CHEBI:17515 - L-γ-glutamyl-L-cysteine

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ChEBI Name L-γ-glutamyl-L-cysteine ChEBI ID CHEBI:17515 ChEBI ASCII Name L-gamma-glutamyl-L-cysteine Definition A molecular entity formed when L-cysteine amino group binds to the γ-carbonyl of L-glutamic acid. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:39975, CHEBI:10566, CHEBI:10570, CHEBI:12400, CHEBI:12404, CHEBI:17971, CHEBI:24185, CHEBI:24194 Supplier Information ChemicalBook:CB7783360, eMolecules:476062, ZINC000004658556 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License γ-L-Glutamyl-L-cysteine, also known as γ-glutamylcysteine (GGC), is a dipeptide found in animals, plants, fungi, some bacteria, and archaea. It has a relatively unusual γ-bond between the constituent amino acids, L-glutamic acid and L-cysteine and is a key intermediate in the γ-glutamyl cycle first described by Meister in the 1970s. It is the most immediate precursor to the antioxidant glutathione. Read full article at Wikipedia Formula C8H14N2O5S Net Charge 0 Average Mass 250.27324 Monoisotopic Mass 250.06234 InChI InChI=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)/t4-,5-/m0/s1 InChIKey RITKHVBHSGLULN-WHFBIAKZSA-N SMILES N[C@@H](CCC(=O)N[C@@H](CS)C(O)=O)C(O)=O Metabolite of Species Details Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed Escherichia coli (NCBI:txid562) See: PubMed Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. View more via ChEBI Ontology ChEBI Ontology Outgoing L-γ-glutamyl-L-cysteine (CHEBI:17515) has functional parent L-cysteine (CHEBI:17561) L-γ-glutamyl-L-cysteine (CHEBI:17515) has functional parent L-glutamic acid (CHEBI:16015) L-γ-glutamyl-L-cysteine (CHEBI:17515) has role Escherichia coli metabolite (CHEBI:76971) L-γ-glutamyl-L-cysteine (CHEBI:17515) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) L-γ-glutamyl-L-cysteine (CHEBI:17515) has role human metabolite (CHEBI:77746) L-γ-glutamyl-L-cysteine (CHEBI:17515) has role mouse metabolite (CHEBI:75771) L-γ-glutamyl-L-cysteine (CHEBI:17515) is a gamma-glutamylcysteine (CHEBI:24195) L-γ-glutamyl-L-cysteine (CHEBI:17515) is conjugate acid of L-γ-glutamyl-L-cysteinate(1−) (CHEBI:58173) Incoming DON-10-gamma-glutamylcysteine (CHEBI:149450) has functional parent L-γ-glutamyl-L-cysteine (CHEBI:17515) L-γ-glutamyl-L-cysteinate(1−) (CHEBI:58173) is conjugate base of L-γ-glutamyl-L-cysteine (CHEBI:17515) IUPAC Name L-γ-glutamyl-L-cysteine Synonyms Sources 5-L-Glutamyl-L-cysteine KEGG COMPOUND gamma-Glu-Cys ChEBI gamma-Glutamylcysteine KEGG COMPOUND gamma-L-Glutamyl-L-cysteine KEGG COMPOUND γGluCys ChEBI Glu(-Cys) JCBN L-gamma-glutamyl-L-cysteine PDBeChem L-gamma-Glutamylcysteine KEGG COMPOUND Manual Xrefs Databases C00007507 KNApSAcK C00669 KEGG COMPOUND DB03408 DrugBank Gamma-Glutamylcysteine Wikipedia HMDB0001049 HMDB L-GAMMA-GLUTAMYLCYSTEINE MetaCyc View more database links Registry Numbers Types Sources 1729154 Reaxys Registry Number Reaxys 636-58-8 CAS Registry Number ChemIDplus Citation Type Source 11409324 PubMed citation Europe PMC Last Modified 27 January 2016