[({[(2S,3R,4S,5R,6R)-4,5-bis({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)-6-[({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)methyl]-2-{[(2R,3S,4S,5R)-3,4,5-tris({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)-2-[({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)methyl]oxolan-2-yl]oxy}oxan-3-yl]oxy}sulfonyl)oxy]alumanediol

• ChemBase编号: 248
• 分子式: C11H28Al8O51S8
• 平均质量: 1448.681724
• 单一同位素质量: 1447.58862356
• SMILES: O[Al](O)OS(=O)(=O)OC[C@H]1O[C@@H](O[C@]2(COS(=O)(=O)O[Al](O)O)O[C@H](OS(=O)(=O)O[Al](O)O)[C@@H](OS(=O)(=O)O[Al](O)O)[C@@H]2OS(=O)(=O)O[Al](O)O)[C@H](OS(=O)(=O)O[Al](O)O)[C@@H](OS(=O)(=O)O[Al](O)O)[C@@H]1OS(=O)(=O)O[Al](O)O
• Canonical 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@]1(COS(=O)(=O)O[Al](O)O)O[C@@H]([C@H]([C@@H]1OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)O
• InChI: InChI=1S/C11H20O35S8.8Al.16H2O/c12-47(13,14)36-1-3-4(41-49(18,19)20)5(42-50(21,22)23)6(43-51(24,25)26)9(38-3)39-11(2-37-48(15,16)17)8(45-53(30,31)32)7(44-52(27,28)29)10(40-11)46-54(33,34)35;;;;;;;;;;;;;;;;;;;;;;;;/h3-10H,1-2H2,(H,12,13,14)(H,15,16,17)(H,18,19,20)(H,21,22,23)(H,24,25,26)(H,27,28,29)(H,30,31,32)(H,33,34,35);;;;;;;;;16*1H2/q;8*+3;;;;;;;;;;;;;;;;/p-24/t3-,4-,5+,6-,7+,8+,9+,10-,11-;;;;;;;;;;;;;;;;;;;;;;;;/m1......................../s1
• InChIKey: MNQYNQBOVCBZIQ-JQOFMKNESA-A

名称和登记号

名称

• IUPAC标准名: [({[(2S,3R,4S,5R,6R)-4,5-bis({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)-6-[({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)methyl]-2-{[(2R,3S,4S,5R)-3,4,5-tris({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)-2-[({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)methyl]oxolan-2-yl]oxy}oxan-3-yl]oxy}sulfonyl)oxy]alumanediol
• IUPAC传统名: ({[(2S,3R,4S,5R,6R)-4,5-di{[(dihydroxyalumanyl)oxysulfonyl]oxy}-6-({[(dihydroxyalumanyl)oxysulfonyl]oxy}methyl)-2-{[(2R,3S,4S,5R)-3,4,5-tri{[(dihydroxyalumanyl)oxysulfonyl]oxy}-2-({[(dihydroxyalumanyl)oxysulfonyl]oxy}methyl)oxolan-2-yl]oxy}oxan-3-yl]oxysulfonyl}oxy)alumanediol
• 商标名: Antepsin; Apo-sucralfate; Carafate; Sulcrate; Sulcrate Suspension Plus; Ulcar; Ulcerban; Ulcerlmin; Ulcogant; Sucramal; Ulcermin
• 别名: sucralfate; Sucralfate

登记号

• CAS号: 54182-58-0
• PubChem SID: 160963711
• PubChem CID: 70789197

理论计算性质

JChem

• Acid pKa: 13.533897
• 质子受体: 35
• 质子供体: 16
• LogD (pH = 5.5): -5.6049
• LogD (pH = 7.4): -5.6049004
• Log P: -5.6049
• 摩尔折射率: 175.0943 cm^3
• 极化性: 101.12676 Å^3
• 极化表面积: 772.17 Å^2
• 可自由旋转的化学键: 36
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 0.98
• LOG S: -3.31
• 溶解度: 7.14e-01 g/l

分子性质

理化性质

• 溶解度: Insoluble in cold water

详细说明

DrugBank - DB00364

• Drug Groups: approved; investigational
• Description: A basic aluminum complex of sulfated sucrose. [PubChem]
• Indication: For the short-term treatment (up to 8 weeks) of active duodenal ulcer, as well as maintenance therapy for duodenal ulcer patients at reduced dosage (1 gram twice a day) after healing of acute ulcers. Also used for the short-term treatment of gastric ulcer.
• Pharmacology: Sucralfate is a prescription medication used to treat peptic ulcers. The current clinical uses of sucralfate are limited. It is effective for the healing of duodenal ulcers, but it is not frequently used for this since more effective drugs (e.g. proton pump inhibitors) have been developed. Although the mechanism of sucralfate's ability to accelerate healing of duodenal ulcers remains to be fully defined, it is known that it exerts its effect through a local, rather than systemic, action. Chemically, sucralfate is a complex of the disaccharide sugar, sucrose, combined with sulfate and aluminum. In acidic solutions (e.g. gastric acid) it forms a thick paste that has a strong negative charge.
• Toxicity: Acute oral toxicity (LD₅₀) in mice is >8000 mg/kg. There is limited experience in humans with overdosage of sucralfate. Sucralfate is only minimally absorbed from the gastrointestinal tract and thus risks associated with acute overdosage should be minimal. In rare reports describing sucralfate overdose, most patients remained asymptomatic.
• Affected Organisms: Humans and other mammals
• Absorption: Minimally absorbed from the gastrointestinal tract (up to 5% of the disaccharide component and less than 0.02% of aluminum).
• Half Life: Not known.
• Elimination: The small amounts of the sulfated disaccharide that are absorbed are excreted primarily in the urine.
• References: Rees WD: Mechanisms of gastroduodenal protection by sucralfate. Am J Med. 1991 Aug 8;91(2A):58S-63S. [Pubmed]
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com

参考文献

• Rees WD: Mechanisms of gastroduodenal protection by sucralfate. Am J Med. 1991 Aug 8;91(2A):58S-63S. Pubmed