Survey with prize
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 16:56:16 UTC
Update Date2019-11-12 17:22:02 UTC
HMDB IDHMDB0129527
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-({2-[4-(1,2-dihydroxyethyl)-5,11,12,13-tetrahydroxy-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl]-3,4,8,9,10-pentahydroxy-6-oxo-6H-benzo[c]chromen-1-yl}formamido)acetic acid
Description2-({2-[4-(1,2-dihydroxyethyl)-5,11,12,13-tetrahydroxy-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl]-3,4,8,9,10-pentahydroxy-6-oxo-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-({2-[4-(1,2-dihydroxyethyl)-5,11,12,13-tetrahydroxy-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl]-3,4,8,9,10-pentahydroxy-6-oxo-6H-benzo[c]chromen-1-yl}formamido)acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-({2-trideca-1(13),9,11-trien-10-yl]-3,4,8,9,10-pentahydroxy-6-oxo-6h-benzochromen-1-yl}formamido)acetic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-trideca-1(13),9,11-trien-10-yl]-3,4,8,9,10-pentahydroxy-6-oxo-6h-benzochromene-1-carboxylic acid. It is generated by enzyme via a glycination-of-aryl-acid reaction.
Structure
Data?1563875527
Synonyms
ValueSource
2-({2-[4-(1,2-dihydroxyethyl)-5,11,12,13-tetrahydroxy-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl]-3,4,8,9,10-pentahydroxy-6-oxo-6H-benzo[c]chromen-1-yl}formamido)acetateGenerator
Chemical FormulaC29H23NO19
Average Molecular Weight689.491
Monoisotopic Molecular Weight689.086427525
IUPAC Name2-({2-[4-(1,2-dihydroxyethyl)-5,11,12,13-tetrahydroxy-8-oxo-3,7-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-10-yl]-3,4,8,9,10-pentahydroxy-6-oxo-6H-benzo[c]chromen-1-yl}formamido)acetic acid
Traditional Name({2-[4-(1,2-dihydroxyethyl)-5,11,12,13-tetrahydroxy-8-oxo-3,7-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-10-yl]-3,4,8,9,10-pentahydroxy-6-oxobenzo[c]chromen-1-yl}formamido)acetic acid
CAS Registry NumberNot Available
SMILES
OCC(O)C1OC2C(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)C1O
InChI Identifier
InChI=1S/C29H23NO19/c31-3-6(33)23-22(43)26-25(47-23)14-13(29(46)49-26)10(17(38)20(41)19(14)40)9-12(27(44)30-2-7(34)35)11-8-4(1-5(32)15(36)16(8)37)28(45)48-24(11)21(42)18(9)39/h1,6,22-23,25-26,31-33,36-43H,2-3H2,(H,30,44)(H,34,35)
InChI KeyZXXKSFLFLNRVLZ-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
  • Biphenol
  • 1-o-glucuronide
  • O-glucuronide
  • Glucuronic acid or derivatives
  • Gallic acid or derivatives
  • Hexose monosaccharide
  • Coumarin
  • Glycosyl compound
  • Isocoumarin
  • O-glycosyl compound
  • Benzopyran
  • Isochromane
  • Hydroxybenzoic acid
  • 2-benzopyran
  • 1-benzopyran
  • Tricarboxylic acid or derivatives
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1-hydroxy-4-unsubstituted benzenoid
  • Beta-hydroxy acid
  • Pyranone
  • Oxane
  • Hydroxy acid
  • Pyran
  • Monosaccharide
  • Benzenoid
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Secondary alcohol
  • Lactone
  • Carboxylic acid
  • Oxacycle
  • Carboxylic acid derivative
  • Ether
  • Organoheterocyclic compound
  • Polyol
  • Dialkyl ether
  • Acetal
  • Primary alcohol
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • 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-2.2ALOGPS
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 Count5ChemAxon
Refractivity154.86 m³·mol⁻¹ChemAxon
Polarizability61.94 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, Positivesplash10-01xw-8400198000-f7ab6847529b98bbad50Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-1000019000-69a2180634ae2d6d6921Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0m9r-4000679000-826684e75af8e9d94937Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ab9-7000192000-722fd4533282e0d97bd2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002u-2000009000-700fb1f03a7e82b4f010Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0706-3001009000-7cb08ae76027f2166f0cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-08gl-9100032000-0caa987bde2948e6a2cdSpectrum
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 Compound131835774
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.