1.0 2010-04-08 22:05:09 UTC 2025-11-18 22:33:30 UTC FDB001900 Hulupinic acid Constituent of hops. Hulupinic acid is found in alcoholic beverages. C15H20O4 264.3169 264.136159128 4,5-dihydroxy-2,2-bis(3-methylbut-2-en-1-yl)cyclopent-4-ene-1,3-dione 4,5-dihydroxy-2,2-bis(3-methylbut-2-en-1-yl)cyclopent-4-ene-1,3-dione CC(C)=CCC1(CC=C(C)C)C(=O)C(O)=C(O)C1=O InChI=1S/C15H20O4/c1-9(2)5-7-15(8-6-10(3)4)13(18)11(16)12(17)14(15)19/h5-6,16-17H,7-8H2,1-4H3 KKNXLCGOZLVUHL-UHFFFAOYSA-N belongs to the class of organic compounds known as vinylogous acids. These are organic compounds containing a hydroxyl group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety. Vinylogous acids Organic compounds Organic acids and derivatives Vinylogous acids Aliphatic homomonocyclic compounds Cyclic ketones Enediols Hydrocarbon derivatives Organic oxides Aliphatic homomonocyclic compound Carbonyl group Cyclic ketone Enediol Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Vinylogous acid logp 1.60 ALOGPS logs -2.94 ALOGPS solubility 3.01e-01 g/l ALOGPS melting_point Mp 167-168° logp 3.23 ChemAxon pka_strongest_acidic 7.32 ChemAxon pka_strongest_basic -4.4 ChemAxon iupac 4,5-dihydroxy-2,2-bis(3-methylbut-2-en-1-yl)cyclopent-4-ene-1,3-dione ChemAxon average_mass 264.3169 ChemAxon mono_mass 264.136159128 ChemAxon smiles CC(C)=CCC1(CC=C(C)C)C(=O)C(O)=C(O)C1=O ChemAxon formula C15H20O4 ChemAxon inchi InChI=1S/C15H20O4/c1-9(2)5-7-15(8-6-10(3)4)13(18)11(16)12(17)14(15)19/h5-6,16-17H,7-8H2,1-4H3 ChemAxon inchikey KKNXLCGOZLVUHL-UHFFFAOYSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 76.82 ChemAxon polarizability 28.67 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22906 Specdb::CMs 41749 Specdb::CMs 134983 Specdb::CMs 142717 Specdb::MsMs 59934 Specdb::MsMs 59935 Specdb::MsMs 59936 Specdb::MsMs 116163 Specdb::MsMs 116164 Specdb::MsMs 116165 Specdb::MsMs 2228853 Specdb::MsMs 2230603 Specdb::MsMs 2252564 Specdb::MsMs 2253925 Specdb::MsMs 2254644 Specdb::MsMs 2255918 Specdb::MsMs 2256594 Specdb::MsMs 2258006 Specdb::MsMs 2258554 Specdb::MsMs 2260011 Specdb::MsMs 2694486 Specdb::MsMs 2694487 Specdb::MsMs 2694488 Specdb::MsMs 2987288 Specdb::MsMs 2987289 Specdb::MsMs 2987290 HMDB30102 Alcoholic beverages Unknown generic