(2Z)-3-hexyl-2-[3-(3-hexyl-1,3-benzoxazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzoxazole iodide
Basic information
- CAS
53213-82-4- Standard SMILES
CCCCCCN1/C(=C/C=Cc2oc3ccccc3[n+]2CCCCCC)Oc2ccccc21.[I-]- InChIKey
XVLXYDXJEKLXHN-UHFFFAOYSA-M- Molecular formula
- C29H37IN2O2
- Average molar mass
- 572.5 g/mol
- Monoisotopic mass
- 572.18998
Overview
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Names & identifiers
- Preferred name
- (2Z)-3-hexyl-2-[3-(3-hexyl-1,3-benzoxazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzoxazole iodide
- IUPAC
- (2Z)-3-hexyl-2-[3-(3-hexyl-1,3-benzoxazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzoxazole iodide
- English name
- 3,3'-DIHEXYLOXACARBOCYANINE IODIDE
- Molecular formula
- C29H37IN2O2
- Molecular weight
- 572.53
Names & synonyms
DIOC6(3)D273NK 2280DiOC6(3) iodide3,3'-DIHEXYLOXACARBO3' - Dihexyloxacarbocyanine iodide3,30-dihexyloxacarbocyanine iodide3,3'-Dihexyloxacarbocyanine iodide3,3'-Dihexyloxacarbocyanine iodide3,3-DIHEXYLOXACARBOCYANINE IODIDE 98%
Database identifiers
- CAS
53213-82-4- PubChem CID
- 74764656
Properties
Computed structural properties
- Topological polar surface area
- 29.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 12
- Heavy atoms
- 34
- Formal charge
- 0
- Complexity
- 581
Physicochemical properties
- Melting point
- 219 · 219-221 °C(lit.)
- Density
- 1.2837 · 1.2837 (estimate)
- storage temp.
- room temp
- solubility
- Soluble in ethanol, methanol, dimethyl sulfoxide
- form
- Powder
- color
- Red
- Appearance
- Orange yellow solid
- ex/em
- 484 · 484/501 nm (MeOH)
- ε(extinction coefficient)
- 120000 at · ≥120000 at 483-488nm in methanol at 0.01g/L
- Sensitive
- Light Sensitive
- λmax
- 484 nm · 484 nm
- BRN
- 9312562 · 9312562
- Biological Applications
- 3 · Detecting mitochondrial membrane potential,3,10–16,47,nucleic acid hybridization,prostate cancer,germination Bacillus anthracis spores; apoptosis assays; diagnostic assays; in photodynamic therapy; treating malaria,leishmaniasis,t
- Major Application
- diagnostic assay manufacturinghematologyhistology
- InChIKey
- XVLXYDXJEKLXHN-UHFFFAOYSA-M
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 8
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DM5285250
- hs_code
- 29269095
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Description3,3'-Dihexyloxacarbocyanine is a cell-permeable green fluorescent dye that is used as a membrane potential probe. At high concentrations, 3,3'-Dihexyloxacarbocyanine accumulates in the endoplasmic reticulum (ER) and has been used to visualize ER in moss, yeast, and muscle cells. At low concentrations, it accumulates in mitochondria and has been used to assess mitochondrial dislocations, fusion, and fission in living cells, as well as to visualize cellular apoptosis.
UsesEndoplasmic Reticulum-Tracker dye is a cell-permeant, live-cell stain that is highly selective for the ER. This dye rarely stain mitochondria, unlike the conventional ER stain DiOC6(3) and staining at low concentrations does not appear to be toxic to cell
Related reactions
0 records
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Compound notes
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