3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one; acetic acid

• ChemBase编号: 163744
• 分子式: C22H16O7
• 平均质量: 392.35824
• 单一同位素质量: 392.08960285
• SMILES: c1cc(cc2c1C1(c3c(O2)cc(cc3)O)c2c(C(=O)O1)cccc2)O.CC(=O)O
• Canonical SMILES: Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3cccc2)ccc(c1)O.CC(=O)O
• InChI: InChI=1S/C20H12O5.C2H4O2/c21-11-5-7-15-17(9-11)24-18-10-12(22)6-8-16(18)20(15)14-4-2-1-3-13(14)19(23)25-20;1-2(3)4/h1-10,21-22H;1H3,(H,3,4)
• InChIKey: CPRVUBZYHZGASQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one; acetic acid
• IUPAC传统名: acetic acid; fluorescein
• 别名: 3',6'-Dihydroxy-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-ar-carboxylic Acid; Fluoresceincarboxylic Acid; 5(6)-Carboxyfluorescein

登记号

• CAS号: 72088-94-9
• PubChem SID: 162257879
• PubChem CID: 2734982

理论计算性质

• Acid pKa: 8.719013
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 3.8800821
• LogD (pH = 7.4): 3.8598857
• Log P: 3.8803427
• 摩尔折射率: 91.2201 cm^3
• 极化性: 34.4024 Å^3
• 极化表面积: 75.99 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Acetone; Dichloromethane; Methanol
• 外观: Dark-Orange to Brown Solid
• 熔点: >250°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - C178315

A useful reagent for the preparation of hydrolytically stable fluorescent conjugates and is a useful starting material for the synthesis of other fluorescein-derives reagent.

参考文献

• Theisen, P., et al.: Tetrahedron Lett., 33, 5033 (1992)
• Mattingly, P.: Bioconjgate Chem., 3, 430 (1992, Bertrand, R., et al.: Biochemistry, 34, 9500 (1995)