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(-) -Menthol

CAT: 0804-HY-75161-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-75161-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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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].
CAS Number
2216-51-5
UNSPSC
12352211
Hazard Statement
H315, H319
Target
Endogenous Metabolite; TRP Channel
Type
Natural Products
Related Pathways
Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/_-_-Menthol.html
Purity
99.88
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : 1.89 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O[C@H]1[C@H](C(C)C)CC[C@@H](C)C1
Molecular Formula
C10H20O
Molecular Weight
156.27
Precautions
H315, H319
References & Citations
[1]Park EJ, et al. Menthol Enhances an Antiproliferative Activity of 1alpha,25-Dihydroxyvitamin D (3) in LNCaP Cells. J Clin Biochem Nutr. 2009 Mar;44 (2) :125-30.
Shipping Conditions
Room Temperature
Storage Conditions
Store at room temperature 3 years
Scientific Category
Natural Products
Clinical Information
Launched

Chemical Information

(-)-Menthol

(-)-menthol is a p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer. It has a role as an antitussive, an antispasmodic drug and an antipruritic drug. It is an enantiomer of a (+)-menthol.

CAS Number2216-51-5
PubChem CID16666
IUPAC Name(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
Molecular FormulaC10H20O
Molecular Weight156.26
XLogP3
Topological Polar Surface Area20.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Heavy Atom Count11
Formal Charge0
Complexity120
SMILES
C[C@@H]1CC[C@H]([C@@H](C1)O)C(C)C
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
InChIKey
NOOLISFMXDJSKH-KXUCPTDWSA-N
Chemical Structure
2D Structure
2D structure of (-)-Menthol
CAS: 2216-51-5
CID: 16666
Formula: C10H20O
MW: 156.26
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight156.26
XLogP33
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Exact Mass156.151415257
Monoisotopic Mass156.151415257
Topological Polar Surface Area20.2 Ų
Heavy Atom Count11
Formal Charge0
Complexity120
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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