1.0 2010-04-08 22:04:30 UTC 2019-11-26 02:54:37 UTC FDB000277 3,5-Diferuloylquinic acid 3,5-diferuloylquinic acid belongs to quinic acids and derivatives class of compounds. Those are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1. 3,5-diferuloylquinic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3,5-diferuloylquinic acid can be found in carrot, which makes 3,5-diferuloylquinic acid a potential biomarker for the consumption of this food product. C27H28O12 544.504 544.15807636 (1S,3R,4S,5R)-1,4-dihydroxy-3,5-bis({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy})cyclohexane-1-carboxylic acid (1S,3R,4S,5R)-1,4-dihydroxy-3,5-bis({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy})cyclohexane-1-carboxylic acid COC1=CC(\C=C\C(=O)O[C@@H]2C[C@@](O)(C[C@@H](OC(=O)\C=C\C3=CC=C(O)C(OC)=C3)[C@H]2O)C(O)=O)=CC=C1O InChI=1S/C27H28O12/c1-36-19-11-15(3-7-17(19)28)5-9-23(30)38-21-13-27(35,26(33)34)14-22(25(21)32)39-24(31)10-6-16-4-8-18(29)20(12-16)37-2/h3-12,21-22,25,28-29,32,35H,13-14H2,1-2H3,(H,33,34)/b9-5+,10-6+/t21-,22-,25-,27+/m1/s1 MOMSOBSYYRIFOP-FYOODVSHSA-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 benzofurans logp 2.65 ALOGPS logs -4.00 ALOGPS solubility 5.42e-02 g/l ALOGPS logp 2.45 ChemAxon pka_strongest_acidic 3.27 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (1S,3R,4S,5R)-1,4-dihydroxy-3,5-bis({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy})cyclohexane-1-carboxylic acid ChemAxon average_mass 544.504 ChemAxon mono_mass 544.15807636 ChemAxon smiles COC1=CC(\C=C\C(=O)O[C@@H]2C[C@@](O)(C[C@@H](OC(=O)\C=C\C3=CC=C(O)C(OC)=C3)[C@H]2O)C(O)=O)=CC=C1O ChemAxon formula C27H28O12 ChemAxon inchi InChI=1S/C27H28O12/c1-36-19-11-15(3-7-17(19)28)5-9-23(30)38-21-13-27(35,26(33)34)14-22(25(21)32)39-24(31)10-6-16-4-8-18(29)20(12-16)37-2/h3-12,21-22,25,28-29,32,35H,13-14H2,1-2H3,(H,33,34)/b9-5+,10-6+/t21-,22-,25-,27+/m1/s1 ChemAxon inchikey MOMSOBSYYRIFOP-FYOODVSHSA-N ChemAxon polar_surface_area 189.28 ChemAxon refractivity 135.73 ChemAxon polarizability 53.95 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 49725 Specdb::MsMs 49726 Specdb::MsMs 49727 Specdb::MsMs 119016 Specdb::MsMs 119017 Specdb::MsMs 119018 Specdb::MsMs 3596965 Specdb::MsMs 3596966 Specdb::MsMs 3596967 Specdb::MsMs 3596968 Specdb::MsMs 3596969 Specdb::MsMs 3596970 Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.063333 0.063333334 0.063333334 mg/100 g