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

• ChemBase ID: 155935
• Molecular Formular: C58H38N2O22
• Molecular Mass: 1114.92252
• Monoisotopic Mass: 1114.19162087
• SMILES: CC(=O)Oc1ccc2c(c1)Oc1cc(ccc1C12c2ccc(cc2C(=O)O1)C(=O)ON1C(=O)CCC1=O)OC(=O)C.CC(=O)Oc1ccc2c(c1)Oc1cc(ccc1C12c2cc(ccc2C(=O)O1)C(=O)ON1C(=O)CCC1=O)OC(=O)C
• Canonical SMILES: CC(=O)Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3cc(cc2)C(=O)ON2C(=O)CCC2=O)ccc(c1)OC(=O)C.CC(=O)Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3ccc(c2)C(=O)ON2C(=O)CCC2=O)ccc(c1)OC(=O)C
• InChI: InChI=1S/2C29H19NO11/c1-14(31)37-17-4-7-21-23(12-17)39-24-13-18(38-15(2)32)5-8-22(24)29(21)20-6-3-16(11-19(20)28(36)40-29)27(35)41-30-25(33)9-10-26(30)34;1-14(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/h2*3-8,11-13H,9-10H2,1-2H3
• InChIKey: LZFDYQHOQDFMOA-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]-5-carboxylate 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]-5-carboxylate 2,5-dioxopyrrolidin-1-yl 3',6'-bis(acetyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
• Synonyms: 5-Carboxy-di-O-acetylfluorescein N-succinimidyl ester; 5-Carboxy-fluorescein diacetate N-succinimidyl ester; CFSE; 5(6)-Carboxyfluorescein diacetate N-succinimidyl ester

Database IDs

• CAS Number: 150206-05-6; 150347-59-4
• MDL Number: MFCD00037466
• PubChem SID: 24888901; 162250073; 24853098
• PubChem CID: 16211581

CALCULATED PROPERTIES

• Acid pKa: 17.69729
• 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: 52.737457 Å^3
• Polar Surface Area: 151.81 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF: soluble; DMSO: soluble
• Melting Point: 152-154 °C(lit.)
• Fluorescence: λex 492 nm; λem 517 nm; λex 492 nm; λem 517 nm in 0.1 M Tris pH 8.0 (esterase)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC); ≥95.0% (HPLC)
• Grade: for fluorescence
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C29H19NO11

DETAILS

Sigma Aldrich - 87444

Frequently Asked Questions
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Other Notes
Continuous determination of the intracellular pH in bacteria by fluorometry1; labeling human intervertebral disk cells in vitro for fluorescence microscopy2

Sigma Aldrich - 21888

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Amine-reactive label for long term tracing of cells. Forms green fluorescent conjugates on deacetylation.