1.0 2010-04-08 22:12:03 UTC 2019-11-26 03:12:12 UTC FDB015788 Isocolumbin Isolated from Dioscoreophyllum cumminsii (serendipity berry). Isocolumbin is found in fruits. Columbin Isocolumbin C20H22O6 358.3851 358.141638436 5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.0²,¹¹.0³,⁸]hexadec-15-ene-7,13-dione 5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.0²,¹¹.0³,⁸]hexadec-15-ene-7,13-dione 471-54-5 CC12CC(OC(=O)C1CCC1(C)C2C2OC(=O)C1(O)C=C2)C1=COC=C1 InChI=1S/C20H22O6/c1-18-9-14(11-5-8-24-10-11)25-16(21)12(18)3-6-19(2)15(18)13-4-7-20(19,23)17(22)26-13/h4-5,7-8,10,12-15,23H,3,6,9H2,1-2H3 AALLCALQGXXWNA-UHFFFAOYSA-N belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Naphthopyrans Organic compounds Organoheterocyclic compounds Naphthopyrans Aromatic heteropolycyclic compounds Carbonyl compounds Carboxylic acid esters Delta valerolactones Dicarboxylic acids and derivatives Dihydropyranones Furans Heteroaromatic compounds Hydrocarbon derivatives Naphthalenes Organic oxides Oxacyclic compounds Oxanes Tertiary alcohols Alcohol Aromatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Delta valerolactone Delta_valerolactone Dicarboxylic acid or derivatives Dihydropyranone Furan Heteroaromatic compound Hydrocarbon derivative Lactone Naphthalene Naphthopyran Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Oxane Pyran Tertiary alcohol logp 2.04 ALOGPS logs -3.58 ALOGPS solubility 9.40e-02 g/l ALOGPS melting_point Mp 190° logp 2.15 ChemAxon pka_strongest_acidic 11.62 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac 5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.0²,¹¹.0³,⁸]hexadec-15-ene-7,13-dione ChemAxon average_mass 358.3851 ChemAxon mono_mass 358.141638436 ChemAxon smiles CC12CC(OC(=O)C1CCC1(C)C2C2OC(=O)C1(O)C=C2)C1=COC=C1 ChemAxon formula C20H22O6 ChemAxon inchi InChI=1S/C20H22O6/c1-18-9-14(11-5-8-24-10-11)25-16(21)12(18)3-6-19(2)15(18)13-4-7-20(19,23)17(22)26-13/h4-5,7-8,10,12-15,23H,3,6,9H2,1-2H3 ChemAxon inchikey AALLCALQGXXWNA-UHFFFAOYSA-N ChemAxon polar_surface_area 85.97 ChemAxon refractivity 90.22 ChemAxon polarizability 35.96 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 11429 Specdb::MsMs 11430 Specdb::MsMs 11431 Specdb::MsMs 18101 Specdb::MsMs 18102 Specdb::MsMs 18103 Specdb::MsMs 2831908 Specdb::MsMs 2831909 Specdb::MsMs 2831910 Specdb::MsMs 2849662 Specdb::MsMs 2849663 Specdb::MsMs 2849664 Specdb::CMs 18542 Specdb::CMs 45066 Specdb::CMs 119883 Specdb::CMs 128201 Specdb::CMs 169160 HMDB36837 #<Reference:0x000055ce31d6b578> Fruits Unknown generic bitter