Structure Database (LMSD)
Common Name
(-)-Menthol
Systematic Name
Synonyms
3D model of (-)-Menthol
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Level 4 Class
Biological Context
(±)-Menthol is a racemic mixture of the monoterpene alcohols (–)-menthol and (+)-menthol , which have been found in Cannabis.1 (–)-Menthol is more common than (+)-menthol in nature and exhibits analgesic, antibacterial, and anticancer properties, as well as inhibits cholinesterase.2 (+)-Menthol inhibits the growth of F. verticillioides (MIC = 1.5 mM) but, unlike (–)-menthol, does not exhibit analgesic, antibacterial, anticancer, or cholinesterase inhibitory activities.2,3
This information has been provided by Cayman Chemical
References
2. Dambolena, J.S., López, A.G., Rubinstein, H.R., et al. Effects of menthol stereoisomers on the growth, sporulation and fumonisin B1 production of Fusarium verticillioides. Food Chem. 123(1), 165-170 (2010).
3. Elzinga, S., Fischedick, J., Podkolinski, R., et al. Cannabinoids and terpenes as chemotaxonomic markers in Cannabis. Nat. Prod. Chem. Res. 3(4), 181 (2015).
String Representations
InChiKey (Click to copy)
NOOLISFMXDJSKH-KXUCPTDWSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@@H]1(C(C)C)CC[C@@H](C)C[C@H]1O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
11
Rings
1
Aromatic Rings
0
Rotatable Bonds
1
Van der Waals Molecular Volume
177.99
Topological Polar Surface Area
20.23
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
1
logP
2.73
Molar Refractivity
47.86
Admin
Created at
-
Updated at
-