1.0 2010-04-08 22:13:00 UTC 2025-11-19 01:53:17 UTC FDB017306 Peonidin 3-[4-hydroxycinnamoyl-b-D-glucopyranoside] Isolated from grapes. Peonidin 3-[4-hydroxycinnamoyl-b-D-glucopyranoside] is found in many foods, some of which are fruits, olive, common grape, and rose hip. 3,4',5,7-Tetrahydroxy-3'-methoxyflavylium(1+); 3-O-[4-Hydroxycinnamoyl-(->?)-b-D-glucopyranoside] Peonidin 3-O-[4-Hydroxycinnamoyl-(->?)-b-D-glucopyranoside] C16H13O6 301.2708 301.071213148 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium 134-01-0 COC1=C(O)C=CC(=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O InChI=1S/C16H12O6/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16/h2-7H,1H3,(H3-,17,18,19,20)/p+1 XFDQJKDGGOEYPI-UHFFFAOYSA-O belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. 3'-O-methylated flavonoids Organic compounds Phenylpropanoids and polyketides Flavonoids O-methylated flavonoids Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Anisoles Anthocyanidins Heteroaromatic compounds Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Organic cations Oxacyclic compounds Phenoxy compounds Polyols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3-hydroxyflavonoid 3p-methoxyflavonoid-skeleton 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alkyl aryl ether Anisole Anthocyanidin Aromatic heteropolycyclic compound Benzenoid Benzopyran Ether Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic cation Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Polyol Anthocyanidins Anthocyanidins anthocyanidin cation logp 1.90 ALOGPS logs -4.14 ALOGPS solubility 2.42e-02 g/l ALOGPS logp 3.08 ChemAxon pka_strongest_acidic 6.01 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium ChemAxon average_mass 301.2708 ChemAxon mono_mass 301.071213148 ChemAxon smiles COC1=C(O)C=CC(=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O ChemAxon formula C16H13O6 ChemAxon inchi InChI=1S/C16H12O6/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16/h2-7H,1H3,(H3-,17,18,19,20)/p+1 ChemAxon inchikey XFDQJKDGGOEYPI-UHFFFAOYSA-O ChemAxon polar_surface_area 103.29 ChemAxon refractivity 88.6 ChemAxon polarizability 30.14 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 1 ChemAxon Specdb::MsMs 65730 Specdb::MsMs 65731 Specdb::MsMs 65732 Specdb::MsMs 123165 Specdb::MsMs 123166 Specdb::MsMs 123167 Specdb::MsMs 1479287 Specdb::MsMs 1479385 Specdb::CMs 2558 Specdb::CMs 50912 Specdb::NmrOneD 287135 Specdb::NmrOneD 287136 Specdb::NmrOneD 287137 Specdb::NmrOneD 287138 Specdb::NmrOneD 287139 Specdb::NmrOneD 287140 Specdb::NmrOneD 287141 Specdb::NmrOneD 287142 Specdb::NmrOneD 287143 Specdb::NmrOneD 287144 Specdb::NmrOneD 287145 Specdb::NmrOneD 287146 Specdb::NmrOneD 287147 Specdb::NmrOneD 287148 Specdb::NmrOneD 287149 Specdb::NmrOneD 287150 Specdb::NmrOneD 287151 Specdb::NmrOneD 287152 Specdb::NmrOneD 287153 Specdb::NmrOneD 287154 Common grape Type 1 specific Vitis vinifera 29760 Fruits Unknown generic Olive Type 1 specific Olea europaea 4146 Rose hip Type 1 specific Rosa 3764 Sweet orange Type 1 specific Citrus sinensis 2711