Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-02-09 00:10:35 UTC
HMDB IDHMDB01453
Secondary Accession NumbersNone
Metabolite Identification
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.
Structure
Thumb
Synonyms
  1. Rhodanide
  2. SCN
  3. Ammonium rhodanate
  4. Ammonium rhodanide
  5. Ammonium sulfocyanate
  6. HSCN
  7. Hydrogen thiocyanate
  8. Nitridosulfanidocarbon
  9. Rhodanid
  10. Silver thiocyanate agscn
  11. Thallium thiocyanate
  12. Thiocyanate ion
  13. Thiocyanic acid
  14. Thiocyanid
  15. Weedazol TL
Chemical FormulaCNS
Average Molecular Weight58.082
Monoisotopic Molecular Weight57.975144695
IUPAC Namecyanosulfanide
Traditional IUPAC Namethiocyanate
CAS Registry Number302-04-5
SMILES
[S-]C#N
InChI Identifier
InChI=1S/CHNS/c2-1-3/h3H/p-1
InChI KeyZMZDMBWJUHKJPS-UHFFFAOYSA-M
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAliphatic Acyclic Compounds
ClassThiocyanates
Sub ClassN/A
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Nitriles
  • a perthiol(Cyc)
  • pseudohalide anion(ChEBI)
  • sulfur molecular entity(ChEBI)
Substituents
  • N/A
Direct ParentThiocyanates
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
Biofunction
  • Osmolyte, enzyme cofactor, signalling
ApplicationNot Available
Cellular locations
  • Cytoplasm
  • Extracellular
  • Mitochondria
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility41.5 g/LALOGPS
logP0.22ALOGPS
logP0.51ChemAxon
logS-0.26ALOGPS
pKa (strongest acidic)0.5ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count1ChemAxon
hydrogen donor count0ChemAxon
polar surface area23.79ChemAxon
rotatable bond count0ChemAxon
refractivity16.09ChemAxon
polarizability4.75ChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Mitochondria
Biofluid Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Saliva
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReference
BloodDetected and Quantified30.7 +/- 28.8 uMAdult (>18 years old)BothNormal
  • Geigy Scient...
BloodDetected and Quantified59.8 +/- 26.1 uMAdult (>18 years old)BothNormal
  • Geigy Scient...
Cerebrospinal Fluid (CSF)Detected and Quantified27.6 (5.2-50.0) uMAdult (>18 years old)BothNormal
  • Geigy Scient...
SalivaDetected and Quantified661 (293-1029) uMAdult (>18 years old)BothNormal
UrineDetected and Quantified4.61 (0.0 - 6.58) umol/mmol creatinineAdult (>18 years old)BothNormal
  • Geigy Scient...
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB013883
KNApSAcK IDNot Available
Chemspider ID8961
KEGG Compound IDC01755
BioCyc IDHSCN
BiGG ID38336
Wikipedia LinkThiocyanate
NuGOwiki LinkHMDB01453
Metagene LinkHMDB01453
METLIN IDNot Available
PubChem Compound9322
PDB IDSCN
ChEBI ID18022
References
Synthesis ReferenceLang, Konrad. Thiocyanate formation in the animal body. II. Biochemische Zeitschrift (1933), 263 262-7.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Paul BD, Smith ML: Cyanide and thiocyanate in human saliva by gas chromatography-mass spectrometry. J Anal Toxicol. 2006 Oct;30(8):511-5. Pubmed: 17132244

Enzymes

Gene Name:
MPST
Uniprot ID:
P25325
Reactions
3-Mercaptopyruvic acid + Hydrogen cyanide unknown Pyruvic acid + Thiocyanatedetails
Thiosulfate + Hydrogen cyanide unknown Sulfurous acid + Thiocyanatedetails
Gene Name:
TST
Uniprot ID:
Q16762
Reactions
Thiosulfate + Hydrogen cyanide unknown Sulfurous acid + Thiocyanatedetails
Hydrogen cyanide + 3-Mercaptopyruvic acid unknown Thiocyanate + Pyruvic aciddetails