1.02011-09-21 00:10:56 UTC2018-05-28 18:32:05 UTCFDB022254Pyrrolidonecarboxylic acid2-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](+)-2-Pyrrolidone-5-carboxylate(+)-2-Pyrrolidone-5-carboxylic acid(+)-Pyroglutamate(+)-Pyroglutamic acid(2R)-2-Carboxy-5-pyrrolidinone(R)-(+)-2-Pyrrolidone-5-carboxylate(R)-(+)-2-Pyrrolidone-5-carboxylic acid(R)-2-Pyrrolidone-5-carboxylate(R)-2-Pyrrolidone-5-carboxylic acid(R)-5-Oxopyrrolidine-2-carboxylate(R)-5-Oxopyrrolidine-2-carboxylic acid2-Pyrrolidone-5-carboxylate2-Pyrrolidone-5-carboxylic acid5-Oxo-D-proline5-oxo-DL-ProlineD-2-Pyrrolidone-5-carboxylicD-5-Pyrrolidone-2-carboxylateD-5-Pyrrolidone-2-carboxylic acidD-PyroglutamateD-Pyroglutamic acidGlpC5H7NO3129.114129.0425930952-oxopyrrolidine-1-carboxylic acid(+)-pyroglutamate4042-36-8OC(=O)N1CCCC1=OInChI=1S/C5H7NO3/c7-4-2-1-3-6(4)5(8)9/h1-3H2,(H,8,9)DQAKJEWZWDQURW-UHFFFAOYSA-N 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.OxoprolinesOrganic compoundsOrganoheterocyclic compoundsPyrrolidinesPyrrolidonesAliphatic heteromonocyclic compoundsAzacyclic compoundsCarbamic acidsCarbonyl compoundsDicarboximidesHydrocarbon derivativesLactamsOrganic carbonic acids and derivativesOrganic oxidesOrganonitrogen compoundsOrganopnictogen compoundsPyrrolidine carboxylic acidsPyrrolidine-2-ones2-pyrrolidoneAliphatic heteromonocyclic compoundAzacycleCarbamic acidCarbamic acid derivativeCarbonic acid derivativeCarbonyl groupCarboxylic acid derivativeDicarboximideHydrocarbon derivativeLactamOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOxoprolinePyrrolidine carboxylic acidPyrrolidine carboxylic acid or derivativesSolidlogp-0.12logs0.40solubility3.24e+02 g/llogp-0.12pka_strongest_acidic3.44pka_strongest_basic-8.7iupac2-oxopyrrolidine-1-carboxylic acidaverage_mass129.114mono_mass129.042593095smilesOC(=O)N1CCCC1=OformulaC5H7NO3inchiInChI=1S/C5H7NO3/c7-4-2-1-3-6(4)5(8)9/h1-3H2,(H,8,9)inchikeyDQAKJEWZWDQURW-UHFFFAOYSA-Npolar_surface_area57.61refractivity28.68polarizability11.7rotatable_bond_count0acceptor_count3donor_count1physiological_charge-1formal_charge0Specdb::NmrOneD238148Specdb::NmrOneD238149Specdb::NmrOneD238150Specdb::NmrOneD238151Specdb::NmrOneD238152Specdb::NmrOneD238153Specdb::NmrOneD238154Specdb::NmrOneD238155Specdb::NmrOneD238156Specdb::NmrOneD238157Specdb::NmrOneD238158Specdb::NmrOneD238159Specdb::NmrOneD238160Specdb::NmrOneD238161Specdb::NmrOneD238162Specdb::NmrOneD238163Specdb::NmrOneD238164Specdb::NmrOneD238165Specdb::NmrOneD238166Specdb::NmrOneD238167Specdb::CMs111445Specdb::CMs124659Specdb::CMs961358Specdb::CMs961359HMDB0080516924#<Reference:0x000055567553ca70>#<Reference:0x000055567553c7f0>Gamma-glutamylcyclotransferaseO75223GGCT