AFCDB: Hydrocyanic acid (FDB014486)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:18 UTC

Update date

2020-09-17 15:40:07 UTC

Primary ID

FDB014486

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Hydrocyanic acid

Description

Hydrogen 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 Number

74-90-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	3.26 g/L	ALOGPS
logP	-0.65	ALOGPS
logP	-0.35	ChemAxon
logS	-0.92	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.79 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	7.01 m³·mol⁻¹	ChemAxon
Polarizability	2.31 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

CHN

IUPAC name

formonitrile

InChI Identifier

InChI=1S/CHN/c1-2/h1H

InChI Key

LELOWRISYMNNSU-UHFFFAOYSA-N

Isomeric SMILES

C#N

Average Molecular Weight

27.0253

Monoisotopic Molecular Weight

27.010899037

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.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Organic cyanides

Direct Parent

Nitriles

Alternative Parents

Substituents

Carbonitrile
Organopnictogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

one-carbon compound (CHEBI:18407 )
hydracid (CHEBI:18407 )
a non-metabolic compound (HCN )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	liquid
Physical Description	Not Available
Mass Composition	C 44.44%; H 3.73%; N 51.83%	DFC
Melting Point	Mp -13°	DFC
Boiling Point	Bp 25.7°	DFC
Experimental Water Solubility	1000 mg/mL at 25 oC	METCALF,RL (1978)
Experimental logP	-0.25	HANSCH,C ET AL. (1995)
Experimental pKa	pKa 9.89	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d0 0.72	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-004i-9000000000-ff23e89c9d09e6b92cbc	2014-09-20	View Spectrum
Predicted GC-MS	Hydrocyanic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-9000000000-74b665f5c9189546344a	Spectrum
Predicted GC-MS	Hydrocyanic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-4292bd1fdf6103a76243	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9000000000-4292bd1fdf6103a76243	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9000000000-4292bd1fdf6103a76243	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-e4243e331f99da46857a	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-e4243e331f99da46857a	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-e4243e331f99da46857a	2015-04-25	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 300 MHz, neat, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

C01326

Pubchem Compound ID

768

Pubchem Substance ID

Not Available

ChEBI ID

18407

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

JRF95-M:JRF95-M

EAFUS ID

Not Available

Dr. Duke ID

HCN

BIGG ID

Not Available

KNApSAcK ID

C00007569

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Hydrocyanic_acid

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
anti asthmatic	49167	A drug used to treat asthma.	DUKE
antidote	50247	Any protective agent counteracting or neutralizing the action of poisons.	DUKE
anti tussive	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
bronchosedative	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
insecticide	24852	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
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE
respirastimulant			DUKE
rodenticide	33288	A substance used to destroy rodent pests.	DUKE
vasomotor stimulant			DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not 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.

Hydrocyanic acid (FDB014486)

Structure for FDB014486 (Hydrocyanic acid)