells in vitro in a dosedependent manner. (-)-Menthol inhibits the growth of rat liver epithelial tumor cells and acts as a potent chemopreventive agent during DMBA initiation of rat mammary tumors. (-)-menthol inhibits N-acetyltransferase activity. It also is found to inhibit the DNA topoisomerase I, II alpha and beta and to promote NF-kappaB expression in human gastric cancer SNU-5 cells. Additionally, (-)-menthol induces human promyelocytic leukemia HL-60 cell death through the Ca2+ release from the endoplasmic reticulum[1].

In vivo The effects of (-)-menthol on WEHI-3 cells in vivo (BALB/c mice) were also examined, and it was observed that the Mac-3 and CD11b markers were decreased, indicating inhibition of differentiation of the precursor of macrophage and granulocyte. The weights of liver and spleen samples from mice treated with (-)-menthol were found to be decreased compared to untreated animals. (-)-Menthol has been shown to be toxic in animals, but in humans, it is considered to be safe, with a small cardio-accelerating effect. At high doses (-)-menthol may exert a depressant effect on the central nervous system in rodents. (-)-menthol statistically decreases the weights of the liver and spleen in the examined animals and also decreases the percentage of MAC-3 and CD11b cells in the blood.[1].

Protocol

Cell Research:

[1]

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  • Cell lines: Murine leukemia cell line (WEHI-3)
  • Concentrations: 0, 25, 50, 75 and 100 μM
  • Incubation Time: 24 h
  • Method:

    Approximately 2x105 cells (WEHI-3) are incubated in 12-well plates containing medium for 24 h without (control) or with various concentrations (0, 25, 50, 75 and 100 μM) of (-)-menthol. The cells are harvested and washed with PBS before PI staining. The percentage of viable WEHI-3 cells is determined by trypan blue exclusion and flow cytometry.


    (Only for Reference)
Animal Research:

[1]

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  • Animal Models: Male BALB/c mice
  • Formulation: olive oil
  • Dosages: 1 mg/kg or 10 mg/kg
  • Administration: Oral administration
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 31 mg/mL (198.37 mM)
Ethanol 31 mg/mL (198.37 mM)
Water 16 mg/mL (102.38 mM)

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 156.27
Formula

C10H20O

CAS No. 2216-51-5
Storage powder
in solvent
Synonyms L-Menthol|Levomenthol|Menthomenthol|Menthacamphor

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT03132142 Recruiting Pain|Pruritus|Neuropathic Pain|Dermatology/Skin - Other Aalborg University April 2017 Not Applicable
NCT02653703 Completed Inflammation|Pruritus|Hyperalgesia Aalborg University October 2014 Not Applicable

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID