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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-04-12 21:42:38 UTC
Update Date2021-09-14 15:46:58 UTC
HMDB IDHMDB0006061
Secondary Accession Numbers
  • HMDB06061
Metabolite Identification
Common Name4-Hydroxyphenylacetylglutamic acid
Description4-Hydroxyphenylacetylglutamic acid belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on 4-Hydroxyphenylacetylglutamic acid.
Structure
Data?1582752373
Synonyms
ValueSource
4-HydroxyphenylacetylglutamateGenerator
p-Hydroxyphenylacetylglutamic acidHMDB
p-HydroxyphenylacetylglutamateHMDB
(2S)-2-{[1-hydroxy-2-(4-hydroxyphenyl)ethylidene]amino}pentanedioateHMDB
4-Hydroxyphenylacetylglutamic acidHMDB
Chemical FormulaC13H15NO6
Average Molecular Weight281.264
Monoisotopic Molecular Weight281.089937207
IUPAC Name(2S)-2-[2-(4-hydroxyphenyl)acetamido]pentanedioic acid
Traditional Name(2S)-2-[2-(4-hydroxyphenyl)acetamido]pentanedioic acid
CAS Registry Number1029120-37-3
SMILES
OC(=O)CC[C@H](NC(=O)CC1=CC=C(O)C=C1)C(O)=O
InChI Identifier
InChI=1S/C13H15NO6/c15-9-3-1-8(2-4-9)7-11(16)14-10(13(19)20)5-6-12(17)18/h1-4,10,15H,5-7H2,(H,14,16)(H,17,18)(H,19,20)/t10-/m0/s1
InChI KeyCYRKYXZJUIBBJX-JTQLQIEISA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGlutamic acid and derivatives
Alternative Parents
Substituents
  • Glutamic acid or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Dicarboxylic acid or derivatives
  • Monocyclic benzene moiety
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboxylic acid
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.41 g/LALOGPS
logP0.72ALOGPS
logP0.42ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)3.33ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area123.93 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity67.43 m³·mol⁻¹ChemAxon
Polarizability26.94 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+163.3630932474
DeepCCS[M-H]-161.00230932474
DeepCCS[M-2H]-193.88830932474
DeepCCS[M+Na]+169.45330932474
AllCCS[M+H]+162.032859911
AllCCS[M+H-H2O]+158.832859911
AllCCS[M+NH4]+164.932859911
AllCCS[M+Na]+165.832859911
AllCCS[M-H]-163.232859911
AllCCS[M+Na-2H]-163.432859911
AllCCS[M+HCOO]-163.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Hydroxyphenylacetylglutamic acidOC(=O)CC[C@H](NC(=O)CC1=CC=C(O)C=C1)C(O)=O4288.8Standard polar33892256
4-Hydroxyphenylacetylglutamic acidOC(=O)CC[C@H](NC(=O)CC1=CC=C(O)C=C1)C(O)=O2217.8Standard non polar33892256
4-Hydroxyphenylacetylglutamic acidOC(=O)CC[C@H](NC(=O)CC1=CC=C(O)C=C1)C(O)=O2790.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Hydroxyphenylacetylglutamic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=C(O)C=C1)C(=O)O2645.2Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,1TMS,isomer #2C[Si](C)(C)OC1=CC=C(CC(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C12597.0Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,1TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)CC1=CC=C(O)C=C12630.9Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,1TMS,isomer #4C[Si](C)(C)N(C(=O)CC1=CC=C(O)C=C1)[C@@H](CCC(=O)O)C(=O)O2628.4Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O2595.7Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C2573.2Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TMS,isomer #3C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)CC1=CC=C(O)C=C1)[Si](C)(C)C2556.0Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)CC1=CC=C(O[Si](C)(C)C)C=C12580.5Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TMS,isomer #5C[Si](C)(C)OC1=CC=C(CC(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C12584.1Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TMS,isomer #6C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)CC1=CC=C(O)C=C1)[Si](C)(C)C2580.4Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C2607.1Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)CC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C2602.3Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=C(O)C=C1)[Si](C)(C)C2561.6Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,3TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)CC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C2606.0Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C2603.8Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C2553.0Standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C2801.0Standard polar33892256
4-Hydroxyphenylacetylglutamic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=C(O)C=C1)C(=O)O2906.0Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(CC(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C12863.7Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)CC1=CC=C(O)C=C12893.1Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(=O)CC1=CC=C(O)C=C1)[C@@H](CCC(=O)O)C(=O)O2880.3Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O3139.1Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C(C)(C)C3057.7Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)CC1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C3085.6Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C13089.5Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC=C(CC(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C13128.7Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)CC1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C3083.4Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C3309.9Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C3365.5Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C3246.3Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C3338.5Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C3518.4Semi standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C3279.0Standard non polar33892256
4-Hydroxyphenylacetylglutamic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C3176.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxyphenylacetylglutamic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxyphenylacetylglutamic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 10V, Positive-QTOFsplash10-03e9-0390000000-6d4c885b6c839ca27fac2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 20V, Positive-QTOFsplash10-0ka9-0930000000-db475847e7cc2c9f1ad12019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 40V, Positive-QTOFsplash10-0kdi-7900000000-43df9129e7aae30c92fa2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 10V, Negative-QTOFsplash10-001i-0090000000-3286bc974a189b026e7a2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 20V, Negative-QTOFsplash10-01qi-0980000000-d240fae32f133162a3332019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 40V, Negative-QTOFsplash10-0zi3-5900000000-def93d56b16fcccc76782019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 10V, Negative-QTOFsplash10-004i-0930000000-282f2e31c8aed8e617d92021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 20V, Negative-QTOFsplash10-0ufr-0900000000-a34f72a71240156e407e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 40V, Negative-QTOFsplash10-052f-9810000000-a1cd2469fd46adf2fa732021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 10V, Positive-QTOFsplash10-001r-0690000000-44198a1f5da4d8d2d33d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 20V, Positive-QTOFsplash10-0zgr-0900000000-54bdb1c06149fff0c6ca2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetylglutamic acid 40V, Positive-QTOFsplash10-0a4i-3900000000-ee69544db6ab6554cdca2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023825
KNApSAcK IDNot Available
Chemspider ID71184651
KEGG Compound IDC05595
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61152160
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available