1-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-yl}-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 169052
• Molecular Formular: C24H13NO7
• Molecular Mass: 427.36252
• Monoisotopic Mass: 427.06920176
• SMILES: c1(ccc2c(c1)Oc1c(C32c2c(C(=O)O3)ccc(c2)N2C(=O)C=CC2=O)ccc(c1)O)O
• Canonical SMILES: Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3cc(cc2)N2C(=O)C=CC2=O)ccc(c1)O
• InChI: InChI=1S/C24H13NO7/c26-13-2-5-16-19(10-13)31-20-11-14(27)3-6-17(20)24(16)18-9-12(1-4-15(18)23(30)32-24)25-21(28)7-8-22(25)29/h1-11,26-27H
• InChIKey: PYXSQLGBIDYSMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-yl}-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-{3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-yl}pyrrole-2,5-dione
• Synonyms: 1-(3',6'-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-yl)-1H-pyrrole-2,5-dione; Fluorescein 6-Maleimide

Database IDs

• CAS Number: 161598-40-9
• PubChem SID: 162263184
• PubChem CID: 15706036

CALCULATED PROPERTIES

• Acid pKa: 8.719012
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.1525671
• LogD (pH = 7.4): 3.1323714
• Log P: 3.1528287
• Molar Refractivity: 113.1878 cm^3
• Polarizability: 42.116318 Å^3
• Polar Surface Area: 113.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Orange Crystals

DETAILS

Toronto Research Chemicals - F489530

Fluorescent labeling reagent for proteins and peptides.

REFERENCES

• Vives, E. and Lebleu, B. : Tetrahedron Letters, 44, 5389 (2003)