1.02011-05-05 17:57:39 UTC2019-11-26 03:20:56 UTCFDB021833(±)-Neoisomenthol(+)-neoisomenthol, also known as cis-1,3,cis-1,4-menthol or iso-neomenthol, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (+)-neoisomenthol is considered to be an isoprenoid lipid molecule (+)-neoisomenthol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Within the cell, (+)-neoisomenthol is primarily located in the membrane (predicted from logP). (±)-Neoisomentholall-cis-2-Isopropyl-5-methylcyclohexanolcis-1,3,cis-1,4-mentholCyclohexanol, 5-methyl-2-(1-methylethyl)-, (1a,2a,5a)-DL-NeoisomentholIsoneomentholrel-(1R,2R,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-olC10H20O156.2652156.151415262(1S,2S,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol(1S,2S,5S)-2-isopropyl-5-methylcyclohexan-1-ol491-02-1CC(C)[C@@H]1CC[C@H](C)C[C@@H]1OInChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9-,10-/m0/s1NOOLISFMXDJSKH-GUBZILKMSA-N belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.Menthane monoterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsMonoterpenoidsAliphatic homomonocyclic compoundsCyclic alcohols and derivativesCyclohexanolsHydrocarbon derivativesMonocyclic monoterpenoidsAlcoholAliphatic homomonocyclic compoundCyclic alcoholCyclohexanolHydrocarbon derivativeMonocyclic monoterpenoidOrganic oxygen compoundOrganooxygen compoundP-menthane monoterpenoidSecondary alcohollogp2.68logs-2.45solubility5.58e-01 g/lmelting_pointMp 14°logp2.66pka_strongest_acidic19.55pka_strongest_basic-0.81iupac(1S,2S,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-olaverage_mass156.2652mono_mass156.151415262smilesCC(C)[C@@H]1CC[C@H](C)C[C@@H]1OformulaC10H20OinchiInChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9-,10-/m0/s1inchikeyNOOLISFMXDJSKH-GUBZILKMSA-Npolar_surface_area20.23refractivity47.45polarizability19.48rotatable_bond_count1acceptor_count1donor_count1physiological_charge0formal_charge0Specdb::MsIr6992Specdb::MsIr6993Specdb::MsIr6994Specdb::CMs16720Specdb::CMs44547Specdb::CMs148379Specdb::MsMs62823Specdb::MsMs62824Specdb::MsMs62825Specdb::MsMs119628Specdb::MsMs119629Specdb::MsMs119630Specdb::MsMs2814104Specdb::MsMs2814105Specdb::MsMs2814106Specdb::MsMs2892099Specdb::MsMs2892100Specdb::MsMs289210118451CornmintType 1specificMentha arvensis292239menthol