1.02010-04-08 22:08:43 UTC2019-11-26 03:03:29 UTCFDB009611(+/-)-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-one2-Hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one2-Hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one2-HydroxypiperitoneBarosma camphorBuccocamphorBuchu camphorDiosphenolC10H16O2168.2328168.1150297562-hydroxy-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-onediosphenol490-03-9CC(C)C1CCC(C)=C(O)C1=OInChI=1S/C10H16O2/c1-6(2)8-5-4-7(3)9(11)10(8)12/h6,8,11H,4-5H2,1-3H3QSIMLPCPCXVYDD-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 compoundsCyclohexenonesEnolsHydrocarbon derivativesMonocyclic monoterpenoidsOrganic oxidesAliphatic homomonocyclic compoundCarbonyl groupCyclic ketoneCyclohexenoneEnolHydrocarbon derivativeKetoneMonocyclic monoterpenoidOrganic oxideOrganic oxygen compoundOrganooxygen compoundP-menthane monoterpenoidCyclic monoterpenesMenthane monoterpenoidsMenthane monoterpenoidscyclic monoterpene ketoneenollogp1.34logs-1.55solubility4.71e+00 g/lmelting_point83 oClogp2.49pka_strongest_acidic9.58pka_strongest_basic-3.5iupac2-hydroxy-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-oneaverage_mass168.2328mono_mass168.115029756smilesCC(C)C1CCC(C)=C(O)C1=OformulaC10H16O2inchiInChI=1S/C10H16O2/c1-6(2)8-5-4-7(3)9(11)10(8)12/h6,8,11H,4-5H2,1-3H3inchikeyQSIMLPCPCXVYDD-UHFFFAOYSA-Npolar_surface_area37.3refractivity49.31polarizability19.24rotatable_bond_count1acceptor_count2donor_count1physiological_charge0formal_charge0Specdb::NmrOneD3876Specdb::NmrOneD4146Specdb::EiMs1546Specdb::MsMs1279864Specdb::MsMs1279865Specdb::MsMs1279866Specdb::MsMs1394749Specdb::MsMs1394750Specdb::MsMs1394751Specdb::MsMs3604984Specdb::MsMs3604985Specdb::MsMs3604986Specdb::MsMs3604987Specdb::MsMs3604988Specdb::MsMs3604989BlackcurrantType 1specificRibes nigrum78511PeppermintType 1specificMentha X piperita342560.00550.00550.0055mg/100 gSpearmintType 1specificMentha spicata297191144.751144.751144.75mg/100 gblackcurrantbuchuleavesmintyanti bacterial145A substance that kills or slows the growth of bacteria.anti septic603A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.diuretic883An agent that promotes the excretion of urine through its effects on kidney function.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.