D-Menthol | CAS:15356-60-2 | Manufacturer ChemFaces

D-Menthol

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Description:

Menthol 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.

Targets:

Calcium Channel | 5-HT Receptor | AChR

In vitro:

Chemosphere. 2014 Oct;113:30-5.

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

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.

D-Menthol Description

Source:	The herbs of Mentha canadensis L.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

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.

Product Name	D-Menthol
Price:	$30 / 20mg
CAS No.:	15356-60-2
Catalog No.:	CFN98125
Molecular Formula:	C₁₀H₂₀O
Molecular Weight:	156.27 g/mol
Purity:	>=98%
Type of Compound:	Monoterpenoids
Physical Desc.:	Cryst.
Source:	The herbs of Mentha canadensis L.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Inhibitors Compound Library Monoterpenoids Compound Library Calcium Channel Inhibitor Library AChR Inhibitor Library 5-HT Receptor Inhibitor Library

	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

CFN98124	(1S)-(+)-Menthyl chloroformate	7635-54-3	218.72	C₁₁H₁₉ClO₂
CFN98127	(+)-Isopulegol	104870-56-6	154.25	C₁₀H₁₈O
CFN99160	DL-Menthol	15356-70-4	156.27	C₁₀H₂₀O
CFN98633	p-Menth-1-ene-3,6-diol	4031-55-4	170.3	C₁₀H₁₈O₂
CFN99604	Eucamalol	145544-91-8	168.2	C₁₀H₁₆O₂
CFN93050	Limonene	138-86-3	136.2	C₁₀H₁₆
CFN91601	(R)-(-)-alpha-Phellandrene	4221-98-1	136.23	C₁₀H₁₆
CFN93280	Menthone	10458-14-7	154.3	C₁₀H₁₈O
CFN93286	Pulegone	89-82-7	152.2	C₁₀H₁₆O
CFN91649	(-)Isopulegone	17882-43-8	152.23	C₁₀H₁₆O