1.0 2010-04-08 22:15:32 UTC 2019-11-26 03:20:01 UTC FDB021189 (7'R*,8'S*)-4,7'-Epoxy-3,8'-bilign-7-ene-4'-hydroxy-3',5-dimethoxy-9,9'-dioic acid Isol. by saponification from wheat bran, cocksfoot, switch grass and cultured corn cells. Antioxidant. (7'R*,8'S*)-4,7'-Epoxy-3,8'-bilign-7-ene-4'-hydroxy-3',5-dimethoxy-9,9'-dioic acid is found in cereals and cereal products. (7'R*,8'S*)-4,7'-Epoxy-3,8'-bilign-7-ene-4'-hydroxy-3',5-dimethoxy-9,9'-dioic acid 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid, 9CI 5-(2-Carboxyvinyl)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-benzofurancarboxylic acid C20H18O8 386.3521 386.100167552 5-[(1Z)-2-carboxyeth-1-en-1-yl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid 5-[(1Z)-2-carboxyeth-1-en-1-yl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid 160169-55-1 COC1=CC(\C=C/C(O)=O)=CC2=C1OC(C2C(O)=O)C1=CC(OC)=C(O)C=C1 InChI=1S/C20H18O8/c1-26-14-9-11(4-5-13(14)21)18-17(20(24)25)12-7-10(3-6-16(22)23)8-15(27-2)19(12)28-18/h3-9,17-18,21H,1-2H3,(H,22,23)(H,24,25)/b6-3- JTHPLBUVRLOJBB-UTCJRWHESA-N belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 2-arylbenzofuran flavonoids Organic compounds Phenylpropanoids and polyketides 2-arylbenzofuran flavonoids Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Benzofurans Carbonyl compounds Carboxylic acids Coumarans Coumaric acids and derivatives Dicarboxylic acids and derivatives Hydrocarbon derivatives Lignans, neolignans and related compounds Methoxybenzenes Methoxyphenols Organic oxides Oxacyclic compounds Phenoxy compounds Styrenes 1-hydroxy-2-unsubstituted benzenoid 2-arylbenzofuran flavonoid Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzofuran Carbonyl group Carboxylic acid Carboxylic acid derivative Coumaran Coumaric acid or derivatives Dicarboxylic acid or derivatives Ether Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Neolignan skeleton Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Styrene logp 2.99 ALOGPS logs -3.97 ALOGPS solubility 4.16e-02 g/l ALOGPS melting_point Mp 169-174° dec. logp 2.56 ChemAxon pka_strongest_acidic 3.17 ChemAxon pka_strongest_basic -4.4 ChemAxon iupac 5-[(1Z)-2-carboxyeth-1-en-1-yl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid ChemAxon average_mass 386.3521 ChemAxon mono_mass 386.100167552 ChemAxon smiles COC1=CC(\C=C/C(O)=O)=CC2=C1OC(C2C(O)=O)C1=CC(OC)=C(O)C=C1 ChemAxon formula C20H18O8 ChemAxon inchi InChI=1S/C20H18O8/c1-26-14-9-11(4-5-13(14)21)18-17(20(24)25)12-7-10(3-6-16(22)23)8-15(27-2)19(12)28-18/h3-9,17-18,21H,1-2H3,(H,22,23)(H,24,25)/b6-3- ChemAxon inchikey JTHPLBUVRLOJBB-UTCJRWHESA-N ChemAxon polar_surface_area 122.52 ChemAxon refractivity 98.11 ChemAxon polarizability 37.86 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13520 Specdb::CMs 47222 Specdb::CMs 164121 Specdb::MsMs 295795 Specdb::MsMs 295796 Specdb::MsMs 295797 Specdb::MsMs 336916 Specdb::MsMs 336917 Specdb::MsMs 336918 Specdb::MsMs 2354533 Specdb::MsMs 2354534 Specdb::MsMs 2354535 Specdb::MsMs 2607606 Specdb::MsMs 2607607 Specdb::MsMs 2607608 HMDB41277 #<Reference:0x000055ce32f97c88> Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic