Showing metabocard for Omeprazole (BMDB0001913)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 22:48:56 UTC
Update Date2020-04-22 15:09:06 UTC
BMDB IDBMDB0001913
Secondary Accession Numbers
  • BMDB01913
Metabolite Identification
Common NameOmeprazole
DescriptionOmeprazole, also known as prilosec, 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. Based on a literature review a significant number of articles have been published on Omeprazole.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
PrilosecKegg
( -)-OmeprazoleHMDB
(-)-OmeprazoleHMDB
(S)-(-)-OmeprazoleHMDB
(S)-OmeprazoleHMDB
2,3,5-Trimethylpyridine/OmeprazoleHMDB
AntraHMDB
Antra mupsHMDB
AudazolHMDB
AulcerHMDB
BelmazolHMDB
CeprandalHMDB
DanloxHMDB
DemeprazolHMDB
DesecHMDB
DizprazolHMDB
DudencerHMDB
ElgamHMDB
EmeprotonHMDB
EpirazoleHMDB
ErbolinHMDB
EsomeprazoleHMDB
EsomperazoleHMDB
ExterHMDB
GasecHMDB
GastrimutHMDB
GastrolocHMDB
GibancerHMDB
IndurganHMDB
InhibitronHMDB
InhipumpHMDB
LensorHMDB
LogastricHMDB
LomacHMDB
LosecHMDB
MepralHMDB
MiolHMDB
MiracidHMDB
MopralHMDB
MoreconHMDB
NexiamHMDB
NexiumHMDB
Nexium IVHMDB
NilsecHMDB
NopraminHMDB
NuclosinaHMDB
OcidHMDB
OlexinHMDB
OmaprenHMDB
Omebeta 20HMDB
OmedHMDB
OmegastHMDB
OMEPHMDB
OmepradexHMDB
OmepralHMDB
OmeprazolHMDB
Omeprazole pelletsHMDB
OmeprazolumHMDB
OmeprazonHMDB
OmeprolHMDB
OmesekHMDB
OmezHMDB
OmezolHMDB
OmezolanHMDB
OmidHMDB
OmisecHMDB
OmizacHMDB
OmpanytHMDB
OMZHMDB
OrtanolHMDB
OsirenHMDB
OzokenHMDB
PaprazolHMDB
ParizacHMDB
PepticumHMDB
PepticusHMDB
PeptilcerHMDB
PrazentolHMDB
PrazidecHMDB
PrazolitHMDB
Prestwick_808HMDB
Prilosec otcHMDB
ProcelacHMDB
ProclorHMDB
PrysmaHMDB
RamezolHMDB
RegulacidHMDB
ResultHMDB
SanamidolHMDB
SecrepinaHMDB
Tedec ulceralHMDB
UlceralHMDB
UlcesepHMDB
UlcometionHMDB
UlcozolHMDB
UlcsepHMDB
UlsenHMDB
UltopHMDB
UlzolHMDB
VictrixHMDB
ZefxonHMDB
ZegeridHMDB
ZepralHMDB
ZimorHMDB
ZoltumHMDB
Magnesium, omeprazoleMeSH, HMDB
Omeprazole magnesiumMeSH, HMDB
Omeprazole sodiumMeSH, HMDB
Sodium, omeprazoleMeSH, HMDB
Chemical FormulaC17H19N3O3S
Average Molecular Weight345.416
Monoisotopic Molecular Weight345.114712179
IUPAC Name6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole
Traditional Nameomeprazole
CAS Registry Number73590-58-6
SMILES
COC1=CC2=C(C=C1)N=C(N2)S(=O)CC1=NC=C(C)C(OC)=C1C
InChI Identifier
InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)
InChI KeySUBDBMMJDZJVOS-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
  • Heteroaromatic compound
  • Sulfoxide
  • Azacycle
  • Ether
  • Sulfinyl compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point156 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.5 mg/mLNot Available
LogP2.23SANGSTER (1994)
Predicted Properties
PropertyValueSource
logP1.66ALOGPS
logP2.43ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)9.29ChemAxon
pKa (Strongest Basic)4.77ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area77.1 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity93.66 m³·mol⁻¹ChemAxon
Polarizability37.45 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udj-0902000000-cfa5184c794ea62ab995View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-014i-1669000000-51f9342d7e4bbd0356b2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-002f-0900000000-412912cbbcdbd1b34699View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0002-0901000000-189e81fb724041d50498View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0f6t-0900000000-db101d248a4e861d4c3bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0uds-0900000000-f579fb74ac97c56dd3ebView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-eefbf9686f0313da581eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-363d6954875894f433baView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0f6t-1900000000-d8c64d496f1d9b3ed465View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-014i-1669000000-51f9342d7e4bbd0356b2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0f6t-0900000000-d21755acc44ff2d29cfaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0f80-2900000000-9989d19c171c612ea3dcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0002-0900000000-f74adb7f41e2d390b602View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-0002-0409000000-2b0fcbe3df799f1ec241View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0uei-0900000000-58302b1ea18e3edd3c3aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-000i-0900000000-402a71bf70e5c334e30eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0002-0900000000-47fc966796e8dcf3bab0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-002f-0900000000-412912cbbcdbd1b34699View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0006-0900000000-a0fafeeed7c16763d785View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-f37aa5029ed7b67f1ca0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0509000000-a35086072388d122723eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0902000000-cf6c80499c6b8e76c5d5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ul9-3900000000-2356754b2ae17bd3bc19View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0007-0709000000-1b29375937cfcb406414View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-0900000000-3383df9e4bfd7979d5e5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0900000000-4fb7ec8321857498646dView in MoNA
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001913
DrugBank IDDB00338
Phenol Explorer Compound IDNot Available
FooDB IDFDB021863
KNApSAcK IDNot Available
Chemspider ID4433
KEGG Compound IDC07324
BioCyc IDNot Available
BiGG ID2299956
Wikipedia LinkOmeprazole
METLIN ID1632
PubChem Compound4594
PDB IDNot Available
ChEBI ID77260
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Prothrombin
General function:
Involved in calcium ion binding
Specific function:
Thrombin, which cleaves bonds after Arg and Lys, converts fibrinogen to fibrin and activates factors V, VII, VIII, XIII, and, in complex with thrombomodulin, protein C. Functions in blood homeostasis, inflammation and wound healing (By similarity).
Gene Name:
F2
Uniprot ID:
P00735
Molecular weight:
70506.0