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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 17:26:27 UTC
Update Date2019-11-12 17:22:02 UTC
HMDB IDHMDB0129558
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-({3,4,8,9,10-pentahydroxy-6-oxo-2-[5,6,12,13,14-pentahydroxy-4-(hydroxymethyl)-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromen-1-yl}formamido)acetic acid
Description2-({3,4,8,9,10-pentahydroxy-6-oxo-2-[5,6,12,13,14-pentahydroxy-4-(hydroxymethyl)-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromen-1-yl}formamido)acetic acid belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. This glycination-of-aryl-acid occurs in humans. 2-({3,4,8,9,10-pentahydroxy-6-oxo-2-[5,6,12,13,14-pentahydroxy-4-(hydroxymethyl)-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromen-1-yl}formamido)acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). It is generated by enzyme via a glycination-of-aryl-acid reaction. 2-({3,4,8,9,10-pentahydroxy-6-oxo-2-tetradeca-1(14),10,12-trien-11-yl]-6h-benzochromen-1-yl}formamido)acetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,4,8,9,10-pentahydroxy-6-oxo-2-tetradeca-1(14),10,12-trien-11-yl]-6h-benzochromene-1-carboxylic acid.
Structure
Data?1563875532
Synonyms
ValueSource
2-({3,4,8,9,10-pentahydroxy-6-oxo-2-[5,6,12,13,14-pentahydroxy-4-(hydroxymethyl)-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromen-1-yl}formamido)acetateGenerator
Chemical FormulaC29H23NO19
Average Molecular Weight689.491
Monoisotopic Molecular Weight689.086427525
IUPAC Name2-({3,4,8,9,10-pentahydroxy-6-oxo-2-[5,6,12,13,14-pentahydroxy-4-(hydroxymethyl)-9-oxo-3,8-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromen-1-yl}formamido)acetic acid
Traditional Name({3,4,8,9,10-pentahydroxy-6-oxo-2-[5,6,12,13,14-pentahydroxy-4-(hydroxymethyl)-9-oxo-3,8-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(14),10,12-trien-11-yl]benzo[c]chromen-1-yl}formamido)acetic acid
CAS Registry NumberNot Available
SMILES
OCC1OC2C(OC(=O)C3=C(C(O)=C(O)C(O)=C23)C2=C(C(=O)NCC(O)=O)C3=C(OC(=O)C4=CC(O)=C(O)C(O)=C34)C(O)=C2O)C(O)C1O
InChI Identifier
InChI=1S/C29H23NO19/c31-3-6-16(36)22(42)26-25(47-6)14-13(29(46)49-26)10(18(38)21(41)20(14)40)9-12(27(44)30-2-7(33)34)11-8-4(1-5(32)15(35)17(8)37)28(45)48-24(11)23(43)19(9)39/h1,6,16,22,25-26,31-32,35-43H,2-3H2,(H,30,44)(H,33,34)
InChI KeyFNYWATNEQVBQOR-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassTannins
Sub ClassHydrolyzable tannins
Direct ParentHydrolyzable tannins
Alternative Parents
Substituents
  • Hydrolyzable tannin
  • Biphenol
  • 7,8-dihydroxycoumarin
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Gallic acid or derivatives
  • Coumarin
  • Isocoumarin
  • Alpha-amino acid or derivatives
  • Benzopyran
  • Isochromane
  • 1-benzopyran
  • 2-benzopyran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • 1-hydroxy-4-unsubstituted benzenoid
  • Dicarboxylic acid or derivatives
  • Pyran
  • Monosaccharide
  • Oxane
  • Benzenoid
  • Heteroaromatic compound
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxylic acid ester
  • Carboxamide group
  • Lactone
  • Carboxylic acid derivative
  • Dialkyl ether
  • Carboxylic acid
  • Ether
  • Oxacycle
  • Polyol
  • Organoheterocyclic compound
  • Primary alcohol
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Alcohol
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP1.07ALOGPS
logP-1.1ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)2.47ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count13ChemAxon
Polar Surface Area350.76 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity154.86 m³·mol⁻¹ChemAxon
Polarizability61.26 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05i0-6300149000-6ad94767224d8641d416Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-0000009000-970130962b4bd036b240Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0r9r-3000988000-7ae708a7efa9aa11d4bfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0avl-1000192000-423ddff7273ffe7bd796Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000l-0000009000-ae1f53a14bf9303413b4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0096-3102029000-62d4a5df29c84e183a84Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006x-9301144000-2ef8e92f7fac4c6ce352Spectrum
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 Compound131835805
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.