1.0 2011-09-21 00:10:56 UTC 2018-05-28 18:32:05 UTC FDB022254 Pyrrolidonecarboxylic acid 2-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 acid 2-Pyrrolidone-5-carboxylate 2-Pyrrolidone-5-carboxylic acid 5-Oxo-D-proline 5-oxo-DL-Proline D-2-Pyrrolidone-5-carboxylic D-5-Pyrrolidone-2-carboxylate D-5-Pyrrolidone-2-carboxylic acid D-Pyroglutamate D-Pyroglutamic acid Glp C5H7NO3 129.114 129.042593095 2-oxopyrrolidine-1-carboxylic acid (+)-pyroglutamate 4042-36-8 OC(=O)N1CCCC1=O InChI=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. Oxoprolines Organic compounds Organoheterocyclic compounds Pyrrolidines Pyrrolidones Aliphatic heteromonocyclic compounds Azacyclic compounds Carbamic acids Carbonyl compounds Dicarboximides Hydrocarbon derivatives Lactams Organic carbonic acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Pyrrolidine carboxylic acids Pyrrolidine-2-ones 2-pyrrolidone Aliphatic heteromonocyclic compound Azacycle Carbamic acid Carbamic acid derivative Carbonic acid derivative Carbonyl group Carboxylic acid derivative Dicarboximide Hydrocarbon derivative Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxoproline Pyrrolidine carboxylic acid Pyrrolidine carboxylic acid or derivatives Solid logp -0.12 ALOGPS logs 0.40 ALOGPS solubility 3.24e+02 g/l ALOGPS logp -0.12 ChemAxon pka_strongest_acidic 3.44 ChemAxon pka_strongest_basic -8.7 ChemAxon iupac 2-oxopyrrolidine-1-carboxylic acid ChemAxon average_mass 129.114 ChemAxon mono_mass 129.042593095 ChemAxon smiles OC(=O)N1CCCC1=O ChemAxon formula C5H7NO3 ChemAxon inchi InChI=1S/C5H7NO3/c7-4-2-1-3-6(4)5(8)9/h1-3H2,(H,8,9) ChemAxon inchikey DQAKJEWZWDQURW-UHFFFAOYSA-N ChemAxon polar_surface_area 57.61 ChemAxon refractivity 28.68 ChemAxon polarizability 11.7 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 111445 Specdb::CMs 124659 Specdb::CMs 961358 Specdb::CMs 961359 Specdb::NmrOneD 238148 Specdb::NmrOneD 238149 Specdb::NmrOneD 238150 Specdb::NmrOneD 238151 Specdb::NmrOneD 238152 Specdb::NmrOneD 238153 Specdb::NmrOneD 238154 Specdb::NmrOneD 238155 Specdb::NmrOneD 238156 Specdb::NmrOneD 238157 Specdb::NmrOneD 238158 Specdb::NmrOneD 238159 Specdb::NmrOneD 238160 Specdb::NmrOneD 238161 Specdb::NmrOneD 238162 Specdb::NmrOneD 238163 Specdb::NmrOneD 238164 Specdb::NmrOneD 238165 Specdb::NmrOneD 238166 Specdb::NmrOneD 238167 HMDB00805 16924 #<Reference:0x000055ce332906b0> #<Reference:0x000055ce332904f8> Gamma-glutamylcyclotransferase O75223 GGCT