| Common Name |
Gamma-glutamyl-Cysteine
| Description |
Gamma-glutamyl-Cysteine is a dipeptide composed of gamma-glutamate and cysteine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an Expected metabolite.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29146 (Gamma-glutamyl-Cysteine)
| Synonyms |
| Value |
Source |
GLN-CysHMDB
Glutamine cysteine dipeptideHMDB
Glutamine-cysteine dipeptideHMDB
GlutaminylcysteineHMDB
L-Glutaminyl-L-cysteineHMDB
Q-C DipeptideHMDB
QC DipeptideHMDB
| Chemical Formlia |
C8H15N3O4S
| Average Molecliar Weight |
249.287
| Monoisotopic Molecliar Weight |
249.078326673
| IUPAC Name |
2-(2-amino-4-carbamoylbutanamido)-3-slifanylpropanoic acid
| Traditional Name |
2-(2-amino-4-carbamoylbutanamido)-3-slifanylpropanoic acid
| CAS Registry Number |
Not Available
| SMILES |
NC(CCC(N)=O)C(=O)NC(CS)C(O)=O
| InChI Identifier |
InChI=1S/C8H15N3O4S/c9-4(1-2-6(10)12)7(13)11-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H2,10,12)(H,11,13)(H,14,15)
| InChI Key |
XIPZDANNDPMZGQ-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Carboxylic acids and derivatives
| Direct Parent |
Dipeptides
| Alternative Parents |
Glutamine and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Cysteine and derivatives
N-acyl amines
Secondary carboxylic acid amides
Primary carboxylic acid amides
Amino acids
Alkylthiols
Monocarboxylic acids and derivatives
Carboxylic acids
Hydrocarbon derivatives
Carbonyl compounds
Monoalkylamines
Organic oxides
Organopnictogen compounds
| Substituents |
Alpha-dipeptide
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid or derivatives
N-acyl-amine
Fatty amide
Fatty acyl
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Alkylthiol
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Organoslifur compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound
| Molecliar Framework |
Aliphatic acyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
| Biofunction |
Not Available
| Application |
Not Available
| Cellliar locations |
Not Available
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-4.42Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility3.71 mg/mLALOGPS
logP-2.9ALOGPS
logP-4.5ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.52ChemAxon
pKa (Strongest Basic)8.22ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area135.51 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity58.13 m3·mol-1ChemAxon
Polarizability24.37 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Not Available
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
Not Available
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29146
| Metagene Link |
HMDB29146
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: LM22A-4
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Haldar AK, Yadav V, Singhal E, Bisht KK, Singh A, Bhaumik S, Basu R, Sen P, Roy S: Leishmania donovani isolates with antimony-resistant but not -sensitive phenotype inhibit sodium antimony gluconate-induced dendritic cell activation. PLoS Pathog. 2010 May 20;6(5):e1000907. doi: 10.1371/journal.ppat.1000907. [PubMed:20502630 ]
- Jarvela S, Nordfors K, Jansson M, Haapasalo J, Helen P, Paljarvi L, Kalimo H, Kinnula V, Soini Y, Haapasalo H: Decreased expression of antioxidant enzymes is associated with aggressive features in ependymomas. J Neurooncol. 2008 Dec;90(3):283-91. doi: 10.1007/s11060-008-9658-6. Epub 2008 Aug 6. [PubMed:18682894 ]
- Jarvela S, Bragge H, Paunu N, Jarvela T, Paljarvi L, Kalimo H, Helen P, Kinnula V, Soini Y, Haapasalo H: Antioxidant enzymes in oligodendroglial brain tumors: association with proliferation, apoptotic activity and survival. J Neurooncol. 2006 Apr;77(2):131-40. [PubMed:16292483 ]
|
PMID: 7629791