Bovine Metabolome Database: Showing metabocard for Omeprazole (BMDB0001913)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:48:56 UTC

Update Date

2020-04-22 15:09:06 UTC

BMDB ID

BMDB0001913

Secondary Accession Numbers

BMDB01913

Metabolite Identification

Common Name

Omeprazole

Description

Omeprazole, 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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Prilosec	Kegg
( -)-Omeprazole	HMDB
(-)-Omeprazole	HMDB
(S)-(-)-Omeprazole	HMDB
(S)-Omeprazole	HMDB
2,3,5-Trimethylpyridine/Omeprazole	HMDB
Antra	HMDB
Antra mups	HMDB
Audazol	HMDB
Aulcer	HMDB
Belmazol	HMDB
Ceprandal	HMDB
Danlox	HMDB
Demeprazol	HMDB
Desec	HMDB
Dizprazol	HMDB
Dudencer	HMDB
Elgam	HMDB
Emeproton	HMDB
Epirazole	HMDB
Erbolin	HMDB
Esomeprazole	HMDB
Esomperazole	HMDB
Exter	HMDB
Gasec	HMDB
Gastrimut	HMDB
Gastroloc	HMDB
Gibancer	HMDB
Indurgan	HMDB
Inhibitron	HMDB
Inhipump	HMDB
Lensor	HMDB
Logastric	HMDB
Lomac	HMDB
Losec	HMDB
Mepral	HMDB
Miol	HMDB
Miracid	HMDB
Mopral	HMDB
Morecon	HMDB
Nexiam	HMDB
Nexium	HMDB
Nexium IV	HMDB
Nilsec	HMDB
Nopramin	HMDB
Nuclosina	HMDB
Ocid	HMDB
Olexin	HMDB
Omapren	HMDB
Omebeta 20	HMDB
Omed	HMDB
Omegast	HMDB
OMEP	HMDB
Omepradex	HMDB
Omepral	HMDB
Omeprazol	HMDB
Omeprazole pellets	HMDB
Omeprazolum	HMDB
Omeprazon	HMDB
Omeprol	HMDB
Omesek	HMDB
Omez	HMDB
Omezol	HMDB
Omezolan	HMDB
Omid	HMDB
Omisec	HMDB
Omizac	HMDB
Ompanyt	HMDB
OMZ	HMDB
Ortanol	HMDB
Osiren	HMDB
Ozoken	HMDB
Paprazol	HMDB
Parizac	HMDB
Pepticum	HMDB
Pepticus	HMDB
Peptilcer	HMDB
Prazentol	HMDB
Prazidec	HMDB
Prazolit	HMDB
Prestwick_808	HMDB
Prilosec otc	HMDB
Procelac	HMDB
Proclor	HMDB
Prysma	HMDB
Ramezol	HMDB
Regulacid	HMDB
Result	HMDB
Sanamidol	HMDB
Secrepina	HMDB
Tedec ulceral	HMDB
Ulceral	HMDB
Ulcesep	HMDB
Ulcometion	HMDB
Ulcozol	HMDB
Ulcsep	HMDB
Ulsen	HMDB
Ultop	HMDB
Ulzol	HMDB
Victrix	HMDB
Zefxon	HMDB
Zegerid	HMDB
Zepral	HMDB
Zimor	HMDB
Zoltum	HMDB
Magnesium, omeprazole	MeSH, HMDB
Omeprazole magnesium	MeSH, HMDB
Omeprazole sodium	MeSH, HMDB
Sodium, omeprazole	MeSH, HMDB

Chemical Formula

C₁₇H₁₉N₃O₃S

Average Molecular Weight

345.416

Monoisotopic Molecular Weight

345.114712179

IUPAC Name

6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole

Traditional Name

omeprazole

CAS Registry Number

73590-58-6

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 Key

SUBDBMMJDZJVOS-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Sulfinylbenzimidazoles

Direct Parent

Sulfinylbenzimidazoles

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 Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:77260 )
sulfoxide (CHEBI:77260 )
pyridines (CHEBI:77260 )
benzimidazoles (CHEBI:77260 )

Ontology

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	156 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.5 mg/mL	Not Available
LogP	2.23	SANGSTER (1994)

Predicted Properties

Property	Value	Source
logP	1.66	ALOGPS
logP	2.43	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.29	ChemAxon
pKa (Strongest Basic)	4.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.1 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	93.66 m³·mol⁻¹	ChemAxon
Polarizability	37.45 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0001913

DrugBank ID

DB00338

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021863

KNApSAcK ID

Not Available

Chemspider ID

4433

KEGG Compound ID

C07324

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

77260

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not 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

Showing metabocard for Omeprazole (BMDB0001913)

Structure for BMDB0001913 (Omeprazole)

Enzymes