1.0 2010-04-08 22:11:17 UTC 2019-11-26 03:10:07 UTC FDB014467 (S)-Piperitone Common 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)-Piperitone 2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-, (S)- 3-Methyl-6-(1-methylethyl)-(S)-2-cyclohexen-1-one 3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-one, (S)- a-Piperitone alpha-Piperitone D-Piperitone α-piperitone C10H16O 152.2334 152.120115134 (6S)-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one α-piperitone 6091-50-5 CC(C)[C@@H]1CCC(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/t9-/m0/s1 YSTPAHQEHQSRJD-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 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 monoterpenes Menthane monoterpenoids Menthane monoterpenoids piperitone logp 2.47 ALOGPS logs -2.05 ALOGPS solubility 1.36e+00 g/l ALOGPS logp 3 ChemAxon pka_strongest_acidic 18.87 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac (6S)-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)[C@@H]1CCC(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/t9-/m0/s1 ChemAxon inchikey YSTPAHQEHQSRJD-VIFPVBQESA-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::CMs 15915 Specdb::CMs 135702 Specdb::CMs 143436 Specdb::CMs 168968 Specdb::MsMs 101382 Specdb::MsMs 101383 Specdb::MsMs 101384 Specdb::MsMs 166998 Specdb::MsMs 166999 Specdb::MsMs 167000 Specdb::MsMs 2336728 Specdb::MsMs 2336729 Specdb::MsMs 2336730 Specdb::MsMs 2432905 Specdb::MsMs 2432906 Specdb::MsMs 2432907 HMDB35738 41 #<Reference:0x000055ac40de0ed0> Cornmint Type 1 specific Mentha arvensis 292239 19.0 19.0 19.0 mg/100 g Herbs and Spices Unknown generic Mentha Type 1 specific Mentha 21819 minty peppermint