Compound: Hippuric acid
SMILES: O=C(NCC(=O)O)c1ccccc1
InChIKey: QIAFMBKCNZACKA-UHFFFAOYSA-N
Synonyms: Hippuric acid, 495-69-2, 2-Benzamidoacetic acid, N-Benzoylglycine, Benzoylglycine, Glycine, N-benzoyl-, Benzamidoacetic acid, Benzoylaminoacetic acid, hippurate, Hippursaeure, Phenylcarbonylaminoacetic acid, Benzamidoessigsaeure, 2-(Phenylformamido)Acetic Acid, Benzoylaminoessigsaeure, Acido ippurico, TE0865N2ET, DTXSID9046073, HIPPURICUM ACIDUM, NSC-9982, DTXCID7026073, CHEBI:18089, RefChem:5887, CHEBI:132966, 207-806-3, (benzoylamino)acetic acid, N-Benzoyl-glycin, Acetic acid, (benzoylamino)-, Bz-Gly-OH, Acido ippurico [Italian], 66407-11-2, MFCD00002692, NSC 9982, N-(phenylcarbonyl)glycine, CHEMBL461, NCGC00159486-02, HippuricAcid-13C6, Benzoylaminoethanoic acid, ACETIC ACID,BENZAMIDE   HIPPURIC ACID, N-BENZOYL(D5) GLYCINE, 2-(phenylcarbonylamino)acetic acid, benzoyl glycine, CAS-495-69-2, 2-benzamidoaceticacid, EINECS 207-806-3, 2-(benzoylamino)acetic acid, BRN 1073987, UNII-TE0865N2ET, Benzoylglycin, hippuric-acid, Benzamidoacetate, Benzoylglycocoll, AI3-01062, n-benzoyl-glycine, N-benzoyl glycine, Hippuric acid, Na, (benzoylamino)-Acetate, Hippuric acid, 98%, benzoylamino-acetic acid, 2-benzamidoethanoic acid, Phenylcarbonylaminoacetate, Hippuric acid (Standard), (benzoylamino)-Acetic acid, bmse000408, Cambridge id 5116993, HIPPURIC ACID [MI], SCHEMBL7486, TimTec1_002805, Oprea1_124422, Oprea1_492747, 4-09-00-00778 (Beilstein Handbook Reference), MLS001074359, BIDD:ER0490, orb1302543, orb3141123, SCHEMBL2223592, SCHEMBL4626771, SCHEMBL5155207, SCHEMBL7301446, SCHEMBL9808797, HIPPURICUM ACIDUM [HPUS], acetic acid, 2-(benzoylamino)-, MSK8344, NSC9982, Hippuric acid, puriss., 99.0%, HMS1541P11, HMS2230I23, HMS3373I07, HMS5085K03, ALBB-005966, HY-W016562R, Benzenecarboxamide, N-carboxymethyl-, Tox21_111710, BBL008217, BDBM50009999, EBC-03549, s5618, SBB003759, STK011394, AKOS000118897, Tox21_111710_1, BS-3968, CCG-266415, CS-W017278, FH23833, HY-W016562, SDCCGMLS-0064636.P001, s11321, NCGC00159486-03, NCGC00159486-04, NCGC00159486-06, SMR000112115, ST037059, DB-051645, H0143, NS00013745, EN300-16768, C01586, SBI-0633529.0002, AB00375781-06, F065806, Q412803, BRD-K62914667-001-13-9, F2111-0036, 37C5E4E2-F7A0-451C-A041-5C9A71D92FA7, METHYLAMINOLEVULINATE HYDROCHLORIDE IMPURITY H [EP IMPURITY], InChI=1/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12
Theoretical properties:
molecular_formula: C9H9NO3
molecular_weight: 179.17 g/mol
exact_mass: 179.058243149 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 13
topological_polar_surface_area: 66.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 187 - 191 °C
solubility: 3.75 mg/mL
vapor_pressure: 0.00000076 [mmHg]
Descriptions:
pubchem: N-benzoylglycine is an N-acylglycine in which the acyl group is specified as benzoyl. It has a role as a uremic toxin and a human blood serum metabolite. It is a conjugate acid of a N-benzoylglycinate.
chebi: An <em>N</em>-acylglycine in which the acyl group is specified as benzoyl.
chembl: HIPPURIC ACID is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Hippuric acid (Gr. hippos, horse, ouron, urine) is a carboxylic acid and organic compound.  It is found in urine and is formed from the combination of benzoic acid and glycine. Levels of hippuric acid rise with the consumption of phenolic compounds (such as in fruit juice, tea, and wine). The phenols are first converted to benzoic acid, and then to hippuric acid and excreted in urine.
Hippuric acid crystallizes in rhombic prisms which are readily soluble in hot water, melt at 187 °C, and decompose at about 240 °C. High concentrations of hippuric acid may also indicate a toluene intoxication; however, scientists have called this correlation into question, because there are other variables that affect levels of hippuric acid.  When many aromatic compounds such as benzoic acid and toluene are taken internally, they are converted to hippuric acid by reaction with the amino acid glycine.