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

• ChemBase ID: 126419
• Molecular Formular: C29H19NO11
• Molecular Mass: 557.46126
• Monoisotopic Mass: 557.09581043
• SMILES: O=C1c2c(cc(C(=O)ON3C(=O)CCC3=O)cc2)C2(O1)c1c(cc(OC(=O)C)cc1)Oc1cc(OC(=O)C)ccc21
• Canonical SMILES: CC(=O)Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3cc(cc2)C(=O)ON2C(=O)CCC2=O)ccc(c1)OC(=O)C
• InChI: InChI=1S/C29H19NO11/c1-14(31)37-17-4-7-20-23(12-17)39-24-13-18(38-15(2)32)5-8-21(24)29(20)22-11-16(3-6-19(22)28(36)40-29)27(35)41-30-25(33)9-10-26(30)34/h3-8,11-13H,9-10H2,1-2H3
• InChIKey: JGPOSNWWINVNFV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 3',6'-bis(acetyloxy)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 3',6'-bis(acetyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
• Synonyms: 3',6'-Bis(acetyloxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-ar-carboxylic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 1-[[[3',6'-Bis(acetyloxy)-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-yl]carbonyl]oxy] 2,5-Pyrrolidinedione; 6-Carboxyfluorescein 3',6'-Diacetate N-Succinimidyl Ester; CFDA-SE; Carboxyfluorescein diacetate N-succinimidyl ester; Carboxyfluorescein diacetate succinimidyl ester

Database IDs

• CAS Number: 150206-15-8
• PubChem SID: 162220753
• PubChem CID: 5048409
• Wikipedia Title: Carboxyfluorescein_diacetate_succinimidyl_ester

CALCULATED PROPERTIES

• Acid pKa: 17.697289
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 2.9291637
• LogD (pH = 7.4): 2.9291637
• Log P: 2.9291637
• Molar Refractivity: 137.3331 cm^3
• Polarizability: 52.73823 Å^3
• Polar Surface Area: 151.81 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C178330

A 6-Carboxyfluorescein (C178225) derivative used to monitor lymphocyte proliferation by covalently labelling long-lived intracellular molecules with fluorescent dye.

REFERENCES

• Quan, B. J. et al.: J. Visual. Exp., 44, 3 (2010)
• Breeuwer, P. et al.: App. Env. Microbiol., 62, 178 (2010)