Chemical substance record

CCCP

555-60-2C₉H₅ClN₄204.62 g/mol

Organic/Inorganic Small MoleculeChEBI source record

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. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	555-60-2	ChEBI ↗
Molecular formula	C₉H₅ClN₄	ChEBI ↗
Molar mass	204.62 g/mol	ChEBI ↗
Monoisotopic mass	204.02027 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:3259	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	204.61 g/mol	PubChem ↗
Exact mass	204.0202739 Da	PubChem ↗
Computed XLogP	3.4	PubChem ↗
Topological polar surface area (Å²)	72	PubChem ↗
H-bond donors	1	PubChem ↗
H-bond acceptors	4	PubChem ↗
Rotatable bonds	2	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

CCCP

IUPAC name

N'-(3-chlorophenyl)carbonohydrazonoyl dicyanide

InChIKey

UGTJLJZQQFGTJD-UHFFFAOYSA-N

SMILES

N#CC(C#N)=NNc1cccc(Cl)c1

InChI

InChI=1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H

Names & synonyms

N'-(3-chlorophenyl)carbonohydrazonoyl dicyanide

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

nitrileChEBI parent class · 18379 ↗hydrazoneChEBI parent class · 38532 ↗monochlorobenzenesChEBI parent class · 83403 ↗

organochlorine compound organic molecular entity

Roles recorded in ChEBI

geroprotectorionophoreantibacterial agent

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00488711 mol

Uses 204.62 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 9 atoms

52.83%

N

Nitrogen · 4 atoms

27.38%

Cl

Chlorine · 1 atom

17.33%

H

Hydrogen · 5 atoms

2.46%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

C. elegans longevity pathways converge to decrease mitochondrial membrane potential. ↗Mechanisms of ageing and development · 2009 Jul · PMID 19442682

Effect of carbonyl cyanide 3-chlorophenylhydrazone (CCCP) on killing Acinetobacter baumannii by colistin. ↗Journal of microbiology (Seoul, Korea) · 2015 Jan · PMID 25557480

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:3259

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 2603 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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