1.0 2010-04-08 22:11:24 UTC 2025-11-19 00:48:44 UTC FDB014665 2'-Hydroxyisoorientin Constituent of the leaves of barley, Hordeum vulgare. 2'-Hydroxyisoorientin is found in barley and cereals and cereal products. 2'-Hydroxyisoorientin C21H20O12 464.3763 464.095476104 5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(2,4,5-trihydroxyphenyl)-4H-chromen-4-one 5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(2,4,5-trihydroxyphenyl)chromen-4-one OCC1OC(C(O)C(O)C1O)C1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2O)C=C1O InChI=1S/C21H20O12/c22-5-14-17(28)19(30)20(31)21(33-14)16-11(27)4-13-15(18(16)29)10(26)3-12(32-13)6-1-8(24)9(25)2-7(6)23/h1-4,14,17,19-25,27-31H,5H2 VGWBNVOKYXNHPW-UHFFFAOYSA-N belongs to the class of organic compounds known as flavonoid c-glycosides. Flavonoid C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Flavonoid C-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Benzene and substituted derivatives C-glycosyl compounds Chromones Dialkyl ethers Flavones Heteroaromatic compounds Hexoses Hydrocarbon derivatives Hydroxyquinols and derivatives Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Primary alcohols Pyranones and derivatives Secondary alcohols Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran C-glycosyl compound Chromone Dialkyl ether Ether Flavone Flavonoid c-glycoside Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Hydroxyflavonoid Hydroxyquinol derivative Monocyclic benzene moiety Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Primary alcohol Pyran Pyranone Secondary alcohol Vinylogous acid logp 0.27 ALOGPS logs -2.30 ALOGPS solubility 2.34e+00 g/l ALOGPS logp -0.66 ChemAxon pka_strongest_acidic 6.2 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(2,4,5-trihydroxyphenyl)-4H-chromen-4-one ChemAxon average_mass 464.3763 ChemAxon mono_mass 464.095476104 ChemAxon smiles OCC1OC(C(O)C(O)C1O)C1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2O)C=C1O ChemAxon formula C21H20O12 ChemAxon inchi InChI=1S/C21H20O12/c22-5-14-17(28)19(30)20(31)21(33-14)16-11(27)4-13-15(18(16)29)10(26)3-12(32-13)6-1-8(24)9(25)2-7(6)23/h1-4,14,17,19-25,27-31H,5H2 ChemAxon inchikey VGWBNVOKYXNHPW-UHFFFAOYSA-N ChemAxon polar_surface_area 217.6 ChemAxon refractivity 109.99 ChemAxon polarizability 44.36 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 12 ChemAxon donor_count 9 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14912 Specdb::CMs 44622 Specdb::CMs 158328 Specdb::CMs 158330 Specdb::CMs 171970 Specdb::CMs 280220 Specdb::NmrOneD 132898 Specdb::NmrOneD 132899 Specdb::NmrOneD 132900 Specdb::NmrOneD 132901 Specdb::NmrOneD 132902 Specdb::NmrOneD 132903 Specdb::NmrOneD 132904 Specdb::NmrOneD 132905 Specdb::NmrOneD 132906 Specdb::NmrOneD 132907 Specdb::NmrOneD 132908 Specdb::NmrOneD 132909 Specdb::NmrOneD 132910 Specdb::NmrOneD 132911 Specdb::NmrOneD 132912 Specdb::NmrOneD 132913 Specdb::NmrOneD 132914 Specdb::NmrOneD 132915 Specdb::NmrOneD 132916 Specdb::NmrOneD 132917 Specdb::MsMs 94467 Specdb::MsMs 94468 Specdb::MsMs 94469 Specdb::MsMs 158499 Specdb::MsMs 158500 Specdb::MsMs 158501 Specdb::MsMs 2817330 Specdb::MsMs 2817331 Specdb::MsMs 2817332 Specdb::MsMs 2888551 Specdb::MsMs 2888552 Specdb::MsMs 2888553 HMDB35883 #<Reference:0x000055ce2ef17e60> Barley Type 1 specific Hordeum vulgare 4513 Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic