3-hexadecyl-2-{3-[(2Z)-3-hexadecyl-2,3-dihydro-1,3-benzoxazol-2-ylidene]prop-1-en-1-yl}-1,3-benzoxazol-3-ium iodide

• ChemBase ID: 167467
• Molecular Formular: C49H77IN2O2
• Molecular Mass: 853.05235
• Monoisotopic Mass: 852.50297771
• SMILES: c1ccc2c(c1)o/c(=C\C=C\c1oc3c([n+]1CCCCCCCCCCCCCCCC)cccc3)/n2CCCCCCCCCCCCCCCC.[I-]
• Canonical SMILES: CCCCCCCCCCCCCCCC[n+]1c(/C=C/C=c/2\oc3c(n2CCCCCCCCCCCCCCCC)cccc3)oc2c1cccc2.[I-]
• InChI: InChI=1S/C49H77N2O2.HI/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-33-42-50-44-36-29-31-38-46(44)52-48(50)40-35-41-49-51(45-37-30-32-39-47(45)53-49)43-34-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h29-32,35-41H,3-28,33-34,42-43H2,1-2H3;1H/q+1;/p-1
• InChIKey: ZOFWCHMONZQZON-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hexadecyl-2-{3-[(2Z)-3-hexadecyl-2,3-dihydro-1,3-benzoxazol-2-ylidene]prop-1-en-1-yl}-1,3-benzoxazol-3-ium iodide
• IUPAC Traditional name: 3-hexadecyl-2-{3-[(2Z)-3-hexadecyl-1,3-benzoxazol-2-ylidene]prop-1-en-1-yl}-1,3-benzoxazol-3-ium iodide
• Synonyms: 3-Hexadecyl-2-[3-(3-hexadecyl-2(3H)-benzoxazolylidene)-1-propen-1-yl]benzoxazolium Iodide; 3-Hexadecyl-2-[3-(3-hexadecyl-2(3H)-benzoxazolylidene)-1-propenyl]benzoxazolium, Iodide; 3,3'-Dihexadecylcyclocarbocyanine Iodide

Database IDs

• CAS Number: 102247-42-7
• PubChem SID: 162261600
• PubChem CID: 71316093

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 13.3257475
• LogD (pH = 7.4): 13.3257475
• Log P: 13.3257475
• Molar Refractivity: 249.9431 cm^3
• Polarizability: 90.75364 Å^3
• Polar Surface Area: 29.49 Å^2
• Rotatable Bonds: 32
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D446390

3,3’-Dihexadecylcyclocarbocyanine Iodide is a long-chain methine containing heterocyclic dye used for sorting of lipids and proteins in membrane curvature gradients.

REFERENCES

• Barni, E. et al.: J. Heterocyc. Chem., 23, 209 (1986)
• Tian, A. et al.: Biophys. J., 96, 2676 (1986)