N-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}-4-(methanesulfonylsulfanyl)butanamide

• ChemBase ID: 154095
• Molecular Formular: C25H21NO8S2
• Molecular Mass: 527.56614
• Monoisotopic Mass: 527.07085864
• SMILES: CS(=O)(=O)SCCCC(=O)Nc1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• Canonical SMILES: O=C(Nc1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O)CCCSS(=O)(=O)C
• InChI: InChI=1S/C25H21NO8S2/c1-36(31,32)35-10-2-3-23(29)26-14-4-7-18-17(11-14)24(30)34-25(18)19-8-5-15(27)12-21(19)33-22-13-16(28)6-9-20(22)25/h4-9,11-13,27-28H,2-3,10H2,1H3,(H,26,29)
• InChIKey: SWUYKQKSZGPAPW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}-4-(methanesulfonylsulfanyl)butanamide
• IUPAC Traditional name: N-{3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl}-4-(methanesulfonylsulfanyl)butanamide
• Synonyms: MTS-4-Fluorescein; 2-[(5-Fluoresceinyl)aminocarbonyl]ethyl methanthiosulfonate; MTS-4-Fluorescein; 2-[(5-Fluoresceinyl)-aminocarbonyl]-ethyl-methanthiosulfonat

Database IDs

• CAS Number: 351330-42-2
• MDL Number: MFCD01320402
• PubChem SID: 162248234
• PubChem CID: 71311789

CALCULATED PROPERTIES

• Acid pKa: 8.719009
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.2573268
• LogD (pH = 7.4): 3.2371302
• Log P: 3.2575874
• Molar Refractivity: 136.4911 cm^3
• Polarizability: 52.192993 Å^3
• Polar Surface Area: 139.23 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 492 nm; λem 516 nm in 0.1 M phosphate pH 7.0

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (TLC)
• Suitability: corresponds for coupling to thiols
• Empirical Formula (Hill Notation): C24H19NO8S2