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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:47:38 UTC
Update Date2021-10-13 06:21:29 UTC
HMDB IDHMDB0032077
Secondary Accession Numbers
  • HMDB32077
Metabolite Identification
Common NameDibenzyl disulfide
DescriptionDibenzyl disulfide, also known as BDS, 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. Dibenzyl disulfide is a burnt, caramel, and earthy tasting compound. Dibenzyl disulfide is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Dibenzyl disulfide.
Structure
Data?1563862215
Synonyms
ValueSource
1,1'-[Dithiobis(methylene)]dibenzeneChEBI
1,4-Diphenyl-2,3-dithiabutaneChEBI
1,4-Diphenyl-2,3-dithiobutaneChEBI
alpha-(Benzyldithio)tolueneChEBI
BDSChEBI
Benzyl bisulfideChEBI
Benzyl disulfideChEBI
Bis(phenylmethyl) disulfideChEBI
Di(phenylmethyl) disulfideChEBI
Dibenzyl disulphideChEBI
a-(Benzyldithio)tolueneGenerator
Α-(benzyldithio)tolueneGenerator
Benzyl bisulphideGenerator
Benzyl disulphideGenerator
Bis(phenylmethyl) disulphideGenerator
Di(phenylmethyl) disulphideGenerator
4,4'-Biphenyldiglyoxal disodium bisulfiteHMDB
Aliphatic disulfide analogHMDB
Benzyl disulfide (8ci)HMDB
Benzyl disulfide, 8ciHMDB
Benzyldisulfanyl-methyl-benzeneHMDB
BenzyldisulfideHMDB
Bis(phenylmethyl) disulfide, 9ciHMDB
Di(phenylmethyl)disulfideHMDB
DibenzyldisulfidHMDB
Diphenylmethyl disulfideHMDB
Disulfide, bis(phenylmethyl)HMDB
Disulfide, dibenzylHMDB
FEMA 3617HMDB
Ghl.PD_Mitscher_leg0.312HMDB
[(Benzyldisulfanyl)methyl]benzeneHMDB
Chemical FormulaC14H14S2
Average Molecular Weight246.391
Monoisotopic Molecular Weight246.053691828
IUPAC Name[(benzyldisulfanyl)methyl]benzene
Traditional Namedisulfide, bis(phenylmethyl)
CAS Registry Number150-60-7
SMILES
C(SSCC1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C14H14S2/c1-3-7-13(8-4-1)11-15-16-12-14-9-5-2-6-10-14/h1-10H,11-12H2
InChI KeyGVPWHKZIJBODOX-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 Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point71 - 72 °CNot Available
Boiling Point270.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.75 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.951 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00091 g/LALOGPS
logP10(4.6) g/LALOGPS
logP10(4.75) g/LChemAxon
logS10(-5.4) g/LALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity76.32 m³·mol⁻¹ChemAxon
Polarizability28.05 ųChemAxon
Number of Rings2ChemAxon
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]+154.09531661259
DarkChem[M-H]-153.331661259
DeepCCS[M+H]+149.83330932474
DeepCCS[M-H]-147.47530932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Dibenzyl disulfideC(SSCC1=CC=CC=C1)C1=CC=CC=C12754.9Standard polar33892256
Dibenzyl disulfideC(SSCC1=CC=CC=C1)C1=CC=CC=C12008.5Standard non polar33892256
Dibenzyl disulfideC(SSCC1=CC=CC=C1)C1=CC=CC=C12069.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Dibenzyl disulfide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-00a30e0584d6428ee8222017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dibenzyl 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 - Dibenzyl disulfide 10V, Positive-QTOFsplash10-0002-3390000000-f59d81458fc1ef0de4c82016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 20V, Positive-QTOFsplash10-006y-5930000000-0067ec6f662c5b00a72e2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 40V, Positive-QTOFsplash10-0006-9200000000-61961c7a535d813c6dc42016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 10V, Negative-QTOFsplash10-0f6t-2690000000-192bf723798a6881d3022016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 20V, Negative-QTOFsplash10-00di-2910000000-e3c258f535defe38ea382016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 40V, Negative-QTOFsplash10-004l-9300000000-abe1d028e0370838cc8a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 10V, Positive-QTOFsplash10-0f6y-9480000000-0d3421ad854191b2e34d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 20V, Positive-QTOFsplash10-0006-9100000000-3cef6ed75f8af7ddd6f12021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 40V, Positive-QTOFsplash10-0006-9000000000-f2e75ce71dd430e783da2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 10V, Negative-QTOFsplash10-006t-0890000000-f6c09745a3e8c4417a6f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 20V, Negative-QTOFsplash10-00di-3900000000-134229601ac330cd579c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dibenzyl disulfide 40V, Negative-QTOFsplash10-00b9-9400000000-0be44f84954c0508aa212021-09-24Wishart 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 IDFDB008792
KNApSAcK IDC00037046
Chemspider ID8662
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9012
PDB IDNot Available
ChEBI ID72752
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1011651
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.. .