7-[(1R,2R,3R)-2-(4,4-dimethyl-3-oxooctyl)-3-hydroxy-5-oxocyclopentyl]heptanoic acid

• ChemBase编号: 172419
• 分子式: C22H38O5
• 平均质量: 382.53412
• 单一同位素质量: 382.27192432
• SMILES: [C@@H]1(CCC(=O)C(CCCC)(C)C)[C@H](C(=O)C[C@H]1O)CCCCCCC(=O)O
• Canonical SMILES: CCCCC(C(=O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)(C)C
• InChI: InChI=1S/C22H38O5/c1-4-5-14-22(2,3)20(25)13-12-17-16(18(23)15-19(17)24)10-8-6-7-9-11-21(26)27/h16-17,19,24H,4-15H2,1-3H3,(H,26,27)/t16-,17-,19-/m1/s1
• InChIKey: BODKCFIJDQGFGS-ZHALLVOQSA-N

名称和登记号

名称

• IUPAC标准名: 7-[(1R,2R,3R)-2-(4,4-dimethyl-3-oxooctyl)-3-hydroxy-5-oxocyclopentyl]heptanoic acid
• IUPAC传统名: 7-[(1R,2R,3R)-2-(4,4-dimethyl-3-oxooctyl)-3-hydroxy-5-oxocyclopentyl]heptanoic acid
• 别名: (11α)-16,16-Difluoro-11-hydroxy-9,15-dioxo-prostan-1-oic Acid; Ru 0211; Lubiprostone

登记号

• CAS号: 136790-76-6
• PubChem SID: 164228329
• PubChem CID: 29982788

理论计算性质

• Acid pKa: 4.30448
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 3.8793564
• LogD (pH = 7.4): 2.1399803
• Log P: 5.0997076
• 摩尔折射率: 105.4033 cm^3
• 极化性: 41.80805 Å^3
• 极化表面积: 91.67 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform
• 外观: White Solid
• 熔点: 56-59°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - L473500

Lubiprostone is a bicyclic fatty acid metabolite analog of Prostaglandin E1. It activates specific chloride channels in the gastrointestinal tract to stimulate intestinal fluid secretion, increase gastrointestinal transit, and improve symptoms of constip

参考文献

• Farthing, M., et al.: Drugs, 56, 11 (1998)
• Pare, P., et al.: Am. J. Gastroenterol., 96, 3130 (1998)
• Sloots, C., et al.: Aliment. Pharmacol. Ther., 16, 759 (1998)
• Coremans, G., et al.: Digestion, 67, 82 (1998)