Showing Compound (gamma-Glutamyl-gamma-glutamyl)-S-methylcysteine (FDB019017)

Record Information

Version

1.0

Creation date

2010-04-08 22:14:05 UTC

Update date

2019-11-26 03:16:59 UTC

Primary ID

FDB019017

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(gamma-Glutamyl-gamma-glutamyl)-S-methylcysteine

Description

(gamma-Glutamyl-gamma-glutamyl)-S-methylcysteine belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds (gamma-Glutamyl-gamma-glutamyl)-S-methylcysteine is a very strong basic compound (based on its pKa) (gamma-Glutamyl-gamma-glutamyl)-S-methylcysteine has been detected, but not quantified in, pulses. This could make (gamma-glutamyl-gamma-glutamyl)-S-methylcysteine a potential biomarker for the consumption of these foods.

CAS Number

102148-93-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Predicted Properties

Property	Value	Source
Water Solubility	0.23 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-2.8	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	1.93	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	203.1 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	90.09 m³·mol⁻¹	ChemAxon
Polarizability	38.03 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C14H23N3O8S

IUPAC name

(2R)-2-{[(4R)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-4-{[(1R)-1-carboxy-2-(methylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}butanoic acid

InChI Identifier

InChI=1S/C14H23N3O8S/c1-26-6-9(14(24)25)17-11(19)5-3-8(13(22)23)16-10(18)4-2-7(15)12(20)21/h7-9H,2-6,15H2,1H3,(H,16,18)(H,17,19)(H,20,21)(H,22,23)(H,24,25)/t7-,8-,9+/m1/s1

InChI Key

GKIHDWYFYBDIIK-HLTSFMKQSA-N

Isomeric SMILES

CSC[C@H](NC(=O)CC[C@@H](NC(=O)CC[C@@H](N)C(O)=O)C(O)=O)C(O)=O

Average Molecular Weight

393.413

Monoisotopic Molecular Weight

393.120585417

Classification

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Cysteine or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
D-alpha-amino acid
Tricarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Dialkylthioether
Thioether
Sulfenyl compound
Carboxylic acid
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Primary aliphatic amine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organosulfur compound
Amine
Primary amine
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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 42.74%; H 5.89%; N 10.68%; O 32.53%; S 8.15%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB39424

CRC / DFC (Dictionary of Food Compounds) ID

LNP22-G:LNP24-I

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 (gamma-Glutamyl-gamma-glutamyl)-S-methylcysteine (FDB019017)

Structure for FDB019017 ((gamma-Glutamyl-gamma-glutamyl)-S-methylcysteine)