1.02011-05-05 19:53:33 UTC2019-11-26 03:20:56 UTCFDB021835(±)-Isomenthol(±)-isomenthol 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 (±)-isomenthol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (±)-isomenthol can be found in a number of food items such as cabbage, peppermint, sunflower, and white cabbage, which makes (±)-isomenthol a potential biomarker for the consumption of these food products. (±)-IsomentholCyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5S)-rel-DL-IsomentholIsomentholtrans-1,3,cis-1,4-(±)-MentholC10H20O156.2652156.151415262(1R,2S,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol(1S,2R,5S)-menthol3623-52-7CC(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-LPEHRKFASA-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 alcoholsolidlogp2.68logs-2.45solubility5.58e-01 g/lmelting_pointMp 53-54°logp2.66pka_strongest_acidic19.55pka_strongest_basic-0.81iupac(1R,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-LPEHRKFASA-Npolar_surface_area20.23refractivity47.45polarizability19.42rotatable_bond_count1acceptor_count1donor_count1physiological_charge0formal_charge0Specdb::MsMs1218760Specdb::MsMs1218761Specdb::MsMs1218762Specdb::MsMs1334473Specdb::MsMs1334474Specdb::MsMs1334475Specdb::MsMs3606934Specdb::MsMs3606935Specdb::MsMs3606936Specdb::MsMs3606937Specdb::MsMs3606938Specdb::MsMs3606939CabbageType 1specificBrassica oleracea var. capitata3716CornmintType 1specificMentha arvensis292239PeppermintType 1specificMentha X piperita3425616.4516.4516.45mg/100 gSpearmintType 1specificMentha spicata297199.59.59.5mg/100 gSunflowerType 1specificHelianthus annuus4232White cabbageType 1specificBrassica oleracea L. var. capitata L. f. alba DC.anti acetylcholinesterase76An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.