1.02010-04-08 22:08:30 UTC2019-11-26 03:03:26 UTCFDB009286cis-DihydrocarvoneCis-dihydrocarvone, also known as (2r,5s)-2-methyl-5-isopropenylcyclohexanone or (1r,4s)-menth-8-en-2-one, 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, cis-dihydrocarvone is considered to be an isoprenoid lipid molecule. Cis-dihydrocarvone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Cis-dihydrocarvone is a herbal and warm tasting compound and can be found in a number of food items such as dill, spearmint, wild celery, and common oregano, which makes cis-dihydrocarvone a potential biomarker for the consumption of these food products. (+/-)-Isodihydrocarvone(z)-dihydrocarvone(z)-isodihydrocarvonecis-p-Menth-8-en-2-oneCyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R,5S)-rel-Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, cis-Isodihydrocarvonep-Menth-8-en-2-one, cis-p-Menth-8-en-2-one, Z-C10H16O152.2334152.1201151343792-53-8C[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-BDAKNGLRSA-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 monoterpenoidsdihydrocarvoneaverage_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-BDAKNGLRSA-NSpecdb::MsMs1326388Specdb::MsMs1326389Specdb::MsMs1326390Specdb::MsMs1440733Specdb::MsMs1440734Specdb::MsMs1440735Specdb::MsMs3604876Specdb::MsMs3604877Specdb::MsMs3604878Specdb::MsMs3604879Specdb::MsMs3604880Specdb::MsMs3604881CarawayType 1specificCarum carvi48032Common oreganoType 1specificOriganum vulgare393520.00.00.0mg/100 gDillType 1specificAnethum graveolens40922640.9640.9640.9mg/100 gSpearmintType 1specificMentha spicata29719176.0254.597.5mg/100 gWild celeryType 1specificApium graveolens40451500.01500.01500.0mg/100 gherbherbalwarm