1.0 2011-09-21 00:21:44 UTC 2015-07-21 06:57:25 UTC FDB022921 1-Pyrroline-4-hydroxy-2-carboxylate Much or all of the pyrrole-2-carboxylate (PCA) in human urine may be formed in urine from a labile precursor, presumably delta(1)-pyrroline-4-hydroxy-2-carboxylate. Normal human values for endogenous urinary PCA in 16 individuals averaged 0.51 mumol/day, with a range of 0.20-1.3 mumol and a SD of 0.31 mumol. The probable source of human PCA is free hydroxy-L-proline, as inferred from the high value for PCA in the urine of a subject with hereditary hydroxyprolinemia, and from the threeto eightfold elevation in PCA excretion by two normal subjects after a large oral load of hydroxyl-L-proline. (PMID: 4430715) [HMDB] 1-Pyrroline-4-hydroxy-2-carboxylic acid 4-hydroxy-1-pyrroline-2-carboxylate 4-hydroxy-1-pyrroline-2-carboxylic acid C5H7NO3 129.114 129.042593095 3-hydroxy-3,4-dihydro-2H-pyrrole-5-carboxylic acid 4-hydroxy-4,5-dihydro-3H-pyrrole-2-carboxylic acid 9054-77-7 OC1CN=C(C1)C(O)=O InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h3,7H,1-2H2,(H,8,9) AOMLMYXPXUTBQH-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. Pyrrolines Organic compounds Organoheterocyclic compounds Pyrrolines Aliphatic heteromonocyclic compounds Azacyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Ketimines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Azacycle Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Imine Ketimine Monocarboxylic acid or derivatives Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Propargyl-type 1,3-dipolar organic compound Pyrroline Secondary alcohol 1-pyrrolinecarboxylic acid Solid logp -0.87 ALOGPS logs -0.85 ALOGPS solubility 1.83e+01 g/l ALOGPS logp -0.39 ChemAxon pka_strongest_acidic 3.66 ChemAxon pka_strongest_basic 0.53 ChemAxon iupac 3-hydroxy-3,4-dihydro-2H-pyrrole-5-carboxylic acid ChemAxon average_mass 129.114 ChemAxon mono_mass 129.042593095 ChemAxon smiles OC1CN=C(C1)C(O)=O ChemAxon formula C5H7NO3 ChemAxon inchi InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h3,7H,1-2H2,(H,8,9) ChemAxon inchikey AOMLMYXPXUTBQH-UHFFFAOYSA-N ChemAxon polar_surface_area 69.89 ChemAxon refractivity 29.05 ChemAxon polarizability 11.76 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Arginine and Proline Metabolism SMP00020 map00330 Specdb::CMs 22242 Specdb::CMs 38334 Specdb::CMs 148999 Specdb::MsIr 1698 Specdb::MsIr 1699 Specdb::MsIr 1700 Specdb::NmrOneD 149240 Specdb::NmrOneD 149241 Specdb::NmrOneD 149242 Specdb::NmrOneD 149243 Specdb::NmrOneD 149244 Specdb::NmrOneD 149245 Specdb::NmrOneD 149246 Specdb::NmrOneD 149247 Specdb::NmrOneD 149248 Specdb::NmrOneD 149249 Specdb::NmrOneD 149250 Specdb::NmrOneD 149251 Specdb::NmrOneD 149252 Specdb::NmrOneD 149253 Specdb::NmrOneD 149254 Specdb::NmrOneD 149255 Specdb::NmrOneD 149256 Specdb::NmrOneD 149257 Specdb::NmrOneD 149258 Specdb::NmrOneD 149259 Specdb::MsMs 315388 Specdb::MsMs 315389 Specdb::MsMs 315390 Specdb::MsMs 361354 Specdb::MsMs 361355 Specdb::MsMs 361356 Specdb::MsMs 2316851 Specdb::MsMs 2316852 Specdb::MsMs 2316853 Specdb::MsMs 2622182 Specdb::MsMs 2622183 Specdb::MsMs 2622184 HMDB02234 16352 #<Reference:0x000055ce31be2a30> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823