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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-16 00:47:04 UTC
Update Date2019-11-12 17:21:32 UTC
HMDB IDHMDB0128290
Secondary Accession NumbersNone
Metabolite Identification
Common Name[6-({2,3-dihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}(hydroxy)methyl)-4,5-dihydroxyoxan-3-yl]oxidanesulfonic acid
Description[6-({2,3-dihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}(hydroxy)methyl)-4,5-dihydroxyoxan-3-yl]oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5,6-dihydroxy-4-[hydroxy(3,4,5-trihydroxyoxan-2-yl)methyl]-2-[(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 family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-secondary-alcohol reaction. This sulfation-of-secondary-alcohol occurs in humans.
Structure
Data?1563875368
Synonyms
ValueSource
[6-({2,3-dihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}(hydroxy)methyl)-4,5-dihydroxyoxan-3-yl]oxidanesulfonateGenerator
[6-({2,3-dihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}(hydroxy)methyl)-4,5-dihydroxyoxan-3-yl]oxidanesulphonateGenerator
[6-({2,3-dihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}(hydroxy)methyl)-4,5-dihydroxyoxan-3-yl]oxidanesulphonic acidGenerator
Chemical FormulaC27H32O19S
Average Molecular Weight692.59
Monoisotopic Molecular Weight692.125849984
IUPAC Name[6-({2,3-dihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}(hydroxy)methyl)-4,5-dihydroxyoxan-3-yl]oxidanesulfonic acid
Traditional Name[6-({2,3-dihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-4,6-dioxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-1-en-1-yl}(hydroxy)methyl)-4,5-dihydroxyoxan-3-yl]oxidanesulfonic acid
CAS Registry NumberNot Available
SMILES
[H]\C(=C(\[H])C1=CC=C(O)C=C1)C(=O)C1C(=O)C(C(O)C2OCC(OS(O)(=O)=O)C(O)C2O)=C(O)C(O)(C2OC(CO)C(O)C(O)C2O)C1=O
InChI Identifier
InChI=1S/C27H32O19S/c28-7-12-16(31)20(35)22(37)26(45-12)27(40)24(38)14(11(30)6-3-9-1-4-10(29)5-2-9)18(33)15(25(27)39)19(34)23-21(36)17(32)13(8-44-23)46-47(41,42)43/h1-6,12-14,16-17,19-23,26,28-29,31-32,34-37,39-40H,7-8H2,(H,41,42,43)/b6-3+
InChI KeyXRVUZSUYKVNFFR-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-0.83ALOGPS
logP-5.8ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)-2ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area335.57 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity150.49 m³·mol⁻¹ChemAxon
Polarizability61.83 ųChemAxon
Number of Rings4ChemAxon
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, Positivesplash10-004l-0100369000-43786c0ed53eb29786acSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06tb-1920244000-d150390b681c7073995fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0g39-3639644000-f25328b426d64a5ecad8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004l-0121396000-a14f64f946804d8eae42Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03ka-5921312000-0fd75f74b62579172de8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000x-9600000000-347e6f6a198131409511Spectrum
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 Compound131834631
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.