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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:42:17 UTC

Update Date

2021-09-26 23:09:42 UTC

HMDB ID

HMDB0255133

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine

Description

N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine, also known as TOOS, belongs to the class of organic compounds known as aminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group and one amino group. Based on a literature review very few articles have been published on N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-ethyl-n-(2-hydroxy-3-sulfopropyl)-3-toluidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine 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

HMDB0255133
     RDKit          3D
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine
 37 37  0  0  0  0  0  0  0  0999 V2000
   -0.5423   -2.8049    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245   -2.5128    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4477   -1.1448   -0.2205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195   -0.5221   -0.9110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721   -0.1698   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6595   -1.1175    0.3074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7192    0.6017   -1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686    1.0848   -0.5732 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.1053   -0.0502   -0.0918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0662    1.8517   -1.5794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    2.0742    0.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6420   -0.3945    0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263   -0.9964    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958   -0.2965    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9415    0.9971    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9797    1.6271   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1943    3.0103   -0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8310    0.9019   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -1.9399    2.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0308   -3.5297    2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981   -3.3236    1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2647   -3.0755    0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2293   -3.0305   -0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -1.2136   -1.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655    0.3437   -1.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7291    0.5970    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0895   -1.7616   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    0.0052   -2.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2107    1.5320   -1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3144    2.9904    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4824   -2.0016    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.8010    1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8665    1.5090    0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    3.4109   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    3.1276   -1.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3460    3.6208    0.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003    1.4009   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
  3 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
M  END


  Mrv1652309112116422D          

 18 18  0  0  0  0            999 V2000
    2.1434    2.0625    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
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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    4.5375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   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
    1.4289    0.8250    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
    0.7145   -0.4125    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
    0.0000    0.8250    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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  5 11  1  0  0  0  0
  3 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
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255133

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC(O)CS(O)(=O)=O)C1=CC=CC(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H19NO4S/c1-3-13(8-12(14)9-18(15,16)17)11-6-4-5-10(2)7-11/h4-7,12,14H,3,8-9H2,1-2H3,(H,15,16,17)

> <INCHI_KEY>
ZTQGWROHRVYSPW-UHFFFAOYSA-N

> <FORMULA>
C12H19NO4S

> <MOLECULAR_WEIGHT>
273.35

> <EXACT_MASS>
273.10347927

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.95930412216619

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[ethyl(3-methylphenyl)amino]-2-hydroxypropane-1-sulfonic acid

> <ALOGPS_LOGP>
0.09

> <JCHEM_LOGP>
0.28501296975087403

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.215163202646067

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.5886705435278561

> <JCHEM_PKA_STRONGEST_BASIC>
3.3455302682451933

> <JCHEM_POLAR_SURFACE_AREA>
77.84

> <JCHEM_REFRACTIVITY>
70.9252

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[ethyl(3-methylphenyl)amino]-2-hydroxypropane-1-sulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255133
     RDKit          3D
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine
 37 37  0  0  0  0  0  0  0  0999 V2000
   -0.5423   -2.8049    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245   -2.5128    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4477   -1.1448   -0.2205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195   -0.5221   -0.9110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721   -0.1698   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6595   -1.1175    0.3074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7192    0.6017   -1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686    1.0848   -0.5732 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.1053   -0.0502   -0.0918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0662    1.8517   -1.5794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    2.0742    0.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6420   -0.3945    0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263   -0.9964    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958   -0.2965    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9415    0.9971    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9797    1.6271   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1943    3.0103   -0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8310    0.9019   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -1.9399    2.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0308   -3.5297    2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981   -3.3236    1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2647   -3.0755    0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2293   -3.0305   -0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -1.2136   -1.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655    0.3437   -1.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7291    0.5970    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0895   -1.7616   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    0.0052   -2.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2107    1.5320   -1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3144    2.9904    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4824   -2.0016    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.8010    1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8665    1.5090    0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    3.4109   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    3.1276   -1.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3460    3.6208    0.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003    1.4009   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
  3 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  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       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      -1.334   8.470   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0      -1.334  10.010   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.874   8.470   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.206   8.470   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    5                                                            
CONECT   12    3   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0255133
HETATM    1  C1  UNL     1      -0.542  -2.805   1.371  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.325  -2.513   0.207  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.448  -1.145  -0.221  1.00  0.00           N  
HETATM    4  C3  UNL     1      -0.620  -0.522  -0.911  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.872  -0.170  -0.238  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.659  -1.117   0.307  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.719   0.602  -1.258  1.00  0.00           C  
HETATM    8  S1  UNL     1      -4.269   1.085  -0.573  1.00  0.00           S  
HETATM    9  O2  UNL     1      -5.105  -0.050  -0.092  1.00  0.00           O  
HETATM   10  O3  UNL     1      -5.066   1.852  -1.579  1.00  0.00           O  
HETATM   11  O4  UNL     1      -3.962   2.074   0.756  1.00  0.00           O  
HETATM   12  C6  UNL     1       1.642  -0.395   0.096  1.00  0.00           C  
HETATM   13  C7  UNL     1       2.626  -0.996   0.852  1.00  0.00           C  
HETATM   14  C8  UNL     1       3.796  -0.297   1.174  1.00  0.00           C  
HETATM   15  C9  UNL     1       3.942   0.997   0.725  1.00  0.00           C  
HETATM   16  C10 UNL     1       2.980   1.627  -0.029  1.00  0.00           C  
HETATM   17  C11 UNL     1       3.194   3.010  -0.477  1.00  0.00           C  
HETATM   18  C12 UNL     1       1.831   0.902  -0.332  1.00  0.00           C  
HETATM   19  H1  UNL     1      -0.769  -1.940   2.020  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.031  -3.530   2.103  1.00  0.00           H  
HETATM   21  H3  UNL     1      -1.498  -3.324   1.164  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.265  -3.075   0.333  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.229  -3.030  -0.678  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.962  -1.214  -1.789  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.265   0.344  -1.492  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.729   0.597   0.595  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.089  -1.762  -0.298  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.909   0.005  -2.167  1.00  0.00           H  
HETATM   29  H11 UNL     1      -2.211   1.532  -1.582  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.314   2.990   0.588  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.482  -2.002   1.200  1.00  0.00           H  
HETATM   32  H14 UNL     1       4.547  -0.801   1.769  1.00  0.00           H  
HETATM   33  H15 UNL     1       4.866   1.509   0.997  1.00  0.00           H  
HETATM   34  H16 UNL     1       2.309   3.411  -1.015  1.00  0.00           H  
HETATM   35  H17 UNL     1       4.125   3.128  -1.065  1.00  0.00           H  
HETATM   36  H18 UNL     1       3.346   3.621   0.443  1.00  0.00           H  
HETATM   37  H19 UNL     1       1.100   1.401  -0.905  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   12
CONECT    4    5   24   25
CONECT    5    6    7   26
CONECT    6   27
CONECT    7    8   28   29
CONECT    8    9    9   10   10
CONECT    8   11
CONECT   11   30
CONECT   12   13   13   18
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16   33
CONECT   16   17   18   18
CONECT   17   34   35   36
CONECT   18   37
END

HMDB0255133
     RDKit          3D
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine
 37 37  0  0  0  0  0  0  0  0999 V2000
   -0.5423   -2.8049    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245   -2.5128    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4477   -1.1448   -0.2205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195   -0.5221   -0.9110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721   -0.1698   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6595   -1.1175    0.3074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7192    0.6017   -1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686    1.0848   -0.5732 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.1053   -0.0502   -0.0918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0662    1.8517   -1.5794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    2.0742    0.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6420   -0.3945    0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263   -0.9964    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958   -0.2965    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9415    0.9971    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9797    1.6271   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1943    3.0103   -0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8310    0.9019   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -1.9399    2.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0308   -3.5297    2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981   -3.3236    1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2647   -3.0755    0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2293   -3.0305   -0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -1.2136   -1.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655    0.3437   -1.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7291    0.5970    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0895   -1.7616   -0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    0.0052   -2.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2107    1.5320   -1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3144    2.9904    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4824   -2.0016    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.8010    1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8665    1.5090    0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    3.4109   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    3.1276   -1.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3460    3.6208    0.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003    1.4009   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
  3 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Ethyl-N-(2-hydroxy-3-sulphopropyl)-3-toluidine	Generator
TOOS	HMDB

