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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:59:30 UTC

Update Date

2021-09-26 23:02:32 UTC

HMDB ID

HMDB0250846

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dansyl chloride

Description

Dansyl chloride, also known as DNS-CL, belongs to the class of organic compounds known as 1-naphthalene sulfonic acids and derivatives. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group (or a derivative thereof) at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. Based on a literature review a significant number of articles have been published on Dansyl chloride. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dansyl chloride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dansyl 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

HMDB0250846
     RDKit          3D
Dansyl chloride
 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.7676   -1.5300    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3772   -0.1403   -0.0104 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439    0.8064   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073    0.2989    0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0365    1.1719    1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1883    1.5675    1.9836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168    1.1179    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.2531    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4179   -0.1881   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634    0.3695    0.2702 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.0560   -0.2043   -0.5573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1581   -0.0242    1.7008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0928    2.4410    0.1667 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3666   -1.0463   -1.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -1.4702   -1.8990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0069   -1.0168   -1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0230   -0.1614   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9400   -2.1818    0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1516   -1.9053   -0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5898   -1.7004    0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2831    0.7949    0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    1.8292   -0.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5625    0.5742   -1.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589    1.5041    2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    2.2523    2.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2946    1.4398    1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3077   -1.3564   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388   -2.1405   -2.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9372   -1.3547   -1.6441 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  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  4  1  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END

  Mrv1652309112109592D          

 17 18  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
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.4750    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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250846

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C1=CC=CC2=C1C=CC=C2S(Cl)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H12ClNO2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3

> <INCHI_KEY>
XPDXVDYUQZHFPV-UHFFFAOYSA-N

> <FORMULA>
C12H12ClNO2S

> <MOLECULAR_WEIGHT>
269.74

> <EXACT_MASS>
269.0277275

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
26.425693253085335

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(dimethylamino)naphthalene-1-sulfonyl chloride

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
3.017069459666666

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.592761313937676

> <JCHEM_POLAR_SURFACE_AREA>
37.38

> <JCHEM_REFRACTIVITY>
71.13100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dansyl

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0250846
     RDKit          3D
Dansyl chloride
 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.7676   -1.5300    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3772   -0.1403   -0.0104 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439    0.8064   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073    0.2989    0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0365    1.1719    1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1883    1.5675    1.9836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168    1.1179    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.2531    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4179   -0.1881   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634    0.3695    0.2702 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.0560   -0.2043   -0.5573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1581   -0.0242    1.7008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0928    2.4410    0.1667 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3666   -1.0463   -1.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -1.4702   -1.8990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0069   -1.0168   -1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0230   -0.1614   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9400   -2.1818    0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1516   -1.9053   -0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5898   -1.7004    0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2831    0.7949    0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    1.8292   -0.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5625    0.5742   -1.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589    1.5041    2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    2.2523    2.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2946    1.4398    1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3077   -1.3564   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388   -2.1405   -2.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9372   -1.3547   -1.6441 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  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  4  1  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  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       0.000   1.540   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       2.667  -4.620   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0       2.667  -6.160   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.127  -4.620   0.000  0.00  0.00           O+0
HETATM   17 Cl   UNK     0       4.207  -4.620   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                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0250846
HETATM    1  C1  UNL     1      -2.768  -1.530   0.036  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.377  -0.140  -0.010  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.344   0.806  -0.561  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.107   0.299   0.458  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.036   1.172   1.552  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.188   1.567   1.984  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.317   1.118   1.357  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.270   0.253   0.272  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.418  -0.188  -0.349  1.00  0.00           C  
HETATM   10  S1  UNL     1       3.963   0.370   0.270  1.00  0.00           S  
HETATM   11  O1  UNL     1       5.056  -0.204  -0.557  1.00  0.00           O  
HETATM   12  O2  UNL     1       4.158  -0.024   1.701  1.00  0.00           O  
HETATM   13 CL1  UNL     1       4.093   2.441   0.167  1.00  0.00          CL  
HETATM   14  C9  UNL     1       2.367  -1.046  -1.431  1.00  0.00           C  
HETATM   15  C10 UNL     1       1.142  -1.470  -1.899  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.007  -1.017  -1.263  1.00  0.00           C  
HETATM   17  C12 UNL     1       0.023  -0.161  -0.183  1.00  0.00           C  
HETATM   18  H1  UNL     1      -1.940  -2.182   0.355  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.152  -1.905  -0.951  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.590  -1.700   0.780  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.283   0.795   0.061  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.939   1.829  -0.467  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.563   0.574  -1.627  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.959   1.504   2.019  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.252   2.252   2.842  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.295   1.440   1.710  1.00  0.00           H  
HETATM   27  H10 UNL     1       3.308  -1.356  -1.874  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.139  -2.140  -2.746  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.937  -1.355  -1.644  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4
CONECT    3   21   22   23
CONECT    4    5    5   17
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   26
CONECT    8    9    9   17
CONECT    9   10   14
CONECT   10   11   11   12   12
CONECT   10   13
CONECT   14   15   15   27
CONECT   15   16   28
CONECT   16   17   17   29
END

HMDB0250846
     RDKit          3D
Dansyl chloride
 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.7676   -1.5300    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3772   -0.1403   -0.0104 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439    0.8064   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073    0.2989    0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0365    1.1719    1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1883    1.5675    1.9836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168    1.1179    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.2531    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4179   -0.1881   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634    0.3695    0.2702 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.0560   -0.2043   -0.5573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1581   -0.0242    1.7008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0928    2.4410    0.1667 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3666   -1.0463   -1.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -1.4702   -1.8990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0069   -1.0168   -1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0230   -0.1614   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9400   -2.1818    0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1516   -1.9053   -0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5898   -1.7004    0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2831    0.7949    0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    1.8292   -0.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5625    0.5742   -1.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589    1.5041    2.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    2.2523    2.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2946    1.4398    1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3077   -1.3564   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388   -2.1405   -2.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9372   -1.3547   -1.6441 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  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  4  1  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Chlorosulfonyl-5-dimethylaminonaphthalene	ChEBI
1-Dimethylaminonaphthalene-5-sulfonyl chloride	ChEBI
5-(Dimethylamino)-1-naphthalenesulfonyl chloride	ChEBI
5-Dimethylaminonaphthalene-1-sulphonyl chloride	ChEBI
DNS Chloride	ChEBI
1-Chlorosulphonyl-5-dimethylaminonaphthalene	Generator
1-Dimethylaminonaphthalene-5-sulphonyl chloride	Generator
5-(Dimethylamino)-1-naphthalenesulphonyl chloride	Generator
5-Dimethylaminonaphthalene-1-sulfonyl chloride	Generator
5-(N,N-Dimethylamino)naphthalene-1-sulfonyl chloride	HMDB
5-(Dimethylamino)naphthalene-1-sulfonylchloride	HMDB
DNS-CL	HMDB
Dansyl chloride, 3H-labeled	HMDB
Dansylchloride	HMDB

Chemical Formula

C₁₂H₁₂ClNO₂S

Average Molecular Weight

269.74

Monoisotopic Molecular Weight

269.0277275

IUPAC Name

5-(dimethylamino)naphthalene-1-sulfonyl chloride

Traditional Name

dansyl

CAS Registry Number

Not Available

SMILES

CN(C)C1=CC=CC2=C1C=CC=C2S(Cl)(=O)=O

InChI Identifier

InChI=1S/C12H12ClNO2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3

InChI Key

XPDXVDYUQZHFPV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-naphthalene sulfonic acids and derivatives. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group (or a derivative thereof) at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalene sulfonic acids and derivatives

Direct Parent

1-naphthalene sulfonic acids and derivatives

Alternative Parents

Substituents

1-naphthalene sulfonic acid or derivatives
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl chloride
Sulfonyl halide
Sulfonyl
Tertiary amine
Organic nitrogen compound
Amine
Organosulfur compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

aminonaphthalene (CHEBI:51907 )

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	3.03	ALOGPS
logP	3.02	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	4.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	37.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.13 m³·mol⁻¹	ChemAxon
Polarizability	26.43 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
DeepCCS	[M+H]+	151.834	30932474
DeepCCS	[M-H]-	149.476	30932474
DeepCCS	[M-2H]-	182.505	30932474
DeepCCS	[M+Na]+	157.928	30932474
AllCCS	[M+H]+	156.9	32859911
AllCCS	[M+H-H2O]+	153.2	32859911
AllCCS	[M+NH4]+	160.4	32859911
AllCCS	[M+Na]+	161.4	32859911
AllCCS	[M-H]-	154.5	32859911
AllCCS	[M+Na-2H]-	154.5	32859911
AllCCS	[M+HCOO]-	154.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dansyl chloride	CN(C)C1=CC=CC2=C1C=CC=C2S(Cl)(=O)=O	3235.8	Standard polar	33892256
Dansyl chloride	CN(C)C1=CC=CC2=C1C=CC=C2S(Cl)(=O)=O	2359.6	Standard non polar	33892256
Dansyl chloride	CN(C)C1=CC=CC2=C1C=CC=C2S(Cl)(=O)=O	2187.8	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 - Dansyl chloride GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xr-3950000000-0e3ff79d6e9c8e4b4aa8	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dansyl 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 - Dansyl chloride 10V, Positive-QTOF	splash10-00di-0090000000-f6038642753c5287dc03	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansyl chloride 20V, Positive-QTOF	splash10-00di-0190000000-f4058b219555b4806bb2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansyl chloride 40V, Positive-QTOF	splash10-014i-0910000000-eacc03e00850c25f09ec	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansyl chloride 10V, Negative-QTOF	splash10-014i-0090000000-7b451a8358abe9ac393b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansyl chloride 20V, Negative-QTOF	splash10-014i-0090000000-6bf5f0b24aacbfe10593	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansyl chloride 40V, Negative-QTOF	splash10-0002-9300000000-67d5b1f29cf478d848de	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

11308

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dansyl chloride

METLIN ID

Not Available

PubChem Compound

11801

PDB ID

Not Available

ChEBI ID

51907

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 Dansyl chloride (HMDB0250846)

MOL for HMDB0250846 (Dansyl chloride)

3D MOL for HMDB0250846 (Dansyl chloride)

3D SDF for HMDB0250846 (Dansyl chloride)

3D-SDF for HMDB0250846 (Dansyl chloride)

PDB for HMDB0250846 (Dansyl chloride)

3D PDB for HMDB0250846 (Dansyl chloride)

SMILES for HMDB0250846 (Dansyl chloride)

INCHI for HMDB0250846 (Dansyl chloride)

Structure for HMDB0250846 (Dansyl chloride)

3D Structure for HMDB0250846 (Dansyl chloride)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra