Showing Compound Card for Hippuric acid (CDB006338)

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Record Information
Version1.0
Created at2020-09-11 15:49:36 UTC
Updated at2022-12-13 23:36:27 UTC
CannabisDB IDCDB006338
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameHippuric acid
DescriptionHippuric acid, also known as N-benzoylglycine or hippurate, 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. Hippuric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Hippuric acid is found, on average, in the highest concentration within milk (cow). Hippuric acid has also been detected, but not quantified in, american cranberries and avocado. This could make hippuric acid a potential biomarker for the consumption of these foods. An N-acylglycine in which the acyl group is specified as benzoyl. Hippuric acid is a potentially toxic compound.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Benzamidoacetic acidChEBI
BenzamidoessigsaeureChEBI
Benzoylaminoacetic acidChEBI
BenzoylaminoessigsaeureChEBI
HippurateChEBI
HippursaeureChEBI
Phenylcarbonylaminoacetic acidChEBI
N-BenzoylglycineKegg
BenzamidoacetateGenerator
BenzoylaminoacetateGenerator
PhenylcarbonylaminoacetateGenerator
HippateGenerator
Hippic acidGenerator
(Benzoylamino)-acetateHMDB
(Benzoylamino)-acetic acidHMDB
2-BenzamidoacetateHMDB
2-Benzamidoacetic acidHMDB
BenzoylglycineHMDB
N-BenzoylglycinateHMDB
Hippuric acidHMDB
Chemical FormulaC9H9NO3
Average Molecular Weight179.1727
Monoisotopic Molecular Weight179.058243159
IUPAC Name2-(phenylformamido)acetic acid
Traditional Namehippuric acid
CAS Registry NumberNot Available
SMILES
OC(=O)CNC(=O)C1=CC=CC=C1
InChI Identifier
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)
InChI KeyQIAFMBKCNZACKA-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
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Benzoyl
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.23ALOGPS
logP0.53ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)3.59ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.12 m³·mol⁻¹ChemAxon
Polarizability17.57 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-5900000000-99084c1783177c8070112014-09-20View Spectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0a4i-2910000000-fac0a1c19c9209e1daf5Spectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0a4i-0930000000-6f50aaca6d403e269682Spectrum
GC-MSHippuric acid, 1 TMS, GC-MS Spectrumsplash10-0a4i-5930000000-166d57ae498305a4eee9Spectrum
GC-MSHippuric acid, 2 TMS, GC-MS Spectrumsplash10-0a4i-4920000000-358e012cae8853105371Spectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0a6r-8900000000-01e7057139a995115ddbSpectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0il0-9700000000-5eb7d5acc34cdb44f3e0Spectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0a6r-6900000000-9bebc859a11a987fc2d4Spectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0a4i-2910000000-fac0a1c19c9209e1daf5Spectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0a4i-0930000000-6f50aaca6d403e269682Spectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0a4i-5930000000-166d57ae498305a4eee9Spectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0a4i-4920000000-358e012cae8853105371Spectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0a4i-2910000000-19b240c27664cf096501Spectrum
GC-MSHippuric acid, non-derivatized, GC-MS Spectrumsplash10-0a4i-0930000000-b1d771fba596fcbf4d44Spectrum
Predicted GC-MSHippuric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-2900000000-3f2da6ec78f21732afeaSpectrum
Predicted GC-MSHippuric acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ab9-9810000000-58ac2f50544c1db5247fSpectrum
Predicted GC-MSHippuric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHippuric acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHippuric acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHippuric acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-0059-1900000000-412e9313d23685caab382012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-004i-9100000000-cc560a494407b3c33abb2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-004i-9200000000-103f81d635660cdb0aa02012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (VARIAN MAT-44) , Positivesplash10-0a6r-8900000000-734176188abc8a1dd7662012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6E) , Positivesplash10-0a6r-6900000000-9bebc859a11a987fc2d42012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-004i-0900000000-7f332f3c98391a2765472012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-003r-2900000000-a8b444dcb0522a2aab6d2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-004i-9200000000-fc8a26847a77460ed21a2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-0a6r-9000000000-9c160b377301023f1df22012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0a4i-9000000000-7ac8420c577cebb0e8a92012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-0900000000-7f332f3c98391a2765472017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-003r-2900000000-a8b444dcb0522a2aab6d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-9200000000-d20e52137daf3db2f6382017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a6r-9000000000-1beabd6a9820b379f52f2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4i-9000000000-7ac8420c577cebb0e8a92017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT , negativesplash10-001i-0900000000-fae7f8c300bf6943f8d52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-003r-0900000000-5d25dcc019489d8670732017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , negativesplash10-003r-0900000000-ef98916bdf0fc86270832017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4i-0900000000-cbfff04acbf0c95d7e302017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-65954d58bf9851d84f752015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-730b49f058aae1303aba2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056r-9500000000-2707fadcc633cb9d989c2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-8040a946088ae227b41e2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-2900000000-48c46f688fb318e3a7ba2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9300000000-4ded9b0d44ce0068065d2015-04-25View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, 125 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 90 MHz, DMSO-d6, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 15.08 MHz, DMSO-d6, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Cannabis CultivarStatusValueReferenceDetails
Alien DawgDetected and Quantified0.00318 mg/g dry wt
    • David S. Wishart,...
 details
GabriolaDetected and Quantified0.001052 mg/g dry wt
    • David S. Wishart,...
 details
Island HoneyDetected and Quantified0.000989 mg/g dry wt
    • David S. Wishart,...
 details
QuadraDetected and Quantified0.00121 mg/g dry wt
    • David S. Wishart,...
 details
Sensi StarDetected and Quantified0.00105 mg/g dry wt
    • David S. Wishart,...
 details
Tangerine DreamDetected and Quantified0.000482 mg/g dry wt
    • David S. Wishart,...
 details
HMDB IDHMDB0000714
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001819
KNApSAcK IDC00030483
Chemspider ID451
KEGG Compound IDC01586
BioCyc IDCPD-425
BiGG IDNot Available
Wikipedia LinkHippuric_acid
METLIN ID1301
PubChem Compound464
PDB IDNot Available
ChEBI ID18089
References
General ReferencesNot Available