Record Information
Version1.0
Creation date2015-10-09 22:29:17 UTC
Update date2017-01-19 02:36:17 UTC
FoodComEx IDPC000221
FoodDB RecordFDB022254
Chemical Information
NamePyrrolidonecarboxylic acid
Description2-Pyrrolidone-5-carboxylic acid (PCA) is a cyclic derivative of glutamic acid, physiologically present in mammalian tissues. It has been shown that PCA releases GABA from the cerebral cortex and displays anti-anxiety effects in a simple approach-avoidance conflict situation in the rat. In clinical pharmacology experiments, PCA significantly shortens the plasma half-life of ethanol during acute intoxication. [HMDB]
CAS Number4042-36-8
Structure
Thumb
Synonyms
SynonymSource
(+)-2-Pyrrolidone-5-carboxylatehmdb
(+)-2-Pyrrolidone-5-carboxylic acidhmdb
(+)-Pyroglutamatehmdb
(+)-Pyroglutamic acidhmdb
(2R)-2-Carboxy-5-pyrrolidinonehmdb
(R)-(+)-2-Pyrrolidone-5-carboxylatehmdb
(R)-(+)-2-Pyrrolidone-5-carboxylic acidhmdb
(R)-2-Pyrrolidone-5-carboxylatehmdb
(R)-2-Pyrrolidone-5-carboxylic acidhmdb
(R)-5-Oxopyrrolidine-2-carboxylatehmdb
(R)-5-Oxopyrrolidine-2-carboxylic acidhmdb
2-Pyrrolidone-5-carboxylateGenerator
2-Pyrrolidone-5-carboxylic acidChEBI
5-Oxo-D-prolinehmdb
5-oxo-DL-ProlineChEBI
D-2-Pyrrolidone-5-carboxylichmdb
D-5-Pyrrolidone-2-carboxylatehmdb
D-5-Pyrrolidone-2-carboxylic acidhmdb
D-Pyroglutamatehmdb
D-Pyroglutamic acidhmdb
GlpChEBI
Chemical FormulaC5H7NO3
IUPAC name2-oxopyrrolidine-1-carboxylic acid
InChI IdentifierInChI=1S/C5H7NO3/c7-4-2-1-3-6(4)5(8)9/h1-3H2,(H,8,9)
InChI KeyDQAKJEWZWDQURW-UHFFFAOYSA-N
Isomeric SMILESOC(=O)N1CCCC1=O
Average Molecular Weight129.114
Monoisotopic Molecular Weight129.042593095
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oxoprolines. Oxoprolines are compounds containing an oxoproline moiety, which consists of a pyrrolidine ring bearing a carboxylic acid group at the ring position 2, and a ketone group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolidines
Sub ClassPyrrolidones
Direct ParentOxoprolines
Alternative Parents
Substituents
  • Oxoproline
  • Pyrrolidine carboxylic acid
  • Pyrrolidine carboxylic acid or derivatives
  • 2-pyrrolidone
  • Dicarboximide
  • Carbonic acid derivative
  • Lactam
  • Carbamic acid derivative
  • Carbamic acid
  • Azacycle
  • Carboxylic acid derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
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 3 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
Not Available