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CCCP

CAT: 0013-GTR19167757-01Size: 1 ml x 10 mM (in DMSO)Dry Ice: NoHazardous: No
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CAT#:0013-GTR19167757-01Size:1 ml x 10 mM (in DMSO)
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
CCCP is a mitochondrial uncoupler that dissipates the proton gradient, inhibiting oxidative phosphorylation. It is widely used in vitro to study mitochondrial function, cellular metabolism, and innate immunity, as it also suppresses the STING-TBK1-IRF3 signaling pathway.
CAS Number
555-60-2
Product Name Alternative
CCCP, Apoptosis, Bacterial, Carbonyl Cyanide m-Chlorophenylhydrazone, Carbonyl cyanide 3-chlorophenylhydrazone, MPYS, IkB, IkB/IKK, IKK, IκB, inhibit, MitochondrialMetabolism, MITA, Mitochondrial Metabolism, ERIS, IFN-β, IFNAR, Inhibitor, Interferon-α/β receptor, Interferon-alpha/beta receptor, TBK1, Stimulator of Interferon Genes, STING, TMEM173
Field of Research
Cell Biology, Immunology & Inflammation, Infectious Disease & Virology, Metabolism Research, Neuroscience, Signal Transduction
Purity
97.15% (May vary between batches)
Solubility
Ethanol:5 mg/mL (24.44 mM) ; DMSO:252.5 mg/mL (1233.99 mM) ;10% DMSO+40% PEG300+5% Tween 80+45% Saline:6 mg/mL (29.32 mM)
Smiles
ClC1=CC=CC (N\N=C (/C#N) C#N) =C1
Molecular Formula
C9H5ClN4
Molecular Weight
204.62
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Carbonyl cyanide (m-chlorophenyl)hydrazone

CCCP is a member of the class of monochlorobenzenes that is benzene substituted by 2-(1,3-dinitrilopropan-2-ylidene)hydrazinyl and chloro groups at positions 1 and 3, respectively. It is a mitochondrial depolarizing agent that induces reactive oxygen species mediated cell death. It has a role as a geroprotector, an ionophore and an antibacterial agent. It is a nitrile, a hydrazone and a member of monochlorobenzenes. It is functionally related to a hydrazonomalononitrile.

CAS Number555-60-2
PubChem CID2603
IUPAC Name2-[(3-chlorophenyl)hydrazinylidene]propanedinitrile
Molecular FormulaC9H5ClN4
Molecular Weight204.61
XLogP3.4
Topological Polar Surface Area72
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count14
Formal Charge0
Complexity300
SMILES
C1=CC(=CC(=C1)Cl)NN=C(C#N)C#N
InChI
InChI=1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H
InChIKey
UGTJLJZQQFGTJD-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Carbonyl cyanide (m-chlorophenyl)hydrazone
CAS: 555-60-2
CID: 2603
Formula: C9H5ClN4
MW: 204.61
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight204.61
XLogP33.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass204.0202739
Monoisotopic Mass204.0202739
Topological Polar Surface Area72 Ų
Heavy Atom Count14
Formal Charge0
Complexity300
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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