2,5-dioxopyrrolidin-1-yl 6-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-ylformamido}hexanoate

• ChemBase ID: 169049
• Molecular Formular: C31H26N2O10
• Molecular Mass: 586.54554
• Monoisotopic Mass: 586.15874504
• SMILES: c1(cc2c(cc1)C1(c3c(O2)cc(cc3)O)c2c(cc(cc2)C(=O)NCCCCCC(=O)ON2C(=O)CCC2=O)C(=O)O1)O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCCCNC(=O)c1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• InChI: InChI=1S/C31H26N2O10/c34-18-6-9-22-24(15-18)41-25-16-19(35)7-10-23(25)31(22)21-8-5-17(14-20(21)30(40)42-31)29(39)32-13-3-1-2-4-28(38)43-33-26(36)11-12-27(33)37/h5-10,14-16,34-35H,1-4,11-13H2,(H,32,39)
• InChIKey: HLIXCCAGPHVPIS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 6-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-ylformamido}hexanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 6-{3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-ylformamido}hexanoate
• Synonyms: 6-[[(3',6'-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-5-yl)carbonyl]amino]hexanoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 5-SFX; N-[6-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-6-oxohexyl]-3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxamide; 6-(Fluorescein-5-carboxamido)hexanoic Acid Succinimidyl Ester

Database IDs

• CAS Number: 148356-00-7
• PubChem SID: 162263181
• PubChem CID: 12189204

CALCULATED PROPERTIES

• Acid pKa: 8.719011
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 3.2167783
• LogD (pH = 7.4): 3.1965818
• Log P: 3.217039
• Molar Refractivity: 150.49 cm^3
• Polarizability: 57.11516 Å^3
• Polar Surface Area: 168.77 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F485470

6-(Fluorescein-5-carboxamido)hexanoic Acid Succinimidyl Ester is used as a fluorescent diagnostic agent in the analysis of amyloid-β peptides in cerebrospinal fluid samples.

REFERENCES

• Verpillot, R. et al.: Anal. Chem., 83, 1696 (2011)
• Craig, D.B. et al.: Electrophoresis, 19, 2175 (2011)