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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 20:38:57 UTC
Update Date2019-11-12 17:22:09 UTC
HMDB IDHMDB0129888
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid
Description2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}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-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-{-6h-benzochromen-1-yl})methylidene]amino}acetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,4,8,9,10-pentahydroxy-6-oxo-7--6h-benzochromene-1-carboxylic acid. It is generated by Glycine N-acyltransferase (Q6IB77) enzyme via a glycination-of-aryl-acid reaction.
Structure
Data?1563875576
Synonyms
ValueSource
2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetateGenerator
Chemical FormulaC29H23NO19
Average Molecular Weight689.491
Monoisotopic Molecular Weight689.086427525
IUPAC Name2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1H-isochromen-8-yl]-6H-benzo[c]chromen-1-yl})methylidene]amino}acetic acid
Traditional Name{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)isochromen-8-yl]benzo[c]chromen-1-yl})methylidene]amino}acetic acid
CAS Registry NumberNot Available
SMILES
OCC(O)C(O)C(O)C1=CC2=C(C(=O)O1)C(=C(O)C(O)=C2O)C1=C(O)C(O)=C(O)C2=C1C(=O)OC1=C2C(=CC(O)=C1O)C(O)=NCC(O)=O
InChI Identifier
InChI=1S/C29H23NO19/c31-4-8(33)18(37)20(39)9-2-5-12(28(46)48-9)14(22(41)24(43)17(5)36)15-16-13(21(40)25(44)23(15)42)11-6(27(45)30-3-10(34)35)1-7(32)19(38)26(11)49-29(16)47/h1-2,8,18,20,31-33,36-44H,3-4H2,(H,30,45)(H,34,35)
InChI KeyIKWMBYIIASTYKK-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
  • Phenolic glycoside
  • O-glucuronide
  • 1-o-glucuronide
  • Biphenol
  • Glucuronic acid or derivatives
  • Gallic acid or derivatives
  • Hexose monosaccharide
  • O-glycosyl compound
  • Coumarin
  • Glycosyl compound
  • Isocoumarin
  • Benzopyran
  • 2-benzopyran
  • Hydroxybenzoic acid
  • 1-benzopyran
  • Pyranone
  • Beta-hydroxy acid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Hydroxy acid
  • Pyran
  • Monosaccharide
  • Oxane
  • Heteroaromatic compound
  • Lactone
  • Secondary alcohol
  • Organoheterocyclic compound
  • Oxacycle
  • Acetal
  • Carboxylic acid
  • Carboxylic acid derivative
  • Polyol
  • Aromatic alcohol
  • Alcohol
  • Organic oxygen compound
  • Carbonyl group
  • Primary alcohol
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • 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
logP1.2ALOGPS
logP-0.49ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)2.82ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count14ChemAxon
Polar Surface Area365.25 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity159.18 m³·mol⁻¹ChemAxon
Polarizability62.83 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-3000019000-987e9900aa3d0545643eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03k9-9000034000-3f61f48a725337d25434Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03mj-9000324000-428d21311b575af73624Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002u-6000069000-e22a65828e00be5983ebSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0c0d-9000053000-20e63d7f9251478c10a4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0btc-9000021000-4143795998dd4ce0e9f9Spectrum
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 Compound131836112
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.