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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 16:54:16 UTC
Update Date2019-11-12 17:22:02 UTC
HMDB IDHMDB0129524
Secondary Accession NumbersNone
Metabolite Identification
Common Name3,4,8,9,10-pentahydroxy-6-oxo-7-{5,11,12,13-tetrahydroxy-4-[1-hydroxy-2-(sulfooxy)ethyl]-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl}-6H-benzo[c]chromene-1-carboxylic acid
Description3,4,8,9,10-pentahydroxy-6-oxo-7-{5,11,12,13-tetrahydroxy-4-[1-hydroxy-2-(sulfooxy)ethyl]-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl}-6H-benzo[c]chromene-1-carboxylic 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. 3,4,8,9,10-pentahydroxy-6-oxo-7-{5,11,12,13-tetrahydroxy-4-[1-hydroxy-2-(sulfooxy)ethyl]-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl}-6H-benzo[c]chromene-1-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 3,4,8,9,10-pentahydroxy-6-oxo-7-{5,11,12,13-tetrahydroxy-4--8-oxo-3,7-dioxatricyclotrideca-1(13),9,11-trien-10-yl}-6h-benzochromene-1-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 7-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 Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-primary-alcohol reaction. This sulfation-of-primary-alcohol occurs in humans.
Structure
Data?1563875527
Synonyms
ValueSource
3,4,8,9,10-Pentahydroxy-6-oxo-7-{5,11,12,13-tetrahydroxy-4-[1-hydroxy-2-(sulfooxy)ethyl]-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl}-6H-benzo[c]chromene-1-carboxylateGenerator
3,4,8,9,10-Pentahydroxy-6-oxo-7-{5,11,12,13-tetrahydroxy-4-[1-hydroxy-2-(sulphooxy)ethyl]-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl}-6H-benzo[c]chromene-1-carboxylateGenerator
3,4,8,9,10-Pentahydroxy-6-oxo-7-{5,11,12,13-tetrahydroxy-4-[1-hydroxy-2-(sulphooxy)ethyl]-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl}-6H-benzo[c]chromene-1-carboxylic acidGenerator
Chemical FormulaC27H20O21S
Average Molecular Weight712.5
Monoisotopic Molecular Weight712.021778838
IUPAC Name3,4,8,9,10-pentahydroxy-6-oxo-7-{5,11,12,13-tetrahydroxy-4-[1-hydroxy-2-(sulfooxy)ethyl]-8-oxo-3,7-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-10-yl}-6H-benzo[c]chromene-1-carboxylic acid
Traditional Name3,4,8,9,10-pentahydroxy-6-oxo-7-{5,11,12,13-tetrahydroxy-4-[1-hydroxy-2-(sulfooxy)ethyl]-8-oxo-3,7-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-10-yl}benzo[c]chromene-1-carboxylic acid
CAS Registry NumberNot Available
SMILES
OC(COS(O)(=O)=O)C1OC2C(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)=O)C1O
InChI Identifier
InChI=1S/C27H20O21S/c28-4-1-3(25(38)39)6-7-10(26(40)47-22(6)13(4)30)8(15(32)18(35)14(7)31)9-11-12(17(34)19(36)16(9)33)23-24(48-27(11)41)20(37)21(46-23)5(29)2-45-49(42,43)44/h1,5,20-21,23-24,28-37H,2H2,(H,38,39)(H,42,43,44)
InChI KeyNAVMMJGKVVATRE-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
  • Gallic acid or derivatives
  • Dihydroxybenzoic acid
  • Isocoumarin
  • Coumarin
  • Benzopyran
  • Isochromane
  • Hydroxybenzoic acid
  • 2-benzopyran
  • 1-benzopyran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Benzenoid
  • Sulfuric acid ester
  • Alkyl sulfate
  • Dicarboxylic acid or derivatives
  • Sulfate-ester
  • Pyran
  • Sulfuric acid monoester
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Organic sulfuric acid or derivatives
  • Carboxylic acid ester
  • Lactone
  • Secondary alcohol
  • Oxacycle
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Carboxylic acid
  • Polyol
  • Dialkyl ether
  • Ether
  • Organic oxide
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen 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
logP1.3ALOGPS
logP0.071ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)-2.3ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count12ChemAxon
Polar Surface Area365.03 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity152.05 m³·mol⁻¹ChemAxon
Polarizability62.7 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, Positivesplash10-002f-4600294000-0a9c0cf495492b36cbadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ot-0100019300-a226b567fe56a9fc3e72Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-1100925000-920dcc5d18a9d264d971Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-08fs-5700189000-4bef3a3fc9ff52c5320dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-02tc-1200098500-6db32ed81a17b9d25ef1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00mp-3311049000-8e92aa5b0155ac4ac6dcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00m3-9611132000-f7abda3d5d84e27ce145Spectrum
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 Compound131835771
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.