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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:55:38 UTC

Update Date

2021-09-26 23:02:30 UTC

HMDB ID

HMDB0250819

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dabsyl chloride

Description

Dabsyl chloride, also known as DABS-CL, belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring. Based on a literature review a significant number of articles have been published on Dabsyl chloride. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dabsyl chloride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dabsyl chloride is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0250819
     RDKit          3D
Dabsyl chloride
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.4328   -0.2519    1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979   -0.7774    1.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028   -1.9910    1.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2719   -0.0583    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5310    1.0240    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332    1.7146   -0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525    1.3515   -1.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1304    2.0182   -2.5899 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3750    1.8772   -2.6426 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0451    1.0541   -1.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4801    1.5081   -0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1495    0.7037    0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4347   -0.6206    0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953   -1.6344    1.2506 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2421   -2.5827    0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1198   -0.7055    2.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -2.6203    2.4640 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0001   -1.0753   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -0.2822   -2.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217    0.2423   -1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2101   -0.4418   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3330    0.6779    1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8921    0.0663    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0889   -0.9532    1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9852   -2.1231    2.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9083   -2.8300    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4994   -1.9807    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5455    1.3729    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1539    2.5700    0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2592    2.5606   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4883    1.0663    1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2210   -2.1263   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034   -0.6749   -2.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695   -0.0567   -3.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -1.3117   -1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 13 18  1  0
 18 19  2  0
  7 20  1  0
 20 21  2  0
 21  4  1  0
 19 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
 11 30  1  0
 12 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END

  Mrv1652309112109552D          

 21 22  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -8.6625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
 10  7  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250819

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C1=CC=C(C=C1)N=NC1=CC=C(C=C1)S(Cl)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H14ClN3O2S/c1-18(2)13-7-3-11(4-8-13)16-17-12-5-9-14(10-6-12)21(15,19)20/h3-10H,1-2H3

> <INCHI_KEY>
VTVWTPGLLAELLI-UHFFFAOYSA-N

> <FORMULA>
C14H14ClN3O2S

> <MOLECULAR_WEIGHT>
323.8

> <EXACT_MASS>
323.0495256

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
33.10395843235234

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzene-1-sulfonyl chloride

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
4.433486376333334

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.5824137990251965

> <JCHEM_POLAR_SURFACE_AREA>
62.1

> <JCHEM_REFRACTIVITY>
88.9998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.59e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzenesulfonyl chloride

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250819
     RDKit          3D
Dabsyl chloride
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.4328   -0.2519    1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979   -0.7774    1.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028   -1.9910    1.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2719   -0.0583    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5310    1.0240    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332    1.7146   -0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525    1.3515   -1.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1304    2.0182   -2.5899 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3750    1.8772   -2.6426 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0451    1.0541   -1.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4801    1.5081   -0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1495    0.7037    0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4347   -0.6206    0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953   -1.6344    1.2506 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2421   -2.5827    0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1198   -0.7055    2.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -2.6203    2.4640 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0001   -1.0753   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -0.2822   -2.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217    0.2423   -1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2101   -0.4418   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3330    0.6779    1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8921    0.0663    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0889   -0.9532    1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9852   -2.1231    2.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9083   -2.8300    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4994   -1.9807    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5455    1.3729    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1539    2.5700    0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2592    2.5606   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4883    1.0663    1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2210   -2.1263   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034   -0.6749   -2.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695   -0.0567   -3.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -1.3117   -1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 13 18  1  0
 18 19  2  0
  7 20  1  0
 20 21  2  0
 21  4  1  0
 19 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
 11 30  1  0
 12 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.667  -9.240   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       4.001 -10.010   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   18  S   UNK     0       4.001 -16.170   0.000  0.00  0.00           S+0
HETATM   19  O   UNK     0       4.001 -17.710   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.461 -16.170   0.000  0.00  0.00           O+0
HETATM   21 Cl   UNK     0       5.541 -16.170   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0250819
HETATM    1  C1  UNL     1      -4.433  -0.252   1.334  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.098  -0.777   1.094  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.603  -1.991   1.716  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.272  -0.058   0.201  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.531   1.024   0.612  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.733   1.715  -0.291  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.652   1.351  -1.614  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.130   2.018  -2.590  1.00  0.00           N  
HETATM    9  N3  UNL     1       1.375   1.877  -2.643  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.045   1.054  -1.732  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.480   1.508  -0.497  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.149   0.704   0.395  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.435  -0.621   0.114  1.00  0.00           C  
HETATM   14  S1  UNL     1       4.295  -1.634   1.251  1.00  0.00           S  
HETATM   15  O1  UNL     1       5.242  -2.583   0.587  1.00  0.00           O  
HETATM   16  O2  UNL     1       5.120  -0.705   2.132  1.00  0.00           O  
HETATM   17 CL1  UNL     1       2.968  -2.620   2.464  1.00  0.00          CL  
HETATM   18  C11 UNL     1       3.000  -1.075  -1.120  1.00  0.00           C  
HETATM   19  C12 UNL     1       2.327  -0.282  -2.026  1.00  0.00           C  
HETATM   20  C13 UNL     1      -1.422   0.242  -1.997  1.00  0.00           C  
HETATM   21  C14 UNL     1      -2.210  -0.442  -1.107  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.333   0.678   1.962  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.892   0.066   0.378  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.089  -0.953   1.855  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.985  -2.123   2.731  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.908  -2.830   1.039  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.499  -1.981   1.726  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.545   1.373   1.650  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.154   2.570   0.048  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.259   2.561  -0.261  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.488   1.066   1.368  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.221  -2.126  -1.346  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.003  -0.675  -2.988  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.370  -0.057  -3.040  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.810  -1.312  -1.406  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4
CONECT    3   25   26   27
CONECT    4    5    5   21
CONECT    5    6   28
CONECT    6    7    7   29
CONECT    7    8   20
CONECT    8    9    9
CONECT    9   10
CONECT   10   11   11   19
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14   18
CONECT   14   15   15   16   16
CONECT   14   17
CONECT   18   19   19   32
CONECT   19   33
CONECT   20   21   21   34
CONECT   21   35
END

HMDB0250819
     RDKit          3D
Dabsyl chloride
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.4328   -0.2519    1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979   -0.7774    1.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028   -1.9910    1.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2719   -0.0583    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5310    1.0240    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332    1.7146   -0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525    1.3515   -1.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1304    2.0182   -2.5899 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3750    1.8772   -2.6426 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0451    1.0541   -1.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4801    1.5081   -0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1495    0.7037    0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4347   -0.6206    0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953   -1.6344    1.2506 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2421   -2.5827    0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1198   -0.7055    2.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -2.6203    2.4640 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0001   -1.0753   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -0.2822   -2.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217    0.2423   -1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2101   -0.4418   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3330    0.6779    1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8921    0.0663    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0889   -0.9532    1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9852   -2.1231    2.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9083   -2.8300    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4994   -1.9807    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5455    1.3729    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1539    2.5700    0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2592    2.5606   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4883    1.0663    1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2210   -2.1263   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034   -0.6749   -2.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695   -0.0567   -3.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -1.3117   -1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 13 18  1  0
 18 19  2  0
  7 20  1  0
 20 21  2  0
 21  4  1  0
 19 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
 11 30  1  0
 12 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-N,N-Dimethylaminoazobenzene-4'-sulfonyl chloride	HMDB
DABS-CL	HMDB
Dabsyl-CL	HMDB

Chemical Formula

C₁₄H₁₄ClN₃O₂S

Average Molecular Weight

323.8

Monoisotopic Molecular Weight

323.0495256

IUPAC Name

4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzene-1-sulfonyl chloride

Traditional Name

4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzenesulfonyl chloride

CAS Registry Number

Not Available

SMILES

CN(C)C1=CC=C(C=C1)N=NC1=CC=C(C=C1)S(Cl)(=O)=O

InChI Identifier

InChI=1S/C14H14ClN3O2S/c1-18(2)13-7-3-11(4-8-13)16-17-12-5-9-14(10-6-12)21(15,19)20/h3-10H,1-2H3

InChI Key

VTVWTPGLLAELLI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azobenzenes

Sub Class

Not Available

Direct Parent

Azobenzenes

Alternative Parents

Substituents

Azobenzene
Benzenesulfonyl chloride
Benzenesulfonyl group
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aniline or substituted anilines
Monocyclic benzene moiety
Benzenoid
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl chloride
Sulfonyl halide
Sulfonyl
Tertiary amine
Azo compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organosulfur compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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
logP	4.21	ALOGPS
logP	4.43	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	3.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	62.1 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	89 m³·mol⁻¹	ChemAxon
Polarizability	33.1 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	174.431	30932474
DeepCCS	[M-H]-	172.073	30932474
DeepCCS	[M-2H]-	204.959	30932474
DeepCCS	[M+Na]+	180.524	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dabsyl chloride	CN(C)C1=CC=C(C=C1)N=NC1=CC=C(C=C1)S(Cl)(=O)=O	4118.1	Standard polar	33892256
Dabsyl chloride	CN(C)C1=CC=C(C=C1)N=NC1=CC=C(C=C1)S(Cl)(=O)=O	2997.2	Standard non polar	33892256
Dabsyl chloride	CN(C)C1=CC=C(C=C1)N=NC1=CC=C(C=C1)S(Cl)(=O)=O	2827.5	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 - Dabsyl chloride GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1930000000-5cbf23ea4e4bf6d669d1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dabsyl chloride 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 - Dabsyl chloride 10V, Positive-QTOF	splash10-00di-0209000000-e1dd8d23e760b18f9cbc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dabsyl chloride 20V, Positive-QTOF	splash10-00di-0109000000-f2f2c594d5595f7fdbca	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dabsyl chloride 40V, Positive-QTOF	splash10-05fu-4921000000-20d2c431aafaf134c210	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dabsyl chloride 10V, Negative-QTOF	splash10-00di-0009000000-c017e4859e4c851b93f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dabsyl chloride 20V, Negative-QTOF	splash10-00di-0009000000-d757b32f16944f77595d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dabsyl chloride 40V, Negative-QTOF	splash10-0f72-5490000000-2d34181ce4e333ece69e	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21161692

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91660

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Dabsyl chloride (HMDB0250819)

MOL for HMDB0250819 (Dabsyl chloride)

3D MOL for HMDB0250819 (Dabsyl chloride)

3D SDF for HMDB0250819 (Dabsyl chloride)

3D-SDF for HMDB0250819 (Dabsyl chloride)

PDB for HMDB0250819 (Dabsyl chloride)

3D PDB for HMDB0250819 (Dabsyl chloride)

SMILES for HMDB0250819 (Dabsyl chloride)

INCHI for HMDB0250819 (Dabsyl chloride)

Structure for HMDB0250819 (Dabsyl chloride)

3D Structure for HMDB0250819 (Dabsyl chloride)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra