Showing Compound Dibenzyl disulfide (FDB008792)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:15 UTC

Update date

2025-11-18 23:13:48 UTC

Primary ID

FDB008792

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Dibenzyl disulfide

Description

Dibenzyl 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. Based on a literature review a significant number of articles have been published on Dibenzyl disulfide.

CAS Number

150-60-7

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
1,1'-[Dithiobis(methylene)]dibenzene	ChEBI
1,4-Diphenyl-2,3-dithiabutane	ChEBI
1,4-Diphenyl-2,3-dithiobutane	ChEBI
alpha-(Benzyldithio)toluene	ChEBI
BDS	ChEBI
Benzyl bisulfide	ChEBI
Benzyl disulfide	ChEBI
Bis(phenylmethyl) disulfide	ChEBI
Di(phenylmethyl) disulfide	ChEBI
Dibenzyl disulphide	ChEBI
a-(Benzyldithio)toluene	Generator
Α-(benzyldithio)toluene	Generator
Benzyl bisulphide	Generator
Benzyl disulphide	Generator
Bis(phenylmethyl) disulphide	Generator
Di(phenylmethyl) disulphide	Generator
4,4'-Biphenyldiglyoxal disodium bisulfite	HMDB
Aliphatic disulfide analog	HMDB
Benzyl disulfide (8ci)	HMDB
Benzyl disulfide, 8ci	HMDB
Benzyldisulfanyl-methyl-benzene	HMDB
Benzyldisulfide	HMDB
Bis(phenylmethyl) disulfide, 9ci	HMDB
Di(phenylmethyl)disulfide	HMDB
Dibenzyldisulfid	HMDB
Diphenylmethyl disulfide	HMDB
Disulfide, bis(phenylmethyl)	HMDB
Disulfide, dibenzyl	HMDB
FEMA 3617	HMDB
Ghl.PD_Mitscher_leg0.312	HMDB
[(Benzyldisulfanyl)methyl]benzene	HMDB
[(benzyldisulfanyl)methyl]benzene	biospider
α-(benzyldithio)toluene	biospider
1,1'-[dithiobis(methylene)]dibenzene	biospider
Alpha-(benzyldithio)toluene	biospider
Benzyl disulfide (8CI)	biospider
Benzyl disulfide, 8CI	db_source
Bis(phenylmethyl) disulfide, 9CI	db_source
ghl.PD_Mitscher_leg0.312	biospider
α-(benzyldithio)toluene	Generator

Predicted Properties

Property	Value	Source
Water Solubility	0.00091 g/L	ALOGPS
logP	4.6	ALOGPS
logP	4.75	ChemAxon
logS	-5.4	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	76.32 m³·mol⁻¹	ChemAxon
Polarizability	28.05 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C14H14S2

IUPAC name

[(benzyldisulfanyl)methyl]benzene

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 Key

GVPWHKZIJBODOX-UHFFFAOYSA-N

Isomeric SMILES

C(SSCC1=CC=CC=C1)C1=CC=CC=C1

Average Molecular Weight

246.391

Monoisotopic Molecular Weight

246.053691828

Classification

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Dialkyldisulfide
Organic disulfide
Sulfenyl compound
Hydrocarbon derivative
Organosulfur compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organic disulfide (CHEBI:72752 )
organic aromatic compound (CHEBI:72752 )

Ontology

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 68.25%; H 5.73%; S 26.03%	DFC
Melting Point	Mp 71-72°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	279 (e 340) (MeOH)	DFC
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Dibenzyl disulfide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9200000000-00a30e0584d6428ee822	Spectrum
Predicted GC-MS	Dibenzyl disulfide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-3390000000-f59d81458fc1ef0de4c8	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006y-5930000000-0067ec6f662c5b00a72e	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9200000000-61961c7a535d813c6dc4	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f6t-2690000000-192bf723798a6881d302	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-2910000000-e3c258f535defe38ea38	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-9300000000-abe1d028e0370838cc8a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f6y-9480000000-0d3421ad854191b2e34d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9100000000-3cef6ed75f8af7ddd6f1	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-f2e75ce71dd430e783da	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-006t-0890000000-f6c09745a3e8c4417a6f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-3900000000-134229601ac330cd579c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00b9-9400000000-0be44f84954c0508aa21	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

8662

ChEMBL ID

CHEMBL121047

KEGG Compound ID

Not Available

Pubchem Compound ID

9012

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32077

CRC / DFC (Dictionary of Food Compounds) ID

DXQ52-C:DXQ52-C

EAFUS ID

318

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00037046

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1011651

SuperScent ID

9012

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
smoky	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
burnt	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
earthy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.