Record Information
Version1.0
Creation date2010-04-08 22:10:16 UTC
Update date2019-11-26 03:07:11 UTC
Primary IDFDB012606
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBenzyl thiocyanate
DescriptionBenzyl thiocyanate, also known as solvat 14 or tropeolin, belongs to the class of organic compounds known as benzyl thiocyanates. These are aromatic compounds containing an thiocyanate group that is S-substituted to a benzyl group. Benzyl thiocyanate is possibly neutral. Benzyl thiocyanate has been detected, but not quantified in, brassicas and garden cress. This could make benzyl thiocyanate a potential biomarker for the consumption of these foods.
CAS Number3012-37-1
Structure
Thumb
Synonyms
SynonymSource
alpha-ThiocyanatotolueneChEBI
Solvat 14ChEBI
Thiocyanic acid benzyl esterChEBI
Thiocyanic acid, phenylmethyl esterChEBI
TropeolinChEBI
a-ThiocyanatotolueneGenerator
Α-thiocyanatotolueneGenerator
Thiocyanate benzyl esterGenerator
Thiocyanate, phenylmethyl esterGenerator
Benzyl thiocyanic acidGenerator
alpha -ThiocyanatotolueneHMDB
alpha-Thiocyanato-tolueneHMDB
Benzyl rhodanideHMDB
Benzyl-thiocyanateHMDB
BenzylrhodonidHMDB
BenzylthiocyanateHMDB
Phenylmethyl thiocyanateHMDB
Phenylmethyl thiocyanate, 9ciHMDB
Thiocyanic acid, benzyl esterHMDB
α-thiocyanatotoluenebiospider
Alpha-thiocyanatotoluenebiospider
Phenylmethyl thiocyanate, 9CIdb_source
Toluene, α-thiocyanato-biospider
Toluene, alpha-thiocyanato-biospider
α-thiocyanatotolueneGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.69 g/LALOGPS
logP2.18ALOGPS
logP2.51ChemAxon
logS-2.3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area23.79 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.66 m³·mol⁻¹ChemAxon
Polarizability15.78 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H7NS
IUPAC name(benzylsulfanyl)carbonitrile
InChI IdentifierInChI=1S/C8H7NS/c9-7-10-6-8-4-2-1-3-5-8/h1-5H,6H2
InChI KeyABNDFSOIUFLJAH-UHFFFAOYSA-N
Isomeric SMILESN#CSCC1=CC=CC=C1
Average Molecular Weight149.213
Monoisotopic Molecular Weight149.029919919
Classification
Description belongs to the class of organic compounds known as benzyl thiocyanates. These are aromatic compounds containing an thiocyanate group that is S-substituted to a benzyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyl thiocyanates
Direct ParentBenzyl thiocyanates
Alternative Parents
Substituents
  • Benzyl thiocyanate
  • Sulfenyl compound
  • Thiocyanate
  • 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:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 64.40%; H 4.73%; N 9.39%; S 21.49%DFC
Melting PointMp 41-42°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP1.99HANSCH,C ET AL. (1995)
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
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0006-9000000000-68f98454bb5712d637ccJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0006-9000000000-68f98454bb5712d637ccJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-ef35bd6bfa9dc0a36122JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uk9-1900000000-fb499fc651424df15864JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9600000000-6f653a1ae3a4b8cdc82bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-828cc6935e8d68130249JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052b-6900000000-4da6b1c520d7ae062cfeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9100000000-374a7bfeeaae03ccc56aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-16384896c6f34035bb74JSpectraViewer
ChemSpider ID17163
ChEMBL IDCHEMBL2251721
KEGG Compound IDC02660
Pubchem Compound ID18170
Pubchem Substance IDNot Available
ChEBI ID16017
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34273
CRC / DFC (Dictionary of Food Compounds) IDHJG87-Q:HJG87-Q
EAFUS IDNot Available
Dr. Duke IDBENZYL-THIOCYANATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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 / Bioactivities
DescriptorIDDefinitionReference
anti neoplastic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti septic33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
flatulentDUKE
goitrogenicDUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
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).