2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-isothiocyanatobenzoic acid

• ChemBase ID: 302145
• Molecular Formular: C21H11NO5S
• Molecular Mass: 389.38074
• Monoisotopic Mass: 389.03579346
• SMILES: c1cc(c(cc1N=C=S)C(=O)O)c1c2ccc(cc2oc2cc(=O)ccc12)O
• Canonical SMILES: S=C=Nc1ccc(c(c1)C(=O)O)c1c2ccc(=O)cc2oc2c1ccc(c2)O
• InChI: InChI=1S/C21H11NO5S/c23-12-2-5-15-18(8-12)27-19-9-13(24)3-6-16(19)20(15)14-4-1-11(22-10-28)7-17(14)21(25)26/h1-9,23H,(H,25,26)
• InChIKey: IRZWHILMNSFEAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-isothiocyanatobenzoic acid
• IUPAC Traditional name: 2-(3-hydroxy-6-oxoxanthen-9-yl)-5-isothiocyanatobenzoic acid
• Synonyms: Fluorescein isothiocyanate, isomer 1; 异硫氰酸荧光素, 异构体 1

Database IDs

• CAS Number: 3326-32-7
• EC Number: 222-042-0
• MDL Number: MFCD00005063
• Beilstein Number: 1407295

CALCULATED PROPERTIES

• Acid pKa: 3.4942129
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.7945629
• LogD (pH = 7.4): -0.6955897
• Log P: 3.605774
• Molar Refractivity: 120.4755 cm^3
• Polarizability: 40.07088 Å^3
• Polar Surface Area: 96.19 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >360°C

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: X
• Risk Statements: 42/43
• Safety Statements: 22-24-37-45
• TSCA Listed: 是
• GHS Pictograms: GHS08
• GHS Hazard statements: H334-H317
• GHS Precautionary statements: P260-P280G-P262-P309-P310

Product Information

• Purity: 95%

REFERENCES

• Reagent for fluorescent labelling of proteins: Anal. Biochem., 20, 178 (1968).