1.0 2010-04-08 22:09:56 UTC 2025-11-18 23:32:44 UTC FDB011989 Isoorientin 7-glucoside Found in barley seedlings (Hordeum vulgare) and other plants in Gramineae, Leguminosae and Lemnaceae Lutonarin C27H30O16 610.5175 610.153384912 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one 35450-86-3 OCC1OC(OC2=C(C3OC(CO)C(O)C(O)C3O)C(O)=C3C(=O)C=C(OC3=C2)C2=CC(O)=C(O)C=C2)C(O)C(O)C1O InChI=1S/C27H30O16/c28-6-15-19(33)22(36)24(38)26(41-15)18-14(42-27-25(39)23(37)20(34)16(7-29)43-27)5-13-17(21(18)35)11(32)4-12(40-13)8-1-2-9(30)10(31)3-8/h1-5,15-16,19-20,22-31,33-39H,6-7H2 OQKYVRDRDIXQMK-UHFFFAOYSA-N belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. 6-O-methylated flavonoids Organic compounds Phenylpropanoids and polyketides Flavonoids O-methylated flavonoids Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-O-methylated flavonoids 3-O-methylated flavonoids 3-methoxychromones 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Anisoles Flavones Heteroaromatic compounds Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Organic oxides Oxacyclic compounds Phenoxy compounds Pyranones and derivatives Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3-methoxychromone 3-methoxyflavonoid-skeleton 3p-methoxyflavonoid-skeleton 4'-hydroxyflavonoid 5-hydroxyflavonoid 6-methoxyflavonoid-skeleton 7-hydroxyflavonoid Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Ether Flavone Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Pyran Pyranone Vinylogous acid Flavones and Flavonols logp -0.96 ALOGPS logs -1.96 ALOGPS solubility 6.69e+00 g/l ALOGPS melting_point Mp 239-242° (235°) logp -2.6 ChemAxon pka_strongest_acidic 7.99 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one ChemAxon average_mass 610.5175 ChemAxon mono_mass 610.153384912 ChemAxon smiles OCC1OC(OC2=C(C3OC(CO)C(O)C(O)C3O)C(O)=C3C(=O)C=C(OC3=C2)C2=CC(O)=C(O)C=C2)C(O)C(O)C1O ChemAxon formula C27H30O16 ChemAxon inchi InChI=1S/C27H30O16/c28-6-15-19(33)22(36)24(38)26(41-15)18-14(42-27-25(39)23(37)20(34)16(7-29)43-27)5-13-17(21(18)35)11(32)4-12(40-13)8-1-2-9(30)10(31)3-8/h1-5,15-16,19-20,22-31,33-39H,6-7H2 ChemAxon inchikey OQKYVRDRDIXQMK-UHFFFAOYSA-N ChemAxon polar_surface_area 276.52 ChemAxon refractivity 140.16 ChemAxon polarizability 58.89 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 16 ChemAxon donor_count 11 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20060 Specdb::CMs 43525 Specdb::CMs 503063 Specdb::CMs 503064 Specdb::CMs 503065 Specdb::CMs 503066 Specdb::CMs 503067 Specdb::CMs 503068 Specdb::CMs 503069 Specdb::CMs 503070 Specdb::CMs 503071 Specdb::CMs 503072 Specdb::CMs 503073 Specdb::CMs 503074 Specdb::CMs 503075 Specdb::CMs 503076 Specdb::CMs 503077 Specdb::CMs 503078 Specdb::CMs 503079 Specdb::CMs 503080 Specdb::CMs 503081 Specdb::CMs 503082 Specdb::CMs 503083 Specdb::CMs 503084 Specdb::CMs 503085 Specdb::MsMs 71865 Specdb::MsMs 71866 Specdb::MsMs 71867 Specdb::MsMs 130626 Specdb::MsMs 130627 Specdb::MsMs 130628 Specdb::MsMs 2293050 Specdb::MsMs 2293051 Specdb::MsMs 2293052 Specdb::MsMs 2645157 Specdb::MsMs 2645158 Specdb::MsMs 2645159 Specdb::NmrOneD 123098 Specdb::NmrOneD 123099 Specdb::NmrOneD 123100 Specdb::NmrOneD 123101 Specdb::NmrOneD 123102 Specdb::NmrOneD 123103 Specdb::NmrOneD 123104 Specdb::NmrOneD 123105 Specdb::NmrOneD 123106 Specdb::NmrOneD 123107 Specdb::NmrOneD 123108 Specdb::NmrOneD 123109 Specdb::NmrOneD 123110 Specdb::NmrOneD 123111 Specdb::NmrOneD 123112 Specdb::NmrOneD 123113 Specdb::NmrOneD 123114 Specdb::NmrOneD 123115 Specdb::NmrOneD 123116 Specdb::NmrOneD 123117 HMDB33824 #<Reference:0x000055ce3253ff88> Barley Type 1 specific Hordeum vulgare 4513 Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic Common wheat Type 1 specific Triticum aestivum 4565 Pulses Unknown generic