Showing Compound N-gamma-L-Glutamyl-L-tyrosine (FDB000717)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:41 UTC

Update date

2019-11-26 02:55:16 UTC

Primary ID

FDB000717

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

N-gamma-L-Glutamyl-L-tyrosine

Description

Isolated from the seeds of Glycine max (soybean) Gamma-Glutamyltyrosine is made of glutamic acid and tyrosine. o-Tyrosine is a normal human metabolite. Its presence is possible due to the hydroxylation of l-phenylalanine by hydroxyl radical (*OH), and is proposed as an hydroxy radical biomarker of oxidative damage to proteins. o-Tyrosine might also be included in the diet and absorbed. It has been associated with disease such as Kwashiorkor, a severe form of protein-energy malnutrition. However, many publications mention that the results are inconclusive, and o-tyrosine is not selectively altered by antioxidant intervention, exercise training or age. (PMID: 14670743, 10969271, 9887186). N-gamma-L-Glutamyl-L-tyrosine is found in pulses.

CAS Number

7432-23-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
g-Glutamyltyrosine	Generator
Gamma-glutamyltyrosine	biospider
N-g-L-Glutamyl-L-tyrosine	Generator
N-l-gamma-glutamyl-l-tyrosine	biospider
N-Γ-L-glutamyl-L-tyrosine	Generator
γ-glutamyltyrosine	Generator

Showing 1 to 6 of 6 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.99 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-2.5	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	1.81	ChemAxon
pKa (Strongest Basic)	9.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.95 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	75.18 m³·mol⁻¹	ChemAxon
Polarizability	30.63 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C14H18N2O6

IUPAC name

2-amino-4-{[1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

InChI Identifier

InChI=1S/C14H18N2O6/c15-10(13(19)20)5-6-12(18)16-11(14(21)22)7-8-1-3-9(17)4-2-8/h1-4,10-11,17H,5-7,15H2,(H,16,18)(H,19,20)(H,21,22)

InChI Key

VVLXCWVSSLFQDS-UHFFFAOYSA-N

Isomeric SMILES

NC(CCC(=O)NC(CC1=CC=C(O)C=C1)C(O)=O)C(O)=O

Average Molecular Weight

310.3025

Monoisotopic Molecular Weight

310.116486318

Classification

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Gamma-glutamyl alpha-amino acid
Tyrosine or derivatives
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
1-hydroxy-2-unsubstituted benzenoid
Phenol
N-acyl-amine
Monocyclic benzene moiety
Fatty amide
Dicarboxylic acid or derivatives
Benzenoid
Fatty acyl
Amino acid
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Primary aliphatic amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 54.19%; H 5.85%; N 9.03%; O 30.94%	DFC
Melting Point	Mp 221-222° dec.	DFC
Optical Rotation	[a]31D +26.6 (c, 4)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Not Available

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00lr-0792000000-3c1ed2ce48c7a5cab37d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00lr-1950000000-afb8d5a5860296214d35	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-3900000000-d8c8a5bafa34666c725f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0498000000-c240f33d5043d56a625e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0lgj-1981000000-900c8695a067525293d5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00yl-9700000000-5845e7882721efa2005a	2016-08-03	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

85142

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

94340

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB11741

CRC / DFC (Dictionary of Food Compounds) ID

BCV05-C:BFX81-B

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound N-gamma-L-Glutamyl-L-tyrosine (FDB000717)

Structure for FDB000717 (N-gamma-L-Glutamyl-L-tyrosine)