disodium (2S)-2-[12-ethyl-8-(hydroxymethyl)-2-oxido-9-oxo-9H,11H-indolizino[1,2-b]quinolin-7-yl]-2-hydroxybutanoate

• ChemBase编号: 177798
• 分子式: C22H20N2Na2O6
• 平均质量: 454.38354
• 单一同位素质量: 454.11167493
• SMILES: c1(ccc2c(c1)c(c1c(n2)c2n(C1)c(=O)c(c(c2)C(C(=O)[O-])(CC)O)CO)CC)[O-].[Na+].[Na+]
• Canonical SMILES: CCC(c1cc2c3nc4ccc(cc4c(c3Cn2c(=O)c1CO)CC)[O-])(C(=O)[O-])O.[Na+].[Na+]
• InChI: InChI=1S/C22H22N2O6.2Na/c1-3-12-13-7-11(26)5-6-17(13)23-19-14(12)9-24-18(19)8-16(15(10-25)20(24)27)22(30,4-2)21(28)29;;/h5-8,25-26,30H,3-4,9-10H2,1-2H3,(H,28,29);;/q;2*+1/p-2/t22-;;/m0../s1
• InChIKey: OPIACBXCNWXXGI-IKXQUJFKSA-L

名称和登记号

名称

• IUPAC标准名: disodium (2S)-2-[12-ethyl-8-(hydroxymethyl)-2-oxido-9-oxo-9H,11H-indolizino[1,2-b]quinolin-7-yl]-2-hydroxybutanoate
• IUPAC传统名: disodium (2S)-2-[12-ethyl-8-(hydroxymethyl)-2-oxido-9-oxo-11H-indolizino[1,2-b]quinolin-7-yl]-2-hydroxybutanoate
• 别名: (αS)-α,12-Diethyl-9,11-dihydro-α,2-dihydroxy-8-(hydroxymethyl)-9-oxo-9-indolizino[1,2-b]quinoline-7-acetic Acid Disodium Salt; SN 38 Acid Sodium Salt; SN-38 Carboxylate Disodium Salt

登记号

• PubChem SID: 164233708
• PubChem CID: 57347736

理论计算性质

• Acid pKa: 3.2911637
• 质子受体: 7
• 质子供体: 2
• LogD (pH = 5.5): -0.8660746
• LogD (pH = 7.4): -2.1891825
• Log P: 0.2749474
• 摩尔折射率: 130.9952 cm^3
• 极化性: 42.13392 Å^3
• 极化表面积: 136.85 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol; Water
• 外观: Yellow Solid
• 熔点: >220°C (dec.)

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - S589960

The active metabolite of Irinotecan (carboxylate form). SN-38 lactone and carboxylate may be considered pharmacokinetically distinct agents.

参考文献

• Billecke, S., et al.: Drug Metab. Dispos., 28, 1335 (2000)
• Teiber, J., et al.: Biochem. Pharmacol., 66, 887 (2000)
• Ashley, G., et al.: J. Antibiot., 57, 224 (2000)