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Showing Compound L-glutamine (FDB030965)

Record Information
Version1.0
Creation date2015-05-07 20:38:19 UTC
Update date2024-11-29 22:27:21 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
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility97.8 g/LALOGPS
logP-3.3ALOGPS
logP-4ChemAxon
logS-0.17ALOGPS
pKa (Strongest Acidic)2.15ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area106.41 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity33.11 m³·mol⁻¹ChemAxon
Polarizability13.87 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H10N2O3
IUPAC name(2S)-2-amino-4-carbamoylbutanoic acid
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:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-001i-9000000000-bc4e294b8a3fd8c5abce2014-09-20View Spectrum
GC-MSL-glutamine, 3 TMS, GC-MS Spectrumsplash10-0a4i-0910000000-adb283bb40327f705680Spectrum
GC-MSL-glutamine, 3 TMS, GC-MS Spectrumsplash10-0a4i-0910000000-134e80840320dadf6ad1Spectrum
GC-MSL-glutamine, 3 TMS, GC-MS Spectrumsplash10-05fr-7910000000-89f87d4acc18299244f5Spectrum
GC-MSL-glutamine, 2 TMS, GC-MS Spectrumsplash10-0a4i-0900000000-952a471cad5e5ead0a7eSpectrum
GC-MSL-glutamine, 4 TMS, GC-MS Spectrumsplash10-004i-1961000000-94183211889cfe72d4ffSpectrum
GC-MSL-glutamine, 3 TMS, GC-MS Spectrumsplash10-0a4i-1920000000-6505cd814f3707a0febaSpectrum
GC-MSL-glutamine, 4 TMS, GC-MS Spectrumsplash10-004i-0692000000-9788416fdefb051b9586Spectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-0a4i-0910000000-adb283bb40327f705680Spectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-0a4i-0910000000-134e80840320dadf6ad1Spectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-00dj-4921200000-5446333d9aa592da8a07Spectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-05fr-7910000000-89f87d4acc18299244f5Spectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-0a4i-0900000000-952a471cad5e5ead0a7eSpectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-004i-1961000000-94183211889cfe72d4ffSpectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-0a4i-1920000000-6505cd814f3707a0febaSpectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-004i-0692000000-9788416fdefb051b9586Spectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-0a4i-0910000000-ce2b15fe45c57a30c6bbSpectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-0ab9-1900000000-7be5eab1056d2a249ab5Spectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-0a4i-0900000000-5dc2d147bea250c7b80eSpectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-0fb9-0921000000-5dcbab01982f543f7925Spectrum
GC-MSL-glutamine, non-derivatized, GC-MS Spectrumsplash10-004j-0940000000-102c9a43b5153f06927fSpectrum
Predicted GC-MSL-glutamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9300000000-716b1947d48f42862cdfSpectrum
Predicted GC-MSL-glutamine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9610000000-bfd7aa529a6e7f62de43Spectrum
Predicted GC-MSL-glutamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSL-glutamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSL-glutamine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0059-3900000000-c8f487d1a561e49327c02012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-9000000000-eee04836e7577e11d0d02012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0a59-9000000000-54ffbe5be8d7dbede3892012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0002-0900000000-79283391c985f82866772012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-9000000000-6afbd5929b6e2371a3712012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-d5bd83614703b048228e2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-dc8def340a2655f9a3992012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0002-0900000000-47e3e94a4387c53e0bd62012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-9000000000-c1acfa3750a90d81ce152012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-004i-0900000000-93f01bccbc98f18d4b072012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-001i-0900000000-ce03708ec9ce55cd89522012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0002-0933201000-9339494cebedd9c391352012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-004i-0900000000-64561a4c3590d5994e372012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0002-0900000000-fdcdd7591fb182d804e22012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03dm-0030900000-66314ae704783630947a2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0002-0933100000-8798d2e46a415bb1029a2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-004i-0900000000-dddea137e500a9b364cc2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0002-0900000000-a78f8e4b2d6b37917b212012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0002-0920000000-8c6e1eb7de6f709110802012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0002-0900000000-fa42fc4bcba6089928042012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-004i-2900000000-074610880ea19a417f602012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-059x-9200000000-8b7dae54eb8325667bd72012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-0006-9000000000-e115d9215eea3f0c36292012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0006-9000000000-55b1ac62eea66274b9842012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-001j-0900000000-c9c71895033d66cb2bec2012-08-31View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, 125 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 22.5 MHz, D2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
2D NMR[1H, 1H]-TOCSY 2D NMR Spectrum (experimental)Spectrum
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
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
Pathways
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference