1.02010-04-08 22:08:30 UTC2019-11-26 03:03:26 UTCFDB009285DihydrocarveolDihydrocarveol, 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-Dihydrocarveol2-methyl-5-(1-methylvinyl)cyclohexan-1-ol2-methyl-5-(prop-1-en-2-yl)cyclohexanol2-methyl-5-isopropenylcyclohexanol5-Isopropenyl-2-methylcyclohexanol6-Methyl-3-isopropenylcyclohexanol6-Methyl-3-isopropylcyclohexanol8-p-Menthen-2-olCarveol, dihydro-p-Menth-8-en-2-olC10H18O154.253154.13576522-methyl-5-(prop-1-en-2-yl)cyclohexan-1-oldihydrocarveol619-01-2CC1CCC(CC1O)C(C)=CInChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3KRCZYMFUWVJCLI-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 monoterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsMonoterpenoidsAliphatic homomonocyclic compoundsCyclic alcohols and derivativesCyclohexanolsHydrocarbon derivativesMonocyclic monoterpenoidsAlcoholAliphatic homomonocyclic compoundCyclic alcoholCyclohexanolHydrocarbon derivativeMonocyclic monoterpenoidOrganic oxygen compoundOrganooxygen compoundP-menthane monoterpenoidSecondary alcohola dihydrocarveolp-menthane monoterpenoidsecondary alcohollogp2.70logs-2.07solubility1.32e+00 g/llogp2.32pka_strongest_acidic18.99pka_strongest_basic-1.1iupac2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-olaverage_mass154.253mono_mass154.1357652smilesCC1CCC(CC1O)C(C)=CformulaC10H18OinchiInChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3inchikeyKRCZYMFUWVJCLI-UHFFFAOYSA-Npolar_surface_area20.23refractivity47.22polarizability19.02rotatable_bond_count1acceptor_count1donor_count1physiological_charge0formal_charge0Specdb::EiMs1944Specdb::CMs5875Specdb::MsMs75192Specdb::MsMs75193Specdb::MsMs75194Specdb::MsMs134784Specdb::MsMs134785Specdb::MsMs134786Specdb::MsMs3599477Specdb::MsMs3599478Specdb::MsMs3599479Specdb::MsMs3599480Specdb::MsMs3599481Specdb::MsMs359948250215CarawayType 1specificCarum carvi4803274.595.054.0mg/100 gDillType 1specificAnethum graveolens40922Pepper (Spice)Type 1specificPiper nigrum13216Pot marjoramType 1specificOriganum onites4524160.00.00.0mg/100 gSpearmintType 1specificMentha spicata2971987.225157.5516.9mg/100 gWild celeryType 1specificApium graveolens4045herbalmentholmintmintyspearmintspiceflavor936A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.irritant1055