(-)-menthol   

GtoPdb Ligand ID: 2430

Synonyms: l-menthol | levomenthol
(-)-menthol is an approved drug (FDA (2008), no prior history available)
Comment: Natural menthol principally occurs as the (-)-enantiomer, also known as levomenthol. This (-)-enantiomer is also one of the components of the INN-assigned racementhol.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 20.23
Molecular weight 156.15
XLogP 3.21
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC1CCC(C(C1)O)C(C)C
Isomeric SMILES C[C@@H]1CC[C@H]([C@@H](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
Classification
Compound class Metabolite or derivative
Approved drug? Yes (FDA (2008), no prior history available)
IUPAC Name
(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
International Nonproprietary Names
INN number INN
6725 levomenthol
6724 racementhol
Synonyms
l-menthol | levomenthol
Database Links
BindingDB Ligand 50318482
CAS Registry No. 89-78-1 (source: Scifinder)
ChEBI CHEBI:15409
ChEMBL Ligand CHEMBL470670
DrugBank Ligand DB00825
DrugCentral Ligand 934
GtoPdb PubChem SID 135651519
PubChem CID 16666
Search Google for chemical match using the InChIKey NOOLISFMXDJSKH-KXUCPTDWSA-N
Search Google for chemicals with the same backbone NOOLISFMXDJSKH
Search PubMed clinical trials racementhol
Search PubMed titles racementhol
Search PubMed titles/abstracts racementhol
Search UniChem for chemical match using the InChIKey NOOLISFMXDJSKH-KXUCPTDWSA-N
Search UniChem for chemicals with the same backbone NOOLISFMXDJSKH
Wikipedia Menthol