ChemFOnt: Showing chemical card for Glutamic acid gamma-methyl ester (CFc000042131)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:44:28 UTC

Chemfont ID

CFc000042131

Molecule Identification

Common Name

Glutamic acid gamma-methyl ester

Definition

Glutamate gamma-methyl ester, also known as L-Glutamic acid 5-methyl ester or g-methyl-L-glutamate (CAS# 1499-55-4) is a white amorphous powder and soluble in water. Its melting point is 182 degree Celsius and should be stored at 2-8 degree Celsius Glutamic acid gamma-methyl ester has been identified in the human placenta (PMID: 32033212 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-Glutamate 5-methyl ester	Generator
PGMGT	MeSH
Poly-gamma-methylglutamic acid	MeSH
Poly(gamma-methyl L-glutamate)	MeSH
Poly-gamma-methylglutamate	MeSH
PMLG Polymer	MeSH
Poly(gamma-methyl-L-glutamate)	MeSH
(2S)-2-Amino-5-methoxy-5-oxopentanoate	Generator
(2S)-2-Amino-5-methoxy-5-oxo-pentanoic acid	HMDB
(S)-2-Aminopentanedioic acid 5-methyl ester	HMDB
(S)-Glutamic acid 5-methyl ester	HMDB
4(S)-Carboxy-4-aminobutanoic acid methyl ester	HMDB
5-Methyl L-glutamate	HMDB
Glutamate gamma-methyl ester	HMDB
Glutamate γ-methyl ester	HMDB
Glutamic acid 5-methyl ester	HMDB
L-Glutamic acid gamma-methyl ester	HMDB
L-Glutamic acid γ-methyl ester	HMDB
gamma-Methyl (S)-glutamate	HMDB
gamma-Methyl L-glutamate	HMDB
γ-Methyl (S)-glutamate	HMDB
γ-Methyl L-glutamate	HMDB

Chemical Formula

C₆H₁₁NO₄

Average Molecular Weight

161.1558

Monoisotopic Molecular Weight

161.068807845

IUPAC Name

(2S)-2-amino-5-methoxy-5-oxopentanoic acid

Traditional Name

(2S)-2-amino-5-methoxy-5-oxopentanoic acid

CAS Registry Number

1499-55-4

SMILES

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

InChI Identifier

InChI=1S/C6H11NO4/c1-11-5(8)3-2-4(7)6(9)10/h4H,2-3,7H2,1H3,(H,9,10)/t4-/m0/s1

InChI Key

ZGEYCCHDTIDZAE-BYPYZUCNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
Alpha-amino acid
L-alpha-amino acid
Fatty acid ester
Fatty acid methyl ester
Dicarboxylic acid or derivatives
Fatty acyl
Methyl ester
Carboxylic acid ester
Amino acid
Carboxylic acid
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Placenta (HMDB: HMDB0061715)

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)

Source

Exogenous

Exogenous (HMDB: HMDB0061715)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	105 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-3	ChemAxon
logS	-0.19	ALOGPS
pKa (Strongest Acidic)	2.02	ChemAxon
pKa (Strongest Basic)	9.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	89.62 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	36.06 m³·mol⁻¹	ChemAxon
Polarizability	15.51 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

HMDB0061715

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

61916

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68662

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Glutamic acid gamma-methyl ester (CFc000042131)

MOL for CFc000042131 (Glutamic acid gamma-methyl ester)

3D MOL for CFc000042131 (Glutamic acid gamma-methyl ester)

3D SDF for CFc000042131 (Glutamic acid gamma-methyl ester)

3D-SDF for CFc000042131 (Glutamic acid gamma-methyl ester)

PDB for CFc000042131 (Glutamic acid gamma-methyl ester)

3D PDB for CFc000042131 (Glutamic acid gamma-methyl ester)

SMILES for CFc000042131 (Glutamic acid gamma-methyl ester)

INCHI for CFc000042131 (Glutamic acid gamma-methyl ester)

Structure for CFc000042131 (Glutamic acid gamma-methyl ester)

3D Structure for CFc000042131 (Glutamic acid gamma-methyl ester)