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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:59:41 UTC

Update Date

2021-09-26 23:02:33 UTC

HMDB ID

HMDB0250849

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dansylamide

Description

Dansylamide 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. Dansylamide is a strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Dansylamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dansylamide 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

HMDB0250849
     RDKit          3D
Dansylamide
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.1366   -0.9126    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -0.0922   -0.0626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6275    0.1329   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238    0.4865   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714    1.8761   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    2.4265   -0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0881    1.6057   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9729    0.2319   -0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379   -0.5400   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    0.2147   -0.1793 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.9650    1.2273    1.1979 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7528   -0.8607   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9328    0.9768   -1.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9991   -1.9099   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -2.4861   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4067   -1.7067   -0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -0.3191   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3358   -1.0753    1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5957   -1.8865    0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9246   -0.3374    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4936   -0.5778   -1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597    0.0202   -2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0770    1.1448   -1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1771    2.4997   -0.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1245    3.5112   -0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1096    2.0075   -0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3191    0.6815    2.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532    1.9834    0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511   -2.5695   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6395   -3.5704   -0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -2.1826   -0.0807 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  1  0
 10 12  2  0
 10 13  2  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
 11 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
M  END

MNS
  Mrv0541 02231216312D          

 17 18  0  0  0  0            999 V2000
   -0.8215   -1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5359   -0.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5359    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8215    0.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1070    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075    0.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220   -0.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075   -1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1070   -0.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075    1.4484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220    1.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1070    1.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8215   -1.8516    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8215   -2.6766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6465   -1.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0035   -1.8516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 10  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  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>
HMDB0250849

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C1=C2C=CC=C(C2=CC=C1)S(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2O2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3,(H2,13,15,16)

> <INCHI_KEY>
TYNBFJJKZPTRKS-UHFFFAOYSA-N

> <FORMULA>
C12H14N2O2S

> <MOLECULAR_WEIGHT>
250.317

> <EXACT_MASS>
250.077598392

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.788329464258823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(dimethylamino)naphthalene-1-sulfonamide

> <ALOGPS_LOGP>
1.92

> <JCHEM_LOGP>
1.6767972009999996

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.965947712108525

> <JCHEM_PKA_STRONGEST_BASIC>
4.630942302987777

> <JCHEM_POLAR_SURFACE_AREA>
63.400000000000006

> <JCHEM_REFRACTIVITY>
69.0947

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dansylamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250849
     RDKit          3D
Dansylamide
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.1366   -0.9126    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -0.0922   -0.0626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6275    0.1329   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238    0.4865   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714    1.8761   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    2.4265   -0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0881    1.6057   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9729    0.2319   -0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379   -0.5400   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    0.2147   -0.1793 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.9650    1.2273    1.1979 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7528   -0.8607   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9328    0.9768   -1.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9991   -1.9099   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -2.4861   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4067   -1.7067   -0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -0.3191   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3358   -1.0753    1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5957   -1.8865    0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9246   -0.3374    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4936   -0.5778   -1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597    0.0202   -2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0770    1.1448   -1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1771    2.4997   -0.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1245    3.5112   -0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1096    2.0075   -0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3191    0.6815    2.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532    1.9834    0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511   -2.5695   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6395   -3.5704   -0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -2.1826   -0.0807 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  1  0
 10 12  2  0
 10 13  2  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
 11 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: MNS                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.533  -1.916   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.867  -1.146   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.867   0.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.533   1.164   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.200   0.394   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.134   1.164   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.468   0.394   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.468  -1.146   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.134  -1.916   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.200  -1.146   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.134   2.704   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.468   3.474   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.200   3.474   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0      -1.533  -3.456   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0      -1.533  -4.996   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.073  -3.456   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       0.007  -3.456   0.000  0.00  0.00           N+0
CONECT    1    2   10   14                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    1    5    9                                                  
CONECT   11    6   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    1   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    HMDB0250849
HETATM    1  C1  UNL     1      -3.137  -0.913   1.044  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.712  -0.092  -0.063  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.628   0.133  -1.148  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.424   0.486  -0.095  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.271   1.876  -0.108  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.015   2.426  -0.133  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.088   1.606  -0.145  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.973   0.232  -0.133  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.138  -0.540  -0.148  1.00  0.00           C  
HETATM   10  S1  UNL     1       3.703   0.215  -0.179  1.00  0.00           S  
HETATM   11  N2  UNL     1       3.965   1.227   1.198  1.00  0.00           N  
HETATM   12  O1  UNL     1       4.753  -0.861  -0.136  1.00  0.00           O  
HETATM   13  O2  UNL     1       3.933   0.977  -1.468  1.00  0.00           O  
HETATM   14  C9  UNL     1       1.999  -1.910  -0.138  1.00  0.00           C  
HETATM   15  C10 UNL     1       0.749  -2.486  -0.113  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.407  -1.707  -0.098  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.286  -0.319  -0.108  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.336  -1.075   1.799  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.596  -1.886   0.704  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.925  -0.337   1.587  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.494  -0.578  -1.113  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.160   0.020  -2.143  1.00  0.00           H  
HETATM   23  H6  UNL     1      -4.077   1.145  -1.054  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.177   2.500  -0.097  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.125   3.511  -0.143  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.110   2.008  -0.165  1.00  0.00           H  
HETATM   27  H10 UNL     1       4.319   0.681   2.014  1.00  0.00           H  
HETATM   28  H11 UNL     1       4.653   1.983   0.912  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.851  -2.569  -0.148  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.640  -3.570  -0.105  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.355  -2.183  -0.081  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   12   12   13
CONECT   10   13
CONECT   11   27   28
CONECT   14   15   15   29
CONECT   15   16   30
CONECT   16   17   17   31
END

HMDB0250849
     RDKit          3D
Dansylamide
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.1366   -0.9126    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -0.0922   -0.0626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6275    0.1329   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238    0.4865   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714    1.8761   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    2.4265   -0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0881    1.6057   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9729    0.2319   -0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379   -0.5400   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    0.2147   -0.1793 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.9650    1.2273    1.1979 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7528   -0.8607   -0.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9328    0.9768   -1.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9991   -1.9099   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -2.4861   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4067   -1.7067   -0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -0.3191   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3358   -1.0753    1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5957   -1.8865    0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9246   -0.3374    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4936   -0.5778   -1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597    0.0202   -2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0770    1.1448   -1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1771    2.4997   -0.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1245    3.5112   -0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1096    2.0075   -0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3191    0.6815    2.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532    1.9834    0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511   -2.5695   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6395   -3.5704   -0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -2.1826   -0.0807 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  1  0
 10 12  2  0
 10 13  2  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
 11 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dansyl-1-sulfonamide	MeSH
5-Dimethylaminonaphthalene-1-sulfonamide	MeSH
DNSA	MeSH
Dansylsulfonamide	MeSH
5-(Dimethylamino)naphthalene-1-sulphonamide	Generator

Chemical Formula

C₁₂H₁₄N₂O₂S

Average Molecular Weight

250.317

Monoisotopic Molecular Weight

250.077598392

IUPAC Name

5-(dimethylamino)naphthalene-1-sulfonamide

Traditional Name

dansylamide

CAS Registry Number

Not Available

SMILES

CN(C)C1=C2C=CC=C(C2=CC=C1)S(N)(=O)=O

InChI Identifier

InChI=1S/C12H14N2O2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3,(H2,13,15,16)

InChI Key

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

Molecular Framework

Aromatic homopolycyclic 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 (HMDB: HMDB0250849)

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	1.92	ALOGPS
logP	1.68	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.97	ChemAxon
pKa (Strongest Basic)	4.63	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.4 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.09 m³·mol⁻¹	ChemAxon
Polarizability	25.79 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]+	156.734	30932474
DeepCCS	[M-H]-	154.376	30932474
DeepCCS	[M-2H]-	187.267	30932474
DeepCCS	[M+Na]+	162.828	30932474
AllCCS	[M+H]+	155.5	32859911
AllCCS	[M+H-H2O]+	151.6	32859911
AllCCS	[M+NH4]+	159.0	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	154.6	32859911
AllCCS	[M+Na-2H]-	154.7	32859911
AllCCS	[M+HCOO]-	154.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dansylamide	CN(C)C1=C2C=CC=C(C2=CC=C1)S(N)(=O)=O	3483.5	Standard polar	33892256
Dansylamide	CN(C)C1=C2C=CC=C(C2=CC=C1)S(N)(=O)=O	2544.7	Standard non polar	33892256
Dansylamide	CN(C)C1=C2C=CC=C(C2=CC=C1)S(N)(=O)=O	2452.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dansylamide,1TMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N[Si](C)(C)C)C=CC=C12	2343.0	Semi standard non polar	33892256
Dansylamide,1TMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N[Si](C)(C)C)C=CC=C12	2273.0	Standard non polar	33892256
Dansylamide,1TMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N[Si](C)(C)C)C=CC=C12	3137.5	Standard polar	33892256
Dansylamide,2TMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=CC=C12	2326.2	Semi standard non polar	33892256
Dansylamide,2TMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=CC=C12	2457.5	Standard non polar	33892256
Dansylamide,2TMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=CC=C12	3051.9	Standard polar	33892256
Dansylamide,1TBDMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=CC=C12	2601.3	Semi standard non polar	33892256
Dansylamide,1TBDMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=CC=C12	2502.7	Standard non polar	33892256
Dansylamide,1TBDMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=CC=C12	3141.8	Standard polar	33892256
Dansylamide,2TBDMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=CC=C12	2817.6	Semi standard non polar	33892256
Dansylamide,2TBDMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=CC=C12	2906.0	Standard non polar	33892256
Dansylamide,2TBDMS,isomer #1	CN(C)C1=CC=CC2=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=CC=C12	3086.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dansylamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-2940000000-81cc1471693c7730fc82	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dansylamide 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 - Dansylamide 10V, Positive-QTOF	splash10-0udi-0090000000-c863a9aa65781da84947	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 20V, Positive-QTOF	splash10-0udi-0390000000-0e36a6ab6d73ee20c329	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 40V, Positive-QTOF	splash10-00fr-0900000000-f4d6834cfad1a26fff5e	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 10V, Negative-QTOF	splash10-0002-0090000000-3ea255ec673b76708deb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 20V, Negative-QTOF	splash10-0002-2290000000-0492b94df56879ecd5c3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 40V, Negative-QTOF	splash10-004i-9100000000-f5c3efdbc7aec5d8e6f2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 10V, Positive-QTOF	splash10-0udi-0090000000-059f7334b355cb21c5fd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 20V, Positive-QTOF	splash10-0uk9-0690000000-d0b65011b6c388966626	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 40V, Positive-QTOF	splash10-0fdk-0940000000-2337af068e91fb427a4f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 10V, Negative-QTOF	splash10-0002-0090000000-1098cca65d65cc206c7c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 20V, Negative-QTOF	splash10-0002-2290000000-92981796a66fd4648cf7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylamide 40V, Negative-QTOF	splash10-004i-9400000000-bfd45f3af12fa55725ac	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

DB02866

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65077

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 Dansylamide (HMDB0250849)

MOL for HMDB0250849 (Dansylamide)

3D MOL for HMDB0250849 (Dansylamide)

3D SDF for HMDB0250849 (Dansylamide)

3D-SDF for HMDB0250849 (Dansylamide)

PDB for HMDB0250849 (Dansylamide)

3D PDB for HMDB0250849 (Dansylamide)

SMILES for HMDB0250849 (Dansylamide)

INCHI for HMDB0250849 (Dansylamide)

Structure for HMDB0250849 (Dansylamide)

3D Structure for HMDB0250849 (Dansylamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra