1.0 2010-04-08 22:06:24 UTC 2025-11-18 22:57:32 UTC FDB004796 Neodihydrocarveol Neodihydrocarveol, also known as (1r,2s,4r)-neo-dihydrocarveol or (1s,2r,5r)-5-isopropenyl-2-methylcyclohexanol, 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, neodihydrocarveol is considered to be an isoprenoid lipid molecule. Neodihydrocarveol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Neodihydrocarveol can be found in caraway and spearmint, which makes neodihydrocarveol a potential biomarker for the consumption of these food products. Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1alpha,2alpha,5beta)- Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R,2S,5S)-rel- Neocarveol, dihydro- p-Menth-8-en-2-ol, cis-1,2,trans-1,4- (8CI) C10H18O 154.2493 154.135765198 (1S,2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-ol (+)-neodihydrocarveol 18675-33-7 C[C@@H]1CC[C@H](C[C@@H]1O)C(C)=C InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10+/m1/s1 KRCZYMFUWVJCLI-BBBLOLIVSA-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 Cyclic monoterpenes Menthane monoterpenoids Menthane monoterpenoids dihydrocarveol logp 2.70 ALOGPS logs -2.07 ALOGPS solubility 1.32e+00 g/l ALOGPS logp 2.32 ChemAxon pka_strongest_acidic 18.99 ChemAxon pka_strongest_basic -1.1 ChemAxon iupac (1S,2R,5R)-2-methyl-5-(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[C@@H]1O)C(C)=C ChemAxon formula C10H18O ChemAxon inchi InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10+/m1/s1 ChemAxon inchikey KRCZYMFUWVJCLI-BBBLOLIVSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 47.22 ChemAxon polarizability 18.65 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 64317 Specdb::MsMs 64318 Specdb::MsMs 64319 Specdb::MsMs 121440 Specdb::MsMs 121441 Specdb::MsMs 121442 Specdb::MsMs 3600971 Specdb::MsMs 3600972 Specdb::MsMs 3600973 Specdb::MsMs 3600974 Specdb::MsMs 3600975 Specdb::MsMs 3600976 Caraway Type 1 specific Carum carvi 48032 Spearmint Type 1 specific Mentha spicata 29719 19.325 34.75 3.9 mg/100 g