trisodium 7-isothiocyanatopyrene-1,3,6-trisulfonate

• ChemBase ID: 171989
• Molecular Formular: C17H6NNa3O9S4
• Molecular Mass: 565.46015
• Monoisotopic Mass: 564.86184762
• SMILES: c1(cc(c2c3c1ccc1c3c(cc2)c(c(c1)N=C=S)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+]
• Canonical SMILES: S=C=Nc1cc2ccc3c4c2c(c1S(=O)(=O)[O-])ccc4c(cc3S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C17H9NO9S4.3Na/c19-29(20,21)13-6-14(30(22,23)24)10-3-4-11-15-8(1-2-9(13)16(10)15)5-12(18-7-28)17(11)31(25,26)27;;;/h1-6H,(H,19,20,21)(H,22,23,24)(H,25,26,27);;;/q;3*+1/p-3
• InChIKey: PPYRUTCAXXPJMK-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium 7-isothiocyanatopyrene-1,3,6-trisulfonate
• IUPAC Traditional name: trisodium 7-isothiocyanatopyrene-1,3,6-trisulfonate
• Synonyms: 7-Isothiocyanato-1,3,6-pyrenetrisulfonic Acid Sodium Salt; Trisodium 8-Isothiocyanatopyrene-1,3,6-trisulfonate; 8-Isothiocyanatopyrene-1,3,6-trisulfonic Acid Trisodium Salt

Database IDs

• CAS Number: 51987-57-6
• PubChem SID: 164227899
• PubChem CID: 71749640

CALCULATED PROPERTIES

• Acid pKa: -3.3325698
• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): -4.2806387
• LogD (pH = 7.4): -4.2807226
• Log P: -1.8701323
• Molar Refractivity: 112.2879 cm^3
• Polarizability: 48.603962 Å^3
• Polar Surface Area: 183.96 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I905600

ε-Labeling of peptides. Complete automatic sequence analysis of peptides may be achieved using aromatic isothiocyanate derivatives containing sulfonic acid groups to label the ε-amino groups of lysine residues. Lysine fluorescence label isothiocyanate.

REFERENCES

• Chadwick., et al.: Nature, 186, 239 (1960)
• Knopp, J., et al.: J. Biol. Chem., 242, 1353 (1960)
• Laursen, R.A., et al.: Eur. J. Biochem., 20, 89 (1960)