Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:54:31 UTC

Update Date

2021-09-26 22:56:14 UTC

HMDB ID

HMDB0246889

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid

Description

2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid, also known as NSC 74859 or S31-201, belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Based on a literature review very few articles have been published on 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid 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

HMDB0246889
     RDKit          3D
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid
 40 41  0  0  0  0  0  0  0  0999 V2000
   -6.4029   -1.6246    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3758   -0.5676    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908    0.1671    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9353    1.1490    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435    1.4222   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2407    2.6612   -0.3979 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.3839    3.8013    0.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3771    3.1585   -1.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159    1.9707   -0.2615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7478    0.7662   -0.9720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5815    0.0766   -0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6871   -1.0077   -1.4964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6358    0.6519   -0.1988 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250    0.0845   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8356    0.6304    0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1057    0.1454    1.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5697   -0.9146    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9223   -1.4215    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3947   -2.3750   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7554   -0.8139    1.4039 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7037   -1.4625   -0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1635   -2.5347   -1.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006   -0.9714   -0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9480    0.6678   -1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8987   -0.3087   -0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9433   -2.5725    0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0768   -1.2611    1.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0206   -1.7271   -0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2807   -0.0522    2.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    1.7280    1.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    0.1299   -0.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091    0.9875   -2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4916    1.5891    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    1.4564    1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8112    0.5679    1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8027    0.2135    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376   -2.9489   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7846   -1.4456   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817    0.8597   -2.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2674   -0.8753   -1.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  2  0
  5 24  1  0
 24 25  2  0
 25  2  1  0
 23 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
 10 31  1  0
 10 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
 24 39  1  0
 25 40  1  0
M  END


  Mrv1652309112101542D          

 25 26  0  0  0  0            999 V2000
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -9.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  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
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 18 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246889

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=C(C=C1)S(=O)(=O)OCC(=O)NC1=CC(O)=C(C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H15NO7S/c1-10-2-5-12(6-3-10)25(22,23)24-9-15(19)17-11-4-7-13(16(20)21)14(18)8-11/h2-8,18H,9H2,1H3,(H,17,19)(H,20,21)

> <INCHI_KEY>
HWNUSGNZBAISFM-UHFFFAOYSA-N

> <FORMULA>
C16H15NO7S

> <MOLECULAR_WEIGHT>
365.36

> <EXACT_MASS>
365.056923001

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
35.51531927132929

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-4-{2-[(4-methylbenzenesulfonyl)oxy]acetamido}benzoic acid

