1.0 2012-01-13 17:25:58 UTC 2025-11-19 02:59:13 UTC FDB029816 3'-O-Methylcyanidin 3-O-beta-D-glucoside A polyphenol metabolite detected in biological fluids [PhenolExplorer] C22H23O11 463.4114 463.124036578 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium COC1=C(O)C=CC(=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O InChI=1S/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/p+1/t17-,18-,19+,20-,22-/m1/s1 ZZWPMFROUHHAKY-OUUKCGNVSA-O belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position. Anthocyanidin-3-O-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-O-methylated flavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Acetals Alkyl aryl ethers Anisoles Anthocyanidins Flavonoid-3-O-glycosides Heteroaromatic compounds Hexoses Hydrocarbon derivatives Methoxybenzenes Methoxyphenols O-glycosyl compounds Organic cations Oxacyclic compounds Oxanes Phenoxy compounds Polyols Primary alcohols Secondary alcohols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3p-methoxyflavonoid-skeleton 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Alkyl aryl ether Anisole Anthocyanidin Anthocyanidin-3-o-glycoside Aromatic heteropolycyclic compound Benzenoid Benzopyran Ether Flavonoid-3-o-glycoside Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Hydroxyflavonoid Methoxybenzene Methoxyphenol Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic cation Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenol ether Phenoxy compound Polyol Primary alcohol Secondary alcohol anthocyanin cation beta-D-glucoside monosaccharide derivative logp 1.18 ALOGPS logs -3.08 ALOGPS solubility 4.18e-01 g/l ALOGPS logp 0.42 ChemAxon pka_strongest_acidic 6.4 ChemAxon pka_strongest_basic -3 ChemAxon iupac 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium ChemAxon average_mass 463.4114 ChemAxon mono_mass 463.124036578 ChemAxon smiles COC1=C(O)C=CC(=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O ChemAxon formula C22H23O11 ChemAxon inchi InChI=1S/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/p+1/t17-,18-,19+,20-,22-/m1/s1 ChemAxon inchikey ZZWPMFROUHHAKY-OUUKCGNVSA-O ChemAxon polar_surface_area 182.44 ChemAxon refractivity 120.74 ChemAxon polarizability 45.05 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 11 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 1 ChemAxon Specdb::CMs 24652 Specdb::CMs 40169 Specdb::CMs 135415 Specdb::CMs 143149 Specdb::MsMs 92820 Specdb::MsMs 92821 Specdb::MsMs 92822 Specdb::MsMs 156501 Specdb::MsMs 156502 Specdb::MsMs 156503 Specdb::MsMs 439217 Specdb::MsMs 448158 Specdb::MsMs 2804658 Specdb::MsMs 2804659 Specdb::MsMs 2804660 Specdb::NmrOneD 286795 Specdb::NmrOneD 286796 Specdb::NmrOneD 286797 Specdb::NmrOneD 286798 Specdb::NmrOneD 286799 Specdb::NmrOneD 286800 Specdb::NmrOneD 286801 Specdb::NmrOneD 286802 Specdb::NmrOneD 286803 Specdb::NmrOneD 286804 Specdb::NmrOneD 286805 Specdb::NmrOneD 286806 Specdb::NmrOneD 286807 Specdb::NmrOneD 286808 Specdb::NmrOneD 286809 Specdb::NmrOneD 286810 Specdb::NmrOneD 286811 Specdb::NmrOneD 286812 Specdb::NmrOneD 286813 Specdb::NmrOneD 286814 HMDB0013689 American cranberry Type 1 specific Vaccinium macrocarpon 13750 Sweet cherry Type 1 specific Prunus avium 42229