Category
Heterocyclic Organic Compound
Description
Menthol is an organic compound made synthetically or obtained from corn mint, 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. Menthol also acts as a weak kappa opioid receptor agonist.
Synonyms
(1S,2R,5S)-5-Methyl-2-propan-2-yl-1-cyclohexanol
IUPAC Name
(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
Canonical SMILES
CC1CCC(C(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
InChI Key
NOOLISFMXDJSKH-KXUCPTDWSA-N
Boiling Point
212 °C (lit.)
Melting Point
41-45 °C (lit.)
Solubility
Very soluble in alcohol and volatile oils; slightly soluble in water
Isomeric SMILES
C[C@@H]1CC[C@H]([C@@H](C1)O)C(C)C
Monoisotopic Mass
156.151415257
Refractive Index
n20/D 1.46(lit.)
Safety Description
26-39-37/39-36
Storage Conditions
Below +30 °C
Supplemental Hazard Statements
H315-H303-H318-H335
Topological Polar Surface Area
20.2 Ų