5-(1,3,2-dithiarsolan-2-yl)-2-[(1E)-3-[(2E)-5-(1,3,2-dithiarsolan-2-yl)-3,3-dimethyl-1-(4-sulfobutyl)-2,3-dihydro-1H-indol-2-ylidene]prop-1-en-1-yl]-3,3-dimethyl-1-(4-sulfonatobutyl)-3H-indol-1-ium

• ChemBase ID: 162283
• Molecular Formular: C35H46As2N2O6S6
• Molecular Mass: 932.98274
• Monoisotopic Mass: 932.0112052
• SMILES: c1c(ccc2c1C(/C(=C\C=C\C1=[N+](c3c(cc(cc3)[As]3SCCS3)C1(C)C)CCCCS(=O)(=O)[O-])/N2CCCCS(=O)(=O)O)(C)C)[As]1SCCS1
• Canonical SMILES: [O-]S(=O)(=O)CCCC[N+]1=C(/C=C/C=C\2/N(CCCCS(=O)(=O)O)c3c(C2(C)C)cc(cc3)[As]2SCCS2)C(c2c1ccc(c2)[As]1SCCS1)(C)C
• InChI: InChI=1S/C35H46As2N2O6S6/c1-34(2)28-24-26(36-46-18-19-47-36)12-14-30(28)38(16-5-7-22-50(40,41)42)32(34)10-9-11-33-35(3,4)29-25-27(37-48-20-21-49-37)13-15-31(29)39(33)17-6-8-23-51(43,44)45/h9-15,24-25H,5-8,16-23H2,1-4H3,(H-,40,41,42,43,44,45)
• InChIKey: UDHHTMYURAAYGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1,3,2-dithiarsolan-2-yl)-2-[(1E)-3-[(2E)-5-(1,3,2-dithiarsolan-2-yl)-3,3-dimethyl-1-(4-sulfobutyl)-2,3-dihydro-1H-indol-2-ylidene]prop-1-en-1-yl]-3,3-dimethyl-1-(4-sulfonatobutyl)-3H-indol-1-ium
• IUPAC Traditional name: 5-(1,3,2-dithiarsolan-2-yl)-2-[(1E)-3-[(2E)-5-(1,3,2-dithiarsolan-2-yl)-3,3-dimethyl-1-(4-sulfobutyl)indol-2-ylidene]prop-1-en-1-yl]-3,3-dimethyl-1-(4-sulfonatobutyl)indol-1-ium
• Synonyms: 5-(1,3,2-Dithiarsolan-2-yl)-2-[3-[5-(1,3,2-dithiarsolan-2-yl)-1,3-dihydro-3,3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]-1-propen-1-yl]-3,3-dimethyl-1-(4-sulfobutyl)-3H-indolium Inner Salt; AsCy3; Bis(dithiarsolanyl)-bis(sulfobutyl) Cyanine 3

Database IDs

• CAS Number: 946135-47-3
• PubChem SID: 162256418
• PubChem CID: 71314066

CALCULATED PROPERTIES

• Acid pKa: -1.0857058
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.789653
• LogD (pH = 7.4): 2.7895274
• Log P: 2.9421616
• Molar Refractivity: 225.9866 cm^3
• Polarizability: 90.18771 Å^3
• Polar Surface Area: 117.82 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B431900

A red Cy3-based biarsenical fluorescent probe targeted to a complementary binding peptide. AsCy3 has good photostability, low pH sensitivity, high absorbance, and good quantum yield. This new probe provides a FRET partner to biarsenical dye FlAsH, making

REFERENCES

• Cao, H., et al.: J. Am. Chem. Soc., 129, 8672 (2007)