1.02010-04-08 22:12:02 UTC2019-11-26 03:12:11 UTCFDB015766VomifoliolVomifoliol, also known as (+/-)-6-hydroxy-3-oxo-alpha-ionol, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Vomifoliol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Vomifoliol is a fruity tasting compound found in common grape, which makes vomifoliol a potential biomarker for the consumption of this food product. (6S,9R)-6-Hydroxy-3-oxo-alpha-ionolBlumenol AVomifoliolC13H20O3224.2961224.1412445064-hydroxy-4-[(1E)-3-hydroxybut-1-en-1-yl]-3,5,5-trimethylcyclohex-2-en-1-onevomifoliol23526-45-6CC(O)\C=C\C1(O)C(C)=CC(=O)CC1(C)CInChI=1S/C13H20O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,10,14,16H,8H2,1-4H3/b6-5+KPQMCAKZRXOZLB-AATRIKPKSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.SesquiterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsSesquiterpenoidsAliphatic homomonocyclic compoundsCyclohexenonesHydrocarbon derivativesOrganic oxidesSecondary alcoholsTertiary alcoholsAlcoholAliphatic homomonocyclic compoundCarbonyl groupCyclic ketoneCyclofarsesane sesquiterpenoidCyclohexenoneHydrocarbon derivativeIonone derivativeKetoneMegastigmane sesquiterpenoidOrganic oxideOrganic oxygen compoundOrganooxygen compoundSecondary alcoholSesquiterpenoidTertiary alcoholfenchane monoterpenoidlogp1.24logs-1.97solubility2.43e+00 g/lmelting_pointMp 113-114°logp1.42pka_strongest_acidic13.4pka_strongest_basic-2.7iupac4-hydroxy-4-[(1E)-3-hydroxybut-1-en-1-yl]-3,5,5-trimethylcyclohex-2-en-1-oneaverage_mass224.2961mono_mass224.141244506smilesCC(O)\C=C\C1(O)C(C)=CC(=O)CC1(C)CformulaC13H20O3inchiInChI=1S/C13H20O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,10,14,16H,8H2,1-4H3/b6-5+inchikeyKPQMCAKZRXOZLB-AATRIKPKSA-Npolar_surface_area57.53refractivity64.93polarizability24.79rotatable_bond_count2acceptor_count3donor_count2physiological_charge0formal_charge0Specdb::MsMs1238383Specdb::MsMs1238384Specdb::MsMs1238385Specdb::MsMs1353829Specdb::MsMs1353830Specdb::MsMs1353831Specdb::MsMs3605851Specdb::MsMs3605852Specdb::MsMs3605853Specdb::MsMs3605854Specdb::MsMs3605855Specdb::MsMs360585649164Common grapeType 1specificVitis vinifera29760fruity