1.0 2010-04-08 22:04:47 UTC 2025-11-18 22:26:46 UTC FDB000962 Skimmin Skimmin is a member of the class of compounds known as coumarin glycosides. Coumarin glycosides are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. Skimmin is soluble (in water) and a very weakly acidic compound (based on its pKa). Skimmin can be found in sweet potato, which makes skimmin a potential biomarker for the consumption of this food product. Skimmin is a glucoside of umbelliferone . (-)-Skimmin 2H-1-Benzopyran-2-one, 7-(β-D-glucopyranosyloxy)- 7-Hydroxycoumarin-7-glucoside Coumarin, 7-(β-D-glucopyranosyloxy)- Glucopyranoside, umbelliferone, β-d- Skimmin Skimmine Umbelliferone glucoside Umbelliferone, β-d-glucopyranoside C15H16O8 324.2827 324.084517488 7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one 7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one 93-39-0 OCC1OC(OC2=CC3=C(C=CC(=O)O3)C=C2)C(O)C(O)C1O InChI=1S/C15H16O8/c16-6-10-12(18)13(19)14(20)15(23-10)21-8-3-1-7-2-4-11(17)22-9(7)5-8/h1-5,10,12-16,18-20H,6H2 VPAOSFFTKWUGAD-UHFFFAOYSA-N belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. Coumarin glycosides Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Coumarin glycosides Aromatic heteropolycyclic compounds 1-benzopyrans Acetals Benzenoids Heteroaromatic compounds Hexoses Hydrocarbon derivatives Lactones O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Primary alcohols Pyranones and derivatives Secondary alcohols 1-benzopyran Acetal Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran Coumarin o-glycoside Coumarin-7-o-glycoside Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Lactone Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenolic glycoside Polyol Primary alcohol Pyran Pyranone Secondary alcohol logp -0.71 ALOGPS logs -1.50 ALOGPS solubility 1.03e+01 g/l ALOGPS melting_point Mp 219-221° logp -0.79 ChemAxon pka_strongest_acidic 12.2 ChemAxon pka_strongest_basic -3 ChemAxon iupac 7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one ChemAxon average_mass 324.2827 ChemAxon mono_mass 324.084517488 ChemAxon smiles OCC1OC(OC2=CC3=C(C=CC(=O)O3)C=C2)C(O)C(O)C1O ChemAxon formula C15H16O8 ChemAxon inchi InChI=1S/C15H16O8/c16-6-10-12(18)13(19)14(20)15(23-10)21-8-3-1-7-2-4-11(17)22-9(7)5-8/h1-5,10,12-16,18-20H,6H2 ChemAxon inchikey VPAOSFFTKWUGAD-UHFFFAOYSA-N ChemAxon polar_surface_area 125.68 ChemAxon refractivity 75.67 ChemAxon polarizability 30.64 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 48894 Specdb::MsMs 48895 Specdb::MsMs 48896 Specdb::MsMs 163182 Specdb::MsMs 163183 Specdb::MsMs 163184 Specdb::CMs 108078 Specdb::CMs 120577 Specdb::CMs 981972 Specdb::CMs 981973 Specdb::CMs 981974 Specdb::CMs 981975 Specdb::CMs 981976 Specdb::CMs 981977 Specdb::CMs 981978 Specdb::CMs 981979 Specdb::CMs 981980 Specdb::CMs 981981 Specdb::CMs 981982 Specdb::CMs 981983 Specdb::CMs 981984 Specdb::CMs 981985 Specdb::CMs 981986 Specdb::CMs 981987 Specdb::CMs 981988 Specdb::CMs 981989 Specdb::CMs 981990 Specdb::CMs 981991 Specdb::CMs 981992 Specdb::CMs 981993 Specdb::CMs 981994 Sweet potato Type 1 specific Ipomoea batatas 4120