PCA

PYROGLUTAMIC ACID


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Chemical Component Summary

NamePYROGLUTAMIC ACID
Identifiers(2S)-5-oxopyrrolidine-2-carboxylic acid
FormulaC5 H7 N O3
Molecular Weight129.114
TypeL-PEPTIDE LINKING
Isomeric SMILESC1CC(=O)N[C@@H]1C(=O)O
InChIInChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
InChIKeyODHCTXKNWHHXJC-VKHMYHEASA-N

Chemical Details

Formal Charge0
Atom Count16
Chiral Atom Count1
Bond Count16
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB03088 
NamePidolic acid
Groups
  • approved
  • investigational
DescriptionPidolic acid is a naturally occurring but little-studied amino acid derivative that can be formed enzymatically or non-enzymatically and participates as a biological intermediate with unique pharmacodynamics in various chemical pathways [A32991, L2729]. Elevations of the acid in blood levels may be associated with problems of glutamine or glutathione metabolism [L2729]. Pidolic acid, in general, is found in large quantities in brain tissue and other tissues in bound form, like skin [L2729]. There are currently little to no medicines available that are clinically approved or marketed for employing pidolic acid as an active ingredient for any particular formal indication. Although pidolic acid is included in some over-the-counter, non-prescription dietary supplements for the proposed purpose of facilitating cognitive or memory enhancement, most available research suggest exercising caution in their recommendation as much more research is necessary [A32981, A32982].
Synonyms
  • Pidolic acid
  • 5-oxo-2-pyrrolidinecarboxylic acid
  • 5-L-oxoproline
  • L-pyrrolidone carboxylic acid
  • 5-Pyrrolidone-2-carboxylic acid
Brand Names
  • Cleansing Foaming Gel Acne Pro Skin
  • Mag 2 Pwr 1.5gm/pck
  • Lacticare Lot
  • 2% Salicylic Acid FACIAL CLEANSER
IndicationThere is currently no clinically approved and/or marketed medicine that relies upon pidolic acid as an active ingredient for any formal therapeutic indication. Although pidolic acid may be sold in a variety of non-prescription, over-the-counter dietary supplement products for cognitive or memory enhancement, there are many studies that suggest that such products or such supplementation do not elicit any kind of cognitive benefit to users [A32981, A32982]. In fact, the general suggestion for any such pidolic acid product is to exercise caution in their recommendation as much more research is necessary [A32981]. Pidolic acid and sodium pidolic acid are, however, used to some extent in skin and hair conditioning agents owing to their humectant characteristics [F53].
Categories
  • Alimentary Tract and Metabolism
  • Amino Acids
  • Amino Acids, Acidic
  • Amino Acids, Cyclic
  • Amino Acids, Peptides, and Proteins
ATC-CodeA12CC08
CAS number98-79-3

Drug Targets

NameTarget SequencePharmacological ActionActions
Alpha-amylase 2BMKFFLLLFTIGFCWAQYSPNTQQGRTSIVHLFEWRWVDIALECERYLAPK...unknown
Vascular endothelial growth factor AMNFLLSWVHWSLALLLYLHHAKWSQAAPMAEGGGQNHHEVVKFMDVYQRS...unknown
Pancreatic alpha-amylaseMKFFLLLFTIGFCWAQYSPNTQQGRTSIVHLFEWRWVDIALECERYLAPK...unknown
Ig lambda-1 chain C regionsGQPKANPTVTLFPPSSEELQANKATLVCLISDFYPGAVTVAWKADGSPVK...unknown
Ig lambda chain V-II region MGCQSALTQPPSASGSLGQSVTISCTGTSSDVGGYNYVSWYQQHAGKAPKVII...unknown
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 7405
ChEMBL CHEMBL397976
ChEBI CHEBI:18183
CCDC/CSD VAPMIK, LPYGLU02, PYRGLU12, PYRGLU01, LPYGLU09, LPYGLU01, LPYGLU03, LPYGLU04, LPYGLU, LPYGLU05, LPYGLU07, LPYGLU06, LPYGLU08, LGPYRG
COD 4123372, 4123370, 4123384, 4123373, 4123374, 4123375, 4123377, 4123376, 4123378