D-Glutamine

Identification

Name
D-Glutamine
Accession Number
DB02174  (EXPT01181)
Type
Small Molecule
Groups
Experimental
Description

A 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.

Structure
Thumb
Synonyms
  • (2R)-2-amino-4-carbamoylbutanoic acid
  • (2R)-2,5-diamino-5-oxopentanoic acid
  • (R)-2,5-diamino-5-oxopentanoic acid
  • D-2-Aminoglutaramic acid
  • D-Glutamin
  • D-Glutaminsäure-5-amid
Categories
Not Available
UNII
63HB36CA2Y
CAS number
5959-95-5
Weight
Average: 146.1445
Monoisotopic: 146.069142196
Chemical Formula
C5H10N2O3
InChI Key
ZDXPYRJPNDTMRX-GSVOUGTGSA-N
InChI
InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1
IUPAC Name
(2R)-2-amino-4-carbamoylbutanoic acid
SMILES
N[C@H](CCC(N)=O)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UGlutamate racemaseNot AvailableAquifex pyrophilus
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0003423
KEGG Compound
C00819
PubChem Compound
145815
PubChem Substance
46508385
ChemSpider
128633
BindingDB
181129
ChEBI
17061
ChEMBL
CHEMBL1232207
ZINC
ZINC000001532609
Guide to Pharmacology
GtP Drug Page
PDBe Ligand
DGN
PDB Entries
1b74 / 1bfw / 1epr / 1yj1 / 1zea / 2fcm / 2jx4 / 2ldj / 2q33 / 2q3i
show 48 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility97.8 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity33.11 m3·mol-1ChemAxon
Polarizability13.59 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0a4i-0910000000-c753448f765ddaf37a19
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0a4i-0920000000-c34d6fc3a22bb5865f8f
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0a4i-0910000000-c753448f765ddaf37a19
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-004i-3900000000-3046f77d887200780992
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-001i-9000000000-72d0df6d3d9a6e78d3a8
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-0a4i-9000000000-470234c1ecc768038678
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, PositiveLC-MS/MSsplash10-001i-0900000000-51bf3e28fa7698abc6f9
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, PositiveLC-MS/MSsplash10-001i-9500000000-3796f4ab6574acc38758
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, PositiveLC-MS/MSsplash10-001i-9000000000-dca2e8c3ca148a6898ac
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, PositiveLC-MS/MSsplash10-001i-9000000000-2d7676aa0333d3a585d6
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, PositiveLC-MS/MSsplash10-053r-9000000000-d9b3d51db2e7a344da6b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-0900000000-51bf3e28fa7698abc6f9
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9500000000-3796f4ab6574acc38758
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9000000000-2a135ed194fe5a09dd85
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9000000000-2d7676aa0333d3a585d6
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-053r-9000000000-d9b3d51db2e7a344da6b
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
D-alpha-amino acids
Alternative Parents
Fatty acids and conjugates / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Carboximidic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
D-alpha-amino acid / Fatty acid / Amino acid / Carboximidic acid / Carboximidic acid derivative / Carboxylic acid / Monocarboxylic acid or derivatives / Amine / Hydrocarbon derivative / Primary amine
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
D-alpha-amino acid, glutamine (CHEBI:17061) / Other amino acids (C00819)

Targets

Kind
Protein
Organism
Aquifex pyrophilus
Pharmacological action
Unknown
General Function
Glutamate racemase activity
Specific Function
Provides the (R)-glutamate required for cell wall biosynthesis. Converts L- or D-glutamate to D- or L-glutamate, respectively, but not other amino acids such as alanine, aspartate, and glutamine.
Gene Name
murI
Uniprot ID
P56868
Uniprot Name
Glutamate racemase
Molecular Weight
27992.485 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on April 02, 2020 02:09

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