Bovine Metabolome Database: Showing metabocard for N(5)-ethyl-L-glutamine (BMDB0062537)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2018-07-17 17:47:21 UTC

Update Date

2020-03-13 17:36:38 UTC

BMDB ID

BMDB0062537

Secondary Accession Numbers

BMDB62537

Metabolite Identification

Common Name

N(5)-ethyl-L-glutamine

Description

L-Theanine belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Theanine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. L-Theanine exists in all living organisms, ranging from bacteria to humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N5-Ethyl-L-glutamine	ChEBI
gamma-Glutamylethylamide	HMDB
Theanine, (D)-isomer	HMDB
L-Glutamic acid-gamma-ethylamide	HMDB
Theanine, (DL)-isomer	HMDB
delta-Glutamylethylamide	HMDB
Theanine, (L)-isomer	HMDB
(+)-Theanine	HMDB
L-gamma-Glutamylethylamide	HMDB
L-Γ-glutamylethylamide	HMDB
N-gamma-Ethyl-L-glutamine	HMDB
N-Γ-ethyl-L-glutamine	HMDB
Nγ-ethyl-L-glutamine	HMDB
Suntheanine	HMDB
Theanin	HMDB
N(5)-Ethyl-L-glutamine	HMDB
Theanine	HMDB
L-Theanine	ChEBI

Chemical Formula

C₇H₁₄N₂O₃

Average Molecular Weight

174.1977

Monoisotopic Molecular Weight

174.100442324

IUPAC Name

(2S)-2-amino-4-(ethylcarbamoyl)butanoic acid

Traditional Name

theanine

CAS Registry Number

3081-61-6

SMILES

[H][C@](N)(CCC(O)=NCC)C(O)=O

InChI Identifier

InChI=1S/C7H14N2O3/c1-2-9-6(10)4-3-5(8)7(11)12/h5H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t5-/m0/s1

InChI Key

DATAGRPVKZEWHA-YFKPBYRVSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine 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

Glutamine and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N(5)-alkyl-L-glutamine (CHEBI:17394 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	4.25e+00 g/l	ALOGPS
LogP	-2.52	ALOGPS

Predicted Properties

Property	Value	Source
logP	-2.5	ALOGPS
logP	-3.4	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	2.35	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	42.76 m³·mol⁻¹	ChemAxon
Polarizability	17.89 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Milk

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Milk	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 26686724	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0034365

DrugBank ID

DB12444

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

L-theanine

METLIN ID

Not Available

PubChem Compound

439378

PDB ID

Not Available

ChEBI ID

17394

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Hagi T, Kobayashi M, Nomura M: Metabolome analysis of milk fermented by gamma-aminobutyric acid-producing Lactococcus lactis. J Dairy Sci. 2016 Feb;99(2):994-1001. doi: 10.3168/jds.2015-9945. Epub 2015 Dec 10. [PubMed:26686724 ]

Showing metabocard for N(5)-ethyl-L-glutamine (BMDB0062537)

Structure for BMDB0062537 (N(5)-ethyl-L-glutamine)