1.0 2010-04-08 22:06:00 UTC 2025-11-18 22:54:22 UTC FDB003924 Columbianetin Columbianetin, also known as columbianetin, (S)-isomer, is a member of the class of compounds known as angular furanocoumarins. Angular furanocoumarins are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Columbianetin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Columbianetin can be found in fennel and wild celery, which makes columbianetin a potential biomarker for the consumption of these food products. Columbianetin C14H14O4 246.2586 246.089208936 (8R)-8-(2-hydroxypropan-2-yl)-2H,8H,9H-furo[2,3-h]chromen-2-one (-)-columbianetin 52842-47-4 CC(C)(O)[C@H]1CC2=C3OC(=O)C=CC3=CC=C2O1 InChI=1S/C14H14O4/c1-14(2,16)11-7-9-10(17-11)5-3-8-4-6-12(15)18-13(8)9/h3-6,11,16H,7H2,1-2H3/t11-/m1/s1 YRAQEMCYCSSHJG-LLVKDONJSA-N belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Angular furanocoumarins Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Furanocoumarins Aromatic heteropolycyclic compounds 1-benzopyrans Alkyl aryl ethers Benzenoids Coumarans Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Oxacyclic compounds Pyranones and derivatives Tertiary alcohols 1-benzopyran Alcohol Alkyl aryl ether Angular furanocoumarin Aromatic heteropolycyclic compound Benzenoid Benzopyran Coumaran Ether Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone Tertiary alcohol Furanocoumarins columbianetin logp 1.93 ALOGPS logs -2.69 ALOGPS solubility 5.04e-01 g/l ALOGPS logp 1.73 ChemAxon pka_strongest_acidic 14.3 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac (8R)-8-(2-hydroxypropan-2-yl)-2H,8H,9H-furo[2,3-h]chromen-2-one ChemAxon average_mass 246.2586 ChemAxon mono_mass 246.089208936 ChemAxon smiles CC(C)(O)[C@H]1CC2=C3OC(=O)C=CC3=CC=C2O1 ChemAxon formula C14H14O4 ChemAxon inchi InChI=1S/C14H14O4/c1-14(2,16)11-7-9-10(17-11)5-3-8-4-6-12(15)18-13(8)9/h3-6,11,16H,7H2,1-2H3/t11-/m1/s1 ChemAxon inchikey YRAQEMCYCSSHJG-LLVKDONJSA-N ChemAxon polar_surface_area 55.76 ChemAxon refractivity 66.34 ChemAxon polarizability 25.51 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 65889 Specdb::MsMs 65890 Specdb::MsMs 65891 Specdb::MsMs 123339 Specdb::MsMs 123340 Specdb::MsMs 123341 Fennel Type 1 specific Foeniculum vulgare 48038 Wild celery Type 1 specific Apium graveolens 4045