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  3. (-)-Menthol

(-)-Menthol is a key component of peppermint oil that binds and activates transient receptor potential melastatin 8 (TRPM8), a Ca2+-permeable nonselective cation channel, to increase [Ca2+]i. Antitumor activity.

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CAS No. : 2216-51-5

Size Prix Stock Quantité
Solid or liquid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
En stock
Solution
10 mM * 1 mL in DMSO En stock
Solid or liquid
500 mg En stock
1 g En stock
5 g En stock
10 g En stock
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Based on 4 publication(s) in Google Scholar

Other Forms of (-)-Menthol:

Top Publications Citing Use of Products

    (-)-Menthol purchased from MedChemExpress. Usage Cited in: Invest Ophthalmol Vis Sci. 2023 Jan 3;64(1):19.  [Abstract]

    Topical administration of the TRPM8 agonist (-)-menthol (200 µM; four times per day for 2 d) to eyes of C57BL/6J mice after debridement delayed corneal epithelial healing.
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    Description

    (-)-Menthol is a key component of peppermint oil that binds and activates transient receptor potential melastatin 8 (TRPM8), a Ca2+-permeable nonselective cation channel, to increase [Ca2+]i[1]. Antitumor activity[1].

    IC50 & Target

    TRPM8[1]

    Cellular Effect
    Cell Line Type Value Description References
    HEK293 EC50
    10.1 3
    Compound: L-Menthol
    Agonist activity at full length recombinant human TRPM8 expressed in HEK293 cells assessed as increase in intracellular Ca2+ level pre-incubated for 5 mins by Fluo4-AM dye-based fluorescence assay
    Agonist activity at full length recombinant human TRPM8 expressed in HEK293 cells assessed as increase in intracellular Ca2+ level pre-incubated for 5 mins by Fluo4-AM dye-based fluorescence assay
    [PMID: 28740604]
    CHO EC50
    95 3
    Compound: Menthol
    Agonist activity at mouse TRPA1 expressed in CHO cells assessed as increase in calcium influx by patch clamp electrophysiology method
    Agonist activity at mouse TRPA1 expressed in CHO cells assessed as increase in calcium influx by patch clamp electrophysiology method
    [PMID: 30878828]
    HEK293 EC50
    96 3
    Compound: L-Menthol
    Agonist activity at recombinant human TRPA1 expressed in HEK293 cells assessed as increase in intracellular Ca2+ level pre-incubated for 5 mins by Fluo4-AM dye-based fluorescence assay
    Agonist activity at recombinant human TRPA1 expressed in HEK293 cells assessed as increase in intracellular Ca2+ level pre-incubated for 5 mins by Fluo4-AM dye-based fluorescence assay
    [PMID: 28740604]
    CHO EC50
    56 3
    Compound: 27
    Antagonist activity at mouse TRPA1 channel expressed in CHO cells assessed as blockade of agonist-induced whole cell conductance by electrophysiology
    Antagonist activity at mouse TRPA1 channel expressed in CHO cells assessed as blockade of agonist-induced whole cell conductance by electrophysiology
    [PMID: 20356305]
    HEK293 EC50
    10.1 3
    Compound: L-Menthol
    Agonist activity at full length recombinant human TRPM8 expressed in HEK293 cells assessed as increase in intracellular Ca2+ level pre-incubated for 5 mins by Fluo4-AM dye-based fluorescence assay
    Agonist activity at full length recombinant human TRPM8 expressed in HEK293 cells assessed as increase in intracellular Ca2+ level pre-incubated for 5 mins by Fluo4-AM dye-based fluorescence assay
    [PMID: 28740604]
    HEK293 EC50
    96 3
    Compound: L-Menthol
    Agonist activity at recombinant human TRPA1 expressed in HEK293 cells assessed as increase in intracellular Ca2+ level pre-incubated for 5 mins by Fluo4-AM dye-based fluorescence assay
    Agonist activity at recombinant human TRPA1 expressed in HEK293 cells assessed as increase in intracellular Ca2+ level pre-incubated for 5 mins by Fluo4-AM dye-based fluorescence assay
    [PMID: 28740604]
    HEK293 EC50
    29 3
    Compound: Menthol
