Record Information
Version1.0
Creation date2010-04-08 22:08:43 UTC
Update date2020-02-24 19:10:58 UTC
Primary IDFDB009641
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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. 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.
CAS Number591-82-2
Structure
Thumb
Synonyms
SynonymSource
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
Propane, 1-isothiocyanato-2-methyl-biospider
Propane, 1-isothiocyanato-2-methyl- (9CI)biospider
Thiocyanic Acid, 2-methylpropyl Esterbiospider
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC5H9NS
IUPAC name1-isothiocyanato-2-methylpropane
InChI IdentifierInChI=1S/C5H9NS/c1-5(2)3-6-4-7/h5H,3H2,1-2H3
InChI KeyNSDDRJXKROCWRZ-UHFFFAOYSA-N
Isomeric SMILESCC(C)CN=C=S
Average Molecular Weight115.197
Monoisotopic Molecular Weight115.045569983
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
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointBoiling Pt : 160 oC
Experimental Water SolubilityNot Available
Experimental logP2.82AUGUSTIN,S ET AL. (1987)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0596-9000000000-a658553b8abd107e0f62JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-066r-5900000000-c41db98788b936425d08JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9100000000-97a0186a3758a101b844JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-3dd66ef5aa8c2d9439b5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-2900000000-db560f87c95c881627faJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08fr-8900000000-0cd0f9f47957c95e2292JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-09559d186adbce832ff0JSpectraViewer
ChemSpider ID62183
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID68960
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32345
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS ID1873
Dr. Duke IDISOBUTYL-ISOTHIOCYANATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1586761
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
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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).