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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-07-09 16:07:35 UTC
Update Date2021-09-14 15:15:58 UTC
HMDB IDHMDB0060925
Secondary Accession Numbers
  • HMDB60925
Metabolite Identification
Common NameThiophene-4,5-epoxide
DescriptionThiophene-4,5-epoxide belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Thiophene-4,5-epoxide is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563866123
SynonymsNot Available
Chemical FormulaC14H12O4S
Average Molecular Weight276.308
Monoisotopic Molecular Weight276.045629562
IUPAC Name2-(4-{6-oxa-2-thiabicyclo[3.1.0]hex-3-ene-3-carbonyl}phenyl)propanoic acid
Traditional Name2-(4-{6-oxa-2-thiabicyclo[3.1.0]hex-3-ene-3-carbonyl}phenyl)propanoic acid
CAS Registry NumberNot Available
SMILES
CC(C(O)=O)C1=CC=C(C=C1)C(=O)C1=CC2OC2S1
InChI Identifier
InChI=1S/C14H12O4S/c1-7(13(16)17)8-2-4-9(5-3-8)12(15)11-6-10-14(18-10)19-11/h2-7,10,14H,1H3,(H,16,17)
InChI KeySDGBIPHZPNRUFG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 2-phenylpropanoic-acid
  • P-cymene
  • Aromatic monoterpenoid
  • Bicyclic monoterpenoid
  • Monoterpenoid
  • Benzoyl
  • Aryl ketone
  • Monocyclic benzene moiety
  • 1,3-oxathiin
  • Benzenoid
  • Monothioacetal
  • 2,3-dihydrothiophene
  • Ketone
  • Thioenolether
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Oxirane
  • Carboxylic acid
  • Carboxylic acid derivative
  • Oxacycle
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP2.06ALOGPS
logP2.25ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)3.74ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area66.9 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity72.65 m³·mol⁻¹ChemAxon
Polarizability27.58 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+163.49131661259
DarkChem[M-H]-161.71831661259
DeepCCS[M+H]+158.52330932474
DeepCCS[M-H]-156.12730932474
DeepCCS[M-2H]-189.07830932474
DeepCCS[M+Na]+164.53630932474
AllCCS[M+H]+162.532859911
AllCCS[M+H-H2O]+158.832859911
AllCCS[M+NH4]+165.932859911
AllCCS[M+Na]+166.932859911
AllCCS[M-H]-166.032859911
AllCCS[M+Na-2H]-165.632859911
AllCCS[M+HCOO]-165.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Thiophene-4,5-epoxideCC(C(O)=O)C1=CC=C(C=C1)C(=O)C1=CC2OC2S13688.3Standard polar33892256
Thiophene-4,5-epoxideCC(C(O)=O)C1=CC=C(C=C1)C(=O)C1=CC2OC2S12256.2Standard non polar33892256
Thiophene-4,5-epoxideCC(C(O)=O)C1=CC=C(C=C1)C(=O)C1=CC2OC2S12516.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Thiophene-4,5-epoxide,1TMS,isomer #1CC(C(=O)O[Si](C)(C)C)C1=CC=C(C(=O)C2=CC3OC3S2)C=C12549.3Semi standard non polar33892256
Thiophene-4,5-epoxide,1TBDMS,isomer #1CC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=C(C(=O)C2=CC3OC3S2)C=C12795.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Thiophene-4,5-epoxide GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-2920000000-651ad0632600c8035bd02017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thiophene-4,5-epoxide GC-MS (1 TMS) - 70eV, Positivesplash10-05as-8940000000-fceeb260ec5f1c655fa82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thiophene-4,5-epoxide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiophene-4,5-epoxide 10V, Positive-QTOFsplash10-056r-0090000000-32b4a891609cea10d3632017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiophene-4,5-epoxide 20V, Positive-QTOFsplash10-0560-0970000000-0c0dc73782a74a74e6752017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiophene-4,5-epoxide 40V, Positive-QTOFsplash10-0faa-2920000000-439543c83056f195aba02017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiophene-4,5-epoxide 10V, Negative-QTOFsplash10-004i-0090000000-34806146aed16dcb566d2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiophene-4,5-epoxide 20V, Negative-QTOFsplash10-017j-7090000000-2e47f6d313092f5134602017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiophene-4,5-epoxide 40V, Negative-QTOFsplash10-009j-6910000000-c08934a60d8e9a94182b2017-10-06Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
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 Compound131769994
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available