Record Information
Version1.0
Creation date2010-04-08 22:10:08 UTC
Update date2019-11-26 03:06:39 UTC
Primary IDFDB012372
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethyl isothiocyanate
DescriptionMethyl isothiocyanate, also known as methyl mustard, belongs to the class of organic compounds known as isothiocyanates. These are organic compounds containing the isothiocyanate group, an isocyanate analogue with the general formula RN=C=S. Methyl isothiocyanate is a horseradish, mustard, and pungent tasting compound. Methyl isothiocyanate has been detected, but not quantified in, cabbages (Brassica oleracea var. capitata) and horseradishes (Armoracia rusticana). This could make methyl isothiocyanate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Methyl isothiocyanate.
CAS Number556-61-6
Structure
Thumb
Synonyms
SynonymSource
Methyl mustardChEBI
Methyl mustard oilChEBI
Methyl isothiocyanic acidGenerator
MethylisothiocyanateMeSH
(methylimino)(thioxo)MethaneHMDB
(methylimino)thioxo-MethaneHMDB
Biomet 33HMDB
isothiocyanato-MethaneHMDB
IsothiocyanatomethaneHMDB
Isothiocyanatomethane, 9ciHMDB
Isothiocyanic acid, methyl esterHMDB
MencsHMDB
Methane isothiocyanateHMDB
Methyl thioisocyanateHMDB
methylimino-SulfanylidenemethaneHMDB
MICHMDB
MITHMDB
MITCHMDB
Morton ep-161EHMDB
MTCHMDB
TrapexHMDB
Trapex-40HMDB
TrapexideHMDB
TropexHMDB
VorlexHMDB
VortexHMDB
(methylimino)(thioxo)methanebiospider
(Methylimino)thioxo-methaneHMDB
Isothiocyanato-methaneHMDB
Isothiocyanatomethane, 9CIdb_source
Methane, (methylimino)thioxo-biospider
Methane, isothiocyanato-biospider
Methyl isothiocyanatebiospider
Methylimino-sulfanylidenemethanebiospider
Morton EP-161Ebiospider
Predicted Properties
PropertyValueSource
Water Solubility3.21 g/LALOGPS
logP1.07ALOGPS
logP1.07ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.36 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.33 m³·mol⁻¹ChemAxon
Polarizability7.2 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC2H3NS
IUPAC nameisothiocyanatomethane
InChI IdentifierInChI=1S/C2H3NS/c1-3-2-4/h1H3
InChI KeyLGDSHSYDSCRFAB-UHFFFAOYSA-N
Isomeric SMILESCN=C=S
Average Molecular Weight73.117
Monoisotopic Molecular Weight72.998619791
Classification
Description Belongs to the class of organic compounds known as isothiocyanates. These are organic compounds containing the isothiocyanate group, an isocyanate analogue with the general formula RN=C=S.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassIsothiocyanates
Sub ClassNot Available
Direct ParentIsothiocyanates
Alternative Parents
Substituents
  • Isothiocyanate
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Imine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Environmental role:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 32.85%; H 4.14%; N 19.16%; S 43.85%DFC
Melting PointMp 36°DFC
Boiling PointBp 119°DFC
Experimental Water Solubility7.6 mg/mL at 20 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP0.94POMONA (1987)
Experimental pKa12.3
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00di-9000000000-ac93c1d6593ab3603d13Spectrum
GC-MSMethyl isothiocyanate, non-derivatized, GC-MS Spectrumsplash10-00di-9000000000-b429ebb7bc29e9080486Spectrum
GC-MSMethyl isothiocyanate, non-derivatized, GC-MS Spectrumsplash10-00di-9000000000-b429ebb7bc29e9080486Spectrum
Predicted GC-MSMethyl isothiocyanate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9000000000-2527f314295b7bfab79fSpectrum
Predicted GC-MSMethyl isothiocyanate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethyl isothiocyanate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-41251e04c7de47748864Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-dd8d28c4ea09d9a33216Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9000000000-3618f39f822ca6449601Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-29d8e0d1e68982da1e8fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-9e71c2e3c8188c76c9f9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-5cec5e480b6d50aaaa27Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-df2fb47319062974eb55Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-df2fb47319062974eb55Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9000000000-31fd3202304caf529d2eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-b5edf8889f68e25b4f1bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-b5edf8889f68e25b4f1bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-b5edf8889f68e25b4f1bSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
ChemSpider ID10694
ChEMBL IDCHEMBL396000
KEGG Compound IDC18587
Pubchem Compound ID11167
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34106
CRC / DFC (Dictionary of Food Compounds) IDHGQ73-M:HGQ73-M
EAFUS ID2379
Dr. Duke IDMETHYL-ISOTHIOCYANATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1260011
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
pungent
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mustard
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
horseradish
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
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).