3',6'-dihydroxy-6-isothiocyanato-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one

• ChemBase ID: 169051
• Molecular Formular: C21H11NO5S
• Molecular Mass: 389.38074
• Monoisotopic Mass: 389.03579346
• SMILES: c1(ccc2c(c1)Oc1c(C32c2c(C(=O)O3)ccc(c2)N=C=S)ccc(c1)O)O
• Canonical SMILES: S=C=Nc1ccc2c(c1)C1(OC2=O)c2ccc(cc2Oc2c1ccc(c2)O)O
• InChI: InChI=1S/C21H11NO5S/c23-12-2-5-15-18(8-12)26-19-9-13(24)3-6-16(19)21(15)17-7-11(22-10-28)1-4-14(17)20(25)27-21/h1-9,23-24H
• InChIKey: GTQFZXYECNSNNC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3',6'-dihydroxy-6-isothiocyanato-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one
• IUPAC Traditional name: fluorescein isothiocyanate
• Synonyms: FITC; Fluorescein 6-Isothiocyanate, Isomer 2, 95%

Database IDs

• CAS Number: 18861-78-4
• PubChem SID: 162263183
• PubChem CID: 2762652

CALCULATED PROPERTIES

• Acid pKa: 8.719012
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.901907
• LogD (pH = 7.4): 4.881711
• Log P: 4.9021683
• Molar Refractivity: 108.283 cm^3
• Polarizability: 40.097576 Å^3
• Polar Surface Area: 88.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone

DETAILS

Toronto Research Chemicals - F485705

Fluorescent labeling reagent for proteins. Used in the fluorescent antibody technique for rapid identification of pathogens.

REFERENCES

• Riggs, H.J.L., et al.: Amer. J. Pathol., 34, 1081 (1958)
• Mann, K.G. and Fish, W.W., Methods in Enz., 26, 28 (1958)