    Activity at human TRPM8 expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    Activity at human TRPM8 expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    [PMID: 17293875]
    HEK293 EC50
    34.1 3
    Compound: Menthol
    Activity at human TRPM8 H845A mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    Activity at human TRPM8 H845A mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    [PMID: 17293875]
    HEK293 EC50
    11.7 3
    Compound: Menthol
    Activity at human TRPM8 K856A mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    Activity at human TRPM8 K856A mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    [PMID: 17293875]
    HEK293 EC50
    35.3 3
    Compound: Menthol
    Activity at human TRPM8 K856R mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    Activity at human TRPM8 K856R mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    [PMID: 17293875]
    HEK293 EC50
    818 3
    Compound: Menthol
    Activity at human TRPM8 R842A mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    Activity at human TRPM8 R842A mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    [PMID: 17293875]
    HEK293 EC50
    93 3
    Compound: Menthol
    Activity at human TRPM8 R842K mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    Activity at human TRPM8 R842K mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    [PMID: 17293875]
    HEK293 EC50
    38.4 3
    Compound: Menthol
    Activity at human TRPM8 R851Q mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    Activity at human TRPM8 R851Q mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    [PMID: 17293875]
    HEK293 EC50
    38.8 3
    Compound: Menthol
    Activity at human TRPM8 R862A mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    Activity at human TRPM8 R862A mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    [PMID: 17293875]
    HEK293 EC50
    477 3
    Compound: Menthol
    Activity at human TRPM8 S4b_M mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    Activity at human TRPM8 S4b_M mutant expressed in HEK293 cells assessed as compound concentration causing leftward shift of voltage for half maximal activation
    [PMID: 17293875]
    HEK293 EC50
    30 3
    Compound: Menthol
    Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase in calcium influx by Fluo-4-AM dye based fluorescence assay
    Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase in calcium influx by Fluo-4-AM dye based fluorescence assay
    [PMID: 30878828]
    HEK293 EC50
    75 3
    Compound: Menthol
    Agonist activity at rat TRPM8 expressed in HEK293 cells assessed as increase in current amplitude at +80 mV holding potential by whole cell patch-clamp assay
    Agonist activity at rat TRPM8 expressed in HEK293 cells assessed as increase in current amplitude at +80 mV holding potential by whole cell patch-clamp assay
    [PMID: 26847872]
    HEK293 EC50
    3 3
    Compound: Menthol
    Inhibition of human TRPM8 (unknown origin) expressed in HEK293 cells assessed as inhibition of WS12-induced Ca2+ elevation by FLIPR assay
    Inhibition of human TRPM8 (unknown origin) expressed in HEK293 cells assessed as inhibition of WS12-induced Ca2+ elevation by FLIPR assay
    [PMID: 24080460]
    HEK293 IC50
    92 3
    Compound: Menthol
    Displacement of [3H]menthol from human TRPM8 expressed in HEK293 cell membranes by scintillation counting
    Displacement of [3H]menthol from human TRPM8 expressed in HEK293 cell membranes by scintillation counting
    [PMID: 17293875]
    HEK293 IC50
    19 3
    Compound: Menthol
    Displacement of [3H]menthol from human TRPM8 K856A mutant expressed in HEK293 cell membranes by scintillation counting
    Displacement of [3H]menthol from human TRPM8 K856A mutant expressed in HEK293 cell membranes by scintillation counting
    [PMID: 17293875]
    HEK293 IC50
    520 3
    Compound: Menthol
    Displacement of [3H]menthol from human TRPM8 R842A mutant expressed in HEK293 cell membranes by scintillation counting
    Displacement of [3H]menthol from human TRPM8 R842A mutant expressed in HEK293 cell membranes by scintillation counting
    [PMID: 17293875]
    In Vitro

