4-{2-[6-(dibutylamino)naphthalen-2-yl]ethenyl}-1-(3-sulfonatopropyl)pyridin-1-ium

• ChemBase ID: 158626
• Molecular Formular: C28H36N2O3S
• Molecular Mass: 480.66204
• Monoisotopic Mass: 480.24466402
• SMILES: CCCCN(CCCC)c1ccc2cc(ccc2c1)/C=C/c1cc[n+](cc1)CCCS(=O)(=O)[O-]
• Canonical SMILES: CCCCN(c1ccc2c(c1)ccc(c2)/C=C/c1cc[n+](cc1)CCCS(=O)(=O)[O-])CCCC
• InChI: InChI=1S/C28H36N2O3S/c1-3-5-17-30(18-6-4-2)28-13-12-26-22-25(10-11-27(26)23-28)9-8-24-14-19-29(20-15-24)16-7-21-34(31,32)33/h8-15,19-20,22-23H,3-7,16-18,21H2,1-2H3
• InChIKey: HAPJROQJVSPKCJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[6-(dibutylamino)naphthalen-2-yl]ethenyl}-1-(3-sulfonatopropyl)pyridin-1-ium
• IUPAC Traditional name: 4-{2-[6-(dibutylamino)naphthalen-2-yl]ethenyl}-1-(3-sulfonatopropyl)pyridin-1-ium
• Synonyms: Di-4-ANEPPS; 4-(2-(6-(Dibutylamino)-2-naphthalenyl)ethenyl)-1-(3-sulfopropyl)pyridinium hydroxide inner salt

Database IDs

• CAS Number: 90134-00-2
• MDL Number: MFCD03453609
• PubChem SID: 162252762
• PubChem CID: 6438327

CALCULATED PROPERTIES

• Acid pKa: -1.5950716
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.052126147
• LogD (pH = 7.4): 0.77661395
• Log P: -2.23182
• Molar Refractivity: 142.5673 cm^3
• Polarizability: 56.274803 Å^3
• Polar Surface Area: 64.32 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble; DMSO: soluble; ethanol: soluble
• Apperance: orange to red solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (HPLC)
• Mol. Weight: mol wt 480.66
• Empirical Formula (Hill Notation): C28H36N2O3S

DETAILS

Sigma Aldrich - D8064

Biochem/physiol Actions
Membrane potential dye that responds to changes in membrane potential monitored by fluorescence excitation changes at 440 and 505 nm; correlated to changes in membrane potential of the cell.