Showing metabocard for Methylhippuric acid (BMDB0000859)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:37:39 UTC
Update Date2020-04-21 18:20:49 UTC
BMDB IDBMDB0000859
Secondary Accession Numbers
  • BMDB00859
Metabolite Identification
Common NameMethylhippuric acid
DescriptionMethyl hippurate, also known as methylhippic acid, belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Based on a literature review a significant number of articles have been published on Methyl hippurate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Hippurate methyl esterChEBI
Hippuric acid methyl esterChEBI
N-Benzoyl-glycine methyl esterChEBI
N-Benzoylglycine methyl esterChEBI
Hippate methyl esterGenerator
Hippic acid methyl esterGenerator
Methyl hippuric acidGenerator
MethylhippateHMDB
Methylhippic acidHMDB
Methyl (benzoylamino)acetateHMDB
Methyl benzoylaminoacetateHMDB
Methyl benzoylglycinateHMDB
Methyl N-benzoylglycinateHMDB
Methyl hippurateHMDB
Chemical FormulaC10H11NO3
Average Molecular Weight193.1992
Monoisotopic Molecular Weight193.073893223
IUPAC Namemethyl 2-(phenylformamido)acetate
Traditional Namemethyl (phenylformamido)acetate
CAS Registry Number1205-08-9
SMILES
COC(=O)CNC(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C10H11NO3/c1-14-9(12)7-11-10(13)8-5-3-2-4-6-8/h2-6H,7H2,1H3,(H,11,13)
InChI KeyXTKVNQKOTKPCKM-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid ester
  • N-acyl-alpha amino acid or derivatives
  • Monocyclic benzene moiety
  • Benzenoid
  • Methyl ester
  • Carboxylic acid ester
  • Carboximidic acid
  • Carboximidic acid derivative
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • 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
Ontology
StatusDetected but not Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.96ALOGPS
logP0.67ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)14.93ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.4 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity50.89 m³·mol⁻¹ChemAxon
Polarizability19.67 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-0900000000-495f7967288f3bab6319View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-0e07edbacaf6ec332bcfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-03xr-0900000000-5ea337b26aefe7d99263View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0a4i-0900000000-e67faa45b3c1bdbbf33aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0a6r-6900000000-493c458dac8fe21c8593View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0ar0-9710000000-7e497b3b437d120014adView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0a4i-0902100000-a35144e3d3f28f6cdedfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4i-0902100000-a35144e3d3f28f6cdedfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-9200000000-8e560b4138252b1b7034View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a6r-4900000000-ea4bbe340263c88307d2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-9ef2ec7fd4e7489a7095View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-3900000000-8f0b80e955cf5a16443bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-0a4l-0900000000-a211a9c162c4ea003d8cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-9200000000-7a892a4f5c40dc1684c7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-0a4l-0900000000-b6759e156faed1af594bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-3900000000-ab63c11d1d6878a59551View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-004i-9000000000-8665a5f35cccfcf4234aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-9300000000-6d66150db10972f0e246View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-2c603427f2601fe093b2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-2900000000-c08b0b736ae0a886138eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056u-9100000000-e9e3c2489aa41abc4b04View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1900000000-613f60966a740673aa73View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9200000000-4c1da2556764d8da36ccView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-e8a8d127dd05bf7e49d3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052f-0900000000-c8ba3b5500a049639447View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-2900000000-2f5f2219f261b10131efView in MoNA
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, Methanol, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, Methanol, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • Blood
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Abnormal (male calves/vaccination biomarker)		 details
HMDB IDHMDB0000859
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022285
KNApSAcK IDNot Available
Chemspider ID13907
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5822
PubChem Compound14566
PDB IDNot Available
ChEBI ID70869
References
Synthesis ReferenceRinderknecht, Heinrich; Niemann, Carl. Esterification of acylated a-amino acids. Journal of the American Chemical Society (1948), 70 2605-6.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available