1.0 2010-04-08 22:11:32 UTC 2019-11-26 03:10:55 UTC FDB014912 (-)-Isopulegol Isolated from Mentha pulegium (European pennyroyal) and other essential oils. (-)-Isopulegol is found in many foods, some of which are lemon balm, lemon grass, rosemary, and fats and oils. (-)-Isopulegol (-)-L-Isopulegol (1R,3R,4S)-(-)-p-Menth-8-en-3-ol (1R,3R,4S)-p-Menth-8-en-3-ol 5-Methyl-2-(1-methylethenyl)-(1R,2S,5R)-cyclohexanol L-Isopulegol C10H18O 154.2493 154.135765198 (1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol (1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol 89-79-2 C[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1 ZYTMANIQRDEHIO-KXUCPTDWSA-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 monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homomonocyclic compounds Cyclic alcohols and derivatives Cyclohexanols Hydrocarbon derivatives Monocyclic monoterpenoids Alcohol Aliphatic homomonocyclic compound Cyclic alcohol Cyclohexanol Hydrocarbon derivative Monocyclic monoterpenoid Organic oxygen compound Organooxygen compound P-menthane monoterpenoid Secondary alcohol p-menthane monoterpenoid logp 2.69 ALOGPS logs -2.08 ALOGPS solubility 1.28e+00 g/l ALOGPS melting_point 78 oC logp 2.32 ChemAxon pka_strongest_acidic 19.47 ChemAxon pka_strongest_basic -0.85 ChemAxon iupac (1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol ChemAxon average_mass 154.2493 ChemAxon mono_mass 154.135765198 ChemAxon smiles C[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C ChemAxon formula C10H18O ChemAxon inchi InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1 ChemAxon inchikey ZYTMANIQRDEHIO-KXUCPTDWSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 47.22 ChemAxon polarizability 18.94 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24004 Specdb::CMs 27901 Specdb::CMs 27902 Specdb::CMs 28039 Specdb::CMs 44715 Specdb::CMs 101778 Specdb::CMs 101779 Specdb::CMs 101780 Specdb::CMs 103763 Specdb::CMs 160561 Specdb::MsIr 7081 Specdb::MsIr 7082 Specdb::MsIr 7083 Specdb::MsMs 319216 Specdb::MsMs 319217 Specdb::MsMs 319218 Specdb::MsMs 366250 Specdb::MsMs 366251 Specdb::MsMs 366252 Specdb::MsMs 2679085 Specdb::MsMs 2679086 Specdb::MsMs 2679087 Specdb::MsMs 3025881 Specdb::MsMs 3025882 Specdb::MsMs 3025883 HMDB36078 #<Reference:0x000055ce31635c68> Cornmint Type 1 specific Mentha arvensis 292239 Fats and oils Unknown generic Herbs and Spices Unknown generic Lemon Type 1 specific Citrus limon 2708 4000.0 4000.0 4000.0 mg/100 g Lemon balm Type 1 specific Melissa officinalis 39338 4.0 4.0 4.0 mg/100 g Lemon grass Type 1 specific Cymbopogon citratus 66014 Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 0.3 0.3 0.3 mg/100 g Pepper (Spice) Type 1 specific Piper nigrum 13216 Pot marjoram Type 1 specific Origanum onites 452416 0.0 0.0 0.0 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 1.15 1.15 1.15 mg/100 g cooling medicinal minty woody Anti acetylcholinesterase 76 An 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. Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Perfumery 1206 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.