General Information of DIG (ID: E0NG2J)
DIG Name
Levomenthol
Synonyms    Click to Show/Hide the Synonyms of This DIG
l-Menthol; (-)-menthol; 2216-51-5; Levomenthol; l-(-)-Menthol; Menthacamphor; Menthomenthol; Peppermint camphor; (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol; U.S.P. Menthol; Levomentholum; (1r,2s,5r)-(-)-menthol; Menthol racemic; Hexahydrothymol; d,l-Menthol; (-)-(1R,3R,4S)-Menthol; (-)-Menthyl alcohol; 89-78-1; (1R)-(-)-Menthol; D-(-)-Menthol; (R)-(-)-Menthol; I-menthol; Racementhol; (-)-trans-p-Menthan-cis-ol; 1-Menthol; (L)-MENTHOL; Menthol(-); 5-Methyl-2-(1-methylethyl)cyclohexanol; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-; rac-Menthol; NCI-C50000; UNII-BZ1R15MTK7; NSC 62788; Menthol, (1R,3R,4S)-(-)-; Racemic menthol; (1R,3R,4S)-(-)-MENTHOL; (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol; Menthol, dl-; (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol; MFCD00062979; (1R,2S,5R)-rel-2-Isopropyl-5-methylcyclohexanol; BZ1R15MTK7; (1R-(1-alpha,2-beta,5-alpha))-5-Methyl-2-(1-methylethyl)cyclohexanol; menthol crystals; CHEMBL470670; CHEBI:15409; Menthol natural; (1R,2S,5R)-Menthol; NSC2603; (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexanol; Headache crystals; (1R,2S,5R)-2-isopropyl-5-methylcyclohexan-1-ol; FEMA No. 2665; L(-)-Menthol; (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanol; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-; Menthol (VAN); Racementholum; Thymomenthol; Racementol; l-Menthol (natural); NSC 2603; (+-)-Menthol; DSSTox_CID_2180; Menthol racemique; Levomenthol [INN:BAN]; Racementhol [INN:BAN]; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1.alpha.,2.beta.,5.alpha.)]-; DSSTox_RID_75798; DSSTox_RID_76516; DSSTox_GSID_20805; DSSTox_GSID_22180; Menthol natural, brazilian; Menthol, l-; Racementol [INN-Spanish]; rel-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol; Levomentholum [INN-Latin]; Menthol racemique [French]; Racementholum [INN-Latin]; L(-)-Menthol, 99.5%; Tra-kill tracheal mite killer; Menthol, cis-1,3,trans-1,4-; (1alpha,2beta,5alpha)-5-methyl-2(1-methylethyl)cyclohexanol; CAS-89-78-1; CCRIS 375; CAS-2216-51-5; l-Menthol (TN); CCRIS 3728; CCRIS 4666; HSDB 5662; (1R,2S,5S)-2-Isopropyl-5-methyl-cyclohexanol; SR-05000001936; (-)-p-Menthan-3-ol; EINECS 201-939-0; EINECS 218-690-9; EINECS 239-388-3; BRN 1902288; BRN 3194263; levomentol; (+-)-(1R*,3R*,4S*)-Menthol; ss-Bisabolol; AI3-52408; Laevo-Menthol; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R-(1alpha,2beta,5alpha))-; 1R-Menthol; 1 -menthol; NCGC00159382-02; dextro,laevo-menthol; Water-soluble menthol; Menthol Crystals USP; PubChem7972; l-Menthol (JP17); Spectrum_000305; (-)-menthol derivatives; 5-Methyl-2-(1-methylethyl)cyclohexanol, (1alpha,2beta,5alpha)-; Spectrum2_000855; Spectrum3_001561; Spectrum5_001060; M0545; Menthol,3,trans-1,4-; EC 201-939-0; EC 218-690-9; SCHEMBL4613; BSPBio_003062; KBioSS_000785; 2-06-00-00052 (Beilstein Handbook Reference); 4-06-00-00151 (Beilstein Handbook Reference); MLS002207256; ARONIS27036; DivK1c_000820; SPECTRUM1503134; Menthol,3R,4S)-(-)-; SPBio_000869; GTPL2430; DTXSID1020805; DTXSID1022180; (-)-Menthol, USP, 97%; HMS502I22; KBio1_000820; KBio2_000785; KBio2_003353; KBio2_005921; KBio3_002562; NOOLISFMXDJSKH-KXUCPTDWSA-; (-)-Menthol, analytical standard; NINDS_000820; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,3R,4S)-; HMS1922G13; HMS2092L14; HMS3885J18; Pharmakon1600-01503134; Cyclohexanol, 2-isopropyl-5-methyl; NSC-2603; NSC62788; ZINC1482164; L-Menthol, >=99%, FCC, FG; Tox21_111620; Tox21_201823; Tox21_201919; Tox21_202608; Tox21_302999; Tox21_303028; WLN: L6TJ AY1&1 BQ D1; BDBM50318482; CCG-40300; Cyclohexanol, 