Structure Database (LMSD)

Common Name
(-)-Menthol
Systematic Name
Synonyms
LM ID
LMPR0102090001
Formula
Exact Mass
Calculate m/z
156.151415
Status
Curated



Classification

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

Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
GuidePharm ID

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

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Updated at
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