3',6'-bis(acetyloxy)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid

• ChemBase编号: 130825
• 分子式: C25H16O9
• 平均质量: 460.38914
• 单一同位素质量: 460.07943209
• SMILES: CC(=O)Oc1ccc2c(c1)Oc1cc(ccc1C12c2ccc(cc2C(=O)O1)C(=O)O)OC(=O)C
• Canonical SMILES: CC(=O)Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3ccc(c2)C(=O)O)ccc(c1)OC(=O)C
• InChI: InChI=1S/C25H16O9/c1-12(26)31-15-4-7-19-21(10-15)33-22-11-16(32-13(2)27)5-8-20(22)25(19)18-6-3-14(23(28)29)9-17(18)24(30)34-25/h3-11H,1-2H3,(H,28,29)
• InChIKey: WPUZGNPQMIWOHE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3',6'-bis(acetyloxy)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
• IUPAC传统名: 3',6'-bis(acetyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
• 别名: 3',6'-Bis(acetyloxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic Acid; 5-Carboxyfluorescein Diacetate; 5-CFDA; 5-Carboxy-di-O-acetylfluorescein; 5-Carboxyfluorescein diacetate

登记号

• CAS号: 79955-27-4
• MDL号: MFCD00036872
• Beilstein号: 68265
• PubChem SID: 162225103; 24873962; 24892738
• PubChem CID: 133314

理论计算性质

• Acid pKa: 3.8326921
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 1.6889514
• LogD (pH = 7.4): 0.112514965
• Log P: 3.3595784
• 摩尔折射率: 116.7793 cm^3
• 极化性: 44.47819 Å^3
• 极化表面积: 125.43 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: soluble
• 荧光: λex 492 nm; λem 517 nm in 0.1 M Tris pH 8.0 (after cleavage by esterase)(lit.)

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ~95% (HPLC); ≥95.0% (HPLC)
• 级别: for fluorescence
• Empirical Formula (Hill Notation): C25H16O9

详细说明

Toronto Research Chemicals - C178345

5-Carboxyfluorescein diacetate is used in the synthesis of Rhodamines.

参考文献

• Hug, H., et al.: Biochemistry, 38, 13906 (1999)
• Shibata, A., et al.: Bioorg. Med. Chem. Lett., 18, 2246 (1999)
• Puliti, D., et al.: Bioorg. Med. Chem., 19, 1023 (1999)