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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:45:46 UTC
Update Date2019-07-23 06:26:38 UTC
HMDB IDHMDB0038445
Secondary Accession Numbers
  • HMDB38445
Metabolite Identification
Common Name1-Isothiocyanato-2-phenylethane
Description1-Isothiocyanato-2-phenylethane is found in brassicas. Hydrolysis product formed by action of myrosinase on 2-Phenylethyl glucosinolate LBB47-T. 1-Isothiocyanato-2-phenylethane is present in mustard oil and extensively distributed in Cruciferae especially in Brassica species Nutriceutical.
Structure
Data?1563863198
Synonyms
ValueSource
(2-Isothiocyanatoethyl)benzeneChEBI
2-Phenylethyl isothiocyanateChEBI
beta-Phenethyl isothiocyanateChEBI
beta-Phenylethyl isothiocyanateChEBI
PEITCChEBI
Phenethyl mustard oilChEBI
PhenylaethylsenfoelChEBI
Phenylethyl isothiocyanateChEBI
2-Phenylethyl isothiocyanic acidGenerator
b-Phenethyl isothiocyanateGenerator
b-Phenethyl isothiocyanic acidGenerator
beta-Phenethyl isothiocyanic acidGenerator
β-phenethyl isothiocyanateGenerator
β-phenethyl isothiocyanic acidGenerator
b-Phenylethyl isothiocyanateGenerator
b-Phenylethyl isothiocyanic acidGenerator
beta-Phenylethyl isothiocyanic acidGenerator
β-phenylethyl isothiocyanateGenerator
β-phenylethyl isothiocyanic acidGenerator
Phenylethyl isothiocyanic acidGenerator
(2-Isothiocyanatoethyl)benzene, 9ciHMDB
Phenethyl isothiocyanateHMDB
PhenethylisothiocyanateMeSH
PEITC compoundMeSH
Chemical FormulaC9H9NS
Average Molecular Weight163.239
Monoisotopic Molecular Weight163.045569983
IUPAC Name(2-isothiocyanatoethyl)benzene
Traditional Namephenethyl isothiocyanate
CAS Registry Number2257-09-2
SMILES
S=C=NCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2
InChI KeyIZJDOKYDEWTZSO-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Isothiocyanate
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.028 g/LALOGPS
logP3.41ALOGPS
logP3.08ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.36 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity50.7 m³·mol⁻¹ChemAxon
Polarizability18.1 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0lxx-9600000000-1487c40cb717ac50d540JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9300000000-dce10ef46bd36fa88995JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0lxx-9600000000-1487c40cb717ac50d540JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9300000000-dce10ef46bd36fa88995JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9300000000-8ba905c1a81fe91b0bffJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-2900000000-8cdabbdaddb353bffc80JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08fr-8900000000-ec5fdeb8c6a63b0341ddJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9100000000-eae0633f4737c22d4ec3JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-eb29097e9abb6d0a69b6JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1900000000-be2e5f6b10478c76d7a6JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-8900000000-0665aea5aa041d7a38bcJSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-0006-9400000000-89e2793dff2133a5d196JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
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 IDFDB017803
KNApSAcK IDNot Available
Chemspider ID15870
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPhenethyl_isothiocyanate
METLIN IDNot Available
PubChem Compound16741
PDB IDNot Available
ChEBI ID351346
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .