1.02010-04-08 22:11:17 UTC2019-11-26 03:10:07 UTCFDB014467(S)-PiperitoneCommon constituent of Mentha subspecies oils
Piperitone is a natural monoterpene ketone which is a component of some essential oils. Both stereoisomers, the D-form and the L-form, are known. The D-form has a peppermint-like aroma and has been isolated from the oils of plants from the genera Cymbopogon, Andropogon, and Mentha. The L-form has been isolated from Sitka spruce. (S)-Piperitone is found in mentha (mint), cornmint, and herbs and spices.(+)-Piperitone(6S)-3-Methyl-6-(propan-2-yl)cyclohex-2-en-1-one(S)-3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-one(S)-Piperitone2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-, (S)-3-Methyl-6-(1-methylethyl)-(S)-2-cyclohexen-1-one3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-one, (S)-a-Piperitonealpha-PiperitoneD-Piperitoneα-piperitoneC10H16O152.2334152.120115134(6S)-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-oneα-piperitone6091-50-5CC(C)[C@@H]1CCC(C)=CC1=OInChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3/t9-/m0/s1YSTPAHQEHQSRJD-VIFPVBQESA-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 compoundsCyclohexenonesHydrocarbon derivativesMonocyclic monoterpenoidsOrganic oxidesAliphatic homomonocyclic compoundCarbonyl groupCyclic ketoneCyclohexenoneHydrocarbon derivativeKetoneMonocyclic monoterpenoidOrganic oxideOrganic oxygen compoundOrganooxygen compoundP-menthane monoterpenoidCyclic monoterpenesMenthane monoterpenoidsMenthane monoterpenoidspiperitonelogp2.47logs-2.05solubility1.36e+00 g/llogp3pka_strongest_acidic18.87pka_strongest_basic-4.6iupac(6S)-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-oneaverage_mass152.2334mono_mass152.120115134smilesCC(C)[C@@H]1CCC(C)=CC1=OformulaC10H16OinchiInChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3/t9-/m0/s1inchikeyYSTPAHQEHQSRJD-VIFPVBQESA-Npolar_surface_area17.07refractivity47.35polarizability18.32rotatable_bond_count1acceptor_count1donor_count0physiological_charge0formal_charge0Specdb::CMs15915Specdb::CMs135702Specdb::CMs143436Specdb::CMs168968Specdb::MsMs101382Specdb::MsMs101383Specdb::MsMs101384Specdb::MsMs166998Specdb::MsMs166999Specdb::MsMs167000Specdb::MsMs2336728Specdb::MsMs2336729Specdb::MsMs2336730Specdb::MsMs2432905Specdb::MsMs2432906Specdb::MsMs2432907HMDB3573841#<Reference:0x0000555675d627e0>CornmintType 1specificMentha arvensis29223919.019.019.0mg/100 gHerbs and SpicesUnknowngenericMenthaType 1specificMentha21819mintypeppermint