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CHEBI:50275 - esomeprazole

Default Structure
ChEBI IDCHEBI:50275
ChEBI Nameesomeprazole
Stars
DefinitionA 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.
Last Modified22 February 2017
SubmitterInma Spiteri
DownloadsMolfile
FormulaC17H19N3O3S
Net Charge0
Average Mass345.424
Monoisotopic Mass345.11471
SMILESCOc1ccc2nc([S@@](=O)Cc3ncc(C)c(OC)c3C)nc2c1
InChIInChI=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
InChIKeySUBDBMMJDZJVOS-DEOSSOPVSA-N
Wikipedia
Roles Classification
Biological Roles:
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 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.
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).
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
esomeprazolChEBI
esomeprazoleChemIDplus
ésoméprazoleWHO MedNet
esomeprazolumChEBI
Synonyms  Source
(S)-(−)-omeprazoleChemIDplus
(S)-omeprazoleChemIDplus
(−)-omeprazoleChemIDplus
Brand Names  Source
AleniaChemIDplus
EsczChemIDplus
EsofagChemIDplus
Inexium paranovaKEGG DRUG
Manual XrefsDatabases
1055DrugCentral
D07917KEGG DRUG
DB00736DrugBank
EsomeprazoleWikipedia
HMDB0005009HMDB
HMDB0014874HMDB
Registry NumbersSources
Reaxys:12060639Reaxys
CAS:119141-88-7ChemIDplus
Citations