| Common Name |
Glutamyl-Tryptophan
| Description |
Glutamyl-Tryptophan is a dipeptide composed of glutamate and tryptophan. 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 HMDB28830 (Glutamyl-Tryptophan)
| Synonyms |
| Value |
Source |
e-W DipeptideHMDB
EW dipeptideHMDB
Glu-TRPHMDB
Glutamate tryptophan dipeptideHMDB
Glutamate-tryptophan dipeptideHMDB
GlutamyltryptophanHMDB
L-Glutamyl-L-tryptophanHMDB
| Chemical Formlia |
C16H18N3O5
| Average Molecliar Weight |
332.3312
| Monoisotopic Molecliar Weight |
332.124645701
| IUPAC Name |
4-amino-4-{[1-carboxy-2-(1H-indol-3-yl)ethyl]carbamoyl}butanoate
| Traditional Name |
4-amino-4-{[1-carboxy-2-(1H-indol-3-yl)ethyl]carbamoyl}butanoate
| CAS Registry Number |
Not Available
| SMILES |
NC(CCC([O-])=O)C(=O)NC(CC1=CNC2=CC=CC=C12)C(O)=O
| InChI Identifier |
InChI=1S/C16H19N3O5/c17-11(5-6-14(20)21)15(22)19-13(16(23)24)7-9-8-18-12-4-2-1-3-10(9)12/h1-4,8,11,13,18H,5-7,17H2,(H,19,22)(H,20,21)(H,23,24)/p-1
| InChI Key |
LLEUXCDZPQOJMY-UHFFFAOYSA-M
| 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 |
Glutamic acid and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Indolyl carboxylic acids and derivatives
3-alkylindoles
Amino fatty acids
Substituted pyrroles
Benzenoids
Dicarboxylic acids and derivatives
N-acyl amines
Heteroaromatic compounds
Amino acids
Secondary carboxylic acid amides
Carboxylic acids
Azacyclic compounds
Organic oxides
Carbonyl compounds
Hydrocarbon derivatives
Monoalkylamines
Organopnictogen compounds
Organic anions
| Substituents |
Alpha-dipeptide
Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Indolyl carboxylic acid derivative
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Amino fatty acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Substituted pyrrole
Fatty acyl
Benzenoid
Pyrrole
Heteroaromatic compound
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Carboxylic acid
Organoheterocyclic compound
Azacycle
Amine
Primary aliphatic amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Primary amine
Organonitrogen compound
Organooxygen compound
Organic anion
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic 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-2.24Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility1.0 mg/mLALOGPS
logP-1.2ALOGPS
logP-2.2ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)3.44ChemAxon
pKa (Strongest Basic)8.45ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area148.34 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity95.13 m3·mol-1ChemAxon
Polarizability33.22 Å3ChemAxon
Number of Rings2ChemAxon
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 |
HMDB28830
| Metagene Link |
HMDB28830
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: JD-5037
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Belokrylov GA, Popova OYa, Sorochinskaya EI: Immuno-, phagocytosis-modulating and antitoxic properties of dipeptides are defined by the activity of their constituent amino acids. Int J Immunopharmacol. 1999 Dec;21(12):879-83. [PubMed:10606007 ]
- Belokrylov GA, Derevnina OY, Molchanova IV, Sorochinskaya EI: Immuno-, phagocytosis-modulating, and antitoxic properties of amino acids and peptide preparations. Drug Dev Ind Pharm. 1998 Feb;24(2):115-27. [PubMed:15605441 ]
- Deigin VI, Semenets TN, Zamulaeva IA, Maliutina YV, Selivanova EI, Saenko AS, Semina OV: The effects of the EW dipeptide optical and chemical isomers on the CFU-S population in intact and irradiated mice. Int Immunopharmacol. 2007 Mar;7(3):375-82. Epub 2006 Dec 20. [PubMed:17276896 ]
|
PMID: 20525077
