1.0 2011-06-09 21:22:10 UTC 2025-11-19 02:40:11 UTC FDB021857 (+)-Neoisopulegol (+)-neoisopulegol 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 (+)-neoisopulegol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). (+)-neoisopulegol can be found in ginger, peppermint, and spearmint, which makes (+)-neoisopulegol a potential biomarker for the consumption of these food products. (+)-Neoisopulegol (1R,3S,4S)-p-Menth-8-en-3-ol C10H18O 154.2493 154.135765198 (1S,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol (1S,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol 20549-46-6 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-UTLUCORTSA-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 liquid logp 2.69 ALOGPS logs -2.08 ALOGPS solubility 1.28e+00 g/l ALOGPS logp 2.32 ChemAxon pka_strongest_acidic 19.47 ChemAxon pka_strongest_basic -0.85 ChemAxon iupac (1S,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-UTLUCORTSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 47.22 ChemAxon polarizability 18.66 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 1256236 Specdb::MsMs 1256237 Specdb::MsMs 1256238 Specdb::MsMs 1371415 Specdb::MsMs 1371416 Specdb::MsMs 1371417 Specdb::MsMs 3606973 Specdb::MsMs 3606974 Specdb::MsMs 3606975 Specdb::MsMs 3606976 Specdb::MsMs 3606977 Specdb::MsMs 3606978 Ginger Type 1 specific Zingiber officinale 94328 Peppermint Type 1 specific Mentha X piperita 34256 Spearmint Type 1 specific Mentha spicata 29719