3-octadecyl-2-[(1E)-3-[(2E)-3-octadecyl-2,3-dihydro-1,3-benzoxazol-2-ylidene]prop-1-en-1-yl]-1,3-benzoxazol-3-ium perchlorate

• ChemBase ID: 132495
• Molecular Formular: C53H85ClN2O6
• Molecular Mass: 881.7048
• Monoisotopic Mass: 880.60961613
• SMILES: CCCCCCCCCCCCCCCCCC[n+]1c2ccccc2oc1/C=C/C=c/1\n(c2ccccc2o1)CCCCCCCCCCCCCCCCCC.[O-][Cl](=O)(=O)=O
• Canonical SMILES: [O-][Cl](=O)(=O)=O.CCCCCCCCCCCCCCCCCC[n+]1c(/C=C/C=c\2/oc3c(n2CCCCCCCCCCCCCCCCCC)cccc3)oc2c1cccc2
• InChI: InChI=1S/C53H85N2O2.ClHO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-37-46-54-48-40-33-35-42-50(48)56-52(54)44-39-45-53-55(49-41-34-36-43-51(49)57-53)47-38-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;2-1(3,4)5/h33-36,39-45H,3-32,37-38,46-47H2,1-2H3;(H,2,3,4,5)/q+1;/p-1
• InChIKey: GFZPJHFJZGRWMQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-octadecyl-2-[(1E)-3-[(2E)-3-octadecyl-2,3-dihydro-1,3-benzoxazol-2-ylidene]prop-1-en-1-yl]-1,3-benzoxazol-3-ium perchlorate
• IUPAC Traditional name: 3-octadecyl-2-[(1E)-3-[(2E)-3-octadecyl-1,3-benzoxazol-2-ylidene]prop-1-en-1-yl]-1,3-benzoxazol-3-ium perchlorate
• Synonyms: ‘DiO’; DiOC18(3); 3,3′-Dioctadecyloxacarbocyanine perchlorate

Database IDs

• CAS Number: 34215-57-1
• MDL Number: MFCD00132951
• Beilstein Number: 4122771
• PubChem SID: 24893855; 162226772
• PubChem CID: 9962797

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 15.104022
• LogD (pH = 7.4): 15.104022
• Log P: 15.104022
• Molar Refractivity: 268.3471 cm^3
• Polarizability: 98.141136 Å^3
• Polar Surface Area: 29.49 Å^2
• Rotatable Bonds: 36
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 484 nm; λem 501 nm in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - D4292

Application
Fluorescent probe of lipid bilayer model membranes;1 fluorescent marker for living cells in culture.2