1.0 2012-01-13 17:25:52 UTC 2015-07-21 07:01:13 UTC FDB029798 1-Feruloyl-5-caffeoylquinic acid A polyphenol metabolite detected in biological fluids [PhenolExplorer] C26H26O12 530.4774 530.142426296 (1R,3R,4S,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxy-1-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid (1R,3R,4S,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxy-1-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid COC1=CC(\C=C\C(=O)O[C@@]2(C[C@@H](O)[C@H](O)[C@@H](C2)OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=CC=C1O InChI=1S/C26H26O12/c1-36-20-11-15(3-7-17(20)28)5-9-23(32)38-26(25(34)35)12-19(30)24(33)21(13-26)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h2-11,19,21,24,27-30,33H,12-13H2,1H3,(H,34,35)/b8-4+,9-5+/t19-,21-,24+,26-/m1/s1 WBACKTNTXNGGBO-BQYLRUKMSA-N belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives 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. Quinic acids and derivatives Organic compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Aromatic homomonocyclic compounds 1,2-diols 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Anisoles Carbonyl compounds Carboxylic acids Catechols Cinnamic acid esters Coumaric acids and derivatives Cyclohexanols Enoate esters Fatty acid esters Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Organic oxides Phenoxy compounds Styrenes Tricarboxylic acids and derivatives 1,2-diol 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alkyl aryl ether Alpha,beta-unsaturated carboxylic ester Anisole Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Catechol Cinnamic acid ester Cinnamic acid or derivatives Coumaric acid or derivatives Cyclohexanol Enoate ester Ether Fatty acid ester Fatty acyl Hydrocarbon derivative Hydroxycinnamic acid or derivatives Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxide Phenol Phenol ether Phenoxy compound Quinic acid Secondary alcohol Styrene Tricarboxylic acid or derivatives logp 2.62 ALOGPS logs -3.85 ALOGPS solubility 7.48e-02 g/l ALOGPS logp 2.3 ChemAxon pka_strongest_acidic 3.18 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (1R,3R,4S,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxy-1-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid ChemAxon average_mass 530.4774 ChemAxon mono_mass 530.142426296 ChemAxon smiles COC1=CC(\C=C\C(=O)O[C@@]2(C[C@@H](O)[C@H](O)[C@@H](C2)OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=CC=C1O ChemAxon formula C26H26O12 ChemAxon inchi InChI=1S/C26H26O12/c1-36-20-11-15(3-7-17(20)28)5-9-23(32)38-26(25(34)35)12-19(30)24(33)21(13-26)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h2-11,19,21,24,27-30,33H,12-13H2,1H3,(H,34,35)/b8-4+,9-5+/t19-,21-,24+,26-/m1/s1 ChemAxon inchikey WBACKTNTXNGGBO-BQYLRUKMSA-N ChemAxon polar_surface_area 200.28 ChemAxon refractivity 131.25 ChemAxon polarizability 52.18 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17673 Specdb::CMs 47427 Specdb::CMs 194891 Specdb::CMs 194892 Specdb::CMs 194895 Specdb::CMs 194897 Specdb::CMs 194899 Specdb::CMs 194901 Specdb::CMs 194903 Specdb::CMs 194905 Specdb::CMs 194907 Specdb::CMs 194908 Specdb::CMs 194911 Specdb::CMs 194912 Specdb::CMs 194914 Specdb::CMs 194916 Specdb::CMs 194918 Specdb::CMs 194920 Specdb::CMs 194922 Specdb::CMs 194924 Specdb::CMs 194926 Specdb::CMs 194928 Specdb::CMs 194930 Specdb::CMs 194932 Specdb::CMs 194934 Specdb::MsMs 305104 Specdb::MsMs 305105 Specdb::MsMs 305106 Specdb::MsMs 348451 Specdb::MsMs 348452 Specdb::MsMs 348453 Specdb::MsMs 2468764 Specdb::MsMs 2468765 Specdb::MsMs 2468766 Specdb::MsMs 2492867 Specdb::MsMs 2492868 Specdb::MsMs 2492869 HMDB41643 #<Reference:0x000055ce31e31840>