2-{2-[4-(dimethylamino)phenyl]ethenyl}-1-ethylpyridin-1-ium iodide

• ChemBase ID: 155697
• Molecular Formular: C17H21IN2
• Molecular Mass: 380.26651
• Monoisotopic Mass: 380.07494668
• SMILES: CC[n+]1ccccc1/C=C/c1ccc(cc1)N(C)C.[I-]
• Canonical SMILES: CC[n+]1ccccc1/C=C/c1ccc(cc1)N(C)C.[I-]
• InChI: InChI=1S/C17H21N2.HI/c1-4-19-14-6-5-7-17(19)13-10-15-8-11-16(12-9-15)18(2)3;/h5-14H,4H2,1-3H3;1H/q+1;/p-1
• InChIKey: AMAXNNVXIBDEMV-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[4-(dimethylamino)phenyl]ethenyl}-1-ethylpyridin-1-ium iodide
• IUPAC Traditional name: daspei iodide
• Synonyms: DASPEI; 2-[4-(Dimethylamino)styryl]-1-ethylpyridinium iodide

Database IDs

• CAS Number: 3785-01-1
• EC Number: 223-248-3
• MDL Number: MFCD00011994
• Beilstein Number: 3783243
• PubChem SID: 162249835
• PubChem CID: 5713123

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.6811226
• LogD (pH = 7.4): -0.6161843
• Log P: -0.6152902
• Molar Refractivity: 84.4909 cm^3
• Polarizability: 31.364395 Å^3
• Polar Surface Area: 7.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; methanol: soluble
• Apperance: red solid
• Melting Point: 267 °C (dec.)(lit.)
• Fluorescence: λex 482 nm; λem 587 nm in methanol

Safety Information

• RTECS: UU3971000
• 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: ≥95.0% (HPLC); ≥99% (HPLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C17H21IN2

DETAILS

Sigma Aldrich - D0815

Biochem/physiol Actions
Suitable as a mitochondrial stain in live cells.

Sigma Aldrich - 06242

Application
DASPEI can be used for staining mitochondria in live cells. This dye has a large fluorescence Stokes shift and is taken up relatively slowly as a function of membrane potential.
Biochem/physiol Actions
Suitable as a mitochondrial stain in live cells.
Other Notes
Staining of mitochondria in live cells1,2; uptake of dye by phospholipid vesicles3