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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:59:57 UTC

Update Date

2021-09-26 23:02:33 UTC

HMDB ID

HMDB0250853

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dansylsarcosine

Description

2-[N-methyl5-(dimethylamino)naphthalene-1-sulfonamido]acetic acid 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. 2-[N-methyl5-(dimethylamino)naphthalene-1-sulfonamido]acetic acid is a strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Dansylsarcosine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dansylsarcosine 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

HMDB0250853
     RDKit          3D
Dansylsarcosine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -4.8195   -0.8547   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1294    0.4009   -0.0972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7740    1.4865   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8751    0.6916    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    1.6214    1.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593    1.9134    2.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087    1.2620    1.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4914    0.3493    0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6472   -0.3220    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2058    0.0067    0.9328 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.4806    1.5002    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1174   -0.4443    2.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053   -0.8893    0.1560 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6259   -0.6363   -1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5185   -1.2924    0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6441   -0.3593    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6519   -0.7290    1.6731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7341    0.8583    0.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4805   -1.2344   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7195   -1.5228   -1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328   -0.8610   -0.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220    0.0625    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1440   -1.2454   -1.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -1.5964    0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7498   -0.7301    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4488    2.4764   -0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5004    1.4026   -1.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8797    1.4154   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753    2.1125    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4525    2.6260    2.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5512    1.4879    2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8348   -0.0126   -1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -1.6089   -1.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783   -0.0865   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8718   -2.2864    0.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1388   -1.5462    1.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2070    1.6839    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3496   -1.7721   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7440   -2.2527   -2.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7974   -1.0746   -1.4093 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
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  9 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  4  1  0
 22  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END


  Mrv0541 05031423212D          

 22 23  0  0  0  0            999 V2000
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13  8  2  0  0  0  0
 13 11  1  0  0  0  0
 14  9  2  0  0  0  0
 14 12  1  0  0  0  0
 15 10  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16 13  1  0  0  0  0
 17  3  1  0  0  0  0
 17 10  1  0  0  0  0
 18 15  2  0  0  0  0
 19 15  1  0  0  0  0
 22 14  1  0  0  0  0
 22 17  1  0  0  0  0
 22 20  2  0  0  0  0
 22 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250853

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H18N2O4S/c1-16(2)13-8-4-7-12-11(13)6-5-9-14(12)22(20,21)17(3)10-15(18)19/h4-9H,10H2,1-3H3,(H,18,19)

> <INCHI_KEY>
BRLJKBOXIVONAG-UHFFFAOYSA-N

> <FORMULA>
C15H18N2O4S

> <MOLECULAR_WEIGHT>
322.379

> <EXACT_MASS>
322.098727764

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.261690418809664

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[N-methyl5-(dimethylamino)naphthalene-1-sulfonamido]acetic acid

> <ALOGPS_LOGP>
1.77

> <JCHEM_LOGP>
0.17614814369059778

> <ALOGPS_LOGS>
-3.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.312363468615771

> <JCHEM_PKA_STRONGEST_BASIC>
4.648558334371842

> <JCHEM_POLAR_SURFACE_AREA>
77.92

> <JCHEM_REFRACTIVITY>
84.97269999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[N-methyl5-(dimethylamino)naphthalene-1-sulfonamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250853
     RDKit          3D
Dansylsarcosine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -4.8195   -0.8547   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1294    0.4009   -0.0972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7740    1.4865   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8751    0.6916    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    1.6214    1.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593    1.9134    2.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087    1.2620    1.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4914    0.3493    0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6472   -0.3220    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2058    0.0067    0.9328 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.4806    1.5002    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1174   -0.4443    2.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053   -0.8893    0.1560 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6259   -0.6363   -1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5185   -1.2924    0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6441   -0.3593    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6519   -0.7290    1.6731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7341    0.8583    0.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4805   -1.2344   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7195   -1.5228   -1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328   -0.8610   -0.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220    0.0625    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1440   -1.2454   -1.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -1.5964    0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7498   -0.7301    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4488    2.4764   -0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5004    1.4026   -1.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8797    1.4154   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753    2.1125    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4525    2.6260    2.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5512    1.4879    2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8348   -0.0126   -1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -1.6089   -1.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783   -0.0865   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8718   -2.2864    0.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1388   -1.5462    1.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2070    1.6839    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3496   -1.7721   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7440   -2.2527   -2.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7974   -1.0746   -1.4093 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
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  9 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  4  1  0
 22  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END

HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4    7    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   11                                                       
CONECT    7    4   12                                                       
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10   15   17                                                       
CONECT   11    6   12   13                                                  
CONECT   12    7   11   14                                                  
CONECT   13    8   11   16                                                  
CONECT   14    9   12   22                                                  
CONECT   15   10   18   19                                                  
CONECT   16    1    2   13                                                  
CONECT   17    3   10   22                                                  
CONECT   18   15                                                            
CONECT   19   15                                                            
CONECT   20   22                                                            
CONECT   21   22                                                            
CONECT   22   14   17   20   21                                             
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0250853
HETATM    1  C1  UNL     1      -4.819  -0.855  -0.045  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.129   0.401  -0.097  1.00  0.00           N  
HETATM    3  C2  UNL     1      -4.774   1.486  -0.818  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.875   0.692   0.486  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.760   1.621   1.515  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.559   1.913   2.108  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.409   1.262   1.672  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.491   0.349   0.669  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.647  -0.322   0.207  1.00  0.00           C  
HETATM   10  S1  UNL     1       2.206   0.007   0.933  1.00  0.00           S  
HETATM   11  O1  UNL     1       2.481   1.500   0.891  1.00  0.00           O  
HETATM   12  O2  UNL     1       2.117  -0.444   2.370  1.00  0.00           O  
HETATM   13  N2  UNL     1       3.405  -0.889   0.156  1.00  0.00           N  
HETATM   14  C9  UNL     1       3.626  -0.636  -1.221  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.518  -1.292   0.931  1.00  0.00           C  
HETATM   16  C11 UNL     1       5.644  -0.359   0.979  1.00  0.00           C  
HETATM   17  O3  UNL     1       6.652  -0.729   1.673  1.00  0.00           O  
HETATM   18  O4  UNL     1       5.734   0.858   0.365  1.00  0.00           O  
HETATM   19  C12 UNL     1       0.481  -1.234  -0.815  1.00  0.00           C  
HETATM   20  C13 UNL     1      -0.720  -1.523  -1.404  1.00  0.00           C  
HETATM   21  C14 UNL     1      -1.833  -0.861  -0.948  1.00  0.00           C  
HETATM   22  C15 UNL     1      -1.722   0.063   0.075  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.144  -1.245  -1.022  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.180  -1.596   0.463  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.750  -0.730   0.571  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.449   2.476  -0.427  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.500   1.403  -1.888  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.880   1.415  -0.729  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.675   2.113   1.832  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.452   2.626   2.900  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.551   1.488   2.144  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.835  -0.013  -1.671  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.621  -1.609  -1.776  1.00  0.00           H  
HETATM   34  H12 UNL     1       4.578  -0.086  -1.426  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.872  -2.286   0.526  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.139  -1.546   1.958  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.207   1.684   0.580  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.350  -1.772  -1.176  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.744  -2.253  -2.197  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.797  -1.075  -1.409  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4
CONECT    3   26   27   28
CONECT    4    5    5   22
CONECT    5    6   29
CONECT    6    7    7   30
CONECT    7    8   31
CONECT    8    9    9   22
CONECT    9   10   19
CONECT   10   11   11   12   12
CONECT   10   13
CONECT   13   14   15
CONECT   14   32   33   34
CONECT   15   16   35   36
CONECT   16   17   17   18
CONECT   18   37
CONECT   19   20   20   38
CONECT   20   21   39
CONECT   21   22   22   40
END

