| Common Name |
Glutamyl-Histidine
| Description |
Glutamyl-Histidine is a dipeptide composed of glutamate and histidine. 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 |
MOLSDFPDBSMILESInChI
Structure for HMDB28821 (Glutamyl-Histidine)
| Synonyms |
| Value |
Source |
e-H DipeptideHMDB
EH dipeptideHMDB
Glu-hisHMDB
Glutamate histidine dipeptideHMDB
Glutamate-histidine dipeptideHMDB
GlutamylhistidineHMDB
L-Glutamyl-L-histidineHMDB
| Chemical Formlia |
C11H15N4O5
| Average Molecliar Weight |
283.2606
| Monoisotopic Molecliar Weight |
283.10424461
| IUPAC Name |
4-amino-4-{[1-carboxy-2-(1H-imidazol-5-yl)ethyl]carbamoyl}butanoate
| Traditional Name |
4-amino-4-{[1-carboxy-2-(3H-imidazol-4-yl)ethyl]carbamoyl}butanoate
| CAS Registry Number |
Not Available
| SMILES |
NC(CCC([O-])=O)C(=O)NC(CC1=CN=CN1)C(O)=O
| InChI Identifier |
InChI=1S/C11H16N4O5/c12-7(1-2-9(16)17)10(18)15-8(11(19)20)3-6-4-13-5-14-6/h4-5,7-8H,1-3,12H2,(H,13,14)(H,15,18)(H,16,17)(H,19,20)/p-1
| InChI Key |
HKTRDWYCAUTRRL-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 |
Histidine and derivatives
Glutamic acid and derivatives
N-acyl-alpha amino acids
Alpha amino acid amides
Imidazolyl carboxylic acids and derivatives
Amino fatty acids
Dicarboxylic acids and derivatives
N-acyl amines
Heteroaromatic compounds
Secondary carboxylic acid amides
Amino acids
Carboxylic acids
Azacyclic compounds
Hydrocarbon derivatives
Organic oxides
Carbonyl compounds
Organopnictogen compounds
Monoalkylamines
Organic anions
| Substituents |
Alpha-dipeptide
Histidine or derivatives
Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Amino fatty acid
N-acyl-amine
Fatty amide
Dicarboxylic acid or derivatives
Fatty acyl
Imidazole
Azole
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxylic acid
Organoheterocyclic compound
Azacycle
Organic nitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic anion
Aromatic heteromonocyclic compound
| Molecliar Framework |
Aromatic heteromonocyclic 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-6.19Extrapolated
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility13.3 mg/mLALOGPS
logP-3.1ALOGPS
logP-6.3ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)3.05ChemAxon
pKa (Strongest Basic)8.46ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area161.23 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity76.98 m3·mol-1ChemAxon
Polarizability26.82 Å3ChemAxon
Number of Rings1ChemAxon
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 |
HMDB28821
| Metagene Link |
HMDB28821
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: CC0651
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Sandberg M, Li X, Folestad S, Weber SG, Orwar O: Liquid chromatographic determination of acidic beta-aspartyl and gamma-glutamyl peptides in extracts of rat brain. Anal Biochem. 1994 Feb 15;217(1):48-61. [PubMed:7911284 ]
- Sovago I, Farkas E, Bertalan C, Lebkiri A, Kowalik-Jankowska T, Kozlowski H: Copper(II) complexes of dipeptides containing aspartyl, glutamyl, and histidyl residues in the side chain. J Inorg Biochem. 1993 Sep;51(4):715-26. [PubMed:7902418 ]
- Kakimoto Y, Konishi H: Occurrence of gamma-glutamylhistidine in bovine brain. J Neurochem. 1976 Jun;26(6):1263-5. [PubMed:932730 ]
|
PMID: 25642174