3,6-bis(dimethylamino)-10-nonylacridin-10-ium bromide

• ChemBase ID: 156740
• Molecular Formular: C26H38BrN3
• Molecular Mass: 472.50402
• Monoisotopic Mass: 471.22491023
• SMILES: CCCCCCCCC[n+]1c2cc(ccc2cc2c1cc(cc2)N(C)C)N(C)C.[Br-]
• Canonical SMILES: CCCCCCCCC[n+]1c2cc(ccc2cc2c1cc(cc2)N(C)C)N(C)C.[Br-]
• InChI: InChI=1S/C26H38N3.BrH/c1-6-7-8-9-10-11-12-17-29-25-19-23(27(2)3)15-13-21(25)18-22-14-16-24(28(4)5)20-26(22)29;/h13-16,18-20H,6-12,17H2,1-5H3;1H/q+1;/p-1
• InChIKey: DRBHTUDHPPBMCD-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,6-bis(dimethylamino)-10-nonylacridin-10-ium bromide
• IUPAC Traditional name: 3,6-bis(dimethylamino)-10-nonylacridin-10-ium bromide
• Synonyms: 10-Nonylacridine orange bromide; 3,6-Bis(dimethylamino)-10-nonylacridinium bromide; Acridine Orange 10-nonyl bromide

Database IDs

• CAS Number: 75168-11-5
• MDL Number: MFCD00467605
• PubChem SID: 162250877
• PubChem CID: 2762576

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6118977
• LogD (pH = 7.4): 2.6127796
• Log P: 2.6127908
• Molar Refractivity: 128.4477 cm^3
• Polarizability: 51.047714 Å^3
• Polar Surface Area: 10.36 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; ethanol, DMSO: soluble; ethanol: soluble; methanol: soluble
• Melting Point: ≥250 °C(lit.)
• Fluorescence: λex 494 nm; λem 519 nm in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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

Product Information

• Purity: ≥90% (HPLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C26H38BrN3

DETAILS

Sigma Aldrich - 74395

Application
Metachromatic dye useful as a mitochondrial probe in living cells. This dye has been used to analyze mitochondria by flow cytometry, characterize multidrug resistance, and measure changes in mitochondrial mass during apoptosis in rat thymocytes.
Other Notes
Fluorescent probe for the in situ study of mitochondria1,2

Sigma Aldrich - A7847

Application
Metachromatic dye useful as a mitochondrial probe in living cells. This dye has been used to analyze mitochondria by flow cytometry, characterize multidrug resistance, and measure changes in mitochondrial mass during apoptosis in rat thymocytes.