1-(3-hydroxypropyl)-2-[(1E,3E)-5-[(2E)-1-(3-hydroxypropyl)-3,3-dimethyl-2,3-dihydro-1H-indol-2-ylidene]penta-1,3-dien-1-yl]-3,3-dimethyl-3H-indol-1-ium chloride

• ChemBase ID: 167698
• Molecular Formular: C31H39ClN2O2
• Molecular Mass: 507.10656
• Monoisotopic Mass: 506.27000618
• SMILES: c1ccc2c(c1)N(/C(=C/C=C/C=C/C1=[N+](c3c(C1(C)C)cccc3)CCCO)/C2(C)C)CCCO.[Cl-]
• Canonical SMILES: OCCCN1c2ccccc2C(/C/1=C\C=C\C=C\C1=[N+](CCCO)c2c(C1(C)C)cccc2)(C)C.[Cl-]
• InChI: InChI=1S/C31H39N2O2.ClH/c1-30(2)24-14-8-10-16-26(24)32(20-12-22-34)28(30)18-6-5-7-19-29-31(3,4)25-15-9-11-17-27(25)33(29)21-13-23-35;/h5-11,14-19,34-35H,12-13,20-23H2,1-4H3;1H/q+1;/p-1
• InChIKey: INUGOFIAXJGYBN-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-hydroxypropyl)-2-[(1E,3E)-5-[(2E)-1-(3-hydroxypropyl)-3,3-dimethyl-2,3-dihydro-1H-indol-2-ylidene]penta-1,3-dien-1-yl]-3,3-dimethyl-3H-indol-1-ium chloride
• IUPAC Traditional name: 1-(3-hydroxypropyl)-2-[(1E,3E)-5-[(2E)-1-(3-hydroxypropyl)-3,3-dimethylindol-2-ylidene]penta-1,3-dien-1-yl]-3,3-dimethylindol-1-ium chloride
• Synonyms: 2-[5-[1,3-Dihydro-1-(3-hydroxypropyl)-3,3-dimethyl-2H-indol-2-ylidene]-1,3-pentadien-1-yl]-1-(3-hydroxypropyl)-3,3-dimethyl-3H-indolium Chloride

Database IDs

• CAS Number: 182873-72-9
• PubChem SID: 162261831
• PubChem CID: 71316189

CALCULATED PROPERTIES

• Acid pKa: 15.557367
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.2965903
• LogD (pH = 7.4): 2.2968726
• Log P: 2.2968762
• Molar Refractivity: 161.8303 cm^3
• Polarizability: 56.12445 Å^3
• Polar Surface Area: 46.71 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D449460

A Cy5 derivative (cyanine dye) used as a label in quantitative DNA analysis.

REFERENCES

• Faulds, K. et al.: Anal. Chem., 76, 412 (2004)