2-isopropyl-5-methyl-; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1alpha,2beta,5alpha)-; NSC-62788; NSC758395; s4714; AKOS016842647; (1R, 2S, 5R-)-(-)-Menthol; BS-3863; DB00825; EBD2156737; LMPR0102090001; MCULE-8181548788; MP-2129; NSC-758395; SDCCGMLS-0066659.P001; 1-iso propyl-4-methyl cyclohexan-2-ol; IDI1_000820; WLN: L6TJ AY1&1 DQ D1 -L; NCGC00164247-01; NCGC00164247-02; NCGC00164247-03; NCGC00256525-01; NCGC00256561-01; NCGC00259372-01; NCGC00259468-01; NCGC00260156-01; D-(-)-Phenylglycine Dane Potassium Salt; SMR001306785; L-Menthol, natural, >=99%, FCC, FG; SBI-0051777.P002; N1950; S5868; (1R,2S,5R)-(-)-Menthol, synthetic pellets; C00400; Cyclohexanol, (1.alpha.,2.beta.,5.alpha.)-; D00064; AB00052320_02; L-Menthol; Levomenthol; Menthomenthol; Menthacamphor; (1R,2S,5R)-(-)-Menthol, >=99%, sublimed; Q407418; Q-201316; SR-05000001936-1; SR-05000001936-2; (-)-Menthol, primary pharmaceutical reference standard; (1R,2S,5R)-(-)-Menthol, ReagentPlus(R), 99%; 2-Isopropyl-5-methylcyclohexanol-, (1R,2S,5R)- #; Cyclohexanol, [1R-(1.alpha.,2.beta.,5.alpha.)]-; (1R,2S,5R)-5-methyl-2-propan-2-yl-cyclohexan-1-ol; Z1698549655; (1R,2S,5R)-(-)-Menthol, Vetec(TM) reagent grade, 98%; 6C6A4A8C-A054-468C-A1F0-F29E39838CF2; UNII-YS08XHA860 component NOOLISFMXDJSKH-KXUCPTDWSA-N; (1R, 2S, 5R)-5-methyl-2-(1-methylethyl)cyclohexyl alcohol; Menthol, United States Pharmacopeia (USP) Reference Standard; L-Menthol, Pharmaceutical Secondary Standard; Certified Reference Material; (-)-Menthol, puriss., meets analytical specification of Ph. Eur., BP, USP, 98.0-102.0%; (1R-(1-.alpha.,2-.beta.,5-.alpha.))-5-Methyl-2-(1-methylethyl)cyclohexanol; 114376-98-6
DIG Function
Flavoring agent
PubChem CID
16666
Formula
C10H20O
Canonical SMILES
C[C@@H]1CC[C@H]([C@@H](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/t8-,9+,10-/m1/s1
InChIKey
NOOLISFMXDJSKH-KXUCPTDWSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This DIG
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=16666"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 156.26 Topological Polar Surface Area 20.2
XlogP 3 Complexity 120
Heavy Atom Count 11 Rotatable Bond Count 1
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Full List of Active Pharmaceutical Ingredients (APIs) Co-administrated with This DIG
       ICD Disease Classification 13 Digestive system disease Click to Show/Hide
Meclizine
API Info
Functional nausea/vomiting [ICD-11: DD90]
[1]
Full List of Biological Targets of DIG (DBTs) Regulated by This DIG
      Transmembrane channel/porin (TC/P)
            DBT Name: Wasabi receptor (TRPA1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity EC50 = 96000 nM (tested by experiment) [2]
                    Tested Species Homo sapiens (Human)
                    UniProt ID TRPA1_HUMAN
            DBT Name: Transient receptor potential p8 (TRPM8) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity EC50 = 10100 nM (tested by experiment) [2]
                    Tested Species Homo sapiens (Human)
                    UniProt ID TRPM8_HUMAN
            DBT Name: Calcium channel alpha-1C (CAC1C) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 74600 nM (tested by experiment) [3]
                    Tested Species Oryctolagus cuniculus (Rabbit)
                    UniProt ID CAC1C_RABIT
References
1 FDA label for approved meclizine from the official website of the U.S. Food and Drug Administration.
2 Identification of a Novel TRPM8 Agonist from Nutmeg: A Promising Cooling Compound. ACS Med Chem Lett. 2017 May 31; 8(7):715-719.
3 IC50 data for the L-type calcium channel extracted from a set of literature articles.

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