GLN

GLUTAMINE



Chemical Component Summary

NameGLUTAMINE
Identifiers(2S)-2,5-diamino-5-oxo-pentanoic acid
FormulaC5 H10 N2 O3
Molecular Weight146.144
TypeL-PEPTIDE LINKING
Isomeric SMILESC(CC(=O)N)[C@@H](C(=O)O)N
InChIInChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1
InChIKeyZDXPYRJPNDTMRX-VKHMYHEASA-N

Chemical Details

Formal Charge0
Atom Count20
Chiral Atom Count1
Bond Count19
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB00130 
NameL-Glutamine
Groups
  • approved
  • investigational
  • nutraceutical
DescriptionA non-essential amino acid present abundantly throughout the body and is involved in many metabolic processes. It is synthesized from glutamic acid and ammonia. It is the principal carrier of nitrogen in the body and is an important energy source for many cells. An oral formulation of L-glutamine was approved by the FDA in July 2017 for use in sickle cell disease [L892]. This oral formulation is marketed under the tradename Endari by Emmaus Medical.
Synonyms
  • L-2-aminoglutaramic acid
  • Glutamine
  • Glutamina
  • Glutamic acid 5-amide
  • Glutamic acid amide
Brand Names
  • NutreStore
  • Endari
IndicationUsed for nutritional supplementation, also for treating dietary shortage or imbalance. Used to reduce the acute complications of sickle cell disease in adult and pediatric patients 5 years of age and older [FDA Label].
Categories
  • Alimentary Tract and Metabolism
  • Amino Acids
  • Amino Acids and Derivatives
  • Amino Acids, Basic
  • Amino Acids, Diamino
ATC-CodeA16AA03
CAS number56-85-9

Drug Targets

NameTarget SequencePharmacological ActionActions
CTP synthase 1MKYILVTGGVISGIGKGIIASSVGTILKSCGLHVTSIKIDPYINIDAGTF...unknownantagonist,substrate
AmidophosphoribosyltransferaseMELEELGIREECGVFGCIASGEWPTQLDVPHVITLGLVGLQHRGQESAGI...unknownsubstrate
Glutamine synthetaseMTTSASSHLNKGIKQVYMSLPQGEKVQAMYIWIDGTGEGLRCKTRTLDSE...unknownproduct of
Coagulation factor XIII A chainMSETSRTAFGGRRAVPPNNSNAAEDDLPTVELQGVVPRGVNLQEFLNVTS...unknownsubstrate
Glutaminase kidney isoform, mitochondrialMMRLRGSGMLRDLLLRSPAGVSATLRRAQPLVTLCRRPRGGGRPAAGPAA...unknownsubstrate
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 6992086, 5961
ChEMBL CHEMBL930
ChEBI CHEBI:58359, CHEBI:18050
CCDC/CSD LARBAK, LAQZUB