1.0 2011-09-21 00:35:27 UTC 2015-10-09 22:33:40 UTC FDB023830 3-Hydroxyhippuric acid 3-Hydroxyhippuric acid 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 3-Hydroxyhippuric acid is an organic acid found in normal human urine. 3-Hydroxyhippuric acid is a metabolite of rutin detected in urine after consumption of tomato juice (a source of rutin). 3-Hydroxyhippuric acid has its origin in dietary procyanidins (a major source of polyphenols consisting of elementary flavan-3-ol (epi)catechin units). 3-Hydroxyhippuric acid is a microbial aromatic acid metabolite derived from dietary polyphenols, found in normal human urine. (PMID: 12592675, 2338430, 17015248, 14556848, 12742116) [HMDB] 2-[(3-Hydroxyphenyl)formamido]acetate 2-[(3-Hydroxyphenyl)formamido]acetic acid 3-Hydroxybenzoylglycine 3-Hydroxyhippate 3-Hydroxyhippic acid 3-Hydroxyhippurate 3-Hydroxyhippuric acid m-Hydroxyhippurate m-Hydroxyhippuric acid N-m-Hydroxylbenzoylglycine C9H9NO4 195.1721 195.053157781 2-[(3-hydroxyphenyl)formamido]acetic acid 3-hydroxyhippuric acid 1637-75-8 OC(=O)CNC(=O)C1=CC=CC(O)=C1 InChI=1S/C9H9NO4/c11-7-3-1-2-6(4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13) XDOFWFNMYJRHEW-UHFFFAOYSA-N belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine. Hippuric acids Organic compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Benzoyl derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives N-acyl-alpha amino acids Organic oxides Organonitrogen compounds Organopnictogen compounds Secondary carboxylic acid amides 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alpha-amino acid or derivatives Aromatic homomonocyclic compound Benzoyl Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Hippuric acid Hydrocarbon derivative Monocarboxylic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol Secondary carboxylic acid amide N-acylglycine phenols Solid logp 0.52 ALOGPS logs -1.83 ALOGPS solubility 2.91e+00 g/l ALOGPS logp 0.22 ChemAxon pka_strongest_acidic 3.25 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac 2-[(3-hydroxyphenyl)formamido]acetic acid ChemAxon average_mass 195.1721 ChemAxon mono_mass 195.053157781 ChemAxon smiles OC(=O)CNC(=O)C1=CC=CC(O)=C1 ChemAxon formula C9H9NO4 ChemAxon inchi InChI=1S/C9H9NO4/c11-7-3-1-2-6(4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13) ChemAxon inchikey XDOFWFNMYJRHEW-UHFFFAOYSA-N ChemAxon polar_surface_area 86.63 ChemAxon refractivity 48.1 ChemAxon polarizability 18.51 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 2371 Specdb::MsIr 2372 Specdb::MsIr 2373 Specdb::NmrOneD 67752 Specdb::NmrOneD 67753 Specdb::NmrOneD 67754 Specdb::NmrOneD 67755 Specdb::NmrOneD 67756 Specdb::NmrOneD 67757 Specdb::NmrOneD 67758 Specdb::NmrOneD 67759 Specdb::NmrOneD 67760 Specdb::NmrOneD 67761 Specdb::NmrOneD 67762 Specdb::NmrOneD 67763 Specdb::NmrOneD 67764 Specdb::NmrOneD 67765 Specdb::NmrOneD 67766 Specdb::NmrOneD 67767 Specdb::NmrOneD 67768 Specdb::NmrOneD 67769 Specdb::NmrOneD 67770 Specdb::NmrOneD 67771 Specdb::CMs 24673 Specdb::CMs 38959 Specdb::CMs 153817 Specdb::MsMs 95502 Specdb::MsMs 95503 Specdb::MsMs 95504 Specdb::MsMs 159777 Specdb::MsMs 159778 Specdb::MsMs 159779 Specdb::MsMs 2252587 Specdb::MsMs 2254633 Specdb::MsMs 2255949 Specdb::MsMs 2377442 Specdb::MsMs 2377443 Specdb::MsMs 2377444 Specdb::MsMs 2561577 Specdb::MsMs 2561578 Specdb::MsMs 2561579 HMDB06116 3XH #<Reference:0x000055ce3243b038> #<Reference:0x000055ce3243ae58> #<Reference:0x000055ce3243ac78> #<Reference:0x000055ce3243aac0> #<Reference:0x000055ce3243a8e0> 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