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
2.961837437

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.336797426770342

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8720629345248776

> <JCHEM_PKA_STRONGEST_BASIC>
-6.32880237088136

> <JCHEM_POLAR_SURFACE_AREA>
130.0

> <JCHEM_REFRACTIVITY>
89.80299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-4-{2-[(4-methylbenzenesulfonyl)oxy]acetamido}benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246889
     RDKit          3D
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid
 40 41  0  0  0  0  0  0  0  0999 V2000
   -6.4029   -1.6246    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3758   -0.5676    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908    0.1671    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9353    1.1490    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435    1.4222   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2407    2.6612   -0.3979 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.3839    3.8013    0.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3771    3.1585   -1.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159    1.9707   -0.2615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7478    0.7662   -0.9720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5815    0.0766   -0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6871   -1.0077   -1.4964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6358    0.6519   -0.1988 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250    0.0845   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8356    0.6304    0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1057    0.1454    1.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5697   -0.9146    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9223   -1.4215    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3947   -2.3750   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7554   -0.8139    1.4039 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7037   -1.4625   -0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1635   -2.5347   -1.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006   -0.9714   -0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9480    0.6678   -1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8987   -0.3087   -0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9433   -2.5725    0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0768   -1.2611    1.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0206   -1.7271   -0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2807   -0.0522    2.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    1.7280    1.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    0.1299   -0.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091    0.9875   -2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4916    1.5891    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    1.4564    1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8112    0.5679    1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8027    0.2135    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376   -2.9489   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7846   -1.4456   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817    0.8597   -2.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2674   -0.8753   -1.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  2  0
  5 24  1  0
 24 25  2  0
 25  2  1  0
 23 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
 10 31  1  0
 10 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
 24 39  1  0
 25 40  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  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667 -10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       4.001 -13.090   0.000  0.00  0.00           S+0
HETATM    9  O   UNK     0       2.461 -13.090   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       5.541 -13.090   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.001 -14.630   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335 -15.400   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001 -17.710   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       6.668 -17.710   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       6.668 -19.250   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002 -20.020   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002 -21.560   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668 -22.330   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335 -21.560   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335 -20.020   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668 -23.870   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.002 -24.640   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.335 -24.640   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.336 -22.330   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   18                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0246889
HETATM    1  C1  UNL     1      -6.403  -1.625   0.520  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.376  -0.568   0.290  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.891   0.167   1.344  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.935   1.149   1.124  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.444   1.422  -0.135  1.00  0.00           C  
HETATM    6  S1  UNL     1      -2.241   2.661  -0.398  1.00  0.00           S  
HETATM    7  O1  UNL     1      -2.384   3.801   0.567  1.00  0.00           O  
HETATM    8  O2  UNL     1      -2.377   3.158  -1.817  1.00  0.00           O  
HETATM    9  O3  UNL     1      -0.716   1.971  -0.262  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.748   0.766  -0.972  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.582   0.077  -0.904  1.00  0.00           C  
HETATM   12  O4  UNL     1       0.687  -1.008  -1.496  1.00  0.00           O  
HETATM   13  N1  UNL     1       1.636   0.652  -0.199  1.00  0.00           N  
HETATM   14  C8  UNL     1       2.925   0.085  -0.080  1.00  0.00           C  
HETATM   15  C9  UNL     1       3.836   0.630   0.850  1.00  0.00           C  
HETATM   16  C10 UNL     1       5.106   0.145   1.014  1.00  0.00           C  
HETATM   17  C11 UNL     1       5.570  -0.915   0.271  1.00  0.00           C  
HETATM   18  C12 UNL     1       6.922  -1.422   0.454  1.00  0.00           C  
HETATM   19  O5  UNL     1       7.395  -2.375  -0.188  1.00  0.00           O  
HETATM   20  O6  UNL     1       7.755  -0.814   1.404  1.00  0.00           O  
HETATM   21  C13 UNL     1       4.704  -1.463  -0.640  1.00  0.00           C  
HETATM   22  O7  UNL     1       5.163  -2.535  -1.396  1.00  0.00           O  
HETATM   23  C14 UNL     1       3.401  -0.971  -0.814  1.00  0.00           C  
HETATM   24  C15 UNL     1      -3.948   0.668  -1.183  1.00  0.00           C  
HETATM   25  C16 UNL     1      -4.899  -0.309  -0.961  1.00  0.00           C  
HETATM   26  H1  UNL     1      -5.943  -2.572   0.813  1.00  0.00           H  
HETATM   27  H2  UNL     1      -7.077  -1.261   1.325  1.00  0.00           H  
HETATM   28  H3  UNL     1      -7.021  -1.727  -0.388  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.281  -0.052   2.329  1.00  0.00           H  
HETATM   30  H5  UNL     1      -3.552   1.728   1.948  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.508   0.130  -0.508  1.00  0.00           H  
HETATM   32  H7  UNL     1      -1.009   0.988  -2.015  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.492   1.589   0.295  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.491   1.456   1.438  1.00  0.00           H  
HETATM   35  H10 UNL     1       5.811   0.568   1.734  1.00  0.00           H  
HETATM   36  H11 UNL     1       7.803   0.214   1.348  1.00  0.00           H  
HETATM   37  H12 UNL     1       4.538  -2.949  -2.071  1.00  0.00           H  
HETATM   38  H13 UNL     1       2.785  -1.446  -1.552  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.582   0.860  -2.178  1.00  0.00           H  
HETATM   40  H15 UNL     1      -5.267  -0.875  -1.802  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3   25
CONECT    3    4   29
CONECT    4    5    5   30
CONECT    5    6   24
CONECT    6    7    7    8    8
CONECT    6    9
CONECT    9   10
CONECT   10   11   31   32
CONECT   11   12   12   13
CONECT   13   14   33
CONECT   14   15   15   23
CONECT   15   16   34
CONECT   16   17   17   35
CONECT   17   18   21
CONECT   18   19   19   20
CONECT   20   36
CONECT   21   22   23   23
CONECT   22   37
CONECT   23   38
CONECT   24   25   25   39
CONECT   25   40
END

