1.0 2011-09-21 00:20:02 UTC 2015-07-21 06:57:22 UTC FDB022813 3-Phenylpropionylglycine 3-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 Urinary excretion of 3-phenylpropionylglycine is a diagnostic marker for medium-chain acyl-CoA dehydrogenase deficiency. 3-phenylpropionylglycine is derived from 3-phenylpropionic acid, a product of anaerobic bacterial metabolism in the gut. (PMID 1541011) [HMDB] C11H13NO3 207.2258 207.089543287 2-[(3-oxo-3-phenylpropyl)amino]acetic acid 3-phenylpropionylglycine 20989-69-9 OC(=O)CNCCC(=O)C1=CC=CC=C1 InChI=1S/C11H13NO3/c13-10(6-7-12-8-11(14)15)9-4-2-1-3-5-9/h1-5,12H,6-8H2,(H,14,15) XHSURMJJKAFELI-UHFFFAOYSA-N belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Alkyl-phenylketones Organic compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aromatic homomonocyclic compounds Alpha amino acids Amino acids Aryl alkyl ketones Benzoyl derivatives Beta-amino ketones Carboxylic acid salts Carboxylic acids Dialkylamines Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organic salts Organic zwitterions Organopnictogen compounds Alkyl-phenylketone Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aromatic homomonocyclic compound Aryl alkyl ketone Benzenoid Benzoyl Beta-aminoketone Carboxylic acid Carboxylic acid derivative Carboxylic acid salt Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic nitrogen compound Organic oxide Organic salt Organic zwitterion Organonitrogen compound Organopnictogen compound Secondary aliphatic amine Secondary amine Solid logp -1.34 ALOGPS logs -2.60 ALOGPS solubility 5.15e-01 g/l ALOGPS logp -1.7 ChemAxon pka_strongest_acidic 1.55 ChemAxon pka_strongest_basic 9.83 ChemAxon iupac 2-[(3-oxo-3-phenylpropyl)amino]acetic acid ChemAxon average_mass 207.2258 ChemAxon mono_mass 207.089543287 ChemAxon smiles OC(=O)CNCCC(=O)C1=CC=CC=C1 ChemAxon formula C11H13NO3 ChemAxon inchi InChI=1S/C11H13NO3/c13-10(6-7-12-8-11(14)15)9-4-2-1-3-5-9/h1-5,12H,6-8H2,(H,14,15) ChemAxon inchikey XHSURMJJKAFELI-UHFFFAOYSA-N ChemAxon polar_surface_area 66.4 ChemAxon refractivity 55.38 ChemAxon polarizability 21.63 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 1565 Specdb::MsIr 1566 Specdb::MsIr 1567 Specdb::MsMs 301429 Specdb::MsMs 301430 Specdb::MsMs 301431 Specdb::MsMs 343951 Specdb::MsMs 343952 Specdb::MsMs 343953 Specdb::MsMs 2756293 Specdb::MsMs 2756294 Specdb::MsMs 2756295 Specdb::MsMs 2953518 Specdb::MsMs 2953519 Specdb::MsMs 2953520 Specdb::CMs 15999 Specdb::CMs 38239 Specdb::CMs 172954 Specdb::NmrOneD 109038 Specdb::NmrOneD 109039 Specdb::NmrOneD 109040 Specdb::NmrOneD 109041 Specdb::NmrOneD 109042 Specdb::NmrOneD 109043 Specdb::NmrOneD 109044 Specdb::NmrOneD 109045 Specdb::NmrOneD 109046 Specdb::NmrOneD 109047 Specdb::NmrOneD 109048 Specdb::NmrOneD 109049 Specdb::NmrOneD 109050 Specdb::NmrOneD 109051 Specdb::NmrOneD 109052 Specdb::NmrOneD 109053 Specdb::NmrOneD 109054 Specdb::NmrOneD 109055 Specdb::NmrOneD 109056 Specdb::NmrOneD 109057 HMDB02042 #<Reference:0x000055ce3212c400> #<Reference:0x000055ce3212c1f8> #<Reference:0x000055ce3212c018> #<Reference:0x000055ce3212be38> 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