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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:38 UTC

Update Date

2022-03-07 02:53:14 UTC

HMDB ID

HMDB0032077

Secondary Accession Numbers

HMDB32077

Metabolite Identification

Common 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. 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0032077
     RDKit          3D
Dibenzyl disulfide
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.6188    0.9324    1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4632    1.3226    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6656    0.3942   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9729   -0.9518   -0.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1013   -1.9495   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138   -2.6110    0.3589 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5814   -1.0709    0.8882 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975   -1.0795   -0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9132   -0.0339   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7413    1.2219   -0.5837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6872    2.1798   -0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7934    1.9552    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9180    0.6699    0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9973   -0.3032    0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092   -1.3467    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9060   -0.4192    1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2365    1.6714    1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895    2.3715    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531    0.6784   -0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763   -1.3937   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -2.7507   -1.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4455   -0.8173   -1.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3867   -2.0669   -0.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8864    1.4759   -1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5678    3.1771   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5400    2.7284    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7953    0.4638    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0848   -1.3159    1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3486   -2.4107    0.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8019   -0.7211    1.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  2  0
 16  1  1  0
 14  9  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  5 20  1  0
  5 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END


  Mrv0541 05061306202D          

 16 17  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032077

> <DATABASE_NAME>
hmdb

> <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_KEY>
GVPWHKZIJBODOX-UHFFFAOYSA-N

> <FORMULA>
C14H14S2

> <MOLECULAR_WEIGHT>
246.391

> <EXACT_MASS>
246.053691828

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
28.05372337887235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(benzyldisulfanyl)methyl]benzene

> <ALOGPS_LOGP>
4.60

> <JCHEM_LOGP>
4.747553431333333

> <ALOGPS_LOGS>
-5.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
76.3168

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.14e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
disulfide, bis(phenylmethyl)

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032077
     RDKit          3D
Dibenzyl disulfide
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.6188    0.9324    1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4632    1.3226    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6656    0.3942   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9729   -0.9518   -0.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1013   -1.9495   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138   -2.6110    0.3589 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5814   -1.0709    0.8882 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975   -1.0795   -0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9132   -0.0339   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7413    1.2219   -0.5837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6872    2.1798   -0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7934    1.9552    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9180    0.6699    0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9973   -0.3032    0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092   -1.3467    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9060   -0.4192    1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2365    1.6714    1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895    2.3715    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531    0.6784   -0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763   -1.3937   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -2.7507   -1.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4455   -0.8173   -1.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3867   -2.0669   -0.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8864    1.4759   -1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5678    3.1771   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5400    2.7284    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7953    0.4638    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0848   -1.3159    1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3486   -2.4107    0.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8019   -0.7211    1.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  2  0
 16  1  1  0
 14  9  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  5 20  1  0
  5 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   15  S   UNK     0       5.335   4.620   0.000  0.00  0.00           S+0
HETATM   16  S   UNK     0       6.668   3.850   0.000  0.00  0.00           S+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   13                                                       
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10    6   14                                                       
CONECT   11   13   15                                                       
CONECT   12   14   16                                                       
CONECT   13    7    8   11                                                  
CONECT   14    9   10   12                                                  
CONECT   15   11   16                                                       
CONECT   16   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0032077
HETATM    1  C1  UNL     1      -4.619   0.932   1.266  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.463   1.323   0.599  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.666   0.394  -0.035  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.973  -0.952  -0.038  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.101  -1.949  -0.730  1.00  0.00           C  
HETATM    6  S1  UNL     1      -0.814  -2.611   0.359  1.00  0.00           S  
HETATM    7  S2  UNL     1       0.581  -1.071   0.888  1.00  0.00           S  
HETATM    8  C6  UNL     1       1.897  -1.080  -0.360  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.913  -0.034  -0.057  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.741   1.222  -0.584  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.687   2.180  -0.296  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.793   1.955   0.486  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.918   0.670   0.993  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.997  -0.303   0.726  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.109  -1.347   0.617  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.906  -0.419   1.250  1.00  0.00           C  
HETATM   17  H1  UNL     1      -5.237   1.671   1.759  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.189   2.371   0.580  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.753   0.678  -0.565  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.576  -1.394  -1.538  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.679  -2.751  -1.206  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.446  -0.817  -1.330  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.387  -2.067  -0.421  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.886   1.476  -1.215  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.568   3.177  -0.705  1.00  0.00           H  
HETATM   26  H10 UNL     1       5.540   2.728   0.708  1.00  0.00           H  
HETATM   27  H11 UNL     1       5.795   0.464   1.622  1.00  0.00           H  
HETATM   28  H12 UNL     1       4.085  -1.316   1.119  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.349  -2.411   0.613  1.00  0.00           H  
HETATM   30  H14 UNL     1      -5.802  -0.721   1.767  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   18
CONECT    3    4    4   19
CONECT    4    5   15
CONECT    5    6   20   21
CONECT    6    7
CONECT    7    8
CONECT    8    9   22   23
CONECT    9   10   10   14
CONECT   10   11   24
CONECT   11   12   12   25
CONECT   12   13   26
CONECT   13   14   14   27
CONECT   14   28
CONECT   15   16   16   29
CONECT   16   30
END

HMDB0032077
     RDKit          3D
Dibenzyl disulfide
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.6188    0.9324    1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4632    1.3226    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6656    0.3942   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9729   -0.9518   -0.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1013   -1.9495   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138   -2.6110    0.3589 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5814   -1.0709    0.8882 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975   -1.0795   -0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9132   -0.0339   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7413    1.2219   -0.5837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6872    2.1798   -0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7934    1.9552    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9180    0.6699    0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9973   -0.3032    0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092   -1.3467    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9060   -0.4192    1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2365    1.6714    1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895    2.3715    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531    0.6784   -0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763   -1.3937   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -2.7507   -1.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4455   -0.8173   -1.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3867   -2.0669   -0.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8864    1.4759   -1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5678    3.1771   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5400    2.7284    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7953    0.4638    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0848   -1.3159    1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3486   -2.4107    0.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8019   -0.7211    1.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  2  0
 16  1  1  0
 14  9  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  5 20  1  0
  5 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	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

Chemical Formula

C₁₄H₁₄S₂

Average Molecular Weight

246.391

Monoisotopic Molecular Weight

246.053691828

IUPAC Name

[(benzyldisulfanyl)methyl]benzene

Traditional Name

disulfide, bis(phenylmethyl)

CAS Registry Number

150-60-7

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 Key

GVPWHKZIJBODOX-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.

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

Cell membrane (HMDB: HMDB0032077)

Cellular substructure

Membrane (HMDB: HMDB0032077)

Source

Endogenous

Endogenous (HMDB: HMDB0032077)

Exogenous

Food

Food (HMDB: HMDB0032077)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0032077)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	71 - 72 °C	Not Available
Boiling Point	270.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.75 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.951 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	154.095	31661259
DarkChem	[M-H]-	153.3	31661259
DeepCCS	[M+H]+	149.833	30932474
DeepCCS	[M-H]-	147.475	30932474
DeepCCS	[M-2H]-	180.995	30932474
DeepCCS	[M+Na]+	155.96	30932474
AllCCS	[M+H]+	154.1	32859911
AllCCS	[M+H-H2O]+	150.2	32859911
AllCCS	[M+NH4]+	157.6	32859911
AllCCS	[M+Na]+	158.7	32859911
AllCCS	[M-H]-	152.3	32859911
AllCCS	[M+Na-2H]-	151.9	32859911
AllCCS	[M+HCOO]-	151.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dibenzyl disulfide	C(SSCC1=CC=CC=C1)C1=CC=CC=C1	2754.9	Standard polar	33892256
Dibenzyl disulfide	C(SSCC1=CC=CC=C1)C1=CC=CC=C1	2008.5	Standard non polar	33892256
Dibenzyl disulfide	C(SSCC1=CC=CC=C1)C1=CC=CC=C1	2069.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dibenzyl disulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-00a30e0584d6428ee822	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dibenzyl disulfide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

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

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008792

KNApSAcK ID

C00037046

Chemspider ID

8662

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9012

PDB ID

Not Available

ChEBI ID

72752

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1011651

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Dibenzyl disulfide (HMDB0032077)

MOL for HMDB0032077 (Dibenzyl disulfide)

3D MOL for HMDB0032077 (Dibenzyl disulfide)

3D SDF for HMDB0032077 (Dibenzyl disulfide)

3D-SDF for HMDB0032077 (Dibenzyl disulfide)

PDB for HMDB0032077 (Dibenzyl disulfide)

3D PDB for HMDB0032077 (Dibenzyl disulfide)

SMILES for HMDB0032077 (Dibenzyl disulfide)

INCHI for HMDB0032077 (Dibenzyl disulfide)

Structure for HMDB0032077 (Dibenzyl disulfide)

3D Structure for HMDB0032077 (Dibenzyl disulfide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra