Record Information
Version1.0
Creation date2015-10-09 22:27:12 UTC
Update date2017-01-19 02:36:09 UTC
FoodComEx IDPC000002
FoodDB RecordFDB012164
Chemical Information
NameLevoglutamide
DescriptionWidely 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 Number56-85-9
Structure
Thumb
Synonyms
SynonymSource
(2S)-2-amino-4-carbamoylbutanoatebiospider
(2S)-2-amino-4-carbamoylbutanoic acidbiospider
(2S)-2,5-diamino-5-oxopentanoatebiospider
(2S)-2,5-diamino-5-oxopentanoic acidbiospider
(S)-2,5-Diamino-5-oxopentanoatebiospider
(S)-2,5-Diamino-5-oxopentanoic acidbiospider
2-Aminoglutaramic acidHMDB
2-Aminoglutaramic acid, L-biospider
CebrogenHMDB
Energlutdb_source
FEMA 3684db_source
gamma-GlutamineHMDB
GlavaminHMDB
GluminHMDB
Glutamate 5-amideGenerator
Glutamate amideGenerator
Glutamic acid 5-amideChEBI
Glutamic acid amideChEBI
GLUTAMINEChEBI
Glutamine, 9CI; L-formdb_source
Glutavendb_source
Iperphosdb_source
L-(+)-glutaminebiospider
L-2-AminoglutaramateGenerator
L-2-Aminoglutaramic acidbiospider
L-2-Aminoglutaramidic acidbiospider
L-Glutamate g-amideGenerator
L-Glutamate gamma-amideGenerator
L-Glutamate γ-amideGenerator
L-Glutamic acid 5-amidebiospider
L-Glutamic acid g-amideGenerator
L-glutamic acid gamma-amidebiospider
L-Glutamic acid γ-amideGenerator
L-GlutamidHMDB
L-GlutamideHMDB
L-GlutaminChEBI
L-glutaminebiospider
L-Glutaminsaeure-5-amidChEBI
LevoglutamidHMDB
LevoglutamidaHMDB
Levoglutamide, INNdb_source
LevoglutamidumHMDB
LevoglutaminaHMDB
Memorildb_source
PolyglutamineHMDB
QChEBI
StimulinaHMDB
Chemical FormulaC5H10N2O3
IUPAC name2-amino-4-(C-hydroxycarbonimidoyl)butanoic acid
InChI IdentifierInChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)
InChI KeyZDXPYRJPNDTMRX-UHFFFAOYSA-N
Isomeric SMILESNC(CCC(O)=N)C(O)=O
Average Molecular Weight146.1445
Monoisotopic Molecular Weight146.069142196
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities 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).
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic acids and derivatives
Sub ClassCarboxylic acids and derivatives
Direct ParentAlpha 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 FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-3.64CHMELIK,J ET AL. (1991)
Experimental Water Solubility41.3 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 184-185° dec.DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 6 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci F839
Cayman Chemical 23716
Glentham GM6582
Glentham GM8887
Glentham GM2001
MetaSci HMDB0000641
Sigma-Aldrich HMDB0000641
Toronto Research Chemicals G597000