CHEBI:17514 - cyanide

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ChEBI Name cyanide
ChEBI ID CHEBI:17514
Definition A pseudohalide anion that is the conjugate base of hydrogen cyanide.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41780, CHEBI:3969, CHEBI:14038
Supplier Information eMolecules:494712
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In chemistry, cyanide (from Greek kyanos 'dark blue') is an inorganic chemical compound that contains a C≡N functional group. This group, known as the cyano group, consists of a carbon atom triple-bonded to a nitrogen atom. Ionic cyanides contain the cyanide anion −C≡N. This anion is extremely poisonous. Soluble cyanide salts such as sodium cyanide (NaCN), potassium cyanide (KCN) and tetraethylammonium cyanide ([(CH3CH2)4N]CN) are highly toxic. Covalent cyanides contain the −C≡N group, and are usually called nitriles if the group is linked by a single covalent bond to carbon atom. For example, in acetonitrile CH3−C≡N, the cyanide group is bonded to methyl −CH3. In tetracyanomethane C(−C≡N)4, four cyano groups are bonded to carbon. Although nitriles generally do not release cyanide ions, the cyanohydrins do and are thus toxic. The cyano group may be covalently bonded to atoms different than carbon, e.g., in cyanogen azide N3−C≡N, phosphorus tricyanide P(−C≡N)3 and trimethylsilyl cyanide (CH3)3Si−C≡N. Hydrogen cyanide, or H−C≡N, is a highly volatile toxic liquid that is produced on a large scale industrially. It is obtained by acidification of cyanide salts.
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Formula CN
Net Charge -1
Average Mass 26.01740
Monoisotopic Mass 26.00362
InChI InChI=1S/CN/c1-2/q-1
InChIKey XFXPMWWXUTWYJX-UHFFFAOYSA-N
SMILES [C-]#N
Roles Classification
Biological Role(s): EC 1.9.3.1 (cytochrome c oxidase) inhibitor
An EC 1.9.3.* (oxidoreductase acting on donor heme group, oxygen as acceptor) inhibitor that interferes with the action of cytochrome c oxidase (EC 1.9.3.1).
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ChEBI Ontology
Outgoing cyanide (CHEBI:17514) has role EC 1.9.3.1 (cytochrome c oxidase) inhibitor (CHEBI:38500)
cyanide (CHEBI:17514) is a pseudohalide anion (CHEBI:36828)
cyanide (CHEBI:17514) is conjugate base of hydrogen cyanide (CHEBI:18407)
cyanide (CHEBI:17514) is conjugate base of hydrogen isocyanide (CHEBI:36856)
Incoming cyanide salt (CHEBI:36572) has part cyanide (CHEBI:17514)
hydrogen cyanide (CHEBI:18407) is conjugate acid of cyanide (CHEBI:17514)
hydrogen isocyanide (CHEBI:36856) is conjugate acid of cyanide (CHEBI:17514)
IUPAC Names
cyanide
nitridocarbonate(1−)
Synonyms Sources
CN IUPAC
CN- KEGG COMPOUND
Cyanide KEGG COMPOUND
Cyanide ChEBI
CYANIDE ION PDBeChem
Prussiate KEGG COMPOUND
Zyanid ChEBI
Manual Xrefs Databases
C00177 KEGG COMPOUND
CPD-13584 MetaCyc
Cyanide Wikipedia
CYN PDBeChem
HMDB0002084 HMDB
View more database links
Registry Numbers Types Sources
1900509 Reaxys Registry Number Reaxys
57-12-5 CAS Registry Number KEGG COMPOUND
57-12-5 CAS Registry Number ChemIDplus
57-12-5 CAS Registry Number NIST Chemistry WebBook
89 Gmelin Registry Number Gmelin
Citations Waiting for Citations
Last Modified
15 January 2019