(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-{[(1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-yl]oxy}oxane-2-carboxylic acid

• ChemBase编号: 169565
• 分子式: C23H29NO9
• 平均质量: 463.47766
• 单一同位素质量: 463.18423151
• SMILES: c12c3CN(CC[C@@]41C=C[C@@H](C[C@@H]4Oc2c(cc3)OC)O[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)C(=O)O)C
• Canonical SMILES: COc1ccc2c3c1O[C@@H]1[C@@]3(CCN(C2)C)C=C[C@@H](C1)O[C@H]1O[C@H](C(=O)O)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C23H29NO9/c1-24-8-7-23-6-5-12(31-22-18(27)16(25)17(26)20(33-22)21(28)29)9-14(23)32-19-13(30-2)4-3-11(10-24)15(19)23/h3-6,12,14,16-18,20,22,25-27H,7-10H2,1-2H3,(H,28,29)/t12-,14-,16+,17+,18-,20+,22-,23-/m0/s1
• InChIKey: YWSWSACTOVQVLT-PWLISGMRSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-{[(1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^1,^1^2.0^6,^1^7]heptadeca-6(17),7,9,15-tetraen-14-yl]oxy}oxane-2-carboxylic acid
• IUPAC传统名: (2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-{[(1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^1,^1^2.0^6,^1^7]heptadeca-6(17),7,9,15-tetraen-14-yl]oxy}oxane-2-carboxylic acid
• 别名: (4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-yl β-D-Glucopyranosiduronic Acid; Galanthamine β-D-Glucuronide >70%

登记号

• CAS号: 464189-56-8
• PubChem SID: 162263697
• PubChem CID: 71317034

理论计算性质

• Acid pKa: 2.8902369
• 质子受体: 10
• 质子供体: 4
• LogD (pH = 5.5): -3.0191827
• LogD (pH = 7.4): -3.0292757
• Log P: -3.0188856
• 摩尔折射率: 114.5856 cm^3
• 极化性: 45.265514 Å^3
• 极化表面积: 138.15 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Water
• 外观: White Solid
• 熔点: >292°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - G188515

The major metabolite of Galanthamine (G188500).This compound contains unidentified inorganic impurities.

参考文献

• Mihailova, D., et al.: Pharmacology, 32, 301 (1986)
• Bickel, U., et al.: Clin. Pharmacol. Ther., 50, 420 (1986)
• Raskind, M., et al.: Neurology, 54, 2261 (1986)
• Mannens, G.S.J., et al.: Drug Metab. Dispos., 30, 553 (1986)