1.0 2010-04-08 22:12:19 UTC 2018-05-29 01:25:19 UTC FDB016242 Quassinol Constituent of Quassia amara (Surinam quassia) Bisnorquassin C20H24O6 360.401 360.1572885 5,8-dihydroxy-2,9,15,17-tetramethyl-6,13-dioxapentacyclo[12.3.1.0⁵,¹⁷.0⁷,¹⁶.0¹⁰,¹⁵]octadeca-8,10-diene-4,12-dione 5,8-dihydroxy-2,9,15,17-tetramethyl-6,13-dioxapentacyclo[12.3.1.0⁵,¹⁷.0⁷,¹⁶.0¹⁰,¹⁵]octadeca-8,10-diene-4,12-dione 21018-87-1 CC1CC(=O)C2(O)OC3C4C2(C)C1CC1OC(=O)C=C(C(C)=C3O)C41C InChI=1S/C20H24O6/c1-8-5-12(21)20(24)19(4)10(8)6-13-18(3)11(7-14(22)25-13)9(2)15(23)16(26-20)17(18)19/h7-8,10,13,16-17,23-24H,5-6H2,1-4H3 WKNPIBKVHHVICI-UHFFFAOYSA-N belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. Quassinoids Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Cyclic alcohols and derivatives Dihydropyranones Enoate esters Enols Hemiacetals Hydrocarbon derivatives Ketones Lactones Monocarboxylic acids and derivatives Naphthalenes Naphthopyrans Organic oxides Oxacyclic compounds Tetrahydrofurans Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester C-20 quassinoid skeleton Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dihydropyranone Enoate ester Enol Hemiacetal Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Naphthalene Naphthopyran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Quassinoid Tetrahydrofuran logp 1.28 ALOGPS logs -2.58 ALOGPS solubility 9.53e-01 g/l ALOGPS melting_point Mp 258-260° dec. logp 1.87 ChemAxon pka_strongest_acidic 7.11 ChemAxon pka_strongest_basic -4.5 ChemAxon iupac 5,8-dihydroxy-2,9,15,17-tetramethyl-6,13-dioxapentacyclo[12.3.1.0⁵,¹⁷.0⁷,¹⁶.0¹⁰,¹⁵]octadeca-8,10-diene-4,12-dione ChemAxon average_mass 360.401 ChemAxon mono_mass 360.1572885 ChemAxon smiles CC1CC(=O)C2(O)OC3C4C2(C)C1CC1OC(=O)C=C(C(C)=C3O)C41C ChemAxon formula C20H24O6 ChemAxon inchi InChI=1S/C20H24O6/c1-8-5-12(21)20(24)19(4)10(8)6-13-18(3)11(7-14(22)25-13)9(2)15(23)16(26-20)17(18)19/h7-8,10,13,16-17,23-24H,5-6H2,1-4H3 ChemAxon inchikey WKNPIBKVHHVICI-UHFFFAOYSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 92.51 ChemAxon polarizability 36.47 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23584 Specdb::CMs 45274 Specdb::CMs 163754 Specdb::MsMs 107784 Specdb::MsMs 107785 Specdb::MsMs 107786 Specdb::MsMs 174855 Specdb::MsMs 174856 Specdb::MsMs 174857 Specdb::MsMs 2358759 Specdb::MsMs 2358760 Specdb::MsMs 2358761 Specdb::MsMs 2603234 Specdb::MsMs 2603235 Specdb::MsMs 2603236 HMDB37235 #<Reference:0x000055ce32cfa2c8>