Record Information
Version1.0
Creation date2015-05-07 20:38:19 UTC
Update date2020-09-17 15:38:38 UTC
Primary IDFDB030965
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-glutamine
DescriptionL-Glutamine, also known as levoglutamide or Q, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. An optically active form of glutamine having L-configuration. L-Glutamine is a drug which is used 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]. L-Glutamine is a very strong basic compound (based on its pKa). L-Glutamine exists in all living species, ranging from bacteria to humans. phenylacetyl-CoA and L-glutamine can be converted into phenylacetylglutamine; which is mediated by the enzyme glycine N-acyltransferase. In humans, L-glutamine is involved in phenylacetate metabolism. Outside of the human body, L-Glutamine is found, on average, in the highest concentration within a few different foods, such as wheats, broccoli, and red beetroots and in a lower concentration in cucumbers, garden onions, and nanking cherries. L-Glutamine has also been detected, but not quantified in, several different foods, such as rambutans, common salsifies, greenthread tea, common walnuts, and celery stalks. This could make L-glutamine a potential biomarker for the consumption of these foods. L-Glutamine is a potentially toxic compound. L-Glutamine, with regard to humans, has been found to be associated with several diseases such as schizophrenia, eosinophilic esophagitis, phosphoenolpyruvate carboxykinase deficiency 1, cytosolic, and crohn's disease; L-glutamine has also been linked to the inborn metabolic disorder fumarase deficiency. L-Glutamine is expected to be in Cannabis as all living plants are known to produce and metabolize it.
CAS Number56-85-9
Structure
Thumb
Synonyms
SynonymSource
(2S)-2,5-Diamino-5-oxopentanoic acidChEBI
(2S)-2-Amino-4-carbamoylbutanoic acidChEBI
(S)-2,5-Diamino-5-oxopentanoic acidChEBI
Glutamic acid 5-amideChEBI
Glutamic acid amideChEBI
GLUTAMINEChEBI
L-(+)-GlutamineChEBI
L-2-Aminoglutaramic acidChEBI
L-Glutamic acid gamma-amideChEBI
L-GlutaminChEBI
L-Glutaminsaeure-5-amidChEBI
LevoglutamideChEBI
QChEBI
EndariKegg
NutrestoreKegg
(2S)-2,5-Diamino-5-oxopentanoateGenerator
(2S)-2-Amino-4-carbamoylbutanoateGenerator
(S)-2,5-Diamino-5-oxopentanoateGenerator
Glutamate 5-amideGenerator
Glutamate amideGenerator
L-2-AminoglutaramateGenerator
L-Glutamate g-amideGenerator
L-Glutamate gamma-amideGenerator
L-Glutamate γ-amideGenerator
L-Glutamic acid g-amideGenerator
L-Glutamic acid γ-amideGenerator
2-Aminoglutaramic acidHMDB
CebrogenHMDB
gamma-GlutamineHMDB
GlavaminHMDB
GluminHMDB
L-2-Aminoglutaramidic acidHMDB
L-Glutamic acid 5-amideHMDB
L-GlutamidHMDB
L-GlutamideHMDB
LevoglutamidHMDB
LevoglutamidaHMDB
LevoglutamidumHMDB
LevoglutaminaHMDB
PolyglutamineHMDB
StimulinaHMDB
D-GlutamineHMDB
D GlutamineHMDB
L GlutamineHMDB
Predicted PropertiesNot Available
Chemical FormulaC5H10N2O3
IUPAC name
InChI IdentifierInChI=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
InChI KeyZDXPYRJPNDTMRX-VKHMYHEASA-N
Isomeric SMILESN[C@@H](CCC(N)=O)C(O)=O
Average Molecular Weight146.1445
Monoisotopic Molecular Weight146.069142196
Classification
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Fatty acid
  • Amino acid
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

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Role

Industrial application:

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Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MSNot Available
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference