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79955-27-4 molecular structure
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3',6'-bis(acetyloxy)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid

ChemBase ID: 130825
Molecular Formular: C25H16O9
Molecular Mass: 460.38914
Monoisotopic Mass: 460.07943209
SMILES and InChIs

SMILES:
CC(=O)Oc1ccc2c(c1)Oc1cc(ccc1C12c2ccc(cc2C(=O)O1)C(=O)O)OC(=O)C
Canonical SMILES:
CC(=O)Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3ccc(c2)C(=O)O)ccc(c1)OC(=O)C
InChI:
InChI=1S/C25H16O9/c1-12(26)31-15-4-7-19-21(10-15)33-22-11-16(32-13(2)27)5-8-20(22)25(19)18-6-3-14(23(28)29)9-17(18)24(30)34-25/h3-11H,1-2H3,(H,28,29)
InChIKey:
WPUZGNPQMIWOHE-UHFFFAOYSA-N

Cite this record

CBID:130825 http://www.chembase.cn/molecule-130825.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
3',6'-bis(acetyloxy)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
IUPAC Traditional name
3',6'-bis(acetyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
Synonyms
3',6'-Bis(acetyloxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic Acid
5-Carboxyfluorescein Diacetate
5-CFDA
5-Carboxy-di-O-acetylfluorescein
5-Carboxyfluorescein diacetate
CAS Number
79955-27-4
MDL Number
MFCD00036872
Beilstein Number
68265
PubChem SID
24892738
162225103
24873962
PubChem CID
133314

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 133314 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.8326921  H Acceptors
H Donor LogD (pH = 5.5) 1.6889514 
LogD (pH = 7.4) 0.112514965  Log P 3.3595784 
Molar Refractivity 116.7793 cm3 Polarizability 44.47819 Å3
Polar Surface Area 125.43 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: soluble expand Show data source
Fluorescence
λex 492 nm; λem 517 nm in 0.1 M Tris pH 8.0 (after cleavage by esterase)(lit.) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges expand Show data source
Storage Temperature
-20°C expand Show data source
2-8°C expand Show data source
Purity
~95% (HPLC) expand Show data source
≥95.0% (HPLC) expand Show data source
Grade
for fluorescence expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C25H16O9 expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - C178345 external link
5-Carboxyfluorescein diacetate is used in the synthesis of Rhodamines.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Hug, H., et al.: Biochemistry, 38, 13906 (1999)
  • • Shibata, A., et al.: Bioorg. Med. Chem. Lett., 18, 2246 (1999)
  • • Puliti, D., et al.: Bioorg. Med. Chem., 19, 1023 (1999)
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PATENTS

PATENTS

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INTERNET

INTERNET

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