Chemical Formula

C₁₂H₁₉NO₄S

Average Molecular Weight

273.35

Monoisotopic Molecular Weight

273.10347927

IUPAC Name

3-[ethyl(3-methylphenyl)amino]-2-hydroxypropane-1-sulfonic acid

Traditional Name

3-[ethyl(3-methylphenyl)amino]-2-hydroxypropane-1-sulfonic acid

CAS Registry Number

Not Available

SMILES

CCN(CC(O)CS(O)(=O)=O)C1=CC=CC(C)=C1

InChI Identifier

InChI=1S/C12H19NO4S/c1-3-13(8-12(14)9-18(15,16)17)11-6-4-5-10(2)7-11/h4-7,12,14H,3,8-9H2,1-2H3,(H,15,16,17)

InChI Key

ZTQGWROHRVYSPW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group and one amino group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Toluenes

Direct Parent

Aminotoluenes

Alternative Parents

Substituents

Aminotoluene
Aniline or substituted anilines
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Alkanesulfonic acid
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Tertiary amine
Secondary alcohol
1,2-aminoalcohol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
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	0.09	ALOGPS
logP	0.29	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	-0.59	ChemAxon
pKa (Strongest Basic)	3.35	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.84 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	70.93 m³·mol⁻¹	ChemAxon
Polarizability	27.96 Å³	ChemAxon
Number of Rings	1	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]+	167.406	30932474
DeepCCS	[M-H]-	165.048	30932474
DeepCCS	[M-2H]-	197.934	30932474
DeepCCS	[M+Na]+	173.499	30932474
AllCCS	[M+H]+	163.0	32859911
AllCCS	[M+H-H2O]+	159.6	32859911
AllCCS	[M+NH4]+	166.2	32859911
AllCCS	[M+Na]+	167.1	32859911
AllCCS	[M-H]-	160.6	32859911
AllCCS	[M+Na-2H]-	161.1	32859911
AllCCS	[M+HCOO]-	161.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.3024 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.18 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1613.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	225.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	137.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	66.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	351.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	340.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	236.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	779.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	299.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1022.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	220.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	263.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	317.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	120.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	33.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine	CCN(CC(O)CS(O)(=O)=O)C1=CC=CC(C)=C1	3803.4	Standard polar	33892256
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine	CCN(CC(O)CS(O)(=O)=O)C1=CC=CC(C)=C1	1939.0	Standard non polar	33892256
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine	CCN(CC(O)CS(O)(=O)=O)C1=CC=CC(C)=C1	2342.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine,2TMS,isomer #1	CCN(CC(CS(=O)(=O)O[Si](C)(C)C)O[Si](C)(C)C)C1=CC=CC(C)=C1	2267.5	Semi standard non polar	33892256
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine,2TMS,isomer #1	CCN(CC(CS(=O)(=O)O[Si](C)(C)C)O[Si](C)(C)C)C1=CC=CC(C)=C1	2352.3	Standard non polar	33892256
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine,2TMS,isomer #1	CCN(CC(CS(=O)(=O)O[Si](C)(C)C)O[Si](C)(C)C)C1=CC=CC(C)=C1	2879.0	Standard polar	33892256
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine,2TBDMS,isomer #1	CCN(CC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=CC=CC(C)=C1	2732.2	Semi standard non polar	33892256
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine,2TBDMS,isomer #1	CCN(CC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=CC=CC(C)=C1	2892.7	Standard non polar	33892256
N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine,2TBDMS,isomer #1	CCN(CC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=CC=CC(C)=C1	2985.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-006t-2900000000-3df77caca6766fa9ae04	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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

112021

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

125979

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 N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine (HMDB0255133)

MOL for HMDB0255133 (N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine)

3D MOL for HMDB0255133 (N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine)

3D SDF for HMDB0255133 (N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine)

3D-SDF for HMDB0255133 (N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine)

PDB for HMDB0255133 (N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine)

3D PDB for HMDB0255133 (N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine)

SMILES for HMDB0255133 (N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine)

INCHI for HMDB0255133 (N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine)

Structure for HMDB0255133 (N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine)

3D Structure for HMDB0255133 (N-Ethyl-N-(2-hydroxy-3-sulfopropyl)-3-toluidine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra