Structure via PubChem · Public domain (PubChem)
sucralfate
Sign in to saveAlso known as Antepsin®, Carafate®, Sucralfat, Sucralfato, Sucralfatum, Hexadeca-μ-hydroxytetracosahydroxy[μ8-[1,3,4,6-tetra-O-sulfo-β-Dfructofuranosyl-α-D-glucopyranoside tetrakis(hydrogen sulfato)8-)]]hexadecaaluminum
Sucralfate, sold under various brand names, is a medication used to treat stomach ulcers, gastroesophageal reflux disease (GERD), radiation proctitis, and stomach inflammation and to prevent stress ulcers. Its usefulness in people infected by H. pylori is limited. It is used by mouth (for ulcers of the upper gastrointestinal tract) and rectally (for radiation proctitis).
Chemical data
- Formula
- C12H54Al9O55S8
- Molecular weight
- 1577.9 g/mol
- SMILES
- C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)COS(=O)(=O)O[Al])OS(=O)(=O)O[Al])OS(=O)(=O)O[Al])COS(=O)(=O)O[Al])OS(=O)(=O)O[Al])OS(=O)(=O)O[Al])OS(=O)(=O)O[Al])OS(=O)(=O)O[Al].O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.[Al]
- InChIKey
- YZPQNHUVIVIUCT-JTJNLBSYSA-F
- Polar surface area
- 536 Ų
- H-bond donors
- 20
- H-bond acceptors
- 55
- Formal charge
- 0
via PubChem
Research
2,224 papers- Sucralfate.The New England journal of medicine · 1991
- Sucralfate.JPMA. The Journal of the Pakistan Medical Association · 1992
- Sucralfate--safety and side effects.Scandinavian journal of gastroenterology. Supplement · 1991
- Sucralfate: the Bangkok review.Journal of gastroenterology and hepatology · 1994
- Sucralfate and Helicobacter pylori.Journal of gastroenterology · 1996
via PubMed
Wikidata facts
- Mass
- 1447.588623
Show 7 more facts
- World Health Organisation international non-proprietary name
- sucralfate
- Commons category
- Sucralfate
- chemical formula
- C₁₁H₂₈Al₈O₅₁S₈
- defined daily dose
- 4
- canonical SMILES
- O[Al](OS(=O)(=O)OC1C(OC(C(C1OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)COS(=O)(=O)O[Al](O)O)OC2(COS(=O)(=O)O[Al](O)O)OC(C(C2OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)O
- isomeric SMILES
- O[Al](OS(=O)(=O)O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)COS(=O)(=O)O[Al](O)O)O[C@]2(COS(=O)(=O)O[Al](O)O)O[C@@H]([C@H]([C@@H]2OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)O
- NCI Thesaurus ID
- C848
via Wikidata · CC0
~6 min read
Article
7 sectionsContents
- Medical uses
- Side effects
- Mechanism of action
- Pharmacokinetics
- Society and culture
- Brand names
- References
Sucralfate, sold under various brand names, is a medication used to treat stomach ulcers, gastroesophageal reflux disease (GERD), radiation proctitis, and stomach inflammation and to prevent stress ulcers. Its usefulness in people infected by H. pylori is limited. It is used by mouth (for ulcers of the upper gastrointestinal tract) and rectally (for radiation proctitis).
Common side effects include constipation. Serious side effects may include bezoar formation and encephalopathy. Use appears to be safe in pregnancy and breastfeeding. How it works is unclear but is believed to involve binding to the ulcer and protecting it from further damage.