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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:49:14 UTC

Update Date

2022-03-07 02:54:16 UTC

HMDB ID

HMDB0034890

Secondary Accession Numbers

HMDB34890

Metabolite Identification

Common Name

Bis(4-isothiocyanatobutyl) disulfide

Description

Bis(4-isothiocyanatobutyl) disulfide belongs to the class of organic compounds known as isothiocyanates. These are organic compounds containing the isothiocyanate group, an isocyanate analogue with the general formula RN=C=S. Bis(4-isothiocyanatobutyl) disulfide has been detected, but not quantified in, brassicas. This could make bis(4-isothiocyanatobutyl) disulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Bis(4-isothiocyanatobutyl) disulfide.

Structure

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

HMDB0034890
     RDKit          3D
Bis(4-isothiocyanatobutyl) disulfide
 32 31  0  0  0  0  0  0  0  0999 V2000
    7.0898    2.4084   -1.5866 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8865    1.7877   -0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7022    1.3998   -0.4267 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378    0.0253   -0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0258   -0.2640   -0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7848   -1.6857    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383   -2.0812    0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3658   -1.0696    1.5248 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    0.9398    0.8749 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    1.0360   -0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5110    0.7665    0.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8299    0.8099    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9462   -0.1912   -1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2728   -0.0435   -1.7047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2648    0.2294   -0.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3920    0.8697   -0.0273 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0303   -0.6446   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9418   -0.0921    1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787    0.4040    0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5782   -0.0960   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3959   -2.4096   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2100   -1.7707    1.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -3.1735    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9282   -2.0220   -0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3585    2.0620   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020    0.2725   -0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -0.1492    1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343    1.6052    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0795    1.8221   -0.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6114    0.5446    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161   -0.0526   -1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9029   -1.2372   -0.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  2  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
M  END

  Mrv0541 05061308072D          

 16 15  0  0  0  0            999 V2000
    3.3513   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4947   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7802   -1.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2092   -1.8414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -0.6039    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034890

> <DATABASE_NAME>
hmdb

> <SMILES>
S=C=NCCCCSSCCCCN=C=S

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N2S4/c13-9-11-5-1-3-7-15-16-8-4-2-6-12-10-14/h1-8H2

> <INCHI_KEY>
WRUFJWLVOQYPJF-UHFFFAOYSA-N

> <FORMULA>
C10H16N2S4

> <MOLECULAR_WEIGHT>
292.507

> <EXACT_MASS>
292.019631282

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.1823968592737

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-isothiocyanato-4-[(4-isothiocyanatobutyl)disulfanyl]butane

> <ALOGPS_LOGP>
4.92

> <JCHEM_LOGP>
4.249502238

> <ALOGPS_LOGS>
-5.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.889057168999111

> <JCHEM_POLAR_SURFACE_AREA>
24.72

> <JCHEM_REFRACTIVITY>
84.8318

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-isothiocyanato-4-[(4-isothiocyanatobutyl)disulfanyl]butane

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034890
     RDKit          3D
Bis(4-isothiocyanatobutyl) disulfide
 32 31  0  0  0  0  0  0  0  0999 V2000
    7.0898    2.4084   -1.5866 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8865    1.7877   -0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7022    1.3998   -0.4267 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378    0.0253   -0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0258   -0.2640   -0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7848   -1.6857    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383   -2.0812    0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3658   -1.0696    1.5248 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    0.9398    0.8749 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    1.0360   -0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5110    0.7665    0.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8299    0.8099    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9462   -0.1912   -1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2728   -0.0435   -1.7047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2648    0.2294   -0.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3920    0.8697   -0.0273 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0303   -0.6446   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9418   -0.0921    1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787    0.4040    0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5782   -0.0960   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3959   -2.4096   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2100   -1.7707    1.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -3.1735    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9282   -2.0220   -0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3585    2.0620   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020    0.2725   -0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -0.1492    1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343    1.6052    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0795    1.8221   -0.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6114    0.5446    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161   -0.0526   -1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9029   -1.2372   -0.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  2  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  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       6.256  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.922  -2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.589  -2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.588  -1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.413  -2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.257  -2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.081  -1.897   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       8.923  -1.897   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -5.747  -2.667   0.000  0.00  0.00           N+0
HETATM   13  S   UNK     0      11.591  -3.437   0.000  0.00  0.00           S+0
HETATM   14  S   UNK     0      -8.415  -1.127   0.000  0.00  0.00           S+0
HETATM   15  S   UNK     0       2.255  -2.667   0.000  0.00  0.00           S+0
HETATM   16  S   UNK     0       0.921  -1.897   0.000  0.00  0.00           S+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5    1   11                                                       
CONECT    6    2   12                                                       
CONECT    7    3   15                                                       
CONECT    8    4   16                                                       
CONECT    9   11   13                                                       
CONECT   10   12   14                                                       
CONECT   11    5    9                                                       
CONECT   12    6   10                                                       
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15    7   16                                                       
CONECT   16    8   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0034890
HETATM    1  S1  UNL     1       7.090   2.408  -1.587  1.00  0.00           S  
HETATM    2  C1  UNL     1       5.886   1.788  -0.697  1.00  0.00           C  
HETATM    3  N1  UNL     1       4.702   1.400  -0.427  1.00  0.00           N  
HETATM    4  C2  UNL     1       4.538   0.025  -0.016  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.026  -0.264  -0.020  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.785  -1.686   0.399  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.338  -2.081   0.404  1.00  0.00           C  
HETATM    8  S2  UNL     1       0.366  -1.070   1.525  1.00  0.00           S  
HETATM    9  S3  UNL     1       0.163   0.940   0.875  1.00  0.00           S  
HETATM   10  C6  UNL     1      -1.336   1.036  -0.164  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.511   0.767   0.721  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.830   0.810   0.012  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.946  -0.191  -1.099  1.00  0.00           C  
HETATM   14  N2  UNL     1      -5.273  -0.043  -1.705  1.00  0.00           N  
HETATM   15  C10 UNL     1      -6.265   0.229  -0.972  1.00  0.00           C  
HETATM   16  S4  UNL     1      -7.392   0.870  -0.027  1.00  0.00           S  
HETATM   17  H1  UNL     1       5.030  -0.645  -0.728  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.942  -0.092   1.006  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.579   0.404   0.773  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.578  -0.096  -1.002  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.396  -2.410  -0.194  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.210  -1.771   1.437  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.266  -3.174   0.673  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.928  -2.022  -0.648  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.359   2.062  -0.577  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.202   0.272  -0.957  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.365  -0.149   1.313  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.534   1.605   1.477  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.080   1.822  -0.358  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.611   0.545   0.772  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.216  -0.053  -1.901  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.903  -1.237  -0.745  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3
CONECT    3    4
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9
CONECT    9   10
CONECT   10   11   25   26
CONECT   11   12   27   28
CONECT   12   13   29   30
CONECT   13   14   31   32
CONECT   14   15   15
CONECT   15   16   16
END

HMDB0034890
     RDKit          3D
Bis(4-isothiocyanatobutyl) disulfide
 32 31  0  0  0  0  0  0  0  0999 V2000
    7.0898    2.4084   -1.5866 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8865    1.7877   -0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7022    1.3998   -0.4267 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378    0.0253   -0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0258   -0.2640   -0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7848   -1.6857    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383   -2.0812    0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3658   -1.0696    1.5248 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    0.9398    0.8749 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    1.0360   -0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5110    0.7665    0.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8299    0.8099    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9462   -0.1912   -1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2728   -0.0435   -1.7047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2648    0.2294   -0.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3920    0.8697   -0.0273 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0303   -0.6446   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9418   -0.0921    1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787    0.4040    0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5782   -0.0960   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3959   -2.4096   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2100   -1.7707    1.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -3.1735    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9282   -2.0220   -0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3585    2.0620   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020    0.2725   -0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -0.1492    1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343    1.6052    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0795    1.8221   -0.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6114    0.5446    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161   -0.0526   -1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9029   -1.2372   -0.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  2  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bis(4-isothiocyanatobutyl) disulphide	Generator
Isothiocyanic acid dithiobis(tetramethylene) ester, 9ci	HMDB
1-Isothiocyanato-4-[(4-isothiocyanatobutyl)disulphanyl]butane	Generator

Chemical Formula

C₁₀H₁₆N₂S₄

Average Molecular Weight

292.507

Monoisotopic Molecular Weight

292.019631282

IUPAC Name

1-isothiocyanato-4-[(4-isothiocyanatobutyl)disulfanyl]butane

Traditional Name

1-isothiocyanato-4-[(4-isothiocyanatobutyl)disulfanyl]butane

CAS Registry Number

18729-71-0

SMILES

S=C=NCCCCSSCCCCN=C=S

InChI Identifier

InChI=1S/C10H16N2S4/c13-9-11-5-1-3-7-15-16-8-4-2-6-12-10-14/h1-8H2

InChI Key

WRUFJWLVOQYPJF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isothiocyanates. These are organic compounds containing the isothiocyanate group, an isocyanate analogue with the general formula RN=C=S.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Isothiocyanates

Sub Class

Not Available

Direct Parent

Isothiocyanates

Alternative Parents

Substituents

Dialkyldisulfide
Organic disulfide
Isothiocyanate
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034890)
Cell membrane (HMDB: HMDB0034890)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034890)

Source

Exogenous

Exogenous (HMDB: HMDB0034890)

Food

Food (HMDB: HMDB0034890)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0034890)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034890)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0021 g/L	ALOGPS
logP	4.92	ALOGPS
logP	4.25	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	24.72 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	84.83 m³·mol⁻¹	ChemAxon
Polarizability	33.18 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	166.668	31661259
DarkChem	[M-H]-	160.115	31661259
DeepCCS	[M+H]+	156.348	30932474
DeepCCS	[M-H]-	153.99	30932474
DeepCCS	[M-2H]-	189.49	30932474
DeepCCS	[M+Na]+	164.647	30932474
AllCCS	[M+H]+	157.8	32859911
AllCCS	[M+H-H2O]+	155.2	32859911
AllCCS	[M+NH4]+	160.3	32859911
AllCCS	[M+Na]+	160.9	32859911
AllCCS	[M-H]-	163.7	32859911
AllCCS	[M+Na-2H]-	165.1	32859911
AllCCS	[M+HCOO]-	166.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bis(4-isothiocyanatobutyl) disulfide	S=C=NCCCCSSCCCCN=C=S	3633.6	Standard polar	33892256
Bis(4-isothiocyanatobutyl) disulfide	S=C=NCCCCSSCCCCN=C=S	2335.1	Standard non polar	33892256
Bis(4-isothiocyanatobutyl) disulfide	S=C=NCCCCSSCCCCN=C=S	2697.8	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 - Bis(4-isothiocyanatobutyl) disulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dj-6930000000-bb5197f0be25c51e9509	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(4-isothiocyanatobutyl) 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 - Bis(4-isothiocyanatobutyl) disulfide 10V, Positive-QTOF	splash10-0006-0390000000-aa56ecf0e23113645734	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 20V, Positive-QTOF	splash10-08i0-4920000000-1abf395143dbba3b1a9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 40V, Positive-QTOF	splash10-052s-9700000000-0768e2cc507d283c58d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 10V, Negative-QTOF	splash10-0006-2790000000-be69b892d03aa56c599c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 20V, Negative-QTOF	splash10-0a4m-4910000000-8bb332f1b0a8a930ecbf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 40V, Negative-QTOF	splash10-0a4i-9100000000-6d0903c8d27714f03194	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 10V, Negative-QTOF	splash10-0006-3090000000-920278f9794efbd2aa7a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 20V, Negative-QTOF	splash10-0a4m-9810000000-76c70379799353b9b9b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 40V, Negative-QTOF	splash10-0a4i-9300000000-6e6de3f46274702987aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 10V, Positive-QTOF	splash10-0006-0090000000-eb598940a0adb28f4f98	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 20V, Positive-QTOF	splash10-03di-4940000000-4e3675b2ceef3ce93b9e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-isothiocyanatobutyl) disulfide 40V, Positive-QTOF	splash10-022a-9700000000-4e2dde2a41a3c701956d	2021-09-23	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

FDB013466

KNApSAcK ID

C00055436

Chemspider ID

23255121

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85716035

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 Bis(4-isothiocyanatobutyl) disulfide (HMDB0034890)

MOL for HMDB0034890 (Bis(4-isothiocyanatobutyl) disulfide)

3D MOL for HMDB0034890 (Bis(4-isothiocyanatobutyl) disulfide)

3D SDF for HMDB0034890 (Bis(4-isothiocyanatobutyl) disulfide)

3D-SDF for HMDB0034890 (Bis(4-isothiocyanatobutyl) disulfide)

PDB for HMDB0034890 (Bis(4-isothiocyanatobutyl) disulfide)

3D PDB for HMDB0034890 (Bis(4-isothiocyanatobutyl) disulfide)

SMILES for HMDB0034890 (Bis(4-isothiocyanatobutyl) disulfide)

INCHI for HMDB0034890 (Bis(4-isothiocyanatobutyl) disulfide)

Structure for HMDB0034890 (Bis(4-isothiocyanatobutyl) disulfide)

3D Structure for HMDB0034890 (Bis(4-isothiocyanatobutyl) disulfide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra