Classification Term: 3344

Hippuric acids (ontology term: CHEMONTID:0001318)

Compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine." []

found 26 associated metabolites at no_class-level_7 metabolite taxonomy ontology rank level.

Ancestor: Hippuric acids and derivatives

Child Taxonomies: There is no child term of current ontology term.

Salicyluric acid

2-[(2-hydroxyphenyl)formamido]acetic acid

C9H9NO4 (195.0531554)


Salicyluric acid is an aryl glycine conjugate formed by the body to eliminate excess salicylates, including aspirin. Aspirin is rapidly hydrolysed to salicylic acid which is further metabolized to various compounds, including salicyluric acid (SU) as well as various acyl and phenolic glucuronides, and hydroxylated metabolites. SU is the major metabolite of SA excreted in urine and it is present in the urine of people who have not taken salicylate drugs, although it has no anti-inflammatory effects in humans or in animals. More salicyluric acid (SU) is excreted in the urine of vegetarians than in non-vegetarians, primarily because fruits and vegetables are important sources of dietary salicylates. However, significantly less (10-15X) SU is excreted by vegetarians than individuals taking low-dose aspirin (PMID: 12944546). The induction of the salicyluric acid formation is one of the saturable pathways of salicylate elimination. The formation of the methyl ester of salicyluric acid is observed during the quantitation of salicyluric acid and other salicylate metabolites in urine by high-pressure liquid chromatography. This methyl ester formation causes artificially low values for salicyluric acid and high values for salicylic acid. (PMID: 6101164, 6857178). Salicyluric acid has been found to be a microbial metabolite. Constituent of milk KEIO_ID H028 Salicyluric acid is an endogenous metabolite.

   

4-Aminohippuric acid

2-[(4-aminophenyl)formamido]acetic acid

C9H10N2O3 (194.069139)


4-Aminohippuric 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. Renal proximal tubules secrete various organic anions, including drugs and p-aminohippurate (PAH). Uptake of PAH from blood into tubule cells occurs by exchange with intracellular alpha-ketoglutarate and is mediated by the organic anion transporter 1. PAH exit into tubule lumen is species specific and may involve ATP-independent and -dependent transporters. (PMID 11443229). Enhanced secretion of p-aminohippuric acid occurs in Fanconis syndrome (FS). FS is associated with numerous varieties of inherited and acquired conditions; FS is characterized by a generalized transport defect in the proximal tubules, leading to renal losses of glucose, phosphate, calcium, uric acid, amino acids, bicarbonates, and other organic compounds. (PMID 12552490). 4-Aminohippuric 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: V - Various > V04 - Diagnostic agents > V04C - Other diagnostic agents > V04CH - Tests for renal function and ureteral injuries D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents 4-Aminohippuric acid is a diagnostic agent used in renal testing and is used in the determination of renal plasma flow.

   

2-Methylhippuric acid

2-[(2-methylphenyl)formamido]acetic acid

C10H11NO3 (193.0738896)


2-Methylhippuric 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. 2-Methylhippuric acid is a metabolite of xylene which is an aromatic hydrocarbon widely used as a solvant. Its level can be measured in the urine of workers exposed to xylene (PMID:8689499). 2-Methylhippuric acid is an endogenous phenolic acid metabolite detected after the consumption of whole grain. Methylhippuric 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: 2-(2-Methylbenzamido)acetic acid is a metabolite detected in urine.

   

p-Methylhippuric acid

2-[(4-methylphenyl)formamido]acetic acid

C10H11NO3 (193.0738896)


p-Methylhippuric (p-MHA)acid is the principal metabolite of p-xylene. Most of the p-xylene inhaled by workers will be excreted in urine as p-MHA. [HMDB] p-Methylhippuric (p-MHA)acid is the principal metabolite of p-xylene. Most of the p-xylene inhaled by workers will be excreted in urine as p-MHA.

   

Alpha-Hydroxyhippuric acid

2-hydroxy-2-(phenylformamido)acetic acid

C9H9NO4 (195.0531554)


Alpha-Hydroxyhippuric acid, also known as alpha-hydroxybenzoylglycine or a-hydroxyhippate, 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. Alpha-Hydroxyhippuric acid (or Benzamidohydroxyacetic acid) is a carboxylic acid occasionally present in human biofluids. Alpha-hydroxyhippuric acid should not be confused with 2-hydroxyhippuric acid. It is used in the formulation of some herbicides and inks to enhance their action (Patents US 1996-657134, US 1975-627965). It is a substrate for the enzyme peptidyl-alpha-hydroxyglycine alpha-amidating lyase. Alpha-Hydroxyhippuric acid (or Benzamidohydroxyacetic acid) is a hippuric acid derivative that is occasionally present in human biofluids. Alpha-Hydroxyhippuric acid (or Benzamidohydroxyacetic acid) is a carboxylic acid occasionally present in human biofluids. (PMID 10598689, 6511847, 4077949). It is used in the formulation of some herbicides and inks to enhance their action (Patents US 1996-657134, US 1975-627965) [HMDB]

   

Hippuric acid

Phenylcarbonylaminoacetic acid

C9H9NO3 (179.05824040000002)


Hippuric acid (Gr. hippos, horse, ouron, urine) is a carboxylic acid found in the urine of horses and other herbivores. 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 can also indicate a toluene intoxication. 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.; Hippuric acid is an acyl glycine formed by the conjugation of benzoic aicd with glycine. 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. Hippuric acid is a normal component of urine and is typically increased with increased consumption of phenolic compounds (tea, wine, fruit juices). These phenols are converted to benzoic acid which is then converted to hippuric acid and excreted in the urine. Hippuric acid is the most frequently used biomarker in the biological monitoring of occupational exposure to toluene. This product of solvent biotransformation may be also found in the urine of individuals who have not been exposed to the solvent. A smaller fraction of the absorbed toluene is oxidized to aromatic compounds including ortho-cresol, which is not found significantly in the urine of nonexposed individuals. The concentration of hippuric acid in the urine of individuals exposed to a low toluene concentration does not differ from that of individuals not exposed to the solvent. This has led to the conclusion that hippuric acid should not be utilized in the biological monitoring of occupational exposure to low levels of toluene in the air.; Protein-bound organic acids such as hippuric acid are markedly accumulated in uremic plasma and produce defective protein binding of drugs. (PMID: 9120876, 8734460). Hippuric acid is an acyl glycine formed from the conjugation of benzoic acid with glycine. 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. Hippuric acid is a normal component of urine and is typically increased with increased consumption of phenolic compounds (tea, wine, fruit juices). These phenols are converted into benzoic acid which is then converted into hippuric acid and excreted in the urine. Hippuric acid is the most frequently used biomarker in the biological monitoring of occupational exposure to toluene. This product of solvent biotransformation may be also found in the urine of individuals who have not been exposed to the solvent. A smaller fraction of the absorbed toluene is oxidized into aromatic compounds including ortho-cresol, which is not found in the urine of nonexposed individuals in a significant amount. The concentration of hippuric acid in the urine of individuals exposed to a low toluene concentration does not differ from that of individuals not exposed to the solvent. This has led to the conclusion that hippuric acid should not be utilized in the biological monitoring of occupational exposure to low levels of toluene in the air. Protein-bound organic acids such as hippuric acid are markedly accumulated in uremic plasma and produce defective protein binding of drugs (PMID: 9120876 , 8734460). Hippuric acid has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Hippuric acid is also found to be associated with phenylketonuria, propionic acidemia, and tyrosinemia I, which are inborn errors of metabolism. Hippuric acid is an endogenous phenolic acid metabolite detected after the consumption of whole grain. C254 - Anti-Infective Agent > C255 - Urinary Anti-Infective Agent Hippuric Acid (2-Benzamidoacetic acid), an acyl glycine produced by the conjugation of benzoic acid and glycine, is a normal component in urine as a metabolite of aromatic compounds from food. Hippuric Acid (2-Benzamidoacetic acid), an acyl glycine produced by the conjugation of benzoic acid and glycine, is a normal component in urine as a metabolite of aromatic compounds from food.

   

4-Hydroxyhippurate

2-[(4-Hydroxyphenyl)carbonylamino]acetic acid

C9H9NO4 (195.0531554)


4-Hydroxyhippuric acid is a microbial end-product derived from polyphenol metabolism by the microflora in the intestine (PMID: 22932811). It is derived from 4-hydroxybenzoic acid derivatives which may undergo glycination in the liver and kidney (PMID: 20615997). 4-Hydroxyhippuric acid has been identified in the human placenta (PMID: 32033212). A polyphenol metabolite detected in biological fluids [PhenolExplorer]

   

3-Hydroxyhippuric acid

2-[(3-Hydroxyphenyl)formamido]acetic acid

C9H9NO4 (195.0531554)


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 and flavonoids, found in normal human urine (PMID: 12592675, 2338430, 17015248, 14556848, 12742116). It is a marker of gut Clostridium species. Higher levels are associated with higher levels of Clostridia (PMID: 27123458). 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: COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS 3-Hydroxyhippuric acid is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids.

