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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-13 17:34:12 UTC
Update Date2019-11-12 17:21:15 UTC
HMDB IDHMDB0127974
Secondary Accession NumbersNone
Metabolite Identification
Common Name3,4,5-trihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)oxirane-2-carbonyloxy]oxane-2-carboxylic acid
Description3,4,5-trihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)oxirane-2-carbonyloxy]oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(4-hydroxy-3-methoxyphenyl)oxirane-2-carboxylic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aliphatic-acyl-O-glucuronidation reaction. This aliphatic-acyl-O-glucuronidation occurs in humans.
Structure
Data?1563875329
Synonyms
ValueSource
3,4,5-Trihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)oxirane-2-carbonyloxy]oxane-2-carboxylateGenerator
Chemical FormulaC16H18O11
Average Molecular Weight386.309
Monoisotopic Molecular Weight386.0849114
IUPAC Name3,4,5-trihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)oxirane-2-carbonyloxy]oxane-2-carboxylic acid
Traditional Name3,4,5-trihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)oxirane-2-carbonyloxy]oxane-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=CC(=C1)C1OC1C(=O)OC1OC(C(O)C(O)C1O)C(O)=O
InChI Identifier
InChI=1S/C16H18O11/c1-24-7-4-5(2-3-6(7)17)11-13(25-11)15(23)27-16-10(20)8(18)9(19)12(26-16)14(21)22/h2-4,8-13,16-20H,1H3,(H,21,22)
InChI KeyWHFVFYNNUDUFDW-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glucuronides
Alternative Parents
Substituents
  • 1-o-glucuronide
  • O-glucuronide
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Beta-hydroxy acid
  • Phenol
  • Hydroxy acid
  • Pyran
  • Oxirane carboxylic acid or derivatives
  • Oxirane carboxylic acid
  • Oxane
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Monosaccharide
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Secondary alcohol
  • Oxirane
  • Dialkyl ether
  • Carboxylic acid
  • Acetal
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Polyol
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • 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-0.45ALOGPS
logP-0.98ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)3.03ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area175.51 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity81.9 m³·mol⁻¹ChemAxon
Polarizability35.6 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0bti-5183029000-2317f1096176b0d4a732Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05n0-9822000000-ecfd497e5d69ceed2c80Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0403-0934000000-3dd9afa0e57f7857c2d2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0403-0921000000-196c5d3cb3a1de05087cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fg6-3900000000-8528333a999aebab16cdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052o-1922000000-54fe501b2829d2ababfdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-1911000000-b02008e17c5255fac88fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-08fv-3900000000-8659c008333786b36306Spectrum
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 Compound131834355
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.