HMDB0246889
     RDKit          3D
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid
 40 41  0  0  0  0  0  0  0  0999 V2000
   -6.4029   -1.6246    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3758   -0.5676    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908    0.1671    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9353    1.1490    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435    1.4222   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2407    2.6612   -0.3979 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.3839    3.8013    0.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3771    3.1585   -1.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159    1.9707   -0.2615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7478    0.7662   -0.9720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5815    0.0766   -0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6871   -1.0077   -1.4964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6358    0.6519   -0.1988 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250    0.0845   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8356    0.6304    0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1057    0.1454    1.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5697   -0.9146    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9223   -1.4215    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3947   -2.3750   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7554   -0.8139    1.4039 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7037   -1.4625   -0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1635   -2.5347   -1.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006   -0.9714   -0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9480    0.6678   -1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8987   -0.3087   -0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9433   -2.5725    0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0768   -1.2611    1.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0206   -1.7271   -0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2807   -0.0522    2.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    1.7280    1.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    0.1299   -0.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091    0.9875   -2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4916    1.5891    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    1.4564    1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8112    0.5679    1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8027    0.2135    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376   -2.9489   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7846   -1.4456   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817    0.8597   -2.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2674   -0.8753   -1.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  2  0
  5 24  1  0
 24 25  2  0
 25  2  1  0
 23 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
 10 31  1  0
 10 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
 24 39  1  0
 25 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
NSC 74859	ChEBI
NSC-74859	ChEBI
S31-201	ChEBI
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoate	Generator

Chemical Formula

C₁₆H₁₅NO₇S

Average Molecular Weight

365.36

Monoisotopic Molecular Weight

365.056923001

IUPAC Name

2-hydroxy-4-{2-[(4-methylbenzenesulfonyl)oxy]acetamido}benzoic acid

Traditional Name

2-hydroxy-4-{2-[(4-methylbenzenesulfonyl)oxy]acetamido}benzoic acid

CAS Registry Number

Not Available

SMILES

CC1=CC=C(C=C1)S(=O)(=O)OCC(=O)NC1=CC(O)=C(C=C1)C(O)=O

InChI Identifier

InChI=1S/C16H15NO7S/c1-10-2-5-12(6-3-10)25(22,23)24-9-15(19)17-11-4-7-13(16(20)21)14(18)8-11/h2-8,18H,9H2,1H3,(H,17,19)(H,20,21)

InChI Key

HWNUSGNZBAISFM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Acylaminobenzoic acid or derivatives
P-methylbenzenesulfonate
Benzenesulfonate ester
Salicylic acid
Benzenesulfonate
Tosyl compound
Salicylic acid or derivatives
Hydroxybenzoic acid
Arylsulfonic acid or derivatives
Benzoic acid
Anilide
Benzenesulfonyl group
N-arylamide
Benzoyl
Toluene
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Organosulfonic acid ester
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Sulfonyl
Vinylogous acid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
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	1.74	ALOGPS
logP	2.96	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.87	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.8 m³·mol⁻¹	ChemAxon
Polarizability	35.52 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]+	181.856	30932474
DeepCCS	[M-H]-	179.498	30932474
DeepCCS	[M-2H]-	213.431	30932474
DeepCCS	[M+Na]+	188.925	30932474
AllCCS	[M+H]+	182.5	32859911
AllCCS	[M+H-H2O]+	179.6	32859911
AllCCS	[M+NH4]+	185.2	32859911
AllCCS	[M+Na]+	185.9	32859911
AllCCS	[M-H]-	178.9	32859911
AllCCS	[M+Na-2H]-	178.7	32859911
AllCCS	[M+HCOO]-	178.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid	CC1=CC=C(C=C1)S(=O)(=O)OCC(=O)NC