1.02010-04-08 22:05:59 UTC2019-11-26 02:59:39 UTCFDB003876trans-Dihydrocarvone(1r,4r)-dihydrocarvone, also known as (2r,5r)-2-methyl-5-isopropenylcyclohexanone, 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, (1r,4r)-dihydrocarvone is considered to be an isoprenoid lipid molecule (1r,4r)-dihydrocarvone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (1r,4r)-dihydrocarvone is a herbal and minty tasting compound found in spearmint, which makes (1r,4r)-dihydrocarvone a potential biomarker for the consumption of this food product. (+/-)-DihydrocarvoneCyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R,5R)-rel-p-Menth-8-en-2-one, E-p-Menth-8-en-2-one, trans-trans-Dihydrocarvonetrans-p-Menth-8-en-2-oneC10H16O152.2334152.120115134(2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one(+)-dihydrocarvone5948-04-9C[C@@H]1CC[C@H](CC1=O)C(C)=CInChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m1/s1AZOCECCLWFDTAP-RKDXNWHRSA-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 ketonesHydrocarbon derivativesMonocyclic monoterpenoidsOrganic oxidesAliphatic homomonocyclic compoundCarbonyl groupCyclic ketoneHydrocarbon derivativeKetoneMonocyclic monoterpenoidOrganic oxideOrganic oxygen compoundOrganooxygen compoundP-menthane monoterpenoidMenthane monoterpenoidsMenthane monoterpenoidsdihydrocarvonelogp2.39logs-2.43solubility5.61e-01 g/llogp2.7pka_strongest_basic-7.4iupac(2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-oneaverage_mass152.2334mono_mass152.120115134smilesC[C@@H]1CC[C@H](CC1=O)C(C)=CformulaC10H16OinchiInChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m1/s1inchikeyAZOCECCLWFDTAP-RKDXNWHRSA-Npolar_surface_area17.07refractivity46.3polarizability18.26rotatable_bond_count1acceptor_count1donor_count0physiological_charge0formal_charge0Specdb::EiMs1680Specdb::MsMs99693Specdb::MsMs99694Specdb::MsMs99695Specdb::MsMs164868Specdb::MsMs164869Specdb::MsMs164870Specdb::MsMs3599504Specdb::MsMs3599505Specdb::MsMs3599506Specdb::MsMs3599507Specdb::MsMs3599508Specdb::MsMs3599509CarawayType 1specificCarum carvi4803226.5526.5526.55mg/100 gCommon oreganoType 1specificOriganum vulgare393520.00.00.0mg/100 gCuminType 1specificCuminum cyminum52462DillType 1specificAnethum graveolens409228.98.98.9mg/100 gSpearmintType 1specificMentha spicata29719348.25348.25348.25mg/100 gWild celeryType 1specificApium graveolens4045herbherbalwarm