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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 00:49:43 UTC
Update Date2019-11-12 17:21:32 UTC
HMDB IDHMDB0128296
Secondary Accession NumbersNone
Metabolite Identification
Common Name{4-[(1E)-3-{2,3-dihydroxy-5-[hydroxy(3,4,5-trihydroxyoxan-2-yl)methyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}-3-oxoprop-1-en-1-yl]phenyl}oxidanesulfonic acid
Description{4-[(1e)-3-{2,3-dihydroxy-5-[hydroxy(3,4,5-trihydroxyoxan-2-yl)methyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}-3-oxoprop-1-en-1-yl]phenyl}oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5,6-dihydroxy-2-[hydroxy(3,4,5-trihydroxyoxan-2-yl)methyl]-4-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-4-ene-1,3-dione. It is generated by Sulfotransferase 1A3 (P0DMM9) and Sulfotransferase enzymes via a -4-O-sulfation-of-phenolic-compound reaction. This -4-O-sulfation-of-phenolic-compound occurs in humans.
Structure
Data?1563875368
Synonyms
ValueSource
{4-[(1E)-3-{2,3-dihydroxy-5-[hydroxy(3,4,5-trihydroxyoxan-2-yl)methyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}-3-oxoprop-1-en-1-yl]phenyl}oxidanesulfonateGenerator
{4-[(1E)-3-{2,3-dihydroxy-5-[hydroxy(3,4,5-trihydroxyoxan-2-yl)methyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}-3-oxoprop-1-en-1-yl]phenyl}oxidanesulphonateGenerator
{4-[(1E)-3-{2,3-dihydroxy-5-[hydroxy(3,4,5-trihydroxyoxan-2-yl)methyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}-3-oxoprop-1-en-1-yl]phenyl}oxidanesulphonic acidGenerator
Chemical FormulaC27H32O19S
Average Molecular Weight692.59
Monoisotopic Molecular Weight692.125849984
IUPAC Name{4-[(1E)-3-{2,3-dihydroxy-5-[hydroxy(3,4,5-trihydroxyoxan-2-yl)methyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}-3-oxoprop-1-en-1-yl]phenyl}oxidanesulfonic acid
Traditional Name{4-[(1E)-3-{2,3-dihydroxy-5-[hydroxy(3,4,5-trihydroxyoxan-2-yl)methyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}-3-oxoprop-1-en-1-yl]phenyl}oxidanesulfonic acid
CAS Registry NumberNot Available
SMILES
[H]\C(=C(\[H])C1=CC=C(OS(O)(=O)=O)C=C1)C(=O)C1=C(O)C(O)(C2OC(CO)C(O)C(O)C2O)C(=O)C(C(O)C2OCC(O)C(O)C2O)C1=O
InChI Identifier
InChI=1S/C27H32O19S/c28-7-13-17(32)20(35)22(37)26(45-13)27(40)24(38)14(11(29)6-3-9-1-4-10(5-2-9)46-47(41,42)43)18(33)15(25(27)39)19(34)23-21(36)16(31)12(30)8-44-23/h1-6,12-13,15-17,19-23,26,28,30-32,34-38,40H,7-8H2,(H,41,42,43)/b6-3+
InChI KeyQNXUIMFBULDGRB-ZZXKWVIFSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentC-glycosyl compounds
Alternative Parents
Substituents
  • C-glycosyl compound
  • Phenylsulfate
  • Arylsulfate
  • Phenoxy compound
  • M-benzoquinone
  • Quinone
  • Styrene
  • Cyclohexenone
  • 1,3-diketone
  • Acyloin
  • Monocyclic benzene moiety
  • Monosaccharide
  • Oxane
  • Sulfuric acid monoester
  • Sulfate-ester
  • 1,3-dicarbonyl compound
  • Sulfuric acid ester
  • Benzenoid
  • Alpha,beta-unsaturated ketone
  • Tertiary alcohol
  • Acryloyl-group
  • Vinylogous acid
  • Organic sulfuric acid or derivatives
  • Enone
  • Secondary alcohol
  • Cyclic ketone
  • Ketone
  • Organoheterocyclic compound
  • Enol
  • Dialkyl ether
  • Polyol
  • Oxacycle
  • Ether
  • Organic oxide
  • Carbonyl group
  • Alcohol
  • Primary alcohol
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
logP-0.96ALOGPS
logP-6.4ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)-2.1ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area335.57 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity150.49 m³·mol⁻¹ChemAxon
Polarizability63.92 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0kh9-5600039000-717ea200ffbdc32e25b5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0001059000-9aa23006e393d7a61945Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06tb-1600298000-c3821254732477722b18Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01t9-3008396000-a2c464ca74d824e80e67Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01t9-0103296000-0bdb4a7e57d74c25b882Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03k9-4900433000-63288c9968143be241faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000x-9600001000-b73729a047dfb25e6a95Spectrum
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
FoodDB 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 CompoundNot Available
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.