2,5-dioxopyrrolidin-1-yl 3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylate

• ChemBase ID: 163747
• Molecular Formular: C25H15NO9
• Molecular Mass: 473.3879
• Monoisotopic Mass: 473.07468107
• SMILES: O1c2c(C3(c4c1cc(cc4)O)c1c(C(=O)O3)cc(cc1)C(=O)ON1C(=O)CCC1=O)ccc(c2)O
• Canonical SMILES: Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3ccc(c2)C(=O)ON2C(=O)CCC2=O)ccc(c1)O
• InChI: InChI=1S/C25H15NO9/c27-13-2-5-17-19(10-13)33-20-11-14(28)3-6-18(20)25(17)16-4-1-12(9-15(16)24(32)34-25)23(31)35-26-21(29)7-8-22(26)30/h1-6,9-11,27-28H,7-8H2
• InChIKey: GECIDMICWWDIBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylate
• Synonyms: 5-Carboxyfluorescein-NHS; 5-Carboxyfluorescein-N-succinimidyl Ester; 1-[[3’,6’-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9’-[9H]xanthen]-5-yl)carbonyl]oxy]-2,5-pyrrolidinedione; 5-Carboxyfluorescein-N-hydroxysuccinimide Ester

Database IDs

• CAS Number: 92557-80-7
• PubChem SID: 162257882
• PubChem CID: 2762599

CALCULATED PROPERTIES

• Acid pKa: 8.719013
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.1072505
• LogD (pH = 7.4): 3.087054
• Log P: 3.107511
• Molar Refractivity: 119.0301 cm^3
• Polarizability: 45.040344 Å^3
• Polar Surface Area: 139.67 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow to Orange Solid
• Melting Point: >300°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C178350

It is one of the most popular green fluorescent reagent used for labelling peptides, proteins and nucleotides.