General Information of Natural Product (ID: NP0386)
  Natural Product Name
L-Menthol
  Synonyms
l-Menthol; (-)-menthol; 2216-51-5; Levomenthol; Menthomenthol; l-(-)-Menthol; Menthacamphor; Peppermint camphor; (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol; U.S.P. Menthol; Levomentholum; (1r,2s,5r)-(-)-menthol; Menthol racemic; Hexahydrothymol; d,l-Menthol; (-)-Menthyl alcohol; (-)-(1R,3R,4S)-Menthol; (1R)-(-)-Menthol; D-(-)-Menthol; 89-78-1; (R)-(-)-Menthol; I-menthol; Racementhol; p-Menthan-3-ol; (-)-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; (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol; NCI-C50000; UNII-BZ1R15MTK7; NSC 62788; Menthol, (1R,3R,4S)-(-)-; Racemic menthol; (1R,3R,4S)-(-)-MENTHOL; Menthol, dl-; (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; (1R,2S,5S)-2-Isopropyl-5-methyl-cyclohexanol; Headache crystals; (1R,2S,5R)-2-isopropyl-5-methylcyclohexan-1-ol; FEMA No. 2665; MFCD00062979; (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanol; (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol; 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]; 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; 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; NSC-2603; 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; l-Menthol (JP17); Spectrum_000305; 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; 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; 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; LMPR0102090001; MCULE-8181548788; 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; Menthol (racemic) 100 microg/mL in Methanol; (1R,2S,5R)-(-)-Menthol, synthetic pellets; C00400; Cyclohexanol, (1.alpha.,2.beta.,5.alpha.)-; D00064; D70313; (1R,2R,5S)-2-isopropyl-5-methyl-cyclohexanol; AB00052320_02; L-Menthol; Levomenthol; Menthomenthol; Menthacamphor; (1R,2S,5R)-(-)-Menthol, >=99%, sublimed; A843308; 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
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  Formula C10H20O
  Weight 156.26
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  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
  Isomeric SMILES C[C@@H]1CC[C@H]([C@@H](C1)O)C(C)C
  Canonical SMILES CC1CCC(C(C1)O)C(C)C
  External Links PubChem ID 16666
CAS ID 2216-51-5
NPASS ID NPC176309
HIT ID C0181
CHEMBL ID CHEMBL470670
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Mentha piperita
  Factor Name: Drought Stress Treatment; NaCl Treatment [1]
              Species Info Factor Info
               Experiment Detail
Peppermint plants were initiated from rhizome cuttings (10 cm long) supplied by Jahad Daneshgahi in March 2009. According to the method described by Farahani et al., (2009), seventy five peppermint samples were notified above were transferred into pots (25 cm head diameter × 20 cm height) filled with sandy loam soil (soil average amount of 5580 gr in each pot). This experiment was carried out using a randomized compllete block design with 3 replications. The factors studied included 5 levels of water deficit stress that were D1 (100% field capacity), D2 (85% field capacity), D3 (70% field capacity), D4 (60% field capacity) and D5 (45% field capacity), respectively. In order to determine the soil moisture rate of 100% field capacity, 24 h after irrigation we selected 5 field soil samples by sampling drill, then samples were weighed by electrical scale and placed under 105 ℃ in electrical oven for 48 h. Field soil samples were selected for determination of soil moisture rate daily, than determined 85% field capacity, 70% field capacity, 60% field capacity and 45% field capacity, respectively.
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               Factor Function
Results indicated that drought stress motivated a significant reduction in all of the growth parameters and essential oil yield and percent. The highest values of growth parameters and essential oil percent and yield were observed under 100% field capacity (control). Also, the highest values of Mentone and menthofuran were obtained under 100% field capacity (control) and the highest values of menthol were obtained under 70% field capacity by using gas chromatography-mass spectroscopy (GC-MS).
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               Factor Part Location NP Content
 
100% Field Capacity (Control)
Aerial parts Iran
NP Content: 50.11 %
 
85% Field Capacity
Aerial parts Iran
NP Content: 43.36 %
 
70% Field Capacity
Aerial parts Iran
NP Content: 58.03 %
 
60% Field Capacity
Aerial parts Iran
NP Content: 56.91 %
 
45% Field Capacity
Aerial parts Iran
NP Content: 32.72 %
 
0 mM NaCl (Control)
Aerial parts Iran
NP Content: 41.16 %
 
50 mM NaCl
Aerial parts Iran
NP Content: 51.65 %
 
100 mM NaCl
Aerial parts Iran
NP Content: 51.95 %
References
1 The effect of drought stress on growth parameters, essential oil yield and constituent of Peppermint (Mentha piperita L.)