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Record Information
Version1.0
Creation Date2016-09-30 22:37:22 UTC
Update Date2020-04-22 15:05:34 UTC
MCDB ID BMDB0000840
Secondary Accession Numbers
  • BMDB00840
Metabolite Identification
Common NameSalicyluric acid
DescriptionSalicylurate, also known as salicyloylglycine or O-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. Salicylurate exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Salicylurate exists in all eukaryotes, ranging from yeast to humans.
Structure
Thumb
Synonyms
ValueSource
N-(2-Hydroxybenzoyl)-glycineChEBI
N-SalicyloylglycineChEBI
O-Hydroxyhippuric acidChEBI
SalicyloylglycineChEBI
SalicylurateChEBI
O-HydroxyhippateGenerator
O-Hydroxyhippic acidGenerator
SalicylateGenerator
Salicylic acidGenerator
((2-Hydroxybenzoyl)amino)acetic acidHMDB
(2-Hydroxybenzoyl)glycineHMDB
2-HydroxybenzoylaminoacetateHMDB
2-Hydroxybenzoylaminoacetic acidHMDB
2-HydroxybenzoylglycineHMDB
2-HydroxyhippurateHMDB
2-Hydroxyhippuric acidHMDB
N-O-HydroxybenzoylglycineHMDB
O-Hydroxy-hippurateHMDB
O-Hydroxy-hippuric acidHMDB
O-HydroxyhippurateHMDB
Ortho-hydroxyhippurateHMDB
Ortho-hydroxyhippuric acidHMDB
SalicylglycineHMDB
[(2-Hydroxybenzoyl)amino]acetateHMDB
[(2-Hydroxybenzoyl)amino]acetic acidHMDB
Salicylurate, monosodium saltHMDB
N-(O-Hydroxybenzoyl)glycineHMDB
2-[(2-Hydroxybenzoyl)amino]acetic acidHMDB
2'-Hydroxyhippuric acidHMDB
Chemical FormulaC9H9NO4
Average Molecular Weight195.1721
Monoisotopic Molecular Weight195.053157781
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number487-54-7
SMILESNot Available
InChI Identifier
InChI=1S/C9H9NO4/c11-7-4-2-1-3-6(7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)
InChI KeyONJSZLXSECQROL-UHFFFAOYSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentHippuric acids
Alternative Parents
Substituents
  • Hippuric acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Salicylic acid or derivatives
  • Salicylamide
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Vinylogous acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point168 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.95HANSCH,C ET AL. (1995)
Predicted PropertiesNot Available
Spectra
Spectrum TypeDescriptionSplash KeyView
Concentrations
StatusValueReferenceDetails
Detected but not QuantifiedNot Applicable
  • Kurt J. Boudonck,...
details
Detected but not QuantifiedNot Applicable details
Detected but not QuantifiedNot Applicable
  • Kurt J. Boudonck,...
details
Detected but not QuantifiedNot Applicable details
Detected but not QuantifiedNot Applicable details
HMDB IDHMDB0000840
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010505
KNApSAcK IDNot Available
Chemspider ID9835
KEGG Compound IDC07588
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSalicyluric_acid
METLIN ID617
PubChem Compound10253
PDB IDNot Available
ChEBI ID9008
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]
  2. Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. [PubMed:28306241 ]
  3. Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. [PubMed:29291809 ]
  4. Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals (2009). Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375?386. Metabolomics.
  5. Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals (2009). Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff, John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375-386 doi: 10.1007/s11306-009-0160-8. Metabolomics.