    (-)-Menthol (Menthol ) per se does not exhibit antiproliferative activity, but it is able to enhance 1α,25(OH)2D3-mediated growth inhibition in LNCaP cells. At high (-)-Menthol concentrations above 1.6 mM, the cells begin to detach from the culture dish[1].
    (-)-Menthol (0.8 mM) can increase [Ca2+]i via transmembrane influx or store release pathways. Peak increase in [Ca2+]i was 102.3±39 nM (n=3) in (-)-Menthol alone and 124.5±51 nM (n=3) in combination of 1α,25(OH)2D3 with (-)-Menthol, respectively[1].
    Combination of 1α,25(OH)2D3 with (-)-Menthol (0.8 mM) cooperatively modulates bcl-2 and p21 expression[1].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    Masse moléculaire

    156.27

    Formule

    C10H20O

    CAS No.
    Appearance

    <41°C Solid,>44°C Liquid

    Color

    Colorless to off-white

    SMILES

    O[C@H]1[C@H](C(C)C)CC[C@@H](C)C1

    Structure Classification
    Initial Source
    Livraison

    Room temperature in continental US; may vary elsewhere.

    Stockage

    Store at room temperature 3 years

    In solvent -80°C 2 years
    -20°C 1 year
    Solvant et solubilité
    In Vitro: 

    DMSO : 100 mg/mL (639.92 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

    H2O : 1.89 mg/mL (12.09 mM; ultrasonic and warming and heat to 60°C)

    Preparing
    Stock Solutions
    Concentration Solvent Mass 1 mg 5 mg 10 mg
    1 mM 6.3992 mL 31.9959 mL 63.9918 mL
    5 mM 1.2798 mL 6.3992 mL 12.7984 mL
    View the Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.

    * Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

    • Calculateur de molarité

    • Calculateur de dilution

    Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

    Mass
    =
    Concentration
    ×
    Volume
    ×
    Molecular Weight *

    Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

    This equation is commonly abbreviated as: C1V1 = C2V2

    Concentration (start)

    C1

    ×
    Volume (start)

    V1

    =
    Concentration (final)

    C2

    ×
    Volume (final)

    V2

    In Vivo:

    Select the appropriate dissolution method based on your experimental animal and administration route.

    For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
    To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
    The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

    • Protocol 1

      Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

      Solubility: ≥ 2.5 mg/mL (16.00 mM); Clear solution

      This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

      Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
    • Protocol 2

      Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

      Solubility: ≥ 2.5 mg/mL (16.00 mM); Clear solution

      This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

      Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
    In Vivo Dissolution Calculator
    Please enter the basic information of animal experiments:

    Dosage

    mg/kg

    Animal weight
    (per animal)

    g

    Dosing volume
    (per animal)

    μL

    Number of animals

    Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
    Please enter your animal formula composition:
    %
    DMSO +
    +
    %
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    %
    Saline
    Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
    The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
    Calculation results:
    Working solution concentration: mg/mL
    Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
    The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
    Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
     If the continuous dosing period exceeds half a month, please choose this protocol carefully.
    Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
    Pureté et documentation

    Purity: 99.79%

    Références

    Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.

    Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
    H2O / DMSO 1 mM 6.3992 mL 31.9959 mL 63.9918 mL 159.9795 mL
    5 mM 1.2798 mL 6.3992 mL 12.7984 mL 31.9959 mL
    10 mM 0.6399 mL 3.1996 mL 6.3992 mL 15.9980 mL
    DMSO 15 mM 0.4266 mL 2.1331 mL 4.2661 mL 10.6653 mL
    20 mM 0.3200 mL 1.5998 mL 3.1996 mL 7.9990 mL
    25 mM 0.2560 mL 1.2798 mL 2.5597 mL 6.3992 mL
    30 mM 0.2133 mL 1.0665 mL 2.1331 mL 5.3327 mL
    40 mM 0.1600 mL 0.7999 mL 1.5998 mL 3.9995 mL
    50 mM 0.1280 mL 0.6399 mL 1.2798 mL 3.1996 mL
    60 mM 0.1067 mL 0.5333 mL 1.0665 mL 2.6663 mL
    80 mM 0.0800 mL 0.3999 mL 0.7999 mL 1.9997 mL
    100 mM 0.0640 mL 0.3200 mL 0.6399 mL 1.5998 mL

    * Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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    Nom du produit:
    (-)-Menthol
    Cat. No.:
    HY-75161
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