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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-13 17:34:41 UTC
Update Date2019-11-12 17:21:15 UTC
HMDB IDHMDB0127977
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-[3-methoxy-4-(sulfooxy)phenyl]oxirane-2-carboxylic acid
Description3-[3-methoxy-4-(sulfooxy)phenyl]oxirane-2-carboxylic acid belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. 3-[3-methoxy-4-(sulfooxy)phenyl]oxirane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-oxirane-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 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?1563875329
Synonyms
ValueSource
3-[3-Methoxy-4-(sulfooxy)phenyl]oxirane-2-carboxylateGenerator
3-[3-Methoxy-4-(sulphooxy)phenyl]oxirane-2-carboxylateGenerator
3-[3-Methoxy-4-(sulphooxy)phenyl]oxirane-2-carboxylic acidGenerator
Chemical FormulaC10H10O8S
Average Molecular Weight290.24
Monoisotopic Molecular Weight290.009638456
IUPAC Name3-[3-methoxy-4-(sulfooxy)phenyl]oxirane-2-carboxylic acid
Traditional Name3-[3-methoxy-4-(sulfooxy)phenyl]oxirane-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
COC1=C(OS(O)(=O)=O)C=CC(=C1)C1OC1C(O)=O
InChI Identifier
InChI=1S/C10H10O8S/c1-16-7-4-5(8-9(17-8)10(11)12)2-3-6(7)18-19(13,14)15/h2-4,8-9H,1H3,(H,11,12)(H,13,14,15)
InChI KeyPSQFJOWKPNYQQI-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic sulfuric acids and derivatives
Sub ClassArylsulfates
Direct ParentPhenylsulfates
Alternative Parents
Substituents
  • Phenylsulfate
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Oxirane carboxylic acid
  • Oxirane carboxylic acid or derivatives
  • Sulfuric acid monoester
  • Sulfate-ester
  • Sulfuric acid ester
  • Benzenoid
  • Monocarboxylic acid or derivatives
  • Ether
  • Oxirane
  • Dialkyl ether
  • Oxacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organoheterocyclic compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • 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-0.56ALOGPS
logP-1.6ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)-2.3ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area122.66 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity59.59 m³·mol⁻¹ChemAxon
Polarizability25.23 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00ri-9251000000-fbba1cd3edb0ff635f99Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014r-1390000000-85cb5bec4594b9c311ddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-0090000000-e76f6e0a4f9f1d326292Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-0490000000-8acfad3b24d13b4899caSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-4930000000-3b4714774ddc8ab50593Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-d80427211a784b252d4eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052g-1490000000-7e54a721bc51bfb1abeaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-5960000000-5b78de0eb2e9153e8977Spectrum
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 Compound131834358
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.