| Common Name |
N-gamma-L-Glutamyl-L-phenylalanine
| Description |
N-gamma-L-Glutamyl-L-phenylalanine is found in adzuki bean. N-gamma-L-Glutamyl-L-phenylalanine is present in onion (Allium cepa), garlic (Allium sativum) and soybeansN-gamma-L-Glutamyl-L-phenylalanine belongs to the family of N-acyl-alpha Amino Acids and Derivatives. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29562 (N-gamma-L-Glutamyl-L-phenylalanine)
| Synonyms |
| Value |
Source |
gamma-Glu-pheMeSH
gamma-GlutamylphenylalanineMeSH
gamma-Glutamylphenylalanine, (D-phe-D-glu)-isomerMeSH
gamma-Glutamylphenylalanine, (L-phe-D-glu)-isomerMeSH
| Chemical Formlia |
C14H18N2O5
| Average Molecliar Weight |
294.3031
| Monoisotopic Molecliar Weight |
294.121571696
| IUPAC Name |
2-amino-4-[(Z)-(1-carboxy-2-phenylethyl)-C-hydroxycarbonimidoyl]butanoic acid
| Traditional Name |
2-amino-4-[(Z)-(1-carboxy-2-phenylethyl)-C-hydroxycarbonimidoyl]butanoic acid
| CAS Registry Number |
6810-81-7
| SMILES |
NC(CCC(O)=NC(CC1=CC=CC=C1)C(O)=O)C(O)=O
| InChI Identifier |
InChI=1S/C14H18N2O5/c15-10(13(18)19)6-7-12(17)16-11(14(20)21)8-9-4-2-1-3-5-9/h1-5,10-11H,6-8,15H2,(H,16,17)(H,18,19)(H,20,21)
| InChI Key |
XHHOHZPNYFQJKL-UHFFFAOYSA-N
| 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 |
Gamma-glutamyl amino acids
Phenylalanine and derivatives
Glutamine and derivatives
N-acyl-alpha amino acids
Phenylpropanoic acids
Alpha amino acids
Amphetamines and derivatives
N-acyl amines
Dicarboxylic acids and derivatives
Secondary carboxylic acid amides
Amino acids
Carboxylic acids
Hydrocarbon derivatives
Carbonyl compounds
Monoalkylamines
Organic oxides
Organopnictogen compounds
| Substituents |
Alpha-dipeptide
Gamma-glutamyl alpha-amino acid
Phenylalanine or derivatives
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-phenylpropanoic-acid
Alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
Benzenoid
N-acyl-amine
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organic oxygen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Primary aliphatic amine
Primary amine
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
dipeptide (CHEBI:82966 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point164 – 174 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.55 mg/mLALOGPS
logP-2ALOGPS
logP-1.3ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)9.54ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area133.21 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity73.73 m3·mol-1ChemAxon
Polarizability29.25 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-01r2-0490000000-e5c6ea826b56995bdddfView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-03xs-1960000000-544f0a89b2472e87525cView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-07bf-9810000000-4b8b3443a3cf592ea67eView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-002f-0190000000-22ea80f2c0dd6b795975View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-005d-2590000000-aa3f0699bba79698cf89View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-00kf-9600000000-966dda8c5319c0a10077View in MoNA
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
| 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 |
FDB000716
| KNApSAcK ID |
Not Available
| Chemspider ID |
485637
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29562
| Metagene Link |
HMDB29562
| METLIN ID |
Not Available
| PubChem Compound |
558649
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: SR-3029
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 9435907
