U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ABSOLUTE
Molecular Formula C13H25NO
Molecular Weight 211.3437
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYL MENTHANE CARBOXAMIDE, (1R,3R,4S)-

SMILES

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

InChI

InChIKey=VUNOFAIHSALQQH-GRYCIOLGSA-N
InChI=1S/C13H25NO/c1-5-14-13(15)12-8-10(4)6-7-11(12)9(2)3/h9-12H,5-8H2,1-4H3,(H,14,15)/t10-,11+,12-/m1/s1

HIDE SMILES / InChI

Molecular Formula C13H25NO
Molecular Weight 211.3437
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

ETHYL MENTHANE CARBOXAMIDE, 1R,3R,4S (1R,3R,4S-WS-3) is an enantiomer of WS-3 that is characterized by a high physiological sensation of "cooling" with no side effects such as burning, stinging or tingling. In the case of WS-3, the suppliers often do not specify optical purity, but it was indicated, in general, that compounds in the all equatorial form (like menthol) are preferred and that WS-3 with the 1R,3R,4S form (like (-)-menthol) should be optimal in cooling aspects.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
3NJ8V2450N
Record Status Validated (UNII)
Record Version