D-Menthol

CAS# 15356-60-2

D-Menthol

Catalog No. BCN4973----Order now to get a substantial discount!

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D-Menthol: 5mg $6 In Stock
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Chemical structure

D-Menthol

3D structure

Chemical Properties of D-Menthol

Cas No. 15356-60-2 SDF Download SDF
PubChem ID 439263 Appearance Cryst.
Formula C10H20O M.Wt 156.27
Type of Compound Monoterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
SMILES CC1CCC(C(C1)O)C(C)C
Standard InChIKey NOOLISFMXDJSKH-UTLUCORTSA-N
Standard InChI InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10+/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of D-Menthol

The herbs of Mentha canadensis L.

Biological Activity of D-Menthol

DescriptionMenthol is a common compound in pharmaceutical and commercial products and a popular additive to cigarettes, it attenuates α7 mediated Ca 2+ transients in the cell body and neurite, suggests that menthol inhibits α7-nACh receptors in a noncompetitive manner. Menthol has cooling sensation in the skin, by chemically triggering the cold-sensitive TRPM8 receptors. Menthol has analgesic property, it acts as a noncompetitive antagonist of the 5-HT3 receptor.
TargetsCalcium Channel | 5-HT Receptor | AChR
In vitro

Effects of d-menthol stress on the growth of and microcystin release by the freshwater cyanobacterium Microcystis aeruginosa FACHB-905.[Pubmed: 25065786 ]

Chemosphere. 2014 Oct;113:30-5.

The effects of D-Menthol on the growth of Microcystis aeruginosa FACHB-905 and microcystin (MCY) concentration were evaluated by batch culture experiments.
METHODS AND RESULTS:
The algal biomass and the intracellular and extracellular MCY concentrations were evaluated during 5d incubation. After the D-Menthol exposure, the dry weight of the cells gradually decreased; the decrease in the dry weight after 5d exposure was 29, 12, and 2mgL(-1) when the initial cell densities were 1.4×10(7), 1.2×10(6), and 2.9×10(5)cellmL(-1), respectively. The results indicate that the D-Menthol exposure inhibited the cellular growth, thus also inhibiting the increase of the total MCY concentration. In the presence of D-Menthol, the intracellular MCY was gradually released into the medium after the cell lysis.
CONCLUSIONS:
The extracellular MCY concentration in the medium was significantly higher in the D-Menthol-exposed samples than in the control samples, confirming that D-Menthol cannot decompose the extracellular MCY.

Protocol of D-Menthol

Structure Identification
Int J Pharm. 2010 Dec 15;402(1-2):146-52.

Different effects of l- and d-menthol on the microstructure of ceramide 5/cholesterol/palmitic acid bilayers.[Pubmed: 20932885]

The optical activity of transdermal permeation enhancers is one of the crucial factors for the enhancement of drug permeation via the skin. We investigated the effects of optically active menthols on a lipid bilayer model composed of ceramide 5, cholesterol, and palmitic acid.
METHODS AND RESULTS:
We first examined the fluidizing effects of l- and D-Menthols on the lipid bilayers. The fluorescence anisotropy and thermodynamic parameters, such as the transition temperature and transition enthalpy, were significantly reduced by treatment with the optically active menthols. The effects of D-Menthol were stronger than those of l-menthol. To discuss further, we also performed a detergent insolubility study and measured wide angle X-ray scattering. The amount of liquid-ordered phase membranes in the bilayers was significantly reduced by treatment with D-Menthol. Whereas, l-menthol did not affected to the liquid-ordered phase membranes. The apparent ratio of orthorhombic hydrocarbon chain packing was substantially reduced by treatment with l-menthol.
CONCLUSIONS:
Thus, the distinct effects of optically active menthols on lipid bilayers were clarified: l-menthol acts on orthorhombic hydrocarbon chain packing with high selectivity, whereas D-Menthol has no such specific effect. These findings extend our understanding of the mechanisms by which menthols affect the intercellular lipids in the stratum corneum.

D-Menthol Dilution Calculator

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D-Menthol Molarity Calculator

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Preparing Stock Solutions of D-Menthol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.3992 mL 31.9959 mL 63.9918 mL 127.9836 mL 159.9795 mL
5 mM 1.2798 mL 6.3992 mL 12.7984 mL 25.5967 mL 31.9959 mL
10 mM 0.6399 mL 3.1996 mL 6.3992 mL 12.7984 mL 15.998 mL
50 mM 0.128 mL 0.6399 mL 1.2798 mL 2.5597 mL 3.1996 mL
100 mM 0.064 mL 0.32 mL 0.6399 mL 1.2798 mL 1.5998 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on D-Menthol

Effects of d-menthol stress on the growth of and microcystin release by the freshwater cyanobacterium Microcystis aeruginosa FACHB-905.[Pubmed:25065786]

Chemosphere. 2014 Oct;113:30-5.

The effects of D-Menthol on the growth of Microcystis aeruginosa FACHB-905 and microcystin (MCY) concentration were evaluated by batch culture experiments. The algal biomass and the intracellular and extracellular MCY concentrations were evaluated during 5d incubation. After the D-Menthol exposure, the dry weight of the cells gradually decreased; the decrease in the dry weight after 5d exposure was 29, 12, and 2mgL(-1) when the initial cell densities were 1.4x10(7), 1.2x10(6), and 2.9x10(5)cellmL(-1), respectively. The results indicate that the D-Menthol exposure inhibited the cellular growth, thus also inhibiting the increase of the total MCY concentration. In the presence of D-Menthol, the intracellular MCY was gradually released into the medium after the cell lysis. The extracellular MCY concentration in the medium was significantly higher in the D-Menthol-exposed samples than in the control samples, confirming that D-Menthol cannot decompose the extracellular MCY.

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