1.0 2010-04-08 22:08:30 UTC 2019-11-26 03:03:26 UTC FDB009285 Dihydrocarveol Dihydrocarveol, also known as 2-methyl-5-(1-methylethenyl)cyclohexanol or 6-methyl-3-isopropenylcyclohexanol, 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. Dihydrocarveol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Dihydrocarveol is a herbal, menthol, and minty tasting compound and can be found in a number of food items such as dill, pepper (spice), pot marjoram, and wild celery, which makes dihydrocarveol a potential biomarker for the consumption of these food products. 1,6-Dihydrocarveol 2-methyl-5-(1-methylvinyl)cyclohexan-1-ol 2-methyl-5-(prop-1-en-2-yl)cyclohexanol 2-methyl-5-isopropenylcyclohexanol 5-Isopropenyl-2-methylcyclohexanol 6-Methyl-3-isopropenylcyclohexanol 6-Methyl-3-isopropylcyclohexanol 8-p-Menthen-2-ol Carveol, dihydro- p-Menth-8-en-2-ol C10H18O 154.253 154.1357652 2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-ol dihydrocarveol 619-01-2 CC1CCC(CC1O)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 KRCZYMFUWVJCLI-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 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 a dihydrocarveol p-menthane monoterpenoid secondary alcohol 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 2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-ol ChemAxon average_mass 154.253 ChemAxon mono_mass 154.1357652 ChemAxon smiles CC1CCC(CC1O)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 ChemAxon inchikey KRCZYMFUWVJCLI-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 47.22 ChemAxon polarizability 19.02 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1944 Specdb::CMs 5875 Specdb::MsMs 75192 Specdb::MsMs 75193 Specdb::MsMs 75194 Specdb::MsMs 134784 Specdb::MsMs 134785 Specdb::MsMs 134786 Specdb::MsMs 3599477 Specdb::MsMs 3599478 Specdb::MsMs 3599479 Specdb::MsMs 3599480 Specdb::MsMs 3599481 Specdb::MsMs 3599482 50215 Caraway Type 1 specific Carum carvi 48032 74.5 95.0 54.0 mg/100 g Dill Type 1 specific Anethum graveolens 40922 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 Spearmint Type 1 specific Mentha spicata 29719 87.225 157.55 16.9 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 herbal menthol mint minty spearmint spice flavor 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. irritant 1055