1.02010-04-08 22:12:03 UTC2019-11-26 03:12:12 UTCFDB015788IsocolumbinIsolated from Dioscoreophyllum cumminsii (serendipity berry). Isocolumbin is found in fruits.ColumbinIsocolumbinC20H22O6358.3851358.1416384365-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.0²,¹¹.0³,⁸]hexadec-15-ene-7,13-dione5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.0²,¹¹.0³,⁸]hexadec-15-ene-7,13-dione471-54-5CC12CC(OC(=O)C1CCC1(C)C2C2OC(=O)C1(O)C=C2)C1=COC=C1InChI=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,3,6,9H2,1-2H3AALLCALQGXXWNA-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.NaphthopyransOrganic compoundsOrganoheterocyclic compoundsNaphthopyransAromatic heteropolycyclic compoundsCarbonyl compoundsCarboxylic acid estersDelta valerolactonesDicarboxylic acids and derivativesDihydropyranonesFuransHeteroaromatic compoundsHydrocarbon derivativesNaphthalenesOrganic oxidesOxacyclic compoundsOxanesTertiary alcoholsAlcoholAromatic heteropolycyclic compoundCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDelta valerolactoneDelta_valerolactoneDicarboxylic acid or derivativesDihydropyranoneFuranHeteroaromatic compoundHydrocarbon derivativeLactoneNaphthaleneNaphthopyranOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxacycleOxanePyranTertiary alcohollogp2.04logs-3.58solubility9.40e-02 g/lmelting_pointMp 190°logp2.15pka_strongest_acidic11.62pka_strongest_basic-3.2iupac5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.0²,¹¹.0³,⁸]hexadec-15-ene-7,13-dioneaverage_mass358.3851mono_mass358.141638436smilesCC12CC(OC(=O)C1CCC1(C)C2C2OC(=O)C1(O)C=C2)C1=COC=C1formulaC20H22O6inchiInChI=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,3,6,9H2,1-2H3inchikeyAALLCALQGXXWNA-UHFFFAOYSA-Npolar_surface_area85.97refractivity90.22polarizability35.96rotatable_bond_count1acceptor_count3donor_count1physiological_charge0formal_charge0Specdb::CMs18542Specdb::CMs45066Specdb::CMs119883Specdb::CMs128201Specdb::CMs169160Specdb::MsMs11429Specdb::MsMs11430Specdb::MsMs11431Specdb::MsMs18101Specdb::MsMs18102Specdb::MsMs18103Specdb::MsMs2831908Specdb::MsMs2831909Specdb::MsMs2831910Specdb::MsMs2849662Specdb::MsMs2849663Specdb::MsMs2849664HMDB36837#<Reference:0x0000555675d93cf0>FruitsUnknowngenericbitter