1.0 2012-01-13 17:25:52 UTC 2015-07-21 07:01:12 UTC FDB029796 1,5-Diferuloylquinic acid A polyphenol metabolite detected in biological fluids [PhenolExplorer] C27H28O12 544.504 544.15807636 (1R,3R,4S,5R)-3,4-dihydroxy-1,5-bis({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy})cyclohexane-1-carboxylic acid (1R,3R,4S,5R)-3,4-dihydroxy-1,5-bis({[(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(OC)=C(O)C=C2)C(O)=O)=CC=C1O InChI=1S/C27H28O12/c1-36-20-11-15(3-7-17(20)28)5-9-23(31)38-22-14-27(26(34)35,13-19(30)25(22)33)39-24(32)10-6-16-4-8-18(29)21(12-16)37-2/h3-12,19,22,25,28-30,33H,13-14H2,1-2H3,(H,34,35)/b9-5+,10-6+/t19-,22-,25+,27-/m1/s1 YSOVEZGZSWEECD-HPMQQOSDSA-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 Alkyl aryl ethers Anisoles Carbonyl compounds Carboxylic acids 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 Alkyl aryl ether Alpha,beta-unsaturated carboxylic ester Anisole Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester 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 2.71 ALOGPS logs -3.98 ALOGPS solubility 5.76e-02 g/l ALOGPS logp 2.45 ChemAxon pka_strongest_acidic 3.18 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (1R,3R,4S,5R)-3,4-dihydroxy-1,5-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@@]2(C[C@@H](O)[C@H](O)[C@@H](C2)OC(=O)\C=C\C2=CC(OC)=C(O)C=C2)C(O)=O)=CC=C1O ChemAxon formula C27H28O12 ChemAxon inchi InChI=1S/C27H28O12/c1-36-20-11-15(3-7-17(20)28)5-9-23(31)38-22-14-27(26(34)35,13-19(30)25(22)33)39-24(32)10-6-16-4-8-18(29)21(12-16)37-2/h3-12,19,22,25,28-30,33H,13-14H2,1-2H3,(H,34,35)/b9-5+,10-6+/t19-,22-,25+,27-/m1/s1 ChemAxon inchikey YSOVEZGZSWEECD-HPMQQOSDSA-N ChemAxon polar_surface_area 189.28 ChemAxon refractivity 135.73 ChemAxon polarizability 54.4 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 294685 Specdb::MsMs 294686 Specdb::MsMs 294687 Specdb::MsMs 335479 Specdb::MsMs 335480 Specdb::MsMs 335481 Specdb::MsMs 2306025 Specdb::MsMs 2306026 Specdb::MsMs 2306027 Specdb::MsMs 3063196 Specdb::MsMs 3063197 Specdb::MsMs 3063198 Specdb::CMs 13061 Specdb::CMs 47425 Specdb::CMs 281552 Specdb::CMs 288761 Specdb::CMs 288762 Specdb::CMs 288763 Specdb::CMs 288764 Specdb::CMs 288765 Specdb::CMs 288766 Specdb::CMs 288767 Specdb::CMs 288768 Specdb::CMs 288769 Specdb::CMs 288770 Specdb::CMs 288771 Specdb::CMs 288772 Specdb::CMs 288773 Specdb::CMs 288774 Specdb::CMs 288775 Specdb::CMs 288776 Specdb::CMs 288777 Specdb::CMs 288778 Specdb::CMs 288779 Specdb::CMs 288780 Specdb::CMs 288781 Specdb::CMs 288782 HMDB41641 #<Reference:0x000055ce30d281e8>