HMDB0250853
     RDKit          3D
Dansylsarcosine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -4.8195   -0.8547   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1294    0.4009   -0.0972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7740    1.4865   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8751    0.6916    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    1.6214    1.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593    1.9134    2.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087    1.2620    1.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4914    0.3493    0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6472   -0.3220    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2058    0.0067    0.9328 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.4806    1.5002    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1174   -0.4443    2.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053   -0.8893    0.1560 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6259   -0.6363   -1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5185   -1.2924    0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6441   -0.3593    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6519   -0.7290    1.6731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7341    0.8583    0.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4805   -1.2344   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7195   -1.5228   -1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328   -0.8610   -0.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220    0.0625    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1440   -1.2454   -1.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -1.5964    0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7498   -0.7301    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4488    2.4764   -0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5004    1.4026   -1.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8797    1.4154   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753    2.1125    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4525    2.6260    2.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5512    1.4879    2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8348   -0.0126   -1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -1.6089   -1.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783   -0.0865   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8718   -2.2864    0.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1388   -1.5462    1.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2070    1.6839    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3496   -1.7721   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7440   -2.2527   -2.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7974   -1.0746   -1.4093 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
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  9 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  4  1  0
 22  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[N-Methyl5-(dimethylamino)naphthalene-1-sulfonamido]acetate	Generator
2-[N-Methyl5-(dimethylamino)naphthalene-1-sulphonamido]acetate	Generator
2-[N-Methyl5-(dimethylamino)naphthalene-1-sulphonamido]acetic acid	Generator
Dans-sarcosine	MeSH

Chemical Formula

C₁₅H₁₈N₂O₄S

Average Molecular Weight

322.379

Monoisotopic Molecular Weight

322.098727764

IUPAC Name

2-[N-methyl5-(dimethylamino)naphthalene-1-sulfonamido]acetic acid

Traditional Name

[N-methyl5-(dimethylamino)naphthalene-1-sulfonamido]acetic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H18N2O4S/c1-16(2)13-8-4-7-12-11(13)6-5-9-14(12)22(20,21)17(3)10-15(18)19/h4-9H,10H2,1-3H3,(H,18,19)

InChI Key

BRLJKBOXIVONAG-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
Alpha-amino 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
Amino acid
Amino acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organic oxygen compound
Carbonyl group
Organic oxide
Organopnictogen compound
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)

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	1.77	ALOGPS
logP	0.18	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	4.65	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.92 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	84.97 m³·mol⁻¹	ChemAxon
Polarizability	32.26 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]+	170.297	30932474
DeepCCS	[M-H]-	167.939	30932474
DeepCCS	[M-2H]-	200.825	30932474
DeepCCS	[M+Na]+	176.39	30932474
AllCCS	[M+H]+	173.8	32859911
AllCCS	[M+H-H2O]+	170.6	32859911
AllCCS	[M+NH4]+	176.7	32859911
AllCCS	[M+Na]+	177.5	32859911
AllCCS	[M-H]-	173.4	32859911
AllCCS	[M+Na-2H]-	173.5	32859911
AllCCS	[M+HCOO]-	173.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dansylsarcosine	CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N(C)CC(O)=O	3860.8	Standard polar	33892256
Dansylsarcosine	CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N(C)CC(O)=O	2856.8	Standard non polar	33892256
Dansylsarcosine	CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N(C)CC(O)=O	2807.6	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 - Dansylsarcosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-002u-9540000000-861cba284448bb4062bd	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dansylsarcosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dansylsarcosine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dansylsarcosine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Dansylsarcosine 10V, Positive-QTOF	splash10-00di-0009000000-78d4d514897d54171864	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylsarcosine 20V, Positive-QTOF	splash10-00di-0910000000-a41d741b67d706d3c5a5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylsarcosine 40V, Positive-QTOF	splash10-00di-0900000000-d227da557cbf93fbee1c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylsarcosine 10V, Negative-QTOF	splash10-0fk9-0940000000-ff27e49ff1e169170b3b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylsarcosine 20V, Negative-QTOF	splash10-00di-3910000000-6ff93365d8a6e773bd25	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dansylsarcosine 40V, Negative-QTOF	splash10-00kr-9120000000-d65ad6dc3dd59a821750	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

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

122239

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 Dansylsarcosine (HMDB0250853)

MOL for HMDB0250853 (Dansylsarcosine)

3D MOL for HMDB0250853 (Dansylsarcosine)

3D SDF for HMDB0250853 (Dansylsarcosine)

3D-SDF for HMDB0250853 (Dansylsarcosine)

PDB for HMDB0250853 (Dansylsarcosine)

3D PDB for HMDB0250853 (Dansylsarcosine)

SMILES for HMDB0250853 (Dansylsarcosine)

INCHI for HMDB0250853 (Dansylsarcosine)

Structure for HMDB0250853 (Dansylsarcosine)

3D Structure for HMDB0250853 (Dansylsarcosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra