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2-hydroxyhippuric acid
salicylurate

Supplier Sponsors

Name:2-[(2-hydroxybenzoyl)amino]acetic acid
CAS Number: 487-54-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-661-6
FDA UNII: 5BR3P7J05U
Nikkaji Web:J54.010B
Beilstein Number:2213833
MDL:MFCD00002695
XlogP3:0.90 (est)
Molecular Weight:195.17453000
Formula:C9 H9 N O4
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 2.718e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
2-(2-Hydroxybenzamido)acetic acid 95%
Odor: characteristic
Use: Metabolite of Salicylic Acid (S088125).
Santa Cruz Biotechnology
For experimental / research use only.
2-Hydroxyhippuric Acid
Sigma-Aldrich
For experimental / research use only.
o-Hydroxyhippuric Acid analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for 2-hydroxyhippuric acid usage levels up to:
 not for fragrance use.
 
Recommendation for 2-hydroxyhippuric acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10253
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-[(2-hydroxybenzoyl)amino]acetic acid
Chemidplus:0000487547
RTECS:MR8160000 for cas# 487-54-7
 
References:
 2-[(2-hydroxybenzoyl)amino]acetic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10253
Pubchem (cas):487-54-7
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C07588
HMDB (The Human Metabolome Database):HMDB00840
FooDB:FDB010505
YMDB (Yeast Metabolome Database):YMDB01569
Export Tariff Code:2924.29.4400
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 milk
Search PMC Picture
 
Synonyms:
 glycine, N-(2-hydroxybenzoyl)- (9CI)
 glycine, N-salicyloyl-
2-[(2-hydroxybenzoyl)amino]acetic acid
N-salicyloylglycine
 salicylurate
 salicyluric acid
 

Articles:

PubMed:UHPLC-Q-Orbitrap-HRMS-based global metabolomics reveal metabolome modifications in plasma of young women after cranberry juice consumption.
PubMed:Quantitative determination of five metabolites of aspirin by UHPLC-MS/MS coupled with enzymatic reaction and its application to evaluate the effects of aspirin dosage on the metabolic profile.
PubMed:Semi-physiologic model validation and bioequivalence trials simulation to select the best analyte for acetylsalicylic acid.
PubMed:Diverse Data Sets Can Yield Reliable Information through Mechanistic Modeling: Salicylic Acid Clearance.
PubMed:Fecal metabolomics: assay performance and association with colorectal cancer.
PubMed:Second-order multivariate models for the processing of standard-addition synchronous fluorescence-pH data. Application to the analysis of salicylic acid and its major metabolite in human urine.
PubMed:Aspirin metabolites are GPR35 agonists.
PubMed:Salicylamide and salicylglycine oxidovanadium complexes with insulin-mimetic properties.
PubMed:Terbium-macrocycle complexes as chemical sensors: detection of an aspirin metabolite in urine using a salicylurate-specific receptor site.
PubMed:Oral administration of ethanol with aspirin increases the concentration of salicylic acid in plasma and organs, especially the brain, in mice.
PubMed:Serum albumin complexation of acetylsalicylic acid metabolites.
PubMed:Effect of genetic polymorphisms in UDP-glucuronosyltransferase 1A6 (UGT1A6) on acetylsalicylic acid metabolism in healthy female volunteers.
PubMed:Salicylic acid sans aspirin in animals and man: persistence in fasting and biosynthesis from benzoic acid.
PubMed:[Autopsy case of aspirin intoxication: distribution of salicylic acid and salicyluric acid in body fluid and organs].
PubMed:Suppressive effect of post- or pre-treatment of aspirin metabolite on mitomycin C-induced genotoxicity using the somatic mutation and recombination test in Drosophila melanogaster.
PubMed:Increased salicylate concentrations in urine of human volunteers after consumption of cranberry juice.
PubMed:Life-history traits of standard and autochthonous cladocerans: II. Acute and chronic effects of acetylsalicylic acid metabolites.
PubMed:Simultaneous determination of gentisic, salicyluric and salicylic acid in human plasma using solid-phase extraction, liquid chromatography and electrospray ionization mass spectrometry.
PubMed:Model complexes with naturally occurring ligands (salicylglycine and imidazol) and the biometals copper and cobalt.
PubMed:Comparative pharmacokinetics of acetyl salicylic acid and its metabolites in children suffering from autoimmune diseases.
PubMed:Urinary excretion of salicyluric and salicylic acids by non-vegetarians, vegetarians, and patients taking low dose aspirin.
PubMed:First- and second-order multivariate calibration applied to biological samples: determination of anti-inflammatories in serum and urine.
PubMed:Lack of pharmacokinetic interaction between the oral anti-influenza prodrug oseltamivir and aspirin.
PubMed:Identification and determination of salicylic acid and salicyluric acid in urine of people not taking salicylate drugs.
PubMed:Pharmacokinetics of salicin after oral administration of a standardised willow bark extract.
PubMed:Determination of salicylate, gentisic acid and salicyluric acid in human urine by capillary electrophoresis with laser-induced fluorescence detection.
PubMed:Potentiometric and spectroscopic studies on the dimethyltin(IV) complexes of 2-hydroxyhippuric acid.
PubMed:Amidation of salicyluric acid and gentisuric acid: a possible role for peptidylglycine alpha-amidating monooxygenase in the metabolism of aspirin.
PubMed:Characterization of a renal medium chain acyl-CoA synthetase responsible for glycine conjugation in mouse kidney mitochondria.
PubMed:Transport properties of nonsteroidal anti-inflammatory drugs by organic anion transporter 1 expressed in Xenopus laevis oocytes.
PubMed:Influence of nutritional status on the pharmacokinetics of acetylsalicylic acid and its metabolites in children with autoimmune disease.
PubMed:Assay of acetylsalicylic acid and three of its metabolites in human plasma and urine using non-aqueous capillary electrophoresis with reversed electroosmotic flow.
PubMed:A highly sensitive HPLC method for the simultaneous determination of acetylsalicylic, salicylic and salicyluric acids in biologic fluids: pharmacokinetic, metabolic and monitoring implications.
PubMed:Laser induced resonance energy transfer--a novel approach towards achieving high sensitivity in capillary electrophoresis. I. Clinical diagnostic application.
PubMed:Pharmacokinetics of nitazoxanide after single oral dose administration in 6 healthy volunteers.
PubMed:Direct analysis of salicylic acid, salicyl acyl glucuronide, salicyluric acid and gentisic acid in human plasma and urine by high-performance liquid chromatography.
PubMed:Transdermal delivery of drugs with differing lipophilicities using azone analogs as dermal penetration enhancers.
PubMed:Influence of acetylsalicylic acid and metabolites on DU-145 prostatic cancer cell proliferation.
PubMed:Salicylate poisoning: two-dimensional J-resolved NMR urinalysis.
PubMed:Pharmacokinetics of acetylsalicylic acid and its metabolites at low doses: a compartmental modeling.
PubMed:Zero-crossing first and second derivative synchronous fluorescence spectroscopic determination of aspirin metabolites in urine.
PubMed:Effect of urinary pH on the pharmacokinetics of salicylic acid, with its glycine and glucuronide conjugates in human.
PubMed:Mechanism and elimination of aspirin-induced interference in Emit II d.a.u. assays.
PubMed:The absence of a pharmacokinetic interaction between aspirin and the angiotensin-converting enzyme inhibitor benazepril in healthy volunteers.
PubMed:Direct gradient reversed-phase high-performance liquid chromatographic determination of salicylic acid, with the corresponding glycine and glucuronide conjugates in human plasma and urine.
PubMed:Effects of nocloprost clathrate on absorption of acetylsalicylic acid.
PubMed:Disposition of salicylic acid in malnourished Ethiopian children after single oral dose.
PubMed:Transport of aspirin and its metabolites through human erythrocyte membrane.
PubMed:Simultaneous high-performance liquid chromatographic determination of salicylates in whole blood, plasma and isolated erythrocytes.
PubMed:The effect of antacid on aspirin pharmacokinetics in healthy Thai volunteers.
PubMed:Decrease of gastrointestinal mucosal damage by salicyluric acid compared with salicylic acid in rabbits.
PubMed:Novel direct high-performance liquid chromatographic method for determination of salicylate glucuronide conjugates in human urine.
PubMed:The influence of age on salicylate pharmacokinetics in humans.
PubMed:Pharmacokinetics and elimination of salicylic acid in rabbits.
PubMed:Salicylic acid disposition in children with rheumatoid arthritis.
PubMed:Depletion of plasma glycine and effect of glycine by mouth on salicylate metabolism during aspirin overdose.
PubMed:Isolated perfused rat kidney as a tool in the investigation of renal handling and effects of nonsteroidal antiinflammatory drugs.
PubMed:Pharmacokinetics and protein binding of salicylate metabolites in rats.
PubMed:Elimination of salicylic acid in goats and cattle.
PubMed:Comparative metabolism of high doses of aspirin in man and rat.
PubMed:Effect of pretreatment with antibiotics on the hydrolysis of salicyluric acid in rabbit intestinal microorganisms.
PubMed:Determination of salicylic acid and its metabolites in urine by derivative synchronous spectrofluorimetry.
PubMed:Metabolism of aspirin after therapeutic and toxic doses.
PubMed:Effects of dietary sodium selenite supplementation on salicylate-induced embryo- and fetotoxicity in the rat.
PubMed:Sex differences in salicylic acid metabolism in streptozotocin induced diabetes in rats.
PubMed:Renal handling of salicyluric acid in the isolated perfused rat kidney: evidence for accumulation in tubular cells.
PubMed:Drug interactions involving aspirin (acetylsalicylic acid) and salicylic acid.
PubMed:Effect of fasting on the hydrolysis of salicyluric acid in rabbit intestinal microorganisms.
PubMed:Sustained blood concentration of salicylic acid following rectal administration of salicyluric acid in dogs.
PubMed:Protein binding of salicylic and salicyluric acid in serum from malnourished children: the influence of albumin, competitive binding and non-esterified fatty acids.
PubMed:Effects of subchronic parathion administration on sodium salicylate excretion kinetics in female rats.
PubMed:Inhibitory effect of free fatty acids on plasma protein binding of disopyramide in haemodialysis patients.
PubMed:Simultaneous determination of salicylic and salicyluric acids in urine by first-derivative synchronous fluorescence spectroscopy.
PubMed:Salicylurate-hydrolyzing enzyme from intestinal bacterium in rabbit: purification and characterization.
PubMed:The effect of 2-hydroxybenzoylglycine on bilirubin-albumin binding.
PubMed:Hydrolysis of salicyluric acid in intestinal microorganisms and prolonged blood concentration of salicylic acid following rectal administration of salicyluric acid in rats.
PubMed:Possible genetic influence on conjugate formation in salicylic acid metabolism.
PubMed:Sulfate homeostasis. I. Effect of salicylic acid and its metabolites on inorganic sulfate in rats.
PubMed:Interactions of m-xylene and aspirin metabolism in man.
PubMed:Further studies on the hydrolysis of salicyluric acid in intestinal microorganisms and prolonged blood concentration of salicylic acid following rectal administration of salicyluric acid in rabbits.
PubMed:Contributions of hippurate, indoxyl sulfate, and o-hydroxyhippurate to impaired ligand binding by plasma in azotemic humans.
PubMed:Demonstration of 2-hydroxybenzoylglycine as a drug binding inhibitor in newborn infants.
PubMed:Physiologically based pharmacokinetic model for the renal clearance of salicyluric acid and the interaction with phenolsulfonphthalein in the dog.
PubMed:Physiologically based pharmacokinetic model for the renal clearance of phenolsulfonphthalein and the interaction with probenecid and salicyluric acid in the dog.
PubMed:Disposition of aspirin and its metabolites in the semen of man.
PubMed:Effect of food on the absorption of enteric-coated aspirin: correlation with gastric residence time.
PubMed:Salicyl phenolic glucuronide pharmacokinetics in patients with rheumatoid arthritis.
PubMed:A new HPLC analytical method for o-hydroxyhippuric acid in uremic serum.
PubMed:Aromatic hydroxylation as a potential measure of hydroxyl-radical formation in vivo. Identification of hydroxylated derivatives of salicylate in human body fluids.
PubMed:Prolonged blood concentration of salicylic acid following the simultaneous oral administration of salicylic acid and salicyluric acid in rabbits.
PubMed:Salicylate metabolism: effects of age and sex in adults.
PubMed:Salicylate metabolites in synovial fluid.
PubMed:The metabolism of aspirin in man: a population study.
PubMed:Sex differences in salicylic acid metabolism in Nigerian subjects.
PubMed:Evaluation of a potential drug interaction between sucralfate and aspirin.
PubMed:A method for separation of middle molecules by high performance liquid chromatography: application in studies of glucuronyl-o-hydroxyhippurate in normal and uremic subjects.
PubMed:Acetylsalicylic acid metabolites in blood and urine after plain and enteric-coated tablets.
PubMed:Protein binding of ceftriaxone: comparison of three techniques of determination and the effect of 2-hydroxybenzoylglycine, a drug-binding inhibitor in uremia.
PubMed:Effect of exercise and heat exposure on percutaneous absorption of methyl salicylate.
PubMed:Direct measurement of salicylphenolic glucuronide in human urine.
PubMed:Profiling of endogenous ligand solutes that bind to serum proteins in sera of patients with uremia.
PubMed:Hydrolysis of salicyluric acid in rabbit intestinal microorganisms.
PubMed:The effect of age on salicylate-induced nephrotoxicity in male rats.
PubMed:Effect of probenecid on the renal tubular secretion of salicyluric acid by the isolated perfused rat kidney.
PubMed:The effects of age and sex on the disposition of acetylsalicylic acid and its metabolites.
PubMed:Plasma and synovial fluid gentisate in patients receiving salicylate therapy.
PubMed:Plasma and synovial fluid concentrations of salicylic acid and its metabolites in patients with joint effusions.
PubMed:[The bioavailability of combination preparations of acetylsalicylic acid and codeine phosphate].
PubMed:Plasma salicylate levels and platelet function after acute and chronic administration of slow-release acetylsalicylic acid (Monobeltin).
PubMed:A compound from uremic plasma and from normal urine isolated by liquid chromatography and identified by nuclear magnetic resonance.
PubMed:Community Surveillance Study--perceived response of rheumatoid arthritis patients to NSAIDs.
PubMed:Improved method for the determination of aspirin and its metabolites in biological fluids by high-performance liquid chromatography: applications to human and animal studies.
PubMed:Metabolism of salsalate in normal subjects.
PubMed:Rapid and sensitive determination of acetylsalicylic acid and its metabolites using reversed-phase high-performance liquid chromatography.
PubMed:Pharmacokinetic pilot study with imidazole 2-hydroxybenzoate using new analytical methods.
PubMed:Zomepirac--aspirin interactions in man.
PubMed:Comparative aspirin absorption kinetics after administration of sodium- and potassium-containing buffered solutions.
PubMed:High-performance liquid chromatographic determination of aspirin and its metabolites in plasma and urine.
PubMed:Simultaneous kinetic modelling of plasma levels and urinary excretion of salicyluric acid, and the influence of probenecid.
PubMed:Isolation and chemical characterization of 2-hydroxybenzoylglycine as a drug binding inhibitor in uremia.
PubMed:Induction of salicyluric acid formation in rheumatoid arthritis patients treated with salicylates.
PubMed:Determination of acetylsalicylic acid and metabolites in biological fluids by high-performance liquid chromatography.
PubMed:Studies on simultaneous determination of acetaminophen, salicylic acid and salicyluric acid in biological fluids by high performance liquid chromatography.
PubMed:A method for high-performance liquid chromatographic screening of UV-positive components in urine eluate from sephadex G-10 and modifications for determination of urinary salicylic, salicyluric and gentisic acids.
PubMed:Improved liquid-chromatography of aspirin, salicylate, and salicyluric acid in plasma, with a modification for determining aspirin metabolites in urine.
PubMed:[Transdermal salicylate absorption following epidermal application of an analgesic / antiphlogistic ointment and gel formulation (author's transl)].
PubMed:Determination of aspirin and its major metabolites in plasma by high-performance liquid chromatography without solvent extraction.
PubMed:Formation of methyl ester of salicyluric acid during quantitation of salicyluric acid in urine by high-pressure liquid chromatography.
PubMed:Salicylate metabolite kinetics after several salicylates.
PubMed:Characterization of a double conjugate in uremic body fluids.
PubMed:Kinetics of aspirin, salicylic acid, and salicyluric acid following oral administration of aspirin as a tablet and two buffered solutions.
PubMed:Comparative plasma salicylate and urine salicylurate levels following administration of aspirin, magnesium salicylate, and choline magnesium trisalicylate.
PubMed:High-pressure liquid chromatography analysis of salicylic acid, salicyluric acid, and gentisic acid in biological matrixes.
PubMed:Metabolism of salicylic acid in the isolated perfused rat kidney. Interconversion of salicyluric and salicyclic acids.
PubMed:Metabolism of salicylate during chronic aspirin therapy.
PubMed:Renal concentration gradients of salicylic acid and its metabolic congeners in the dog.
PubMed:Salicylate metabolism in twins. Evidence suggesting a genetic influence and induction of salicylurate formation.
PubMed:Correlation of plateau serum salicylate level with rate of salicylate metabolism.
PubMed:Fetal acquisition and neonatal elimination of a large amount of salicylate. Study of a neonate whose mother regularly took therapeutic doses of aspirin during pregnancy.
PubMed:Kinetics of salicylate elimination by anephric patients.
PubMed:Enzymatic conversion of salicylate to salicylurate.
PubMed:Capacity-limited salicylurate formation during prolonged administration of aspirin to healthy human subjects.
PubMed:SALICYLURATE FORMATION DEMONSTRATION OF MICHAELIS-MENTEN KINETICS IN MAN.
PubMed:AUTOMATED ANALYSIS OF SALICYLURIC ACID IN PLASMA AND URINE.
PubMed:[RESEARCH ON SALICYLURIC ACID DURING ACCIDENTAL SALICYLATE POISONING].
PubMed:Renal disposal of salicyluric acid.
PubMed:[Research on the metabolism of salicylic acid in man. 1. Description of a method for the determination in the urine of the metabolites of salicylic acid and identification of the glucuronides of salicyluric acid].
PubMed:Occurrence of salicyluric acid in milk.
PubMed:The avidity of salicylic, gentisic, and salicyluric acids for heavy metal cations.
PubMed:Renal metabolism of salicylate and salicylurate.
PubMed:The relative potencies of some substituted salicylic acids as metabolic stimulants in the intact rat.
PubMed:[Metabolic studies on drugs. II. Metabolic products of salicylic, acetylsalicylic, gentisic, and salicyluric acids in rat urine].
PubMed:[Metabolic studies on drugs. I. Synthesis of radiocarbon labelled salicylic acid (carboxy-C14), acetetylsalicylic acid (carboxy-C14 & acetyl-1-C14), salicyluric acid (carbamyl-C14), and gentisic acid (carboxy-C14)].
PubMed:Determination of salicylic acid and two metabolites in plasma and urine using fluorimetry for directly measuring salicyluric acid.
 
Notes:
Constit. of milk Salicyluric 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; 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)
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