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L-5-Oxo-2-pyrrolidinecarboxylic acid (PC000324)

Record Information
Version1.0
Creation date2015-10-09 22:29:54 UTC
Update date2017-01-19 02:36:20 UTC
FoodComEx IDPC000324
FoodDB RecordFDB014506
Chemical Information
NameL-5-Oxo-2-pyrrolidinecarboxylic acid
DescriptionFound in vegetables, fruits and molasses. A cyclized derivative of L-glutamic acid. It is an uncommon amino acid derivative in which the free amino group of glutamic acid cyclizes to form a lactam. Pyroglutamate in the urine is a biomarker for the consumption of cheese
CAS Number98-79-3
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(-)-2-Pyrrolidone-5-carboxylateGenerator
(-)-2-Pyrrolidone-5-carboxylic acidChEBI
(-)-PyroglutamateHMDB
(-)-Pyroglutamic acidHMDB
(2S)-5-oxopyrrolidine-2-carboxylic acidbiospider
(5S)-2-Oxopyrrolidine-5-carboxylatebiospider
(5S)-2-Oxopyrrolidine-5-carboxylic acidbiospider
(S)-(-)-2-Pyrrolidone-5-carboxylatebiospider
(S)-(-)-2-Pyrrolidone-5-carboxylic acidbiospider
(s)-(-)-g-butyrolactam-g-carboxylatebiospider
(s)-(-)-g-butyrolactam-g-carboxylic acidbiospider
(s)-(-)-gamma-butyrolactam-gamma-carboxylatebiospider
(s)-(-)-gamma-butyrolactam-gamma-carboxylic acidbiospider
(S)-2-Pyrrolidone-5-carboxylatebiospider
(S)-2-Pyrrolidone-5-carboxylic acidbiospider
(S)-5-Oxo-2-pyrrolidinecarboxylatebiospider
(S)-5-Oxo-2-pyrrolidinecarboxylic acidbiospider
(s)-pyroglutamatebiospider
(s)-pyroglutamic acidbiospider
2-L-Pyrrolidone-5-carboxylatebiospider
2-L-Pyrrolidone-5-carboxylic acidbiospider
2-Oxopyrrolidine-5(S)-carboxylatebiospider
2-Oxopyrrolidine-5(S)-carboxylic acidbiospider
2-Pyrrolidinone-5-carboxylateHMDB
2-Pyrrolidinone-5-carboxylic acidHMDB
5-Carboxy-2-pyrrolidinoneHMDB
5-L-oxoprolinebiospider
5-Oxo-2-pyrrolidinecarboxylic acid; L-formdb_source
5-Oxo-L-prolinebiospider
5-OxoprolineHMDB
5-Pyrrolidinone-2-carboxylateHMDB
5-Pyrrolidinone-2-carboxylic acidHMDB
5-Pyrrolidone-2-carboxylateGenerator
5-Pyrrolidone-2-carboxylic acidChEBI
Ajidew a 100HMDB
GlutimateHMDB
Glutimic acidHMDB
GlutiminateHMDB
Glutiminic acidHMDB
L-2-Pyrrolidone-5-carboxylatebiospider
L-2-Pyrrolidone-5-carboxylic acidbiospider
L-5-Carboxy-2-pyrrolidinonebiospider
L-5-Oxo-2-pyrrolidinecarboxylatebiospider
L-5-Oxo-2-pyrrolidinecarboxylic acidbiospider
L-5-Oxoprolinebiospider
L-5-Pyrrolidone-2-carboxylateGenerator
l-5-Pyrrolidone-2-carboxylic acidbiospider
L-glutamic acid g-lactambiospider
L-glutamic acid gamma-lactambiospider
L-glutimatebiospider
L-glutimic acidbiospider
L-glutiminatebiospider
L-glutiminic acidbiospider
L-pyroglutamatebiospider
L-pyroglutamic acidbiospider
L-pyrrolidinonecarboxylatebiospider
L-pyrrolidinonecarboxylic acidbiospider
L-pyrrolidonecarboxylatebiospider
L-pyrrolidonecarboxylic acidbiospider
OxoprolineHMDB
OxopyrrolidinecarboxylateHMDB
Oxopyrrolidinecarboxylic acidHMDB
PidolateGenerator
Pidolic acidChEBI
PidolidoneHMDB
PyroglutamateChEBI
Pyroglutamic acidChEBI
PyrrolidinonecarboxylateHMDB
Pyrrolidinonecarboxylic acidHMDB
Pyrrolidone-5-carboxylateHMDB
Pyrrolidone-5-carboxylic acidHMDB
Pyrrolidonecarboxylic acidHMDB
Chemical FormulaC5H7NO3
IUPAC name(2S)-5-oxopyrrolidine-2-carboxylic acid
InChI IdentifierInChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
InChI KeyODHCTXKNWHHXJC-VKHMYHEASA-N
Isomeric SMILESOC(=O)[C@@H]1CCC(=O)N1
Average Molecular Weight129.114
Monoisotopic Molecular Weight129.042593095
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Pyrroline carboxylic acid
  • Pyrroline carboxylic acid or derivatives
  • Pyrroline
  • Cyclic carboximidic acid
  • Lactim
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Azacycle
  • Organoheterocyclic compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic nitrogen compound
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water Solubility476 mg/mL at 13 oCBEILSTEIN
Melting PointMp 156-157°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 300 mg
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 J93395
AKSci K772
Glentham GM2961
MetaSci HMDB0000267
Sigma-Aldrich HMDB0000267
Toronto Research Chemicals P997480