Hippuric acid

Hippuric acid

Names
IUPAC name N-Benzoylglycine
Preferred IUPAC name Benzamidoacetic acid
Other names Hippuric acid Benzoyl glycocoll Benzoyl amidoacetic acid
Identifiers
CAS Number	495-69-2 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:18089 Y
ChEMBL	ChEMBL461 Y
ChemSpider	451 Y
ECHA InfoCard	100.007.098
KEGG	C01586 Y
PubChem CID	464
UNII	TE0865N2ET Y
CompTox Dashboard (EPA)	DTXSID9046073
InChI InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12) Y Key: QIAFMBKCNZACKA-UHFFFAOYSA-N Y 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) Key: QIAFMBKCNZACKA-UHFFFAOYAD
SMILES OC(=O)CNC(=O)c1ccccc1
Properties
Chemical formula	C9H9NO3
Molar mass	179.175 g·mol−1
Density	1.371 g/cm3
Melting point	187 to 188 °C (369 to 370 °F; 460 to 461 K)
Boiling point	240 °C (464 °F; 513 K) (decomposes)
Hazards
Safety data sheet (SDS)	Material Safety Data Sheet
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

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.^[1]

Hippuric acid crystallizes in rhombic prisms which are readily soluble in hot water, melt at 187 °C, and decompose at about 240 °C.^[2] 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.^[3] 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.