1.0 2010-04-08 22:04:29 UTC 2019-11-26 02:54:35 UTC FDB000242 2,5-di-S-Glutathionyl caftaric acid 2,5-di-s-glutathionyl caftaric acid is a member of the class of compounds known as oligopeptides. Oligopeptides are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. 2,5-di-s-glutathionyl caftaric acid is practically insoluble (in water) and a moderately acidic compound (based on its pKa). 2,5-di-s-glutathionyl caftaric acid can be found in grape wine, which makes 2,5-di-s-glutathionyl caftaric acid a potential biomarker for the consumption of this food product. C33H42N6O21S2 922.844 922.184443816 2-{[(2E)-3-[2,5-bis({[2-(4-amino-4-carboxybutanamido)-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl})-3,4-dihydroxyphenyl]prop-2-enoyl]oxy}-3-hydroxybutanedioic acid 2-{[(2E)-3-[2,5-bis({[2-(4-amino-4-carboxybutanamido)-2-(carboxymethylcarbamoyl)ethyl]sulfanyl})-3,4-dihydroxyphenyl]prop-2-enoyl]oxy}-3-hydroxybutanedioic acid NC(CCC(=O)NC(CSC1=CC(\C=C\C(=O)OC(C(O)C(O)=O)C(O)=O)=C(SCC(NC(=O)CCC(N)C(O)=O)C(=O)NCC(O)=O)C(O)=C1O)C(=O)NCC(O)=O)C(O)=O InChI=1S/C33H42N6O21S2/c34-13(30(52)53)2-4-18(40)38-15(28(50)36-8-20(42)43)10-61-17-7-12(1-6-22(46)60-26(33(58)59)25(49)32(56)57)27(24(48)23(17)47)62-11-16(29(51)37-9-21(44)45)39-19(41)5-3-14(35)31(54)55/h1,6-7,13-16,25-26,47-49H,2-5,8-11,34-35H2,(H,36,50)(H,37,51)(H,38,40)(H,39,41)(H,42,43)(H,44,45)(H,52,53)(H,54,55)(H,56,57)(H,58,59)/b6-1+ GZSQKAREDMZRNC-LZCJLJQNSA-N belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Oligopeptides Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aromatic homomonocyclic compounds 1-hydroxy-4-unsubstituted benzenoids Alkylarylthioethers Alpha amino acid amides Alpha amino acids Alpha hydroxy acids and derivatives Amino acids Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Catechols Cinnamic acid esters Coumaric acids and derivatives Cysteine and derivatives Enoate esters Fatty acid esters Gamma-glutamyl peptides Glutamine and derivatives Hydrocarbon derivatives Monoalkylamines Monosaccharides N-acyl amines N-acyl-alpha amino acids Organic oxides Organopnictogen compounds Secondary alcohols Secondary carboxylic acid amides Styrenes Sugar acids and derivatives Sulfenyl compounds Thiophenol ethers 1-hydroxy-4-unsubstituted benzenoid Alcohol Alkylarylthioether Alpha,beta-unsaturated carboxylic ester Alpha-amino acid Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-hydroxy acid Alpha-oligopeptide Amine Amino acid Amino acid or derivatives Aromatic homomonocyclic compound Aryl thioether Benzenoid Beta-hydroxy acid Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid ester Catechol Cinnamic acid ester Cinnamic acid or derivatives Coumaric acid or derivatives Cysteine or derivatives Enoate ester Fatty acid ester Fatty acyl Fatty amide Gamma-glutamyl alpha peptide Glutamine or derivatives Hydrocarbon derivative Hydroxy acid Hydroxycinnamic acid or derivatives Monocyclic benzene moiety Monosaccharide N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-amine N-substituted-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Phenol Primary aliphatic amine Primary amine Secondary alcohol Secondary carboxylic acid amide Styrene Sugar acid Sulfenyl compound Thioether Thiophenol ether logp -2.31 ALOGPS logs -3.75 ALOGPS solubility 1.65e-01 g/l ALOGPS logp -9.7 ChemAxon pka_strongest_acidic 1.39 ChemAxon pka_strongest_basic 9.61 ChemAxon iupac 2-{[(2E)-3-[2,5-bis({[2-(4-amino-4-carboxybutanamido)-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl})-3,4-dihydroxyphenyl]prop-2-enoyl]oxy}-3-hydroxybutanedioic acid ChemAxon average_mass 922.844 ChemAxon mono_mass 922.184443816 ChemAxon smiles NC(CCC(=O)NC(CSC1=CC(\C=C\C(=O)OC(C(O)C(O)=O)C(O)=O)=C(SCC(NC(=O)CCC(N)C(O)=O)C(=O)NCC(O)=O)C(O)=C1O)C(=O)NCC(O)=O)C(O)=O ChemAxon formula C33H42N6O21S2 ChemAxon inchi InChI=1S/C33H42N6O21S2/c34-13(30(52)53)2-4-18(40)38-15(28(50)36-8-20(42)43)10-61-17-7-12(1-6-22(46)60-26(33(58)59)25(49)32(56)57)27(24(48)23(17)47)62-11-16(29(51)37-9-21(44)45)39-19(41)5-3-14(35)31(54)55/h1,6-7,13-16,25-26,47-49H,2-5,8-11,34-35H2,(H,36,50)(H,37,51)(H,38,40)(H,39,41)(H,42,43)(H,44,45)(H,52,53)(H,54,55)(H,56,57)(H,58,59)/b6-1+ ChemAxon inchikey GZSQKAREDMZRNC-LZCJLJQNSA-N ChemAxon polar_surface_area 479.23 ChemAxon refractivity 205.01 ChemAxon polarizability 86.92 ChemAxon rotatable_bond_count 29 ChemAxon acceptor_count 22 ChemAxon donor_count 15 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 107115 Specdb::MsMs 107116 Specdb::MsMs 107117 Specdb::MsMs 174006 Specdb::MsMs 174007 Specdb::MsMs 174008 Specdb::MsMs 3596881 Specdb::MsMs 3596882 Specdb::MsMs 3596883 Specdb::MsMs 3596884 Specdb::MsMs 3596885 Specdb::MsMs 3596886 Grape wine Type 2 specific 2.863322 2.86332221 2.86332221 mg/100 g