1.0 2011-09-21 00:11:33 UTC 2015-10-09 22:33:39 UTC FDB022286 Phenylpropionylglycine Phenylpropionylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine The detection of phenylpropionylglycine in urine after an oral load of phenylpropionic acid can be used to diagnose deficiency of medium-chain acyl-CoA dehydrogenase, a frequent and treatable metabolic defect. (PMID 9234867) [HMDB] (3-phenyl-propionylamino)-acetate (3-phenyl-propionylamino)-acetic acid (3-Phenylpropionyl)glycine N-(3-phenyl-propionyl)-glycine N-(3-Phenylpropanoyl)glycine Phenylpropionylglycine C11H13NO3 207.2258 207.089543287 2-(3-phenylpropanamido)acetic acid phenylpropionylglycine 56613-60-6 OC(=O)CNC(=O)CCC1=CC=CC=C1 InChI=1S/C11H13NO3/c13-10(12-8-11(14)15)7-6-9-4-2-1-3-5-9/h1-5H,6-8H2,(H,12,13)(H,14,15) YEIQSAXUPKPPBN-UHFFFAOYSA-N belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-acyl-alpha amino acids Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aromatic homomonocyclic compounds Benzene and substituted derivatives Carbonyl compounds Carboxylic acids Fatty amides Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Secondary carboxylic acid amides Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxamide group Carboxylic acid Fatty acyl Fatty amide Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic benzene moiety N-acyl-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Secondary carboxylic acid amide Solid logp 0.93 ALOGPS logs -2.92 ALOGPS solubility 2.52e-01 g/l ALOGPS logp 0.95 ChemAxon pka_strongest_acidic 4 ChemAxon pka_strongest_basic -2.1 ChemAxon iupac 2-(3-phenylpropanamido)acetic acid ChemAxon average_mass 207.2258 ChemAxon mono_mass 207.089543287 ChemAxon smiles OC(=O)CNC(=O)CCC1=CC=CC=C1 ChemAxon formula C11H13NO3 ChemAxon inchi InChI=1S/C11H13NO3/c13-10(12-8-11(14)15)7-6-9-4-2-1-3-5-9/h1-5H,6-8H2,(H,12,13)(H,14,15) ChemAxon inchikey YEIQSAXUPKPPBN-UHFFFAOYSA-N ChemAxon polar_surface_area 66.4 ChemAxon refractivity 54.77 ChemAxon polarizability 21.47 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1514 Specdb::NmrOneD 1572 Specdb::MsMs 1214 Specdb::MsMs 1215 Specdb::MsMs 1216 Specdb::MsMs 307018 Specdb::MsMs 307019 Specdb::MsMs 307020 Specdb::MsMs 350851 Specdb::MsMs 350852 Specdb::MsMs 350853 Specdb::MsMs 2236039 Specdb::MsMs 2237360 Specdb::MsMs 2238088 Specdb::MsMs 2316731 Specdb::MsMs 2316732 Specdb::MsMs 2316733 Specdb::MsMs 2621873 Specdb::MsMs 2621874 Specdb::MsMs 2621875 Specdb::MsIr 3 Specdb::MsIr 15 Specdb::MsIr 920 Specdb::MsIr 921 Specdb::MsIr 922 Specdb::CMs 18505 Specdb::CMs 37810 Specdb::CMs 173726 Specdb::CMs 1080364 Specdb::CMs 1080366 Specdb::CMs 1080368 HMDB00860 #<Reference:0x000055ce32400fc8> #<Reference:0x000055ce32400e10> #<Reference:0x000055ce32400c58> #<Reference:0x000055ce32400aa0> #<Reference:0x000055ce324008e8> #<Reference:0x000055ce32400730> 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 Glycine N-acyltransferase Q6IB77 GLYAT Glycine N-acyltransferase-like protein 1 Q969I3 GLYATL1 Glycine N-acyltransferase-like protein 2 Q8WU03 GLYATL2 Glycine N-acyltransferase-like protein 3 Q5SZD4 GLYATL3