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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2017-08-02 20:47:28 UTC
Update Date2019-07-23 08:40:20 UTC
HMDB IDHMDB0094726
Secondary Accession Numbers
  • HMDB94726
Metabolite Identification
Common Name5-hydroxyphenylpropionylglycine
Description5-hydroxyphenylpropionylglycine belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. 5-hydroxyphenylpropionylglycine is a moderately basic compound (based on its pKa).
Structure
Data?1563871220
Synonyms
ValueSource
2-{[1-hydroxy-3-(3-hydroxyphenyl)propylidene]amino}acetateGenerator, HMDB
Chemical FormulaC11H13NO4
Average Molecular Weight223.228
Monoisotopic Molecular Weight223.084457903
IUPAC Name2-{[1-hydroxy-3-(3-hydroxyphenyl)propylidene]amino}acetic acid
Traditional Name{[1-hydroxy-3-(3-hydroxyphenyl)propylidene]amino}acetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CN=C(O)CCC1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C11H13NO4/c13-9-3-1-2-8(6-9)4-5-10(14)12-7-11(15)16/h1-3,6,13H,4-5,7H2,(H,12,14)(H,15,16)
InChI KeyYQGZBUOAOAGIIA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid 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
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP10(0.99) g/LALOGPS
logP10(1.47) g/LChemAxon
logS10(-2.7) g/LALOGPS
pKa (Strongest Acidic)3.64ChemAxon
pKa (Strongest Basic)1.56ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area90.12 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity57.27 m³·mol⁻¹ChemAxon
Polarizability22.66 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.91531661259
DarkChem[M-H]-148.96931661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-hydroxyphenylpropionylglycine,1TMS,#1C[Si](C)(C)OC(=O)CN=C(O)CCC1=CC=CC(O)=C12298.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,1TMS,#2C[Si](C)(C)OC(CCC1=CC=CC(O)=C1)=NCC(=O)O2255.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,1TMS,#3C[Si](C)(C)OC1=CC=CC(CCC(O)=NCC(=O)O)=C12276.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,2TMS,#1C[Si](C)(C)OC(=O)CN=C(CCC1=CC=CC(O)=C1)O[Si](C)(C)C2264.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,2TMS,#2C[Si](C)(C)OC(=O)CN=C(O)CCC1=CC=CC(O[Si](C)(C)C)=C12240.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,2TMS,#3C[Si](C)(C)OC(CCC1=CC=CC(O[Si](C)(C)C)=C1)=NCC(=O)O2244.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,3TMS,#1C[Si](C)(C)OC(=O)CN=C(CCC1=CC=CC(O[Si](C)(C)C)=C1)O[Si](C)(C)C2261.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,1TBDMS,#1CC(C)(C)[Si](C)(C)OC(=O)CN=C(O)CCC1=CC=CC(O)=C12511.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,1TBDMS,#2CC(C)(C)[Si](C)(C)OC(CCC1=CC=CC(O)=C1)=NCC(=O)O2496.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,1TBDMS,#3CC(C)(C)[Si](C)(C)OC1=CC=CC(CCC(O)=NCC(=O)O)=C12487.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,2TBDMS,#1CC(C)(C)[Si](C)(C)OC(=O)CN=C(CCC1=CC=CC(O)=C1)O[Si](C)(C)C(C)(C)C2694.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,2TBDMS,#2CC(C)(C)[Si](C)(C)OC(=O)CN=C(O)CCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C12711.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,2TBDMS,#3CC(C)(C)[Si](C)(C)OC(CCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1)=NCC(=O)O2715.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
5-hydroxyphenylpropionylglycine,3TBDMS,#1CC(C)(C)[Si](C)(C)OC(=O)CN=C(CCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C2843.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (24-38years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131802907
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