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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:18 UTC
Update Date2019-07-23 06:10:52 UTC
HMDB IDHMDB0032345
Secondary Accession Numbers
  • HMDB32345
Metabolite Identification
Common NameIsobutyl isothiocyanate
DescriptionIsobutyl isothiocyanate 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. Isobutyl isothiocyanate is an extremely weak basic (essentially neutral) compound (based on its pKa). Isobutyl isothiocyanate is a green tasting compound. Outside of the human body, Isobutyl isothiocyanate is found, on average, in the highest concentration within soft-necked garlics. Isobutyl isothiocyanate has also been detected, but not quantified in, cauliflowers. This could make isobutyl isothiocyanate a potential biomarker for the consumption of these foods.
Structure
Data?1563862252
Synonyms
ValueSource
Isobutyl isothiocyanic acidGenerator
1-Isothiocyanato-2-methyl-propaneHMDB
1-Isothiocyanato-2-methylpropaneHMDB
2-Methylpropyl isothiocyanateHMDB
I-butyl isothiocyanateHMDB
Isothiocyanic acid, isobutyl esterHMDB
Propane, 1-isothiocyanato-2-methyl- (9ci)HMDB
Thiocyanic acid, 2-methylpropyl esterHMDB
Chemical FormulaC5H9NS
Average Molecular Weight115.197
Monoisotopic Molecular Weight115.045569983
IUPAC Name1-isothiocyanato-2-methylpropane
Traditional Name1-isothiocyanato-2-methylpropane
CAS Registry Number591-82-2
SMILES
CC(C)CN=C=S
InChI Identifier
InChI=1S/C5H9NS/c1-5(2)3-6-4-7/h5H,3H2,1-2H3
InChI KeyNSDDRJXKROCWRZ-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
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.82Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.53 g/LALOGPS
logP2.57ALOGPS
logP2.31ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.36 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity35.07 m³·mol⁻¹ChemAxon
Polarizability13.17 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0596-9000000000-a658553b8abd107e0f62Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-066r-5900000000-c41db98788b936425d08Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9100000000-97a0186a3758a101b844Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-3dd66ef5aa8c2d9439b5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-2900000000-db560f87c95c881627faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08fr-8900000000-0cd0f9f47957c95e2292Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-09559d186adbce832ff0Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB009641
KNApSAcK IDNot Available
Chemspider ID62183
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound68960
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). EAFUS: Everything Added to Food in the United States.. .