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. |
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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) |
QIAFMBKCNZACKA-UHFFFAOYSA-N |
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Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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uremic toxin
A toxin that accumulates in patients with chronic kidney disease.
human blood serum metabolite
Any metabolite (endogenous or exogenous) found in human blood serum samples.
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View more via ChEBI Ontology
Outgoing
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N-benzoylglycine
(CHEBI:18089)
has role
human blood serum metabolite
(CHEBI:85234)
N-benzoylglycine
(CHEBI:18089)
has role
uremic toxin
(CHEBI:64584)
N-benzoylglycine
(CHEBI:18089)
is a
N-acylglycine
(CHEBI:16180)
N-benzoylglycine
(CHEBI:18089)
is conjugate acid of
N-benzoylglycinate
(CHEBI:606565)
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Incoming
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α-hydroxyhippuric acid
(CHEBI:68451)
has functional parent
N-benzoylglycine
(CHEBI:18089)
2,3-dihydroxy-N-benzoylserine dimer
(CHEBI:197975)
has functional parent
N-benzoylglycine
(CHEBI:18089)
2-[(2-Aminobenzoyl)amino]propanoic acid
(CHEBI:182145)
has functional parent
N-benzoylglycine
(CHEBI:18089)
2-[(4-methoxyphenyl)formamido]acetic acid
(CHEBI:189793)
has functional parent
N-benzoylglycine
(CHEBI:18089)
2-Aminohippuric acid
(CHEBI:165184)
has functional parent
N-benzoylglycine
(CHEBI:18089)
2-{[(3,5-dimethoxyphenyl)(hydroxy)methylidene]amino}acetic acid
(CHEBI:168859)
has functional parent
N-benzoylglycine
(CHEBI:18089)
2-{[hydroxy(2,3,4-trimethoxyphenyl)methylidene]amino}acetic acid
(CHEBI:189893)
has functional parent
N-benzoylglycine
(CHEBI:18089)
2-{[hydroxy(2,4,6-trihydroxyphenyl)methylidene]amino}acetic acid
(CHEBI:169106)
has functional parent
N-benzoylglycine
(CHEBI:18089)
2-{[hydroxy(2-methoxyphenyl)methylidene]amino}acetic acid
(CHEBI:189758)
has functional parent
N-benzoylglycine
(CHEBI:18089)
2-{[hydroxy(3-methoxyphenyl)methylidene]amino}acetic acid
(CHEBI:189778)
has functional parent
N-benzoylglycine
(CHEBI:18089)
m-hydroxyhippuric acid
(CHEBI:70824)
has functional parent
N-benzoylglycine
(CHEBI:18089)
m-methylhippuric acid
(CHEBI:68500)
has functional parent
N-benzoylglycine
(CHEBI:18089)
p-hydroxyhippuric acid
(CHEBI:71018)
has functional parent
N-benzoylglycine
(CHEBI:18089)
Inducamide A
(CHEBI:219064)
has functional parent
N-benzoylglycine
(CHEBI:18089)
Inducamide B
(CHEBI:219072)
has functional parent
N-benzoylglycine
(CHEBI:18089)
Kaitocephalin
(CHEBI:216599)
has functional parent
N-benzoylglycine
(CHEBI:18089)
m-Chloro-hippuric acid
(CHEBI:176504)
has functional parent
N-benzoylglycine
(CHEBI:18089)
m-Trifluoromethylhippuric acid
(CHEBI:185887)
has functional parent
N-benzoylglycine
(CHEBI:18089)
Madurastatin B2
(CHEBI:182135)
has functional parent
N-benzoylglycine
(CHEBI:18089)
Methenamine hippurate
(CHEBI:6825)
has functional parent
N-benzoylglycine
(CHEBI:18089)
methyl hippurate
(CHEBI:70869)
has functional parent
N-benzoylglycine
(CHEBI:18089)
N,N',N''-Tris(2,3-dihydroxybenzoyl)-O-L-seryl-O-L-seryl L-serine
(CHEBI:182161)
has functional parent
N-benzoylglycine
(CHEBI:18089)
N2,N6-bis(2,3-Dihydroxybenzoyl)-L-lysine
(CHEBI:165185)
has functional parent
N-benzoylglycine
(CHEBI:18089)
QMH
(CHEBI:228410)
has functional parent
N-benzoylglycine
(CHEBI:18089)
sivelestat
(CHEBI:135704)
has functional parent
N-benzoylglycine
(CHEBI:18089)
Sivelestat sodium hydrate
(CHEBI:32133)
has functional parent
N-benzoylglycine
(CHEBI:18089)
sodium 2-(125I)iodohippurate
(CHEBI:134739)
has functional parent
N-benzoylglycine
(CHEBI:18089)
sodium 2-(131I)iodohippurate
(CHEBI:134740)
has functional parent
N-benzoylglycine
(CHEBI:18089)
N-benzoylglycinate
(CHEBI:606565)
is conjugate base of
N-benzoylglycine
(CHEBI:18089)
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Benzamidoacetic acid
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ChemIDplus
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Benzamidoessigsäure
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ChemIDplus
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Benzoylaminoacetic acid
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KEGG COMPOUND
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Benzoylaminoessigsäure
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ChemIDplus
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Hippurate
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KEGG COMPOUND
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Hippuric acid
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KEGG COMPOUND
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Hippursäure
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ChemIDplus
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N-benzoylglycine
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ChEBI
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N-Benzoylglycine
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KEGG COMPOUND
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Phenylcarbonylaminoacetic acid
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ChemIDplus
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1073987
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Reaxys Registry Number
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Reaxys
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495-69-2
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CAS Registry Number
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KEGG COMPOUND
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495-69-2
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CAS Registry Number
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NIST Chemistry WebBook
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495-69-2
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CAS Registry Number
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ChemIDplus
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