1.0 2012-01-13 17:25:52 UTC 2015-07-21 07:01:12 UTC FDB029797 1-Caffeoyl-5-feruloylquinic acid A polyphenol metabolite detected in biological fluids [PhenolExplorer] C26H26O12 530.4774 530.142426296 (1R,3R,4S,5R)-1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid (1R,3R,4S,5R)-1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid COC1=C(O)C=CC(\C=C\C(=O)O[C@@H]2C[C@@](C[C@@H](O)[C@@H]2O)(OC(=O)\C=C\C2=CC=C(O)C(O)=C2)C(O)=O)=C1 InChI=1S/C26H26O12/c1-36-20-11-15(3-7-17(20)28)4-8-22(31)37-21-13-26(25(34)35,12-19(30)24(21)33)38-23(32)9-5-14-2-6-16(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 DJXURFUTIYZESV-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 2.63 ALOGPS logs -3.86 ALOGPS solubility 7.38e-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)-1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4-dihydroxy-5-{[(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=C(O)C=CC(\C=C\C(=O)O[C@@H]2C[C@@](C[C@@H](O)[C@@H]2O)(OC(=O)\C=C\C2=CC=C(O)C(O)=C2)C(O)=O)=C1 ChemAxon formula C26H26O12 ChemAxon inchi InChI=1S/C26H26O12/c1-36-20-11-15(3-7-17(20)28)4-8-22(31)37-21-13-26(25(34)35,12-19(30)24(21)33)38-23(32)9-5-14-2-6-16(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 DJXURFUTIYZESV-BQYLRUKMSA-N ChemAxon polar_surface_area 200.28 ChemAxon refractivity 131.25 ChemAxon polarizability 52.25 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13083 Specdb::CMs 47426 Specdb::CMs 194690 Specdb::CMs 194692 Specdb::CMs 194694 Specdb::CMs 194696 Specdb::CMs 194698 Specdb::CMs 194700 Specdb::CMs 194702 Specdb::CMs 194705 Specdb::CMs 194707 Specdb::CMs 194709 Specdb::CMs 194711 Specdb::CMs 194713 Specdb::CMs 194715 Specdb::CMs 194717 Specdb::CMs 194719 Specdb::CMs 194721 Specdb::CMs 194723 Specdb::CMs 194725 Specdb::CMs 194727 Specdb::CMs 194729 Specdb::CMs 194731 Specdb::CMs 194732 Specdb::CMs 194734 Specdb::MsMs 294745 Specdb::MsMs 294746 Specdb::MsMs 294747 Specdb::MsMs 335545 Specdb::MsMs 335546 Specdb::MsMs 335547 Specdb::MsMs 2720922 Specdb::MsMs 2720923 Specdb::MsMs 2720924 Specdb::MsMs 2958420 Specdb::MsMs 2958421 Specdb::MsMs 2958422 HMDB41642 #<Reference:0x000055ce31ced448>