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

• ChemBase ID: 158625
• Molecular Formular: C36H52N2O3S
• Molecular Mass: 592.87468
• Monoisotopic Mass: 592.36986453
• SMILES: CCCCCCCCN(CCCCCCCC)c1ccc2cc(ccc2c1)/C=C/c1cc[n+](cc1)CCCS(=O)(=O)[O-]
• Canonical SMILES: CCCCCCCCN(c1ccc2c(c1)ccc(c2)/C=C/c1cc[n+](cc1)CCCS(=O)(=O)[O-])CCCCCCCC
• InChI: InChI=1S/C36H52N2O3S/c1-3-5-7-9-11-13-25-38(26-14-12-10-8-6-4-2)36-21-20-34-30-33(18-19-35(34)31-36)17-16-32-22-27-37(28-23-32)24-15-29-42(39,40)41/h16-23,27-28,30-31H,3-15,24-26,29H2,1-2H3
• InChIKey: IXFSUSNUALIXLU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[6-(dioctylamino)naphthalen-2-yl]ethenyl}-1-(3-sulfonatopropyl)pyridin-1-ium
• IUPAC Traditional name: 4-{2-[6-(dioctylamino)naphthalen-2-yl]ethenyl}-1-(3-sulfonatopropyl)pyridin-1-ium
• Synonyms: Di-8-ANEPPS; 4-(2-[6-(Dioctylamino)-2-naphthalenyl]ethenyl)-1-(3-sulfopropyl)pyridinium inner salt

Database IDs

• CAS Number: 157134-53-7
• MDL Number: MFCD03453608
• PubChem SID: 162252761
• PubChem CID: 6508718

CALCULATED PROPERTIES

• Acid pKa: -1.5950716
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.6099362
• LogD (pH = 7.4): 4.333248
• Log P: 1.324843
• Molar Refractivity: 179.3753 cm^3
• Polarizability: 71.04184 Å^3
• Polar Surface Area: 64.32 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 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 592.88
• Empirical Formula (Hill Notation): C36H52N2O3S

DETAILS

Sigma Aldrich - D1065

Biochem/physiol Actions
Fast-responding membrane potential dye.
Linkage
More suitable for long-term membrane potential studies than di-4-ANEPPS (Cat. No. D8064) because of better retention in the outer leaflet of plasma membranes.