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2-(7-(3,3-Dimethyl-1-octadecylindolin-2-ylidene)hepta-1,3,5-trien-1-yl)-3,3-dimethyl-1-octadecyl-3H-indol-1-ium iodide

HCID 178342802
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Basic information

CAS
100068-60-8
Standard SMILES
CCCCCCCCCCCCCCCCCCN1C(=C/C=C/C=C/C=C/C2=[N+](CCCCCCCCCCCCCCCCCC)c3ccccc3C2(C)C)C(C)(C)c2ccccc21.[I-]
InChIKey
JLIOTPLALDYAEH-UHFFFAOYSA-M
Molecular formula
C63H101IN2
Average molar mass
1,013.4 g/mol
Monoisotopic mass
1,012.70095

Names & identifiers

Preferred name
2-(7-(3,3-Dimethyl-1-octadecylindolin-2-ylidene)hepta-1,3,5-trien-1-yl)-3,3-dimethyl-1-octadecyl-3H-indol-1-ium iodide
IUPAC
2-[(2E,4E,6E)-7-(3,3-dimethyl-1-octadecylindol-1-ium-2-yl)hepta-2,4,6-trienylidene]-3,3-dimethyl-1-octadecylindole iodide
English name
DiR'DiIC18(7) [1,1'-Dioctadecyl-3,3,3',3'-tetraMethylindotricarbocyanine iodide
Molecular formula
C63H101IN2
Molecular weight
1013.42

Names & synonyms

100068-60-82-(7-(3,3-Dimethyl-1-octadecylindolin-2-ylidene)hepta-1,3,5-trien-1-yl)-3,3-dimethyl-1-octadecyl-3H-indol-1-ium iodide2-((1E,3E,5E)-7-((E)-3,3-dimethyl-1-octadecylindolin-2-ylidene)hepta-1,3,5-trien-1-yl)-3,3-dimethyl-1-octadecyl-3H-indol-1-ium iodideDIRCy7 DiC18DiR' [DiIC18(7)]1,1'-DIOCTADECYL-3,3,3',3'-TETRAMETHYLINDOTRICARBOCYANINE IODIDE1,1'-DIOCTADECYL-3,3,3',3'-TETRAMETHYLINDOTRICARBOCYANINE IODIDEDiR/Cy7/18lipo Cy7(C18)2DiR'' [DiIC18(7)lipo Cy7-di C18
Show more names
DiR Membrane Staining Kit

Database identifiers

CAS
100068-60-8

Properties

Computed structural properties

Topological polar surface area
6.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
38
Heavy atoms
66
Formal charge
0
Complexity
1,260

Physicochemical properties

storage temp.
-20 °C · Amber Vial, -20°C Freezer, Under inert atmosphere
solubility
Methanol (Slightly, Heated), Water (Very Slightly, Heated, Sonicated)
form
Solid
color
Dark Blue to Very Dark Purple
Appearance
Blue paint solid
ex/em
750 · 750/784 nm (Ethanol)
ε(extinction coefficient)
252000 L⋅mol−1⋅cm−1 · 252000 L⋅mol−1⋅cm−1
Stability
Light Sensitive
InChIKey
JLIOTPLALDYAEH-UHFFFAOYSA-M
SMILES
C(N1C(C(C)(C)C2=CC=CC=C12)=CC=CC=CC=CC1C(C2=CC=CC=C2[N+]=1CCCCCCCCCCCCCCCCCC)(C)C)CCCCCCCCCCCCCCCCC.[I-]
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
261 · P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315-H319-H335
Precautionary statements
P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501

Chemistry & industry

Applications · 2 items

DescriptionDiR is a near-infrared fluorescent carbocyanine dye for cell membrane labeling in vivo and in vitro. DiR diffuses laterally to stain the entire cell, allowing it to be used as an anterograde and retrograde tracer of neurons. In intact tissue, the dye does not transfer from labeled to unlabeled cells, but some transfer may occur when the membrane is disrupted, for example, after sectioning. The dye is weakly fluorescent until incorporated into membranes. DiR can be used with other tracers in multi-color studies, such as DiI or DiO and for NIR imaging.

UsesFluorescent lipophilic tracer

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Compound notes

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PubChem CID
178342802
EC Number
144-876-3