Survey with prize
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.

Showing metabocard for Methyl isothiocyanate (HMDB0034106)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 18:54:03 UTC
Update Date2019-07-23 06:15:11 UTC
HMDB IDHMDB0034106
Secondary Accession Numbers
  • HMDB34106
Metabolite Identification
Common NameMethyl isothiocyanate
DescriptionMethyl isothiocyanate, also known as methyl mustard or trapex, 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 an extremely weak basic (essentially neutral) compound (based on its pKa). Methyl isothiocyanate is a horseradish, mustard, and pungent tasting compound. Outside of the human body, Methyl isothiocyanate has been detected, but not quantified in, cabbages and horseradish. This could make methyl isothiocyanate a potential biomarker for the consumption of these foods. It complexes with the ferric iron atom in this enzyme. Methyl isothiocyanate is a potentially toxic compound. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. If required provide artificial respiration. Skin contact with cyanide salts can irritate and produce sores. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. Cyanide is rapidly alsorbed through oral, inhalation, and dermal routes and distributed throughout the body. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland.
Structure
Data?1563862511
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Methyl mustardChEBI
Methyl mustard oilChEBI
Methyl isothiocyanic acidGenerator
(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
MethylisothiocyanateHMDB
Chemical FormulaC2H3NS
Average Molecular Weight73.117
Monoisotopic Molecular Weight72.998619791
IUPAC Nameisothiocyanatomethane
Traditional Namemethyl isothiocyanate
CAS Registry Number556-61-6
SMILES
CN=C=S
InChI Identifier
InChI=1S/C2H3NS/c1-3-2-4/h1H3
InChI KeyLGDSHSYDSCRFAB-UHFFFAOYSA-N
Chemical Taxonomy
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:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point36 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility7.6 mg/mL at 20 °CNot Available
LogP0.94Not Available
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
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9000000000-b429ebb7bc29e9080486Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9000000000-b429ebb7bc29e9080486Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-9000000000-2527f314295b7bfab79fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-41251e04c7de47748864Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-dd8d28c4ea09d9a33216Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9000000000-3618f39f822ca6449601Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-29d8e0d1e68982da1e8fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-9e71c2e3c8188c76c9f9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-5cec5e480b6d50aaaa27Spectrum
MSMass Spectrum (Electron Ionization)splash10-00di-9000000000-ac93c1d6593ab3603d13Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012372
KNApSAcK IDNot Available
Chemspider ID10694
KEGG Compound IDC18587
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethyl_isothiocyanate
METLIN IDNot Available
PubChem Compound11167
PDB IDNot Available
ChEBI ID78337
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .