Common NameThiocyanate
DescriptionThiocyanate is analogous to the cyanate ion, [OCN]-, wherein oxygen is replaced by sulfur. [SCN]- is one of the pseudohalogens, due to the similarity of its reactions to that of halide ions. Thiocyanate was formerly known as rhodanide (from a Greek word for rose) because of the red color of its complexes with iron. Thiocyanates are typically colorless. Cyanide ions can react with cystine to yield thicocyanate. This reaction occurs to a slight extent even in neutral solution, but is more pronounced in alkaline solutions of cystine. In addition to this non-enzymatic route, cyanide produced in vivo can be converted in part to thiocyanate by sulfur transferase systems. The thiocyanate ion can be oxidized at acid pH by hydrogen peroxide to generate sulfate and cyanide. The reaction is catalyzed by hemoglobin acting as a peroxidase. Thiocyanate is analogous to the cyanate ion, [OCN]-, wherein oxygen is replaced by sulfur. [SCN]- is one of the pseudohalogens, due to the similarity of its reactions to that of halide ions. Thiocyanate was formerly known as rhodanide (from a Greek word for rose) because of the red color of its complexes with iron. Thiocyanates are typically colorless. Cyanide ions can react with cystine to yield thicocyanate. This reaction occurs to a slight extent even in neutral solution, but is more pronounced in alkaline solutions of cystine. In addition to this non-enzymatic route, cyanide produced in vivo can be converted in part to thiocyanate by sulfur transferase systems. The thiocyanate ion can be oxidized at acid pH by hydrogen peroxide to generate sulfate and cyanide. The reaction is catalyzed by hemoglobin acting as a peroxidase. A study shows that thiocyanate has a protective effect in lung in cystic fibrosis, and an anti-inflammatory effect in arterial endothelial cells, a neuronal cell line, and a pancreatic beta cell line (PMID: 19918082 ). Thiocyanate has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ).
Structure
Molecular FormulaCNS
Average Mass58.08200
Monoisotopic Mass57.97514
IUPAC Namecyanosulfanide
Traditional NameThiocyanate
CAS Registry Number0302-04-05
SMILESN#C[S-]
InChI IdentifierInChI=1S/CHNS/c2-1-3/h3H/p-1
InChI KeyZMZDMBWJUHKJPS-UHFFFAOYSA-M
CHEBI IDCHEBI:18022
HMDB IDHMDB0001453
Pathways
NameSMPDB/PathBank
Cysteine Metabolism
Beta-mercaptolactate-cysteine disulfiduria
Cystinosis, ocular nonnephropathic
StateSolid
Water Solubility4.15e+01 g/l
logP0.22
logS-0.26
pKa (Strongest Acidic)0.50
pKa (Strongest Basic)Not Available
Hydrogen Acceptor Count1
Hydrogen Donor Count0
Polar Surface Area23.79 Ų
Rotatable Bond Count0
Physiological Charge-1
Formal Charge-1
Refractivity16.09 m³·mol⁻¹
Polarizability4.75

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