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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 02:15:50 UTC
Update Date2019-11-12 17:21:35 UTC
HMDB IDHMDB0128393
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-({hydroxy[2,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)phenyl]methylidene}amino)acetic acid
Description2-({hydroxy[2,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)phenyl]methylidene}amino)acetic acid belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). 2-({hydroxymethylidene}amino)acetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoic acid. 2-({hydroxy[2,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)phenyl]methylidene}amino)acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). It is generated by Glycine N-acyltransferase (Q6IB77) enzyme via a glycination-of-aryl-acid reaction. This glycination-of-aryl-acid occurs in humans.
Structure
Data?1563875381
Synonyms
ValueSource
2-({hydroxy[2,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)phenyl]methylidene}amino)acetateGenerator
Chemical FormulaC16H13NO11
Average Molecular Weight395.276
Monoisotopic Molecular Weight395.048860243
IUPAC Name2-({hydroxy[2,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)phenyl]methylidene}amino)acetic acid
Traditional Name({hydroxy[2,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)phenyl]methylidene}amino)acetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CN=C(O)C1=CC(OC(=O)C2=CC(O)=C(O)C(O)=C2)=C(O)C(O)=C1O
InChI Identifier
InChI=1S/C16H13NO11/c18-7-1-5(2-8(19)12(7)23)16(27)28-9-3-6(11(22)14(25)13(9)24)15(26)17-4-10(20)21/h1-3,18-19,22-25H,4H2,(H,17,26)(H,20,21)
InChI KeyRRZYKODJYAJZKG-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassDepsides and depsidones
Sub ClassNot Available
Direct ParentDepsides and depsidones
Alternative Parents
Substituents
  • Depside backbone
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Galloyl ester
  • Gallic acid or derivatives
  • M-hydroxybenzoic acid ester
  • P-hydroxybenzoic acid ester
  • Alpha-amino acid or derivatives
  • Phenol ester
  • Benzoate ester
  • Benzenetriol
  • Benzoic acid or derivatives
  • Pyrogallol derivative
  • 5-unsubstituted pyrrogallol
  • Phenoxy compound
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboximidic acid derivative
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carboximidic acid
  • Polyol
  • Organic nitrogen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

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
logP1.37ALOGPS
logP2.49ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)2.56ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area217.57 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity90.33 m³·mol⁻¹ChemAxon
Polarizability35.58 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0002-1090002000-6dc89f7d1a21c85970dbSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-0911000000-d38c1213d4aad0ede639Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f92-2329000000-9c22a7f3ded589386653Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0umi-5917000000-8b17c973b5cd872982a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-4900000000-ee64ad968a6f85355af9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0219000000-42ffb7b85da71449d974Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02vi-2915000000-1040f946750b4a249243Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01di-2900000000-fbc9cf064f592429e467Spectrum
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 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 Compound131834733
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.