1.0 2010-04-08 22:06:57 UTC 2025-11-18 23:00:43 UTC FDB006018 Pulegol Pulegol 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. Pulegol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Pulegol can be found in lemon balm, which makes pulegol a potential biomarker for the consumption of this food product. (+)-trans-pulegol Cyclohexanol, 5-methyl-2-(1-methylethylidene)- C10H18O 154.2493 154.135765198 5-methyl-2-(propan-2-ylidene)cyclohexan-1-ol 5-methyl-2-(propan-2-ylidene)cyclohexan-1-ol CC1CCC(C(O)C1)=C(C)C InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8,10-11H,4-6H2,1-3H3 JGVWYJDASSSGEK-UHFFFAOYSA-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 Hydrocarbon derivatives Monocyclic monoterpenoids Secondary alcohols Alcohol Aliphatic homomonocyclic compound Cyclic alcohol Hydrocarbon derivative Monocyclic monoterpenoid Organic oxygen compound Organooxygen compound P-menthane monoterpenoid Secondary alcohol logp 2.52 ALOGPS logs -1.71 ALOGPS solubility 3.02e+00 g/l ALOGPS logp 2.29 ChemAxon pka_strongest_acidic 18.76 ChemAxon pka_strongest_basic -1.2 ChemAxon iupac 5-methyl-2-(propan-2-ylidene)cyclohexan-1-ol ChemAxon average_mass 154.2493 ChemAxon mono_mass 154.135765198 ChemAxon smiles CC1CCC(C(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/h8,10-11H,4-6H2,1-3H3 ChemAxon inchikey JGVWYJDASSSGEK-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 47.95 ChemAxon polarizability 19.04 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 109491 Specdb::MsMs 109492 Specdb::MsMs 109493 Specdb::MsMs 176940 Specdb::MsMs 176941 Specdb::MsMs 176942 Specdb::MsMs 3602426 Specdb::MsMs 3602427 Specdb::MsMs 3602428 Specdb::MsMs 3602429 Specdb::MsMs 3602430 Specdb::MsMs 3602431 Lemon balm Type 1 specific Melissa officinalis 39338