Menthol

SKU: orb1308707

Description

(-)-Menthol (Levomenthol) is the levorotatory isomer of menthol, used as a flavor enhancer and topical analgesic. In research, it is applied in studies of TRPM8 ion channel activation and investigated for its pharmacological effects in both in vitro cellular models and in vivo pain perception experiments.

Research Area

Neuroscience

Key Properties

• CAS Number: 2216-51-5
• MW: 156.3
• Purity: 99.01% (May vary between batches)
• Formula: C₁₀H₂₀O
• SMILES: [C@H](C)(C)[C@H]1[C@H](O)C[C@H](C)CC1
• Target: Ion channel
• Solubility: 10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (12.8 mM);H2O:13 mg/mL (83.19 mM);DMSO:50 mg/mL (319.96 mM);Ethanol:29 mg/mL (185.58 mM)

Bioactivity

• 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..
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• 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.
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• Cell Research:
  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)
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Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

L-Menthol; (-)-Menthol; NSC 62788

Compound Identifiers

PubChem CID

16666