disodium 5-acetamido-2-[2-(4-isothiocyanato-2-sulfonatophenyl)ethenyl]benzene-1-sulfonate

• ChemBase ID: 102891
• Molecular Formular: C17H12N2Na2O7S3
• Molecular Mass: 498.46092
• Monoisotopic Mass: 497.9602023
• SMILES: [Na+].[Na+].CC(=O)Nc1cc(c(cc1)/C=C/c1ccc(cc1S(=O)(=O)[O-])N=C=S)S(=O)(=O)[O-]
• Canonical SMILES: S=C=Nc1ccc(c(c1)S(=O)(=O)[O-])/C=C/c1ccc(cc1S(=O)(=O)[O-])NC(=O)C.[Na+].[Na+]
• InChI: InChI=1S/C17H14N2O7S3.2Na/c1-11(20)19-15-7-5-13(17(9-15)29(24,25)26)3-2-12-4-6-14(18-10-27)8-16(12)28(21,22)23;;/h2-9H,1H3,(H,19,20)(H,21,22,23)(H,24,25,26);;/q;2*+1/p-2
• InChIKey: NPAWAMRXPHRVQY-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 5-acetamido-2-[2-(4-isothiocyanato-2-sulfonatophenyl)ethenyl]benzene-1-sulfonate; disodium 2-[(E)-2-(4-acetamido-2-sulfonatophenyl)ethenyl]-5-isothiocyanatobenzene-1-sulfonate
• IUPAC Traditional name: dipotassium 5-acetamido-2-[2-(4-isothiocyanato-2-sulfonatophenyl)ethenyl]benzenesulfonate; disodium 2-[(E)-2-(4-acetamido-2-sulfonatophenyl)ethenyl]-5-isothiocyanatobenzenesulfonate
• Synonyms: Lithium acetoacetate; ACETOACETIC ACID, LITHIUM SALT; Disodium 4-Acetamido-4'-isothiocyanatostilbene-2,2'-disulfonate; SITS; 4-Acetamido-4'-isothiocyanatostilbene-2,2'-disulfonic Acid, Sodium Salt

Database IDs

• CAS Number: 3483-11-2; 51023-76-8
• PubChem SID: 162091235
• PubChem CID: 5702774

CALCULATED PROPERTIES

• Acid pKa: -2.9663773
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -1.8179762
• LogD (pH = 7.4): -1.8183569
• Log P: 0.7800112
• Molar Refractivity: 112.4403 cm^3
• Polarizability: 43.16943 Å^3
• Polar Surface Area: 155.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Light Yellow Solid
• Melting Point: >300°C (dec.)

Safety Information

• Storage Condition: 0°C; -20°C Freezer

DETAILS

Toronto Research Chemicals - A158450

A fluorescent label for the specific and reversible labelling of the outer components of the plasma membrane. The reagent reacts with a fixed number of sites on the surface of cells concerned with anion permeation; does not pass through the osmotic barrie

REFERENCES

• Maddy., A.H.: Biochim. Biophys. Acta., 88, 390 (1964)
• Cabantchik, Z.I., et al.: J. Membrane Biol., 10, 311 (1964)
• Am. J. Physiol. 262, C803 (1964)
• J. Biol. Chem. 266, 13355 (1964)
• Ma, W., et al.: J. Pharmacol. Exp. Ther., 328, 409 (1964)