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L-Menthol

CAT: 0013-GTR19162731-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19162731-01Size:500 mg
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Description
Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. It is a waxy, crystalline substance, clear or white in color, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (-) -menthol, which is assigned the (1R,2S,5R) configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation. . (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. (-) -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.Combination of 1α,25 (OH) 2D3 with (-) -Menthol (0.8 mM) cooperatively modulates bcl-2 and p21 expression.
CAS Number
2216-51-5
Product Name Alternative
Levomenthol | D- (-) -Menthol | l-Menthol | Levomentholum | NSC 62788 | NSC62788
Purity
>98% (HPLC)
Solubility
Soluble in Water
Smiles
O[C@H]1C (C (C) C) CCC (C) C1
Molecular Formula
C10H20O
Molecular Weight
156.27
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(1R) -2-isopropyl-5-methylcyclohexan-1-ol

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...
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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