1.0 2011-09-21 00:11:14 UTC 2019-11-26 03:21:02 UTC FDB022266 Phenylacetylglycine Phenylacetylglycine 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 Phenylacetylglycine or PAG is a glycine conjugate of phenylacetic acid. Phenylacetic acid may arise from exposure to styrene (plastic) or through the consumption of fruits and vegetables. Phenylacetic acid is used in some perfumes, possessing a honey-like odour in low concentrations, and is also used in penicillin G production. PAG is a putative biomarker of phospholipidosis. Urinary PAG is elevated in animals exhibiting abnormal phospholipid accumulation in many tissues and may thus be useful as a surrogate biomarker for phospholipidosis. (PMID: 15764292) [HMDB] ((phenylacetyl)amino)acetic acid [(Phenylacetyl)amino]acetate [(Phenylacetyl)amino]acetic acid N-(phenylacetyl)-Glycine N-(Phenylacetyl)glycine N-Phenacetylglycine N-Phenylacetylglycine PAA PAG Phenacetate Phenacetic acid Phenaceturate Phenaceturic acid Phenacetylglycine phenylacetyl glycine C10H11NO3 193.1992 193.073893223 2-(2-phenylacetamido)acetic acid phenylacetylglycine 500-98-1 OC(=O)CNC(=O)CC1=CC=CC=C1 InChI=1S/C10H11NO3/c12-9(11-7-10(13)14)6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,12)(H,13,14) UTYVDVLMYQPLQB-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 Carboximidic acids Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboximidic acid Carboximidic acid derivative Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic benzene moiety N-acyl-alpha-amino acid 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 N-acylglycine monocarboxylic acid monocarboxylic acid amide Solid logp 0.51 ALOGPS logs -2.46 ALOGPS solubility 6.63e-01 g/l ALOGPS logp 0.51 ChemAxon pka_strongest_acidic 3.99 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 2-(2-phenylacetamido)acetic acid ChemAxon average_mass 193.1992 ChemAxon mono_mass 193.073893223 ChemAxon smiles OC(=O)CNC(=O)CC1=CC=CC=C1 ChemAxon formula C10H11NO3 ChemAxon inchi InChI=1S/C10H11NO3/c12-9(11-7-10(13)14)6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,12)(H,13,14) ChemAxon inchikey UTYVDVLMYQPLQB-UHFFFAOYSA-N ChemAxon polar_surface_area 66.4 ChemAxon refractivity 50.17 ChemAxon polarizability 19.09 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 887 Specdb::MsIr 888 Specdb::MsIr 889 Specdb::NmrTwoD 1499 Specdb::NmrOneD 1275 Specdb::NmrOneD 1556 Specdb::NmrOneD 5059 Specdb::NmrOneD 5060 Specdb::NmrOneD 166504 Specdb::CMs 2851 Specdb::CMs 27216 Specdb::CMs 32194 Specdb::CMs 32195 Specdb::CMs 37786 Specdb::CMs 99612 Specdb::CMs 99613 Specdb::CMs 99614 Specdb::CMs 160084 Specdb::CMs 1077645 Specdb::CMs 1077647 Specdb::CMs 1077649 Specdb::MsMs 1170 Specdb::MsMs 1171 Specdb::MsMs 1172 Specdb::MsMs 4701 Specdb::MsMs 178989 Specdb::MsMs 178990 Specdb::MsMs 178991 Specdb::MsMs 181314 Specdb::MsMs 181315 Specdb::MsMs 181316 Specdb::MsMs 2236513 Specdb::MsMs 2236885 Specdb::MsMs 2238645 Specdb::MsMs 2238911 Specdb::MsMs 2240643 Specdb::MsMs 2241072 Specdb::MsMs 2242677 Specdb::MsMs 2243144 Specdb::MsMs 2248538 Specdb::MsMs 2250507 Specdb::MsMs 2251081 Specdb::MsMs 2251345 Specdb::MsMs 2251869 Specdb::MsMs 2449555 Specdb::MsMs 2449556 HMDB00821 #<Reference:0x000056127130c3a0> #<Reference:0x000056127130c198> #<Reference:0x000056127130bf18> #<Reference:0x000056127130bd38> #<Reference:0x000056127130bb30> 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 Milk (Cow) Type 2 specific 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 N-acetyltransferase ESCO1 Q5FWF5 ESCO1