1.02010-04-08 22:10:47 UTC2019-11-26 03:08:38 UTCFDB013573PiperitoneFlavouring ingredient
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. Piperitone is found in many foods, some of which are tamarind, cumin, rosemary, and wild celery.(+-)-Piperitone1-Methyl-4-isopropyl-1-cyclohexen-3-one2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-3-Carvomenthenone3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-one3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one6-Isopropyl-3-methyl-2-cyclohexen-1-one6-Isopropyl-3-methylcyclohex-2-enoneDL-PiperitoneFEMA 2910PiperitoneC10H16O152.2334152.1201151343-methyl-6-(propan-2-yl)cyclohex-2-en-1-onepiperitone89-81-6CC(C)C1CCC(C)=CC1=OInChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3YSTPAHQEHQSRJD-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 compoundsCyclohexenonesHydrocarbon derivativesMonocyclic monoterpenoidsOrganic oxidesAliphatic homomonocyclic compoundCarbonyl groupCyclic ketoneCyclohexenoneHydrocarbon derivativeKetoneMonocyclic monoterpenoidOrganic oxideOrganic oxygen compoundOrganooxygen compoundP-menthane monoterpenoidcyclic terpene ketonep-menthane monoterpenoidlogp2.47logs-2.05solubility1.36e+00 g/lmelting_point< 25 oClogp3pka_strongest_acidic18.87pka_strongest_basic-4.6iupac3-methyl-6-(propan-2-yl)cyclohex-2-en-1-oneaverage_mass152.2334mono_mass152.120115134smilesCC(C)C1CCC(C)=CC1=OformulaC10H16OinchiInChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3inchikeyYSTPAHQEHQSRJD-UHFFFAOYSA-Npolar_surface_area17.07refractivity47.35polarizability18.32rotatable_bond_count1acceptor_count1donor_count0physiological_charge0formal_charge0Specdb::MsIr6753Specdb::MsIr6754Specdb::CMs17037Specdb::CMs28427Specdb::CMs101661Specdb::CMs158187Specdb::MsMs108573Specdb::MsMs108574Specdb::MsMs108575Specdb::MsMs175830Specdb::MsMs175831Specdb::MsMs175832Specdb::MsMs2665012Specdb::MsMs2665013Specdb::MsMs2665014Specdb::MsMs3016296Specdb::MsMs3016297Specdb::MsMs3016298HMDB3497548933#<Reference:0x00005556741afb60>BlackberryType 1specificRubusCeylon cinnamonType 1specificCinnamomum verum1286081.751.751.75mg/100 gCornmintType 1specificMentha arvensis29223964.964.964.9mg/100 gCuminType 1specificCuminum cyminum5246217.217.217.2mg/100 gEvergreen blackberryType 1specificRubus laciniatusOrange mintType 1specificMentha aquatica190902Pepper (Spice)Type 1specificPiper nigrum13216PeppermintType 1specificMentha X piperita3425625.025.025.0mg/100 gRosemaryType 1specificRosmarinus officinalis39367SpearmintType 1specificMentha spicata297191520.01520.01520.0mg/100 gTamarindType 1specificTamarindus indica58860Wild celeryType 1specificApium graveolens4045camphorfreshherbalmedicinalmintmintyanti asthmatic134A drug used to treat asthma.flavor936A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.herbicide986A substance used to destroy plant pests.insectifuge1041Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.perfumery1206A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.