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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:09:03 UTC
Update Date2022-03-07 02:56:39 UTC
HMDB IDHMDB0040590
Secondary Accession Numbers
  • HMDB40590
Metabolite Identification
Common NameBenzyl methyl disulfide
DescriptionBenzyl methyl disulfide 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. Benzyl methyl disulfide is a cabbage, green, and metallic tasting compound. Benzyl methyl disulfide has been detected, but not quantified in, a few different foods, such as cocoa and cocoa products, cocoa beans (Theobroma cacao), and nuts. This could make benzyl methyl disulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Benzyl methyl disulfide.
Structure
Data?1563863566
Synonyms
ValueSource
Benzyl methyl disulphideGenerator
BenzyldithiomethaneHMDB
Disulfide, benzyl methylHMDB
Disulfide, methyl phenylmethylHMDB
FEMA 3504HMDB
Methyl benzyl disulfideHMDB
Methyl phenylmethyl disulfideHMDB
Methyl phenylmethyl disulfide, 9ciHMDB
Nonsymmetrical disulfide analogHMDB
[(Methyldisulfanyl)methyl]benzeneHMDB
[(Methyldisulphanyl)methyl]benzeneGenerator
Chemical FormulaC8H10S2
Average Molecular Weight170.295
Monoisotopic Molecular Weight170.0223917
IUPAC Name[(methyldisulfanyl)methyl]benzene
Traditional Namedisulfide, methyl phenylmethyl
CAS Registry Number699-10-5
SMILES
CSSCC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H10S2/c1-9-10-7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
InChI KeyNWYGPVZOBBHKLI-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
  • Dialkyldisulfide
  • Organic disulfide
  • Sulfenyl compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point61.00 to 62.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point195.00 to 197.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility53.61 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.633 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.096 g/LALOGPS
logP2.83ALOGPS
logP3.05ChemAxon
logS-3.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity51.73 m³·mol⁻¹ChemAxon
Polarizability18.75 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+135.16231661259
DarkChem[M-H]-132.03831661259
DeepCCS[M+H]+129.05530932474
DeepCCS[M-H]-125.98130932474
DeepCCS[M-2H]-162.95530932474
DeepCCS[M+Na]+137.85730932474
AllCCS[M+H]+131.932859911
AllCCS[M+H-H2O]+127.532859911
AllCCS[M+NH4]+135.932859911
AllCCS[M+Na]+137.132859911
AllCCS[M-H]-133.732859911
AllCCS[M+Na-2H]-135.332859911
AllCCS[M+HCOO]-137.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Benzyl methyl disulfideCSSCC1=CC=CC=C12135.4Standard polar33892256
Benzyl methyl disulfideCSSCC1=CC=CC=C11368.8Standard non polar33892256
Benzyl methyl disulfideCSSCC1=CC=CC=C11424.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Benzyl methyl disulfide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9100000000-c1cb11117a79d640d45a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Benzyl methyl disulfide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 10V, Positive-QTOFsplash10-00di-3900000000-c44cabb1ee0883d23c0f2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 20V, Positive-QTOFsplash10-00dl-7900000000-6d14c91312878f161afd2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 40V, Positive-QTOFsplash10-0006-9000000000-12d2672101f44fa56af42016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 10V, Negative-QTOFsplash10-016r-6900000000-707ae5307f60ce98e1ff2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 20V, Negative-QTOFsplash10-00dm-9600000000-f1fd6845062cc25fb8002016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 40V, Negative-QTOFsplash10-00di-9700000000-a5156683fbba1a04486f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 10V, Positive-QTOFsplash10-0006-9000000000-47d2029de8830d06652e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 20V, Positive-QTOFsplash10-006x-9500000000-4e1174a62dfe08cd03872021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 40V, Positive-QTOFsplash10-0006-9000000000-017e4830edf72dfd1d5c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 10V, Negative-QTOFsplash10-00xs-4900000000-f1cfc925ab5940b2f2c82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 20V, Negative-QTOFsplash10-0002-9000000000-74bb5066a347a95725472021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl methyl disulfide 40V, Negative-QTOFsplash10-004i-9200000000-09e9bb32e1c8379b97862021-09-23Wishart LabView Spectrum
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
FooDB IDFDB020373
KNApSAcK IDNot Available
Chemspider ID12254
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12779
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1036551
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.. .