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Details

Stereochemistry RACEMIC
Molecular Formula C10H20O
Molecular Weight 156.2652
Optical Activity ( + / - )
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RACEMENTHOL

SMILES

CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O

InChI

InChIKey=NOOLISFMXDJSKH-KXUCPTDWSA-N
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

HIDE SMILES / InChI

Description

Menthol, (+)- is a fragrance ingredient used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents. Recent investigations have provided evidence for menthol to increase cough thresholds. Racementhol is used as a topical analgesic.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
37.8 µM [IC50]
300.0 µM [IC50]
30.0 µM [EC50]
68.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
BENGAY
Palliative
BENGAY
Palliative
Unknown
Palliative
VICKS VAPORUB
Primary
VICKS VAPORUB
Primary
CVS ANTI ITCH
Palliative
VICKS VAPORUB
Palliative
Unknown
Primary
FRESCOLAT ML

PubMed

Sample Use Guides

In Vivo Use Guide
Levomenthol-containing ointments are applied topically on affected area of the body. Methnol is employed as a food flavoring.
Route of Administration: Other
In Vitro Use Guide
Menthol evoked stimulus-dependent [Ca2+]i responses in standard physiological solutions of pH 7.3 in CHO cells, expressing TRPM8 receptor.