1.0 2010-04-08 22:08:43 UTC 2025-11-18 23:17:04 UTC FDB009611 (+/-)-2-Hydroxypiperitone (+/-)-2-hydroxypiperitone, also known as 2-hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one or barosma camphor, 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, (+/-)-2-hydroxypiperitone is considered to be an isoprenoid lipid molecule (+/-)-2-hydroxypiperitone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). (+/-)-2-hydroxypiperitone is a blackcurrant, buchu, and leaves tasting compound found in blackcurrant, peppermint, and spearmint, which makes (+/-)-2-hydroxypiperitone a potential biomarker for the consumption of these food products. 2-Cyclohexen-1-one, 2-hydroxy-3-methyl-6-(1-methylethyl)- 2-hydroxy-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one 2-Hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one 2-Hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one 2-Hydroxypiperitone Barosma camphor Buccocamphor Buchu camphor Diosphenol C10H16O2 168.2328 168.115029756 2-hydroxy-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one diosphenol 490-03-9 CC(C)C1CCC(C)=C(O)C1=O InChI=1S/C10H16O2/c1-6(2)8-5-4-7(3)9(11)10(8)12/h6,8,11H,4-5H2,1-3H3 QSIMLPCPCXVYDD-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 Enols Hydrocarbon derivatives Monocyclic monoterpenoids Organic oxides Aliphatic homomonocyclic compound Carbonyl group Cyclic ketone Cyclohexenone Enol Hydrocarbon derivative Ketone Monocyclic monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound P-menthane monoterpenoid Cyclic monoterpenes Menthane monoterpenoids Menthane monoterpenoids cyclic monoterpene ketone enol logp 1.34 ALOGPS logs -1.55 ALOGPS solubility 4.71e+00 g/l ALOGPS melting_point 83 oC logp 2.49 ChemAxon pka_strongest_acidic 9.58 ChemAxon pka_strongest_basic -3.5 ChemAxon iupac 2-hydroxy-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one ChemAxon average_mass 168.2328 ChemAxon mono_mass 168.115029756 ChemAxon smiles CC(C)C1CCC(C)=C(O)C1=O ChemAxon formula C10H16O2 ChemAxon inchi InChI=1S/C10H16O2/c1-6(2)8-5-4-7(3)9(11)10(8)12/h6,8,11H,4-5H2,1-3H3 ChemAxon inchikey QSIMLPCPCXVYDD-UHFFFAOYSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 49.31 ChemAxon polarizability 19.24 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1546 Specdb::NmrOneD 3876 Specdb::NmrOneD 4146 Specdb::MsMs 1279864 Specdb::MsMs 1279865 Specdb::MsMs 1279866 Specdb::MsMs 1394749 Specdb::MsMs 1394750 Specdb::MsMs 1394751 Specdb::MsMs 3604984 Specdb::MsMs 3604985 Specdb::MsMs 3604986 Specdb::MsMs 3604987 Specdb::MsMs 3604988 Specdb::MsMs 3604989 Blackcurrant Type 1 specific Ribes nigrum 78511 Peppermint Type 1 specific Mentha X piperita 34256 0.0055 0.0055 0.0055 mg/100 g Spearmint Type 1 specific Mentha spicata 29719 1144.75 1144.75 1144.75 mg/100 g blackcurrant buchu leaves minty Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function. 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.