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:CB2499424, ChemicalBook:CB3109508, ChemicalBook:CB9767902, ChemicalBook:CB9374483, ChemicalBook:CB02709596, eMolecules:6200341, eMolecules:475069
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Methane (US: METH-ayn, UK: MEE-thayn) is a chemical compound with the chemical formula CH4 (one carbon atom bonded to four hydrogen atoms). It is a group-14 hydride, the simplest alkane, and the main constituent of natural gas. The abundance of methane on Earth makes it an economically attractive fuel, although capturing and storing it is difficult because it is a gas at standard temperature and pressure. In the Earth's atmosphere methane is transparent to visible light but absorbs infrared radiation, acting as a greenhouse gas. Methane is an organic compound, and among the simplest of organic compounds. Methane is also a hydrocarbon. Naturally occurring methane is found both below ground and under the seafloor and is formed by both geological and biological processes. The largest reservoir of methane is under the seafloor in the form of methane clathrates. When methane reaches the surface and the atmosphere, it is known as atmospheric methane. The Earth's atmospheric methane concentration has increased by about 160% since 1750, with the overwhelming percentage caused by human activity. It accounted for 20% of the total radiative forcing from all of the long-lived and globally mixed greenhouse gases, according to the 2021 Intergovernmental Panel on Climate Change report. Strong, rapid and sustained reductions in methane emissions could limit near-term warming and improve air quality by reducing global surface ozone. Methane has also been detected on other planets, including Mars, which has implications for astrobiology research.
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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