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

• ChemBase ID: 163745
• Molecular Formular: C30H23NO11
• Molecular Mass: 573.50372
• Monoisotopic Mass: 573.12711056
• SMILES: c1(cc2c(cc1)C1(c3c(O2)cc(cc3)OC(=O)C)c2c(cccc2)C(=O)O1)OC(=O)C.O(C(=O)C)N1C(=O)CCC1=O
• Canonical SMILES: CC(=O)ON1C(=O)CCC1=O.CC(=O)Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3cccc2)ccc(c1)OC(=O)C
• InChI: InChI=1S/C24H16O7.C6H7NO4/c1-13(25)28-15-7-9-19-21(11-15)30-22-12-16(29-14(2)26)8-10-20(22)24(19)18-6-4-3-5-17(18)23(27)31-24;1-4(8)11-7-5(9)2-3-6(7)10/h3-12H,1-2H3;2-3H2,1H3
• InChIKey: KQPBJOQXHVRGEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl acetate 6'-(acetyloxy)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3'-yl acetate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl acetate fluorescein, diacetate
• 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]-5(or 6)-yl]carbonyl]oxy]-2,5-pyrrolidinedione; 5(6)-Carboxyfluorescein diacetate succinimidyl ester; CFDA-SE; CFSE; CellTrace CFSE; Vybrant CFDA-SE; 5(6)-Carboxyfluorescein 3',6'-Diacetate N-Succinimidyl Ester

Database IDs

• CAS Number: 150347-59-4
• PubChem SID: 162257880
• PubChem CID: 71314542

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.7019954
• LogD (pH = 7.4): 3.7019954
• Log P: 3.7019954
• Molar Refractivity: 109.5231 cm^3
• Polarizability: 42.07508 Å^3
• Polar Surface Area: 88.13 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C178335

A 5(6)-Carboxyfluorescein (C178215) derivative used as a flurorescent probe. 5(6)-Carboxyfluorescein 3’,6’-Diacetate N-Succinimidyl Ester is used to monitor lymphocyte proliferation by covalently labelling long-lived intracellular molecules with fluoresce

REFERENCES

• Lyons, A.B. et al.:
• Cretel, E. et al.: J. Immunol. Meth., 364, 33 (2011)
• Tanaka, Y. et al.: TRansplantation, 79, 1262 (2011)