2',7'-bis(2-carboxyethyl)-3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid

• ChemBase ID: 103056
• Molecular Formular: C27H20O11
• Molecular Mass: 520.4411
• Monoisotopic Mass: 520.10056146
• SMILES: OC(=O)CCc1cc2c(Oc3cc(O)c(CCC(=O)O)cc3C32OC(=O)c2c3ccc(c2)C(=O)O)cc1O
• Canonical SMILES: OC(=O)CCc1cc2c(cc1O)Oc1c(C32OC(=O)c2c3ccc(c2)C(=O)O)cc(c(c1)O)CCC(=O)O
• InChI: InChI=1S/C27H20O11/c28-19-10-21-17(8-12(19)2-5-23(30)31)27(16-4-1-14(25(34)35)7-15(16)26(36)38-27)18-9-13(3-6-24(32)33)20(29)11-22(18)37-21/h1,4,7-11,28-29H,2-3,5-6H2,(H,30,31)(H,32,33)(H,34,35)
• InChIKey: DPEZGLOXYHZHIE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2',7'-bis(2-carboxyethyl)-3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
• IUPAC Traditional name: 2',7'-bis(2-carboxyethyl)-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
• Synonyms: BCECF; 2',7'-bis-(CARBOXYETHYL) CARBOXYFLUORESCEIN

Database IDs

• CAS Number: 85138-49-4
• PubChem SID: 162090318
• PubChem CID: 9892881

CALCULATED PROPERTIES

• Acid pKa: 2.7094574
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -2.8116667
• LogD (pH = 7.4): -6.511945
• Log P: 3.7025597
• Molar Refractivity: 130.2935 cm^3
• Polarizability: 49.00258 Å^3
• Polar Surface Area: 187.89 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 2-8°C

DETAILS

MP Biomedicals - 02150471

Reported useful as fluorescent probe for the pH determination of intracellular fluid.

REFERENCES

• T.J. Rink, et al., J. Cell. Bio. , 95 : 189, (1982).