Hydrogen cyanide (PAMDB001639)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB001639
Identification
Name: Hydrogen cyanide
Description:HCN is formed in interstellar clouds through one of two major pathways: via a neutral-neutral reaction (CH2 + N <=> HCN + H) and via dissociative recombination (HCNH+ + e- <=> HCN + H). The dissociative recombination pathway is dominant by 30%; however, the HCNH+ must be in its linear form. Dissociative recombination with its structural isomer, H2NC+ produces hydrogen isocyanide (HNC), exclusively.; HCN is produced on an industrial scale and is a highly valuable precursor to many chemical compounds ranging from polymers to pharmaceuticals.; Hydrogen cyanide (with the historical common name of Prussic acid) is an inorganic compound with chemical formula HCN. It is a colorless, extremely poisonous liquid that boils slightly above room temperature at 26
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • AC
  • Acide cyanhydrique
  • Acido cianidrico
  • Aero Liquid HCN
  • Agent AC
  • Blausaeure
  • Blausaeure (German)
  • Blausaure
  • Blauwzuur
  • Carbon hydride nitride
  • Carbon hydride nitride (CHN)
  • Cn-, cyano
  • Cyaanwaterstof
  • Cyanide
  • Cyanwasserstoff
  • Cyclon
  • Cyclone B
  • Cyjanowodor
  • Evercyn
  • Formic anammonide
  • Formonitrile
  • HCN
  • Hydridonitridocarbon
  • Hydrocyanate
  • Hydrocyanic acid
  • Hydrogen cyanide
  • Hydrogen(nitridocarbonate)
  • Hydrogen(nitridocarbonic acid)
  • Methanenitrile
  • Nitrilomethane
  • Prussate
  • Prussate, unstabilized
  • Prussic Acid
  • Prussic acid, unstabilized
  • Zaclondiscoids
  • Zootate
  • Zootic acid
  • [CHN]
Chemical Formula: CHN
Average Molecular Weight: 27.0253
Monoisotopic Molecular Weight: 27.010899037
InChI Key: LELOWRISYMNNSU-UHFFFAOYSA-N
InChI:InChI=1S/CHN/c1-2/h1H
CAS number: 74-90-8
IUPAC Name:formonitrile
Traditional IUPAC Name: hydrogen cyanide
SMILES:C#N
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as nitriles. These are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N.
Kingdom Organic compounds
Super ClassOrganonitrogen compounds
Class Nitriles
Sub ClassNot Available
Direct Parent Nitriles
Alternative Parents
Substituents
  • Carbonitrile
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
Physical Properties
State: Liquid
Charge:0
Melting point: -13.4 °C
Experimental Properties:
PropertyValueSource
Water Solubility:1000 mg/mL at 25 deg CPhysProp
LogP:-0.25PhysProp
Predicted Properties
PropertyValueSource
Water Solubility3.26 mg/mLALOGPS
logP-0.65ALOGPS
logP-0.35ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)9.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area23.79 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity7.01 m3·mol-1ChemAxon
Polarizability2.31 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Hydrogen cyanide + Thiosulfate > Hydrogen ion + Sulfite + Thiocyanate
Hydrogen cyanide + 3-Mercaptopyruvic acid + Cyanide <> Hydrogen ion + Pyruvic acid + Thiocyanate
Hydrogen cyanide + 3-Mercaptopyruvic acid <> Thiocyanate + Pyruvic acid
Hydrogen cyanide + 3-Mercaptopyruvic acid Hydrogen ion + Pyruvic acid + Thiocyanate
<i>S</i>-sulfanyl-[acceptor] + Hydrogen cyanide an unsulfurated sulfur acceptor + Thiocyanate + Hydrogen ion
Thiosulfate + Hydrogen cyanide > Sulfite + Thiocyanate
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-4292bd1fdf6103a76243View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9000000000-4292bd1fdf6103a76243View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9000000000-4292bd1fdf6103a76243View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9000000000-e4243e331f99da46857aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-e4243e331f99da46857aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-e4243e331f99da46857aView in MoNA
MSMass Spectrum (Electron Ionization)splash10-004i-9000000000-ff23e89c9d09e6b92cbcView in MoNA
1D NMR1H NMR SpectrumNot Available
References
References:
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID18407
HMDB IDHMDB60292
Pubchem Compound ID768
Kegg IDC01326
ChemSpider ID748
WikipediaHydrogen_cyanide
BioCyc IDHCN
EcoCyc IDHCN
Ligand ExpoCYN

Enzymes

Protein Details
• Thiosulfate sulfurtransferase glpE
General function:
Involved in thiosulfate sulfurtransferase activity
Specific function:
Catalyzes, although with low efficiency, the sulfur transfer reaction from thiosulfate to cyanide. The relatively low affinity of glpE for both thiosulfate and cyanide suggests that these compounds are not the physiological substrates. Thioredoxin 1 or related dithiol proteins could instead be the physiological sulfur-acceptor substrate. Possible association with the metabolism of glycerol-phosphate remains to be elucidated
Gene Name:
glpE
Locus Tag:
PA0589
Molecular weight:
12 kDa
Reactions
Thiosulfate + cyanide = sulfite + thiocyanate.

Transporters