1.0 2010-04-08 22:06:24 UTC 2025-11-18 22:57:32 UTC FDB004797 Neoisodihydrocarveol Neoisodihydrocarveol, also known as (1s,2r,4r)-neoiso-dihydrocarveol or (1r,2s,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, neoisodihydrocarveol is considered to be an isoprenoid lipid molecule. Neoisodihydrocarveol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Neoisodihydrocarveol can be found in caraway and wild celery, which makes neoisodihydrocarveol a potential biomarker for the consumption of these food products. Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1alpha,2alpha,5alpha)- Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R,2S,5R)-rel- Dihydroneoisocarveol Neoisocarveol, dihydro C10H18O 154.2493 154.135765198 (1R,2S,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-ol (+)-neoisodihydrocarveol 18675-34-8 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+/m0/s1 KRCZYMFUWVJCLI-IVZWLZJFSA-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 (1R,2S,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+/m0/s1 ChemAxon inchikey KRCZYMFUWVJCLI-IVZWLZJFSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 47.22 ChemAxon polarizability 18.82 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 50916 Specdb::MsMs 50917 Specdb::MsMs 50918 Specdb::MsMs 156435 Specdb::MsMs 156436 Specdb::MsMs 156437 Specdb::MsMs 3600977 Specdb::MsMs 3600978 Specdb::MsMs 3600979 Specdb::MsMs 3600980 Specdb::MsMs 3600981 Specdb::MsMs 3600982 Caraway Type 1 specific Carum carvi 48032 Wild celery Type 1 specific Apium graveolens 4045