CHEBI:50275 - esomeprazole

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ChEBI Name esomeprazole
ChEBI ID CHEBI:50275
Definition A 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole that has S configuration at the sulfur atom. An inhibitor of gastric acid secretion, it is used (generally as its sodium or magnesium salt) for the treatment of gastro-oesophageal reflux disease, dyspepsia, peptic ulcer disease, and Zollinger-Ellison syndrome.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H19N3O3S
Net Charge 0
Average Mass 345.41600
Monoisotopic Mass 345.115
InChI 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)/t24-/m0/s1
InChIKey SUBDBMMJDZJVOS-DEOSSOPVSA-N
SMILES COc1ccc2[nH]c(nc2c1)[S@@](=O)Cc1ncc(C)c(OC)c1C
Roles Classification
Biological Role(s): EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that inhibits H+/K+-exchanging ATPase, EC 3.6.3.10. Such compounds are also known as proton pump inhibitors.
histamine antagonist
Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
EC 1.4.3.4 (monoamine oxidase) inhibitor
An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4).
Application(s): histamine antagonist
Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
anti-ulcer drug
One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
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ChEBI Ontology
Outgoing esomeprazole (CHEBI:50275) has role anti-ulcer drug (CHEBI:49201)
esomeprazole (CHEBI:50275) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623)
esomeprazole (CHEBI:50275) has role EC 3.6.3.10 (H+/K+-exchanging ATPase) inhibitor (CHEBI:49200)
esomeprazole (CHEBI:50275) has role histamine antagonist (CHEBI:37956)
esomeprazole (CHEBI:50275) is a 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole (CHEBI:77260)
esomeprazole (CHEBI:50275) is conjugate acid of esomeprazole(1−) (CHEBI:77264)
esomeprazole (CHEBI:50275) is enantiomer of (R)-omeprazole (CHEBI:77262)
Incoming omeprazole (CHEBI:7772) has part esomeprazole (CHEBI:50275)
esomeprazole(1−) (CHEBI:77264) is conjugate base of esomeprazole (CHEBI:50275)
(R)-omeprazole (CHEBI:77262) is enantiomer of esomeprazole (CHEBI:50275)
IUPAC Name
5-methoxy-2-{(S)-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole
INNs Sources
esomeprazol ChEBI
esomeprazole ChemIDplus
ésoméprazole WHO MedNet
esomeprazolum ChEBI
Synonyms Sources
(−)-omeprazole ChemIDplus
(S)-(−)-omeprazole ChemIDplus
(S)-omeprazole ChemIDplus
Brand Names Sources
Alenia ChemIDplus
Escz ChemIDplus
Esofag ChemIDplus
Inexium paranova KEGG DRUG
Database Links Databases
1055 DrugCentral
D07917 KEGG DRUG
DB00736 DrugBank
Esomeprazole Wikipedia
HMDB0005009 HMDB
HMDB0014874 HMDB
View more database links
Registry Numbers Types Sources
119141-88-7 CAS Registry Number ChemIDplus
12060639 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10983736 PubMed citation Europe PMC
15080761 PubMed citation Europe PMC
18407713 PubMed citation Europe PMC
18472988 PubMed citation Europe PMC
23677700 PubMed citation Europe PMC
Last Modified
22 February 2017