ChemFOnt: Showing chemical card for gamma-Glutamyl-2-aminobutyric acid (CFc000220898)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:40:20 UTC

Chemfont ID

CFc000220898

Molecule Identification

Common Name

gamma-Glutamyl-2-aminobutyric acid

Definition

gamma-Glutamyl-2-aminobutyric acid, also known as gamma-Glu-Abu, 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. gamma-Glutamyl-2-aminobutyric acid has been identified in blood (PMID: 28059425 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-Amino-4-{[(1S)-1-carboxypropyl]-C-hydroxycarbonimidoyl}butanoate	Generator
H-g-Glu-abu-OH	Generator, HMDB
H-γ-glu-abu-OH	Generator, HMDB
gamma-Glu-alpha-aminobutyrate	MeSH, HMDB
Glu-(abu)	MeSH, HMDB
gamma-Glutamyl-alpha-aminobutyrate	MeSH, HMDB
L-gamma-Glutamyl-L-2-aminobutyrate	HMDB
L-gamma-Glutamyl-L-alpha-aminobutyric acid	HMDB
L-γ-Glutamyl-L-2-aminobutyrate	HMDB
L-γ-Glutamyl-L-α-aminobutyric acid	HMDB
gamma-Glu-Abu	HMDB
gamma-Glutamyl-2-aminobutyrate	HMDB, Generator
gamma-Glutamyl-2-aminobutyric acid	HMDB
gamma-L-Glutamyl-L-2-aminobutyrate	HMDB
gamma-L-Glutamyl-L-alpha-aminobutyric acid	HMDB
gamma-L-Glutamyl-alpha-L-aminobutyric acid	HMDB
γ-Glu-Abu	HMDB
γ-Glutamyl-2-aminobutyrate	HMDB, Generator
γ-Glutamyl-2-aminobutyric acid	HMDB, Generator
γ-L-Glutamyl-L-2-aminobutyrate	HMDB
γ-L-Glutamyl-L-α-aminobutyric acid	HMDB
γ-L-Glutamyl-α-L-aminobutyric acid	HMDB
g-Glutamyl-2-aminobutyrate	Generator
g-Glutamyl-2-aminobutyric acid	Generator

Chemical Formula

C₉H₁₆N₂O₅

Average Molecular Weight

232.236

Monoisotopic Molecular Weight

232.105921623

IUPAC Name

(2S)-2-amino-4-{[(1S)-1-carboxypropyl]carbamoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1S)-1-carboxypropyl]carbamoyl}butanoic acid

CAS Registry Number

16869-42-4

SMILES

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

InChI Identifier

InChI=1S/C9H16N2O5/c1-2-6(9(15)16)11-7(12)4-3-5(10)8(13)14/h5-6H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,6-/m0/s1

InChI Key

FUZOZPRKGAXGOB-WDSKDSINSA-N

Chemical Taxonomy

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
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Carboxylic acid
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organic oxygen compound
Organic nitrogen compound
Primary aliphatic amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 28059425)

Source

Exogenous

Exogenous (HMDB: HMDB0240645)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
logP	-3.3	ChemAxon
pKa (Strongest Acidic)	2.02	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	53.11 m³·mol⁻¹	ChemAxon
Polarizability	22.71 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5377957

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for gamma-Glutamyl-2-aminobutyric acid (CFc000220898)

MOL for CFc000220898 (gamma-Glutamyl-2-aminobutyric acid)

3D MOL for CFc000220898 (gamma-Glutamyl-2-aminobutyric acid)

3D SDF for CFc000220898 (gamma-Glutamyl-2-aminobutyric acid)

3D-SDF for CFc000220898 (gamma-Glutamyl-2-aminobutyric acid)

PDB for CFc000220898 (gamma-Glutamyl-2-aminobutyric acid)

3D PDB for CFc000220898 (gamma-Glutamyl-2-aminobutyric acid)

SMILES for CFc000220898 (gamma-Glutamyl-2-aminobutyric acid)

INCHI for CFc000220898 (gamma-Glutamyl-2-aminobutyric acid)

Structure for CFc000220898 (gamma-Glutamyl-2-aminobutyric acid)

3D Structure for CFc000220898 (gamma-Glutamyl-2-aminobutyric acid)