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Human Metabolome Database Version 3.5

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Showing metabocard for Thiocyanate (HMDB01453)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:10:35 -0700
HMDB ID HMDB01453
Secondary Accession Numbers None
Metabolite Identification
Common Name Thiocyanate
Description 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.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
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 Formula CNS
Average Molecular Weight 58.082
Monoisotopic Molecular Weight 57.975144695
IUPAC Name cyanosulfanide
Traditional IUPAC Name thiocyanate
CAS Registry Number 302-04-5
SMILES [S-]C#N
InChI Identifier InChI=1S/CHNS/c2-1-3/h3H/p-1
InChI Key ZMZDMBWJUHKJPS-UHFFFAOYSA-M
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aliphatic Acyclic Compounds
Class Thiocyanates
Sub Class N/A
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Nitriles
  • a perthiol(Cyc)
  • pseudohalide anion(ChEBI)
  • sulfur molecular entity(ChEBI)
Substituents
  • N/A
Direct Parent Thiocyanates
Ontology
Status Detected and Quantified
Origin
  • Endogenous
Biofunction
  • Osmolyte, enzyme cofactor, signalling
Application Not Available
Cellular locations
  • Cytoplasm
  • Extracellular
  • Mitochondria
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 41.5 g/L ALOGPS
LogP 0.22 ALOGPS
LogP 0.51 ChemAxon
LogS -0.26 ALOGPS
pKa (strongest acidic) 0.5 ChemAxon
Hydrogen Acceptor Count 1 ChemAxon
Hydrogen Donor Count 0 ChemAxon
Polar Surface Area 23.79 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 16.09 ChemAxon
Polarizability 4.75 ChemAxon
Formal Charge -1 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Mitochondria
Biofluid Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Saliva
  • Urine
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Detected and Quantified
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30.7 +/- 28.8 uM Adult (>18 years old) Both Normal Not Available
Blood Detected and Quantified
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59.8 +/- 26.1 uM Adult (>18 years old) Both Normal Not Available
Cerebrospinal Fluid (CSF) Detected and Quantified
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27.6 (5.2-50.0) uM Adult (>18 years old) Both Normal Not Available
Saliva Detected and Quantified
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661 (293-1029) uM Adult (>18 years old) Both Normal Not Available
Urine Detected and Quantified
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4.61 (0.0 - 6.58) umol/mmol creatinine Adult (>18 years old) Both Normal Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB013883
KNApSAcK ID Not Available
Chemspider ID 8961 Link_out
KEGG Compound ID C01755 Link_out
BioCyc ID HSCN Link_out
BiGG ID 38336 Link_out
Wikipedia Link Thiocyanate Link_out
NuGOwiki Link HMDB01453 Link_out
Metagene Link HMDB01453 Link_out
METLIN ID Not Available
PubChem Compound 9322 Link_out
PDB ID SCN Link_out
ChEBI ID 18022 Link_out
References
Synthesis Reference Lang, Konrad. Thiocyanate formation in the animal body. II. Biochemische Zeitschrift (1933), 263 262-7.
Material Safety Data Sheet (MSDS) Download (PDF)
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 Link_out
Enzymes
Name: 3-mercaptopyruvate sulfurtransferase
Reactions:
  • 3-mercaptopyruvate + cyanide = pyruvate + thiocyanate [RN:R03106]
Gene Name: MPST
Uniprot ID: P25325 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Thiosulfate sulfurtransferase
Reactions:
  • thiosulfate + cyanide = sulfite + thiocyanate [RN:R01931]
Gene Name: TST
Uniprot ID: Q16762 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Thiosulfate sulfurtransferase/rhodanese-like domain-containing protein 1
Reactions:
    Gene Name: TSTD1
    Uniprot ID: Q8NFU3 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA