Record Information
Version1.0
Creation date2010-04-08 22:11:18 UTC
Update date2020-09-17 15:40:07 UTC
Primary IDFDB014486
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHydrocyanic acid
DescriptionHydrogen cyanide, also known as cyanide or HCN, belongs to the class of organic compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N. Hydrogen cyanide is a very weakly acidic compound (based on its pKa). Hydrogen cyanide exists in all living organisms, ranging from bacteria to humans. Hydrogen cyanide is a bitter tasting compound. Outside of the human body, Hydrogen cyanide has been detected, but not quantified in, several different foods, such as oil-seed camellia, amaranths, common thymes, summer grapes, and mung beans. This could make hydrogen cyanide a potential biomarker for the consumption of these foods. Hydrogen cyanide is weakly acidic with a pKa of 9.2. Hydrogen cyanide is a potentially toxic compound. Hydrogen cyanide is a linear molecule, with a triple bond between carbon and nitrogen. Oxygen therapy can also be administered. Skin contact with cyanide salts can irritate and produce sores.
CAS Number74-90-8
Structure
Thumb
Synonyms
SynonymSource
[CHN]ChEBI
BlausaeureChEBI
CyanwasserstoffChEBI
FormonitrileChEBI
HCNChEBI
Hydrocyanic acidChEBI
CyanideKegg
HydrocyanateGenerator
Zyklon bHMDB
Cyanide, hydrogenHMDB
Acid, hydrocyanicHMDB
Aero liquid HCNbiospider
Arbon hydride nitridebiospider
Carbon hydride nitridebiospider
Cyanide groupbiospider
Cyclonbiospider
Cyclone bbiospider
Evercynbiospider
Formic anammonidebiospider
Hydridonitridocarbonbiospider
Hydrocyanic acid, anhydrous, stabilizedbiospider
Hydrocyanicum acidumbiospider
Hydrogen cyanidedb_source
Hydrogen isocyanidebiospider
Hydrogen(nitridocarbonate)biospider
Methanenitrilebiospider
Nitrilomethanebiospider
Prussic aciddb_source
Prussic acid, anhydrous, stabilizedbiospider
Prussic acid, unstabilizedbiospider
Zaclondiscoidsbiospider
Zootic acidbiospider
Zyklonbiospider
Predicted Properties
PropertyValueSource
Water Solubility3.26 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity7.01 m³·mol⁻¹ChemAxon
Polarizability2.31 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaCHN
IUPAC nameformonitrile
InChI IdentifierInChI=1S/CHN/c1-2/h1H
InChI KeyLELOWRISYMNNSU-UHFFFAOYSA-N
Isomeric SMILESC#N
Average Molecular Weight27.0253
Monoisotopic Molecular Weight27.010899037
Classification
Description belongs to the class of organic compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassOrganic cyanides
Direct ParentNitriles
Alternative Parents
Substituents
  • Carbonitrile
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateliquid
Physical DescriptionNot Available
Mass CompositionC 44.44%; H 3.73%; N 51.83%DFC
Melting PointMp -13°DFC
Boiling PointBp 25.7°DFC
Experimental Water Solubility1000 mg/mL at 25 oCMETCALF,RL (1978)
Experimental logP-0.25HANSCH,C ET AL. (1995)
Experimental pKapKa 9.89DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd0 0.72DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9000000000-74b665f5c9189546344aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-4292bd1fdf6103a76243JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9000000000-4292bd1fdf6103a76243JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9000000000-4292bd1fdf6103a76243JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9000000000-e4243e331f99da46857aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-e4243e331f99da46857aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-e4243e331f99da46857aJSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-004i-9000000000-ff23e89c9d09e6b92cbcJSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC01326
Pubchem Compound ID768
Pubchem Substance IDNot Available
ChEBI ID18407
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDJRF95-M:JRF95-M
EAFUS IDNot Available
Dr. Duke IDHCN
BIGG IDNot Available
KNApSAcK IDC00007569
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDHydrocyanic_acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti asthmatic49167 A drug used to treat asthma.DUKE
antidote50247 Any protective agent counteracting or neutralizing the action of poisons.DUKE
anti tussive52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
bronchosedative52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
insecticide24852 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
respirastimulantDUKE
rodenticide33288 A substance used to destroy rodent pests.DUKE
vasomotor stimulantDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.