1.02011-03-17 23:27:59 UTC2019-11-26 03:20:48 UTCFDB021724N-gamma-Glutamylcysteineγ-L-Glutamyl-L-cysteine (also known as γ-glutamylcysteine) is a precursor of glutathione. It is formed by glutamate—cysteine ligase and used by glutathione synthetase to form glutathione . N-gamma-glutamylcysteine is a member of the class of compounds known as dipeptides. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. N-gamma-glutamylcysteine is slightly soluble (in water) and a moderately acidic compound (based on its pKa). N-gamma-glutamylcysteine can be found in garden onion, which makes N-gamma-glutamylcysteine a potential biomarker for the consumption of this food product. N-g-GlutamylcysteineN-g-Glutamylcysteine; L-L-formN-gamma-GlutamylcysteineC8H14N2O5S250.272250.0623422582-amino-4-[(1-carboxy-2-sulfanylethyl)-C-hydroxycarbonimidoyl]butanoic acid2-amino-4-[(1-carboxy-2-sulfanylethyl)-C-hydroxycarbonimidoyl]butanoic acid636-58-8NC(CCC(O)=NC(CS)C(O)=O)C(O)=OInChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)RITKHVBHSGLULN-UHFFFAOYSA-N belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.DipeptidesOrganic compoundsOrganic acids and derivativesCarboxylic acids and derivativesAmino acids, peptides, and analoguesAliphatic acyclic compoundsAlkylthiolsAlpha amino acidsAmino acidsCarbonyl compoundsCarboxylic acidsCysteine and derivativesDicarboxylic acids and derivativesFatty acids and conjugatesGamma-glutamyl amino acidsGlutamine and derivativesHydrocarbon derivativesMonoalkylaminesN-acyl aminesN-acyl-alpha amino acidsOrganic oxidesOrganopnictogen compoundsSecondary carboxylic acid amidesAliphatic acyclic compoundAlkylthiolAlpha-amino acidAlpha-amino acid or derivativesAlpha-dipeptideAmineAmino acidAmino acid or derivativesCarbonyl groupCarboxamide groupCarboxylic acidCysteine or derivativesDicarboxylic acid or derivativesFatty acidFatty acylFatty amideGamma-glutamyl alpha-amino acidGlutamine or derivativesHydrocarbon derivativeN-acyl-alpha amino acid or derivativesN-acyl-alpha-amino acidN-acyl-amineOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOrganosulfur compoundPrimary aliphatic aminePrimary amineSecondary carboxylic acid amidelogp-2.46logs-2.19solubility1.61e+00 g/lmelting_pointMp 164-166?logp-2.9pka_strongest_acidic1.91pka_strongest_basic9.43iupac2-amino-4-[(1-carboxy-2-sulfanylethyl)-C-hydroxycarbonimidoyl]butanoic acidaverage_mass250.272mono_mass250.062342258smilesNC(CCC(O)=NC(CS)C(O)=O)C(O)=OformulaC8H14N2O5SinchiInChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)inchikeyRITKHVBHSGLULN-UHFFFAOYSA-Npolar_surface_area133.21refractivity56.83polarizability24.03rotatable_bond_count7acceptor_count7donor_count5physiological_charge-1formal_charge0Specdb::MsMs1307791Specdb::MsMs1307792Specdb::MsMs1307793Specdb::MsMs1422295Specdb::MsMs1422296Specdb::MsMs1422297Specdb::MsMs3606829Specdb::MsMs3606830Specdb::MsMs3606831Specdb::MsMs3606832Specdb::MsMs3606833Specdb::MsMs3606834Garden onionType 1specificAllium cepa4679