Natural Product (NP) Details

General Information of the NP (ID: NP0204)
Name
Menthol
Synonyms
MENTHOL; dl-Menthol; 1490-04-6; 2-Isopropyl-5-methylcyclohexanol; p-Menthan-3-ol; Cyclohexanol, 5-methyl-2-(1-methylethyl)-; 15356-70-4; 89-78-1; Racementhol; (+/-)-Menthol; 5-methyl-2-propan-2-ylcyclohexan-1-ol; Menthol [USP]; Neomenthol; rac-Menthol; 5-methyl-2-(propan-2-yl)cyclohexan-1-ol; CHEBI:25187; Menthyl alcohol; (1R,2S,5R)-Menthol; Menthol, dl-; Menthol (USP); (1S, 2S, 5R)-(+)-Neomenthol; 5-methyl-2-(propan-2-yl)cyclohexanol; DSSTox_CID_805; DSSTox_RID_78794; DSSTox_GSID_29650; Racemic menthol; FEMA No. 2665; Caswell No. 540; 3-p-Menthanol; Mentholum; Mineral ice; MFCD00001484; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.alpha.,5.beta.)]-; Therapeutic mineral ice; 3-p-Menthol; CAS-1490-04-6; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-; CCRIS 9231; 1217765-02-0; 3-Hydroxy-p-menthane; Fisherman's friend lozenges; Robitussin Cough Drops; EINECS 216-074-4; EPA Pesticide Chemical Code 051601; (+/-)-p-Menthan-3-ol; Menthol, cis-1,3,trans-1,4-; 5-Methyl-2-(1-methylethyl)-cyclohexanol; AI3-08161; HSDB 593; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.beta.,5.alpha.)-; (-)menthol; NCGC00159382-02; 3623-51-6; 3623-52-7; (-) menthol; 2-Isopropyl-5-methylcyclohexan-1-ol; 4-Isopropyl-1-methylcyclohexan-3-ol; Menthol, 99%; p-menthan-3-ol group; (+/-)-Neoisomenthol; dl-Menthol (JP17); 1-methyl-4-isopropyl-3-hydroxycyclohexane; ACMC-1BQW4; EC 216-074-4; SCHEMBL4612; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2S,5R)-; Menthol, (.+/-.)-; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2R,5S)-rel-; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5S)-rel-; Menthol, puriss., 99.0%; CHEMBL256087; DL-Menthol, analytical standard; DTXSID8029650; AMY3077; Fisherman's friend lozenges (TN); BDBM248162; HMS3744K19; (1S,2R,5R)-(+)-Isomenthol; 2-Isopropyl-5-methylcyclohexanol #; BCP27552; BCP31841; CS-M3737; HY-N1369; menthol crystals; 15356-70-4; Tox21_200010; Tox21_303464; ANW-21459; BBL009325; DL-Menthol, >=95%, FCC, FG; STK802468; AKOS000119740; AKOS016843634; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.alpha.,5.beta.)-; Menthol-d4 (mixture of diastereomers); AM81446; MCULE-3070949324; 5-methyl-2-propan-2-yl-1-cyclohexanol; Menthol 1000 microg/mL in Acetonitrile; Menthol, SAJ special grade, >=98.0%; NCGC00159382-03; NCGC00159382-04; NCGC00159382-05; NCGC00159382-06; NCGC00257403-01; NCGC00257564-01; 5-methyl-2-propan-2-yl-cyclohexan-1-ol; AK110724; AK158890; HY-75161; K601; SY004225; SY010603; VS-02042; DB-063989; Levomenthol; D-(-)-Menthol; (-)-Menthol; CS-0016777; FT-0600039; FT-0604399; FT-0604426; FT-0604430; FT-0620596; FT-0625488; FT-0695077; FT-0695078; FT-0695079; H2461; M0321; (+/-)-Menthol, racemic, >=98.0% (GC); 2-Isopropy-5-methylcyclohexanol-1,2,6,6-d4; D04849; D04918; (1S,2R,5R)-2-isopropyl-5-methyl-cyclohexanol; A808833; J-500418; 2-$l^{1}-oxidanyl-4-methyl-1-propan-2-ylcyclohexane; Q27109870; Z1258992394; Menthol-plus it inverted exclamation markas 3 isomers-1,2,6,6-d4; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.beta.,5.alpha.)-(.+/-.)-; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1.alpha.,2.alpha.,5.beta.)]-; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.beta.,5.beta.)]-; L-Menthol; (-)-Menthol; Levomenthol; Menthomenthol;2-isopropyl-5-methyl-cyclohexanol;Menthol; Menthol solution, NMR reference standard, 30 wt. % in chloroform-d (99.8 atom % D), NMR tube size 5 mm x 8 in.; Menthol solution, NMR reference standard, 50% in chloroform-d (99.8 atom % D), chromium(III) acetylacetonate 0.5 %, NMR tube size 5 mm x 8 in.
    Click to Show/Hide
Species Origin Mentha x piperita ...     Click to Show/Hide
Mentha x piperita
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Lamiales
Family: Lamiaceae
Genus: Mentha
Species: Mentha x piperita
Disease Upper respiratory tract disorder [ICD-11: CA0Y] Approved [1]
Structure
Click to Download Mol
2D MOL

3D MOL

    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C10H20O
PubChem CID
1254
Canonical SMILES
CC1CCC(C(C1)O)C(C)C
InChI
1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3
InChIKey
NOOLISFMXDJSKH-UHFFFAOYSA-N
CAS Number
CAS 89-78-1
ChEBI ID
CHEBI:25187
Herb ID
HBIN034745
SymMap ID
SMIT01507
TCMSP ID
MOL007330
TTD Drug ID
D04CSZ
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Itraconazole + Nystatin     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model Candida glabrata ATCC 90030 Microorganism model Candida glabrata
Candida krusei ATCC 6258 Microorganism model Candida krusei
                    Experimental
                    Result(s)		 Synergistic anticandidal activity of menthol in combination with itraconazole and nystatin against clinical Candida glabrata and Candida krusei isolates.
Target and Pathway
Target(s) Transformation-sensitive p120 (TRPA1)  Molecule Info  [3]
Transient receptor potential channel 8 (TRPM8)  Molecule Info  [3]
KEGG Pathway Inflammatory mediator regulation of TRP channels Click to Show/Hide
Reactome TRP channels Click to Show/Hide
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2471).
Reference 2 Synergistic anticandidal activity of menthol in combination with itraconazole and nystatin against clinical Candida glabrata and Candida krusei isolates. Microb Pathog. 2017 Jun;107:390-396.
Reference 3 TRPV1-mediated itch in seasonal allergic rhinitis. Allergy. 2009 May;64(5):807-10.
 Download Picture         KEGG Link