1.0 2010-04-08 22:13:36 UTC 2025-11-19 02:10:29 UTC FDB018252 Prunetinoside Prunetinoside is a member of the class of compounds known as isoflavonoid o-glycosides. Isoflavonoid o-glycosides are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. Prunetinoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Prunetinoside can be found in sour cherry, which makes prunetinoside a potential biomarker for the consumption of this food product. Prunetin 5-O-glucoside Prunetinoside C22H22O10 446.4041 446.121296924 3-(4-hydroxyphenyl)-7-methoxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one 3-(4-hydroxyphenyl)-7-methoxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one 89595-66-4 COC1=CC(OC2OC(CO)C(O)C(O)C2O)=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C1 InChI=1S/C22H22O10/c1-29-12-6-14-17(18(25)13(9-30-14)10-2-4-11(24)5-3-10)15(7-12)31-22-21(28)20(27)19(26)16(8-23)32-22/h2-7,9,16,19-24,26-28H,8H2,1H3 AJAGLPDYKVWJQE-UHFFFAOYSA-N belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. Isoflavonoid O-glycosides Organic compounds Phenylpropanoids and polyketides Isoflavonoids Isoflavonoid O-glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 7-O-methylisoflavones Acetals Alkyl aryl ethers Anisoles Benzene and substituted derivatives Chromones Heteroaromatic compounds Hexoses Hydrocarbon derivatives Isoflavones O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Primary alcohols Pyranones and derivatives Secondary alcohols Vinylogous esters 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 7-o-methylisoflavone Acetal Alcohol Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Ether Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Isoflavone Isoflavonoid o-glycoside Isoflavonoid-5-o-glycoside Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Primary alcohol Pyran Pyranone Secondary alcohol Vinylogous ester logp 0.68 ALOGPS logs -2.79 ALOGPS solubility 7.27e-01 g/l ALOGPS melting_point Mp 237-239° logp 0.3 ChemAxon pka_strongest_acidic 8.96 ChemAxon pka_strongest_basic -3 ChemAxon iupac 3-(4-hydroxyphenyl)-7-methoxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one ChemAxon average_mass 446.4041 ChemAxon mono_mass 446.121296924 ChemAxon smiles COC1=CC(OC2OC(CO)C(O)C(O)C2O)=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C1 ChemAxon formula C22H22O10 ChemAxon inchi InChI=1S/C22H22O10/c1-29-12-6-14-17(18(25)13(9-30-14)10-2-4-11(24)5-3-10)15(7-12)31-22-21(28)20(27)19(26)16(8-23)32-22/h2-7,9,16,19-24,26-28H,8H2,1H3 ChemAxon inchikey AJAGLPDYKVWJQE-UHFFFAOYSA-N ChemAxon polar_surface_area 155.14 ChemAxon refractivity 108.31 ChemAxon polarizability 43.58 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 104643 Specdb::MsMs 104644 Specdb::MsMs 104645 Specdb::MsMs 170970 Specdb::MsMs 170971 Specdb::MsMs 170972 Specdb::MsMs 3606341 Specdb::MsMs 3606342 Specdb::MsMs 3606343 Specdb::MsMs 3606344 Specdb::MsMs 3606345 Specdb::MsMs 3606346 Sour cherry Type 1 specific Prunus cerasus 140311