1.0 2010-04-08 22:10:47 UTC 2025-11-18 23:48:38 UTC FDB013573 Piperitone Flavouring 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. (+-)-Piperitone 1-Methyl-4-isopropyl-1-cyclohexen-3-one 2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)- 3-Carvomenthenone 3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-one 3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one 6-Isopropyl-3-methyl-2-cyclohexen-1-one 6-Isopropyl-3-methylcyclohex-2-enone DL-Piperitone FEMA 2910 Piperitone C10H16O 152.2334 152.120115134 3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one piperitone 89-81-6 CC(C)C1CCC(C)=CC1=O InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3 YSTPAHQEHQSRJD-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 monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homomonocyclic compounds Cyclohexenones Hydrocarbon derivatives Monocyclic monoterpenoids Organic oxides Aliphatic homomonocyclic compound Carbonyl group Cyclic ketone Cyclohexenone Hydrocarbon derivative Ketone Monocyclic monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound P-menthane monoterpenoid cyclic terpene ketone p-menthane monoterpenoid logp 2.47 ALOGPS logs -2.05 ALOGPS solubility 1.36e+00 g/l ALOGPS melting_point < 25 oC logp 3 ChemAxon pka_strongest_acidic 18.87 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac 3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one ChemAxon average_mass 152.2334 ChemAxon mono_mass 152.120115134 ChemAxon smiles CC(C)C1CCC(C)=CC1=O ChemAxon formula C10H16O ChemAxon inchi InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3 ChemAxon inchikey YSTPAHQEHQSRJD-UHFFFAOYSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 47.35 ChemAxon polarizability 18.32 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 6753 Specdb::MsIr 6754 Specdb::CMs 17037 Specdb::CMs 28427 Specdb::CMs 101661 Specdb::CMs 158187 Specdb::MsMs 108573 Specdb::MsMs 108574 Specdb::MsMs 108575 Specdb::MsMs 175830 Specdb::MsMs 175831 Specdb::MsMs 175832 Specdb::MsMs 2665012 Specdb::MsMs 2665013 Specdb::MsMs 2665014 Specdb::MsMs 3016296 Specdb::MsMs 3016297 Specdb::MsMs 3016298 HMDB34975 48933 #<Reference:0x000055ce306bed70> Blackberry Type 1 specific Rubus Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 1.75 1.75 1.75 mg/100 g Cornmint Type 1 specific Mentha arvensis 292239 64.9 64.9 64.9 mg/100 g Cumin Type 1 specific Cuminum cyminum 52462 17.2 17.2 17.2 mg/100 g Evergreen blackberry Type 1 specific Rubus laciniatus Orange mint Type 1 specific Mentha aquatica 190902 Pepper (Spice) Type 1 specific Piper nigrum 13216 Peppermint Type 1 specific Mentha X piperita 34256 25.0 25.0 25.0 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 Spearmint Type 1 specific Mentha spicata 29719 1520.0 1520.0 1520.0 mg/100 g Tamarind Type 1 specific Tamarindus indica 58860 Wild celery Type 1 specific Apium graveolens 4045 camphor fresh herbal medicinal mint minty Anti-asthmatic 134 A drug used to treat asthma. Herbicide 986 A substance used to destroy plant pests. Insectifuge 1041 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Perfumery 1206 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.