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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 02:06:12 UTC
Update Date2019-11-12 17:21:35 UTC
HMDB IDHMDB0128383
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-({[3,4-dihydroxy-5-(2,3,4,5-tetrahydroxybenzoyloxy)phenyl](hydroxy)methylidene}amino)acetic acid
Description2-({[3,4-dihydroxy-5-(2,3,4,5-tetrahydroxybenzoyloxy)phenyl](hydroxy)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-({(hydroxy)methylidene}amino)acetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,4-dihydroxy-5-(2,3,4,5-tetrahydroxybenzoyloxy)benzoic acid. 2-({[3,4-dihydroxy-5-(2,3,4,5-tetrahydroxybenzoyloxy)phenyl](hydroxy)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?1563875379
Synonyms
ValueSource
2-({[3,4-dihydroxy-5-(2,3,4,5-tetrahydroxybenzoyloxy)phenyl](hydroxy)methylidene}amino)acetateGenerator
Chemical FormulaC16H13NO11
Average Molecular Weight395.276
Monoisotopic Molecular Weight395.048860243
IUPAC Name2-({[3,4-dihydroxy-5-(2,3,4,5-tetrahydroxybenzoyloxy)phenyl](hydroxy)methylidene}amino)acetic acid
Traditional Name({[3,4-dihydroxy-5-(2,3,4,5-tetrahydroxybenzoyloxy)phenyl](hydroxy)methylidene}amino)acetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CN=C(O)C1=CC(O)=C(O)C(OC(=O)C2=CC(O)=C(O)C(O)=C2O)=C1
InChI Identifier
InChI=1S/C16H13NO11/c18-7-1-5(15(26)17-4-10(20)21)2-9(12(7)23)28-16(27)6-3-8(19)13(24)14(25)11(6)22/h1-3,18-19,22-25H,4H2,(H,17,26)(H,20,21)
InChI KeyVNKVLVPVPWCINP-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 or derivatives
  • N-acyl-alpha-amino acid
  • Ubiquinol skeleton
  • M-hydroxybenzoic acid ester
  • P-hydroxybenzoic acid ester
  • O-hydroxybenzoic acid ester
  • Alpha-amino acid or derivatives
  • Phenol ester
  • Salicylic acid or derivatives
  • Benzoate ester
  • 5-unsubstituted pyrrogallol
  • Benzoic acid or derivatives
  • Phenoxy compound
  • Benzoyl
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Vinylogous acid
  • Carboxylic acid ester
  • Polyol
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organooxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organonitrogen 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
logP1.4ALOGPS
logP2.49ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)2.66ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area217.57 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity90.33 m³·mol⁻¹ChemAxon
Polarizability35.69 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, Positivesplash10-0006-1090013000-21de897645e60d615d8dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-0912000000-9eac075c5625eccee48bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-2329000000-b68864b7e32cf5d8c384Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01di-5927000000-77aa6d8b950875001373Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066r-3900000000-151457e5a23061e6e788Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0209000000-0dd6b80c7e5069f4e72cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-1927000000-c954fadaf5c8eda01125Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002o-4910000000-2f455843bc6504310c9cSpectrum
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 Compound131834723
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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.