PHENETHYL ISOTHIOCYANATE (CHEM007147)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:21:54 UTC
Update Date2016-11-09 01:09:52 UTC
Accession NumberCHEM007147
Identification
Common NamePHENETHYL ISOTHIOCYANATE
ClassSmall Molecule
DescriptionAn isothiocyanate having a phenethyl group attached to the nitrogen. It is a naturally occurring compound found in some cruciferous vegetables (e.g. watercress) and is known to possess anticancer properties.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
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
PhenethylisothiocyanateHMDB
PEITC compoundHMDB
Phenethyl isothiocyanic acidHMDB
Chemical FormulaC9H9NS
Average Molecular Mass163.239 g/mol
Monoisotopic Mass163.046 g/mol
CAS Registry Number2257-09-2
IUPAC Name(2-isothiocyanatoethyl)benzene
Traditional Namephenethyl isothiocyanate
SMILESS=C=NCCC1=CC=CC=C1
InChI IdentifierInChI=1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2
InChI KeyIZJDOKYDEWTZSO-UHFFFAOYSA-N
Chemical Taxonomy
Description 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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot 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 RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0lxx-9600000000-1487c40cb717ac50d540Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9300000000-dce10ef46bd36fa88995Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0lxx-9600000000-1487c40cb717ac50d540Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9300000000-dce10ef46bd36fa88995Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9300000000-8ba905c1a81fe91b0bffSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-eb29097e9abb6d0a69b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1900000000-be2e5f6b10478c76d7a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-8900000000-0665aea5aa041d7a38bcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-2900000000-8cdabbdaddb353bffc80Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08fr-8900000000-ec5fdeb8c6a63b0341ddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9100000000-eae0633f4737c22d4ec3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-d4c3b06d47f3ec6e0071Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-7900000000-e5f90967fb5289ac63abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002f-9100000000-5c511cf6c615d97e03b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-286b63d3516de7d14a12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-cd84ea46dbb46a75690aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-286b63d3516de7d14a12Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-9400000000-89e2793dff2133a5d196Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB12695
HMDB IDHMDB0038445
FooDB IDFDB004307
Phenol Explorer IDNot Available
KNApSAcK IDC00057265
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPhenethyl_isothiocyanate
Chemspider ID15870
ChEBI ID351346
PubChem Compound ID16741
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10636242
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16800772
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19376091
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20371259
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21702500
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21712538
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21739479
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21815843
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22174033
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22266918
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22308101
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22351438
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=7562599
14. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.