2,5-dioxopyrrolidin-1-yl 3',6'-bis(acetyloxy)-2',7'-dichloro-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylate

• ChemBase ID: 163700
• Molecular Formular: C29H17Cl2NO11
• Molecular Mass: 626.35138
• Monoisotopic Mass: 625.01786573
• SMILES: c1(c(cc2c(c1)Oc1c(cc(c(c1)OC(=O)C)Cl)C12OC(=O)c2c1cc(cc2)C(=O)ON1C(=O)CCC1=O)Cl)OC(=O)C
• Canonical SMILES: CC(=O)Oc1cc2Oc3cc(OC(=O)C)c(cc3C3(c2cc1Cl)OC(=O)c1c3cc(cc1)C(=O)ON1C(=O)CCC1=O)Cl
• InChI: InChI=1S/C29H17Cl2NO11/c1-12(33)39-23-10-21-17(8-19(23)30)29(18-9-20(31)24(40-13(2)34)11-22(18)41-21)16-7-14(3-4-15(16)28(38)42-29)27(37)43-32-25(35)5-6-26(32)36/h3-4,7-11H,5-6H2,1-2H3
• InChIKey: KDFYPGVRLJRTEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 3',6'-bis(acetyloxy)-2',7'-dichloro-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 3',6'-bis(acetyloxy)-2',7'-dichloro-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
• Synonyms: 3',6'-Bis(acetyloxy)-2',7'-dichloro-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 1-[[[3',6'-Bis(acetyloxy)-2',7'-dichloro-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-yl]carbonyl]oxy]-2,5-pyrrolidinedione; 6-Carboxy-2',7'-dichlorofluorescein 3',6'-Diacetate Succinimidyl Ester

Database IDs

• CAS Number: 852299-81-1
• PubChem SID: 162257835
• PubChem CID: 45051705

CALCULATED PROPERTIES

• Acid pKa: 17.697289
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 4.1372533
• LogD (pH = 7.4): 4.1372533
• Log P: 4.1372533
• Molar Refractivity: 146.9427 cm^3
• Polarizability: 56.665054 Å^3
• Polar Surface Area: 151.81 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C177890

A substituted dichlorofluorescein compound used for identification of proteins and other species with emissive chelating label.

REFERENCES

• Tsien, R., et al.: J. Cell Biol., 94, 325 (1982)
• Outten, C., et al.: Science, 292, 2488 (1982)
• Woodroofe, C., et al.: Chem. Biol., 11, 1659 ( 2004),