   

Vanilloylglycine

2-{[hydroxy(4-hydroxy-3-methoxyphenyl)methylidene]amino}acetic acid

C10H11NO5 (225.0637196)


Vanilloylglycine (CAS# 1212-04-0), also known as N-Vanilloylglycine, is a non-phenolic metabolite. In human studies, Vanilloylglycine has been detected in urines of individuals consuming cocoa powder dissolved in milk. (Pheno-Explorer) A polyphenol metabolite detected in biological fluids [PhenolExplorer]

   

m-Chlorohippuric acid

2-{[(3-chlorophenyl)(hydroxy)methylidene]amino}acetate

C9H8ClNO3 (213.0192688)


m-Chlorohippuric acid is an inactive metabolite of Bupropion. The formation of m-chlorobenzoic acid involves side chain cleavage of bupropion to an acidic metabolite in humans (PMID: 3107223) [HMDB] m-Chlorohippuric acid is an inactive metabolite of Bupropion. The formation of m-chlorobenzoic acid involves side chain cleavage of bupropion to an acidic metabolite in humans (PMID: 3107223).

   

Gentisuric acid

2-{[(2,5-dihydroxyphenyl)(hydroxy)methylidene]amino}acetate

C9H9NO5 (211.04807040000003)


Gentisuric acid is a metabolite of aspirin in man. Gentisuric acid was synthesized from gentisic acid and glycine ethyl ester. (PMID: 417892) D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates

   

N-(5-Amino-2-hydroxybenzoyl)glycine

2-[(5-amino-2-hydroxyphenyl)formamido]acetic acid

C9H10N2O4 (210.064054)


N-(5-Amino-2-hydroxybenzoyl)glycine belongs to the class of organic compounds known as hippuric acids. These are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.

   

(2S)-2-[(3-Nitrobenzoyl)amino]propanoic acid

(2S)-2-[(3-Nitrobenzoyl)amino]propanoic acid

C10H10N2O5 (238.058969)


   

N-alpha-Benzoyl-L-arginine

5-[(diaminomethylidene)amino]-2-(phenylformamido)pentanoic acid

C13H18N4O3 (278.1378838)


   

2-(2-Chlorobenzamido)acetic acid

2-{[(2-chlorophenyl)(hydroxy)methylidene]amino}acetate

C9H8ClNO3 (213.0192688)


   

2-Aminohippuric acid

2-[(2-aminophenyl)formamido]acetic acid

C9H10N2O3 (194.069139)


   

2-Iodohippuric acid

2-{[hydroxy(2-iodophenyl)methylidene]amino}acetic acid

C9H8INO3 (304.95489280000004)


   

3,4-Dimethylhippuric acid

2-[(3,4-dimethylphenyl)formamido]acetic acid

C11H13NO3 (207.0895388)


   

p-Fluorohippuric acid

2-[(4-fluorophenyl)formamido]acetic acid

C9H8FNO3 (197.04881899999998)


   

Benzotript

2-[(4-chlorophenyl)formamido]-3-(1H-indol-3-yl)propanoic acid

C18H15ClN2O3 (342.07711500000005)


   

Benzoic acid,2-[[[(4S)-4-carboxy-4-[[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]amino]butyl]amino]carbonyl]-

2-({4-[(4-{[(4-amino-2-imino-2,3-dihydropteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxybutyl}-C-hydroxycarbonimidoyl)benzoate

C27H27N9O6 (573.2084202000001)


   

2-Benzamido-2-iodoacetic acid

2-iodo-2-(phenylformamido)acetic acid

C9H8INO3 (304.95489280000004)


   

m-Iodohippuric acid

2-[(3-iodophenyl)formamido]acetic acid

C9H8INO3 (304.95489280000004)


   

Plevitrexed

2-{[(2-fluoro-4-{[(4-hydroxy-2,7-dimethylquinazolin-6-yl)methyl](prop-2-yn-1-yl)amino}phenyl)(hydroxy)methylidene]amino}-4-(2H-1,2,3,4-tetrazol-5-yl)butanoate

C26H25FN8O4 (532.1982701999999)


   

rebamipide

2-[(4-chlorophenyl)formamido]-3-(2-hydroxyquinolin-4-yl)propanoic acid

C19H15ClN2O4 (370.07203000000004)


A - Alimentary tract and metabolism > A02 - Drugs for acid related disorders > A02B - Drugs for peptic ulcer and gastro-oesophageal reflux disease (gord) C78276 - Agent Affecting Digestive System or Metabolism > C29701 - Anti-ulcer Agent D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents D020011 - Protective Agents > D000975 - Antioxidants D004791 - Enzyme Inhibitors

   

Sivelestat

2-[(2-{4-[(2,2-dimethylpropanoyl)oxy]benzenesulfonamido}phenyl)formamido]acetic acid

C20H22N2O7S (434.1147662)


D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D015842 - Serine Proteinase Inhibitors COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials C471 - Enzyme Inhibitor > C783 - Protease Inhibitor Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS