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

• ChemBase ID: 169068
• Molecular Formular: C24H19NO8S2
• Molecular Mass: 513.53956
• Monoisotopic Mass: 513.05520857
• SMILES: c1(ccc2c(c1)Oc1c(C32c2c(C(=O)O3)cc(cc2)NC(=O)CCSS(=O)(=O)C)ccc(c1)O)O
• Canonical SMILES: O=C(Nc1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O)CCSS(=O)(=O)C
• InChI: InChI=1S/C24H19NO8S2/c1-35(30,31)34-9-8-22(28)25-13-2-5-17-16(10-13)23(29)33-24(17)18-6-3-14(26)11-20(18)32-21-12-15(27)4-7-19(21)24/h2-7,10-12,26-27H,8-9H2,1H3,(H,25,28)
• InChIKey: POOIBGNQWPPXKY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}-3-(methanesulfonylsulfanyl)propanamide
• IUPAC Traditional name: N-{3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl}-3-(methanesulfonylsulfanyl)propanamide
• Synonyms: Methanesulfonothioic Acid S-[3-[(3',6'-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-5-yl)amino]-3-oxopropyl] Ester; MTS-4-Fluorescein; 2-[(5-Fluoresceinyl)aminocarbonyl]ethyl Methanethiosulfonate

Database IDs

• CAS Number: 351330-42-2
• PubChem SID: 162263200
• PubChem CID: 71316796

CALCULATED PROPERTIES

• Acid pKa: 8.719008
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.9686656
• LogD (pH = 7.4): 2.948469
• Log P: 2.9689262
• Molar Refractivity: 131.7361 cm^3
• Polarizability: 50.362034 Å^3
• Polar Surface Area: 139.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 10mg in 250ul DMSO and add 50ml Water; DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: >165°C dec.

Safety Information

• Storage Condition: -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - F510000

A thiol specific fluorescent probe useful for ion channel and protein topology research. The recently available MTS-fluorophores may find application in the real-time monitoring of conformational changes, since fluorophores coupled to introduced cysteine

REFERENCES

• Mannuzzu, L.M., et al.: Science, 271, 213 (1996)
• Goulett, C.C., et al.: JBC, 273, 45, 30012 (1996)
• Adams, C.M., et al.: JBC, 273, 46, 30204 (1998)