1.0 2010-04-08 22:13:00 UTC 2019-11-26 03:14:37 UTC FDB017304 Peonidin 3-arabinoside Isolated from grapes and many other plant subspecies Peonidin 3-arabinoside is found in many foods, some of which are common grape, black crowberry, lingonberry, and american cranberry. Peonidin 3-arabinoside Peonidin 3-O-arabinoside C21H21O10 433.3854 433.113471892 3-{[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1λ⁴-chromen-1-ylium 3-{[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1λ⁴-chromen-1-ylium 27214-74-0 COC1=C(O)C=CC(=C1)C1=[O+]C2=C(C=C1O[C@H]1O[C@H](CO)[C@@H](O)[C@@H]1O)C(O)=CC(O)=C2 InChI=1S/C21H20O10/c1-28-15-4-9(2-3-12(15)24)20-16(30-21-19(27)18(26)17(8-22)31-21)7-11-13(25)5-10(23)6-14(11)29-20/h2-7,17-19,21-22,26-27H,8H2,1H3,(H2-,23,24,25)/p+1/t17-,18-,19+,21+/m1/s1 KGHFAKPGOXLHAB-BNDYYXHWSA-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 Hydrocarbon derivatives Methoxybenzenes Methoxyphenols O-glycosyl compounds Organic cations Oxacyclic compounds Pentoses Phenoxy compounds Primary alcohols Secondary alcohols Tetrahydrofurans 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 Hydrocarbon derivative Hydroxyflavonoid Methoxybenzene Methoxyphenol Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic cation Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pentose monosaccharide Phenol Phenol ether Phenoxy compound Primary alcohol Secondary alcohol Tetrahydrofuran logp 1.62 ALOGPS logs -3.31 ALOGPS solubility 2.29e-01 g/l ALOGPS logp 1.09 ChemAxon pka_strongest_acidic 6.4 ChemAxon pka_strongest_basic -3 ChemAxon iupac 3-{[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1λ⁴-chromen-1-ylium ChemAxon average_mass 433.3854 ChemAxon mono_mass 433.113471892 ChemAxon smiles COC1=C(O)C=CC(=C1)C1=[O+]C2=C(C=C1O[C@H]1O[C@H](CO)[C@@H](O)[C@@H]1O)C(O)=CC(O)=C2 ChemAxon formula C21H21O10 ChemAxon inchi InChI=1S/C21H20O10/c1-28-15-4-9(2-3-12(15)24)20-16(30-21-19(27)18(26)17(8-22)31-21)7-11-13(25)5-10(23)6-14(11)29-20/h2-7,17-19,21-22,26-27H,8H2,1H3,(H2-,23,24,25)/p+1/t17-,18-,19+,21+/m1/s1 ChemAxon inchikey KGHFAKPGOXLHAB-BNDYYXHWSA-O ChemAxon polar_surface_area 162.21 ChemAxon refractivity 114.78 ChemAxon polarizability 42.34 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 1 ChemAxon Specdb::CMs 15528 Specdb::CMs 45669 Specdb::CMs 130504 Specdb::CMs 138238 Specdb::MsMs 53142 Specdb::MsMs 53143 Specdb::MsMs 53144 Specdb::MsMs 166296 Specdb::MsMs 166297 Specdb::MsMs 166298 Specdb::MsMs 3067184 Specdb::MsMs 3067185 Specdb::MsMs 3067186 HMDB38089 #<Reference:0x000055ce31cf3258> American cranberry Type 1 specific Vaccinium macrocarpon 13750 9.614721 9.614721298 9.614721298 mg/100 g Bilberry Type 1 specific Vaccinium myrtillus 180763 3.3 3.3 3.3 mg/100 g Black chokeberry Type 1 specific Photinia melanocarpa 661339 0.0 0.0 0.0 mg/100 g Black crowberry Type 1 specific Empetrum nigrum 191066 Common grape Type 1 specific Vitis vinifera 29760 0.0 0.0 0.0 mg/100 g Fruits Unknown generic Garden onion Type 1 specific Allium cepa 4679 Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 0.293333 0.293333332 0.293333332 mg/100 g Lingonberry Type 1 specific Vaccinium vitis-idaea 180772 0.0 0.0 0.0 mg/100 g Lowbush blueberry Type 1 specific Vaccinium angustifolium 472369 Rabbiteye blueberry Type 1 specific Vaccinium virgatum Rubus (Blackberry, Raspberry) Type 1 specific Rubus 23216 0.0 0.0 0.0 mg/100 g Summer grape Type 1 specific Vitis aestivalis 3605 0.0 0.0 0.0 mg/100 g