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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 17:18:53 UTC
Update Date2019-11-12 17:22:02 UTC
HMDB IDHMDB0129545
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[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})methylidene]amino}acetic acid
Description2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[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})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. 2-{tetradeca-1(14),10,12-trien-11-yl]-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-tetradeca-1(14),10,12-trien-11-yl]-6h-benzochromene-1-carboxylic acid. It is generated by Glycine N-acyltransferase (Q6IB77) enzyme via a glycination-of-aryl-acid reaction. This glycination-of-aryl-acid occurs in humans. 2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[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})methylidene]amino}acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563875530
Synonyms
ValueSource
2-{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[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})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-[5,6,12,13,14-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})methylidene]amino}acetic acid
Traditional Name{[hydroxy({3,4,8,9,10-pentahydroxy-6-oxo-7-[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})methylidene]amino}acetic acid
CAS Registry NumberNot Available
SMILES
OCC1OC2C(OC(=O)C3=C(C(O)=C(O)C(O)=C23)C2=C(O)C(O)=C(O)C3=C2C(=O)OC2=C3C(=CC(O)=C2O)C(O)=NCC(O)=O)C(O)C1O
InChI Identifier
InChI=1S/C29H23NO19/c31-3-6-16(36)23(43)26-25(47-6)14-13(29(46)49-26)11(19(39)22(42)20(14)40)10-12-9(17(37)21(41)18(10)38)8-4(27(44)30-2-7(33)34)1-5(32)15(35)24(8)48-28(12)45/h1,6,16,23,25-26,31-32,35-43H,2-3H2,(H,30,44)(H,33,34)
InChI KeyBHOCUABSHCYIJP-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
  • 2-benzopyran
  • 1-benzopyran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Dicarboxylic acid or derivatives
  • Monosaccharide
  • Benzenoid
  • Oxane
  • Pyran
  • Heteroaromatic compound
  • Secondary alcohol
  • Carboxylic acid ester
  • Lactone
  • Polyol
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid derivative
  • Carboxylic acid
  • Dialkyl ether
  • Ether
  • Oxacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organooxygen compound
  • Primary alcohol
  • Organopnictogen compound
  • Alcohol
  • 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
logP1.15ALOGPS
logP-0.27ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)2.82ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count13ChemAxon
Polar Surface Area354.25 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity155.39 m³·mol⁻¹ChemAxon
Polarizability61.84 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-1000009000-2d0b8cdd6976ca3d263aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0230-7000689000-6342d9d50d2cf9e8c068Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00e9-6000198000-e315f198d42127b99299Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000l-0000009000-259a005e386807581a4cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00fu-3102029000-8bfb9d8773457e511767Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006x-9302265000-8e2654120c774d461dedSpectrum
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 Compound131835792
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.