1.0 2010-04-08 22:12:02 UTC 2025-11-19 00:58:50 UTC FDB015766 Vomifoliol Vomifoliol, 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-ionol Blumenol A Vomifoliol C13H20O3 224.2961 224.141244506 4-hydroxy-4-[(1E)-3-hydroxybut-1-en-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one vomifoliol 23526-45-6 CC(O)\C=C\C1(O)C(C)=CC(=O)CC1(C)C InChI=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. Sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homomonocyclic compounds Cyclohexenones Hydrocarbon derivatives Organic oxides Secondary alcohols Tertiary alcohols Alcohol Aliphatic homomonocyclic compound Carbonyl group Cyclic ketone Cyclofarsesane sesquiterpenoid Cyclohexenone Hydrocarbon derivative Ionone derivative Ketone Megastigmane sesquiterpenoid Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Sesquiterpenoid Tertiary alcohol fenchane monoterpenoid logp 1.24 ALOGPS logs -1.97 ALOGPS solubility 2.43e+00 g/l ALOGPS melting_point Mp 113-114° logp 1.42 ChemAxon pka_strongest_acidic 13.4 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 4-hydroxy-4-[(1E)-3-hydroxybut-1-en-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one ChemAxon average_mass 224.2961 ChemAxon mono_mass 224.141244506 ChemAxon smiles CC(O)\C=C\C1(O)C(C)=CC(=O)CC1(C)C ChemAxon formula C13H20O3 ChemAxon inchi InChI=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+ ChemAxon inchikey KPQMCAKZRXOZLB-AATRIKPKSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 64.93 ChemAxon polarizability 24.79 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 1238383 Specdb::MsMs 1238384 Specdb::MsMs 1238385 Specdb::MsMs 1353829 Specdb::MsMs 1353830 Specdb::MsMs 1353831 Specdb::MsMs 3605851 Specdb::MsMs 3605852 Specdb::MsMs 3605853 Specdb::MsMs 3605854 Specdb::MsMs 3605855 Specdb::MsMs 3605856 49164 Common grape Type 1 specific Vitis vinifera 29760 fruity