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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:00:49 UTC
Update Date2020-02-26 21:39:20 UTC
HMDB IDHMDB0014012
Secondary Accession Numbers
  • HMDB14012
Metabolite Identification
Common NameOmeprazole sulfone
DescriptionOmeprazole sulfone is only found in individuals that have used or taken Omeprazole. Omeprazole sulfone is a metabolite of Omeprazole. Omeprazole sulfone belongs to the family of Sulfinylbenzimidazoles. These are polycyclic aromatic compounds containing a sulfinyl group attached at the position 2 of a benzimidazole moiety.
Structure
Data?1582753160
Synonyms
ValueSource
Omeprazole sulphoneGenerator
6-Methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulphonyl]-1H-1,3-benzodiazoleHMDB
Omeprazole sulfoneMeSH
Chemical FormulaC17H19N3O4S
Average Molecular Weight361.415
Monoisotopic Molecular Weight361.109626801
IUPAC Name6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfonyl]-1H-1,3-benzodiazole
Traditional Name5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfonyl]-3H-1,3-benzodiazole
CAS Registry Number88546-55-8
SMILES
COC1=CC2=C(C=C1)N=C(N2)S(=O)(=O)CC1=NC=C(C)C(OC)=C1C
InChI Identifier
InChI=1S/C17H19N3O4S/c1-10-8-18-15(11(2)16(10)24-4)9-25(21,22)17-19-13-6-5-12(23-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)
InChI KeyIXEQEYRTSRFZEO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfinylbenzimidazoles. These are polycyclic aromatic compounds containing a sulfinyl group attached at the position 2 of a benzimidazole moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassSulfinylbenzimidazoles
Direct ParentSulfinylbenzimidazoles
Alternative Parents
Substituents
  • Sulfinylbenzimidazole
  • Anisole
  • Alkyl aryl ether
  • Methylpyridine
  • Pyridine
  • Benzenoid
  • Azole
  • Imidazole
  • Sulfone
  • Sulfonyl
  • Heteroaromatic compound
  • Azacycle
  • Ether
  • Organic oxide
  • Organopnictogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • 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 Solubility0.08 g/LALOGPS
logP1.8ALOGPS
logP2.41ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)6.29ChemAxon
pKa (Strongest Basic)4.47ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area94.17 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity93.14 m³·mol⁻¹ChemAxon
Polarizability36.58 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]+184.48431661259
DarkChem[M-H]-183.76531661259
DeepCCS[M+H]+184.44630932474
DeepCCS[M-H]-182.08830932474
DeepCCS[M-2H]-215.93730932474
DeepCCS[M+Na]+191.16530932474
AllCCS[M+H]+184.032859911
AllCCS[M+H-H2O]+181.032859911
AllCCS[M+NH4]+186.732859911
AllCCS[M+Na]+187.432859911
AllCCS[M-H]-184.832859911
AllCCS[M+Na-2H]-184.632859911
AllCCS[M+HCOO]-184.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Omeprazole sulfoneCOC1=CC2=C(C=C1)N=C(N2)S(=O)(=O)CC1=NC=C(C)C(OC)=C1C3998.3Standard polar33892256
Omeprazole sulfoneCOC1=CC2=C(C=C1)N=C(N2)S(=O)(=O)CC1=NC=C(C)C(OC)=C1C3179.1Standard non polar33892256
Omeprazole sulfoneCOC1=CC2=C(C=C1)N=C(N2)S(=O)(=O)CC1=NC=C(C)C(OC)=C1C3311.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Omeprazole sulfone,1TMS,isomer #1COC1=CC=C2N=C(S(=O)(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C)C2=C13178.1Semi standard non polar33892256
Omeprazole sulfone,1TMS,isomer #1COC1=CC=C2N=C(S(=O)(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C)C2=C13087.6Standard non polar33892256
Omeprazole sulfone,1TMS,isomer #1COC1=CC=C2N=C(S(=O)(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C)C2=C14300.0Standard polar33892256
Omeprazole sulfone,1TBDMS,isomer #1COC1=CC=C2N=C(S(=O)(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C(C)(C)C)C2=C13298.8Semi standard non polar33892256
Omeprazole sulfone,1TBDMS,isomer #1COC1=CC=C2N=C(S(=O)(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C(C)(C)C)C2=C13341.4Standard non polar33892256
Omeprazole sulfone,1TBDMS,isomer #1COC1=CC=C2N=C(S(=O)(=O)CC3=NC=C(C)C(OC)=C3C)N([Si](C)(C)C(C)(C)C)C2=C14228.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Omeprazole sulfone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-0910000000-e860e146ba017ec910532017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Omeprazole sulfone 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 - Omeprazole sulfone 10V, Positive-QTOFsplash10-03di-0159000000-b02c183d8a1dbcf387e62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 20V, Positive-QTOFsplash10-0udi-0910000000-1e7467ee2e824f5416322016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 40V, Positive-QTOFsplash10-0ul0-3900000000-8665b359f427b435f1252016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 10V, Negative-QTOFsplash10-03di-0179000000-1c8644bf907b10e0178a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 20V, Negative-QTOFsplash10-03dl-0970000000-ef738afa79c0a38da1402016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 40V, Negative-QTOFsplash10-0006-0910000000-f2247eddd0ac671824562016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 10V, Negative-QTOFsplash10-03di-0009000000-59312493d065156516622021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 20V, Negative-QTOFsplash10-03di-3759000000-640d59056a55d1b4c0532021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 40V, Negative-QTOFsplash10-001s-2921000000-d623e92bd236b90874512021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 10V, Positive-QTOFsplash10-03di-0019000000-47df4911f5475121b28e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 20V, Positive-QTOFsplash10-0ik9-2914000000-1b8ce92c5592281973a62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Omeprazole sulfone 40V, Positive-QTOFsplash10-05g0-2930000000-e2908558759e21344c532021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry 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 ID128709
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound145900
PDB IDNot Available
ChEBI ID388428
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