1.0 2010-04-08 22:04:56 UTC 2025-11-18 22:30:27 UTC FDB001348 Isohumulinone A Bitter principle present in beer. Isohumulinone A is found in alcoholic beverages. C21H30O6 378.4593 378.204238692 1,2,3,6-tetrahydroxy-9,9-dimethyl-4-(3-methylbutanoyl)-10-(propan-2-ylidene)tricyclo[6.3.0.0²,⁶]undec-3-en-5-one 1,2,3,6-tetrahydroxy-9,9-dimethyl-4-(3-methylbutanoyl)-10-(propan-2-ylidene)tricyclo[6.3.0.0²,⁶]undec-3-en-5-one 83680-60-8 CC(C)CC(=O)C1=C(O)C2(O)C3(O)CC(=C(C)C)C(C)(C)C3CC2(O)C1=O InChI=1S/C21H30O6/c1-10(2)7-13(22)15-16(23)20(26)9-14-18(5,6)12(11(3)4)8-19(14,25)21(20,27)17(15)24/h10,14,24-27H,7-9H2,1-6H3 WDCHYVUCXSBTMH-UHFFFAOYSA-N belongs to the class of organic compounds known as linear triquinanes. These are triquinane with a structure based on a [6.3.0.0^2,6] undecane carbon skeleton. Linear triquinanes Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homopolycyclic compounds Cyclic alcohols and derivatives Enols Hydrocarbon derivatives Ketones Organic oxides Polyols Tertiary alcohols Vinylogous acids Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Enol Hydrocarbon derivative Ketone Linear triquinane sesquiterpenoid Organic oxide Organic oxygen compound Organooxygen compound Polyol Tertiary alcohol Vinylogous acid logp 1.26 ALOGPS logs -2.66 ALOGPS solubility 8.37e-01 g/l ALOGPS melting_point Mp 202-204° logp 1.57 ChemAxon pka_strongest_acidic 0.34 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 1,2,3,6-tetrahydroxy-9,9-dimethyl-4-(3-methylbutanoyl)-10-(propan-2-ylidene)tricyclo[6.3.0.0²,⁶]undec-3-en-5-one ChemAxon average_mass 378.4593 ChemAxon mono_mass 378.204238692 ChemAxon smiles CC(C)CC(=O)C1=C(O)C2(O)C3(O)CC(=C(C)C)C(C)(C)C3CC2(O)C1=O ChemAxon formula C21H30O6 ChemAxon inchi InChI=1S/C21H30O6/c1-10(2)7-13(22)15-16(23)20(26)9-14-18(5,6)12(11(3)4)8-19(14,25)21(20,27)17(15)24/h10,14,24-27H,7-9H2,1-6H3 ChemAxon inchikey WDCHYVUCXSBTMH-UHFFFAOYSA-N ChemAxon polar_surface_area 115.06 ChemAxon refractivity 101.23 ChemAxon polarizability 40.4 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23385 Specdb::CMs 41716 Specdb::CMs 131753 Specdb::CMs 139487 Specdb::MsMs 86361 Specdb::MsMs 86362 Specdb::MsMs 86363 Specdb::MsMs 148641 Specdb::MsMs 148642 Specdb::MsMs 148643 Specdb::MsMs 2431921 Specdb::MsMs 2431922 Specdb::MsMs 2431923 Specdb::MsMs 2503313 Specdb::MsMs 2503314 Specdb::MsMs 2503315 HMDB0030045 Alcoholic beverages Unknown generic