FComEx: Levoglutamide (PC000002)

Record Information

Version

1.0

Creation date

2015-10-09 22:27:12 UTC

Update date

2017-01-19 02:36:09 UTC

FoodComEx ID

PC000002

FoodDB Record

FDB012164

Chemical Information

Name

Levoglutamide

Description

Widely distributed in plants, e.g. beetroot. Flavouring ingredient. Dietary supplement Glutamine (Gln) is one of the 20 amino acids encoded by the standard genetic code. Levoglutamide is found in many foods, some of which are green bell pepper, potato, barley, and dill.

CAS Number

56-85-9

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(2S)-2-amino-4-carbamoylbutanoate	biospider
(2S)-2-amino-4-carbamoylbutanoic acid	biospider
(2S)-2,5-diamino-5-oxopentanoate	biospider
(2S)-2,5-diamino-5-oxopentanoic acid	biospider
(S)-2,5-Diamino-5-oxopentanoate	biospider
(S)-2,5-Diamino-5-oxopentanoic acid	biospider
2-Aminoglutaramic acid	HMDB
2-Aminoglutaramic acid, L-	biospider
Cebrogen	HMDB
Energlut	db_source
FEMA 3684	db_source
gamma-Glutamine	HMDB
Glavamin	HMDB
Glumin	HMDB
Glutamate 5-amide	Generator
Glutamate amide	Generator
Glutamic acid 5-amide	ChEBI
Glutamic acid amide	ChEBI
GLUTAMINE	ChEBI
Glutamine, 9CI; L-form	db_source
Glutaven	db_source
Iperphos	db_source
L-(+)-glutamine	biospider
L-2-Aminoglutaramate	Generator
L-2-Aminoglutaramic acid	biospider
L-2-Aminoglutaramidic acid	biospider
L-Glutamate g-amide	Generator
L-Glutamate gamma-amide	Generator
L-Glutamate γ-amide	Generator
L-Glutamic acid 5-amide	biospider
L-Glutamic acid g-amide	Generator
L-glutamic acid gamma-amide	biospider
L-Glutamic acid γ-amide	Generator
L-Glutamid	HMDB
L-Glutamide	HMDB
L-Glutamin	ChEBI
L-glutamine	biospider
L-Glutaminsaeure-5-amid	ChEBI
Levoglutamid	HMDB
Levoglutamida	HMDB
Levoglutamide, INN	db_source
Levoglutamidum	HMDB
Levoglutamina	HMDB
Memoril	db_source
Polyglutamine	HMDB
Q	ChEBI
Stimulina	HMDB

Chemical Formula

C5H10N2O3

IUPAC name

2-amino-4-(C-hydroxycarbonimidoyl)butanoic acid

InChI Identifier

InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)

InChI Key

ZDXPYRJPNDTMRX-UHFFFAOYSA-N

Isomeric SMILES

NC(CCC(O)=N)C(O)=O

Average Molecular Weight

146.1445

Monoisotopic Molecular Weight

146.069142196

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Fatty acid
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha-amino acid (CHEBI:28300 )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	-3.64	CHMELIK,J ET AL. (1991)
Experimental Water Solubility	41.3 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point	Mp 184-185° dec.	DFC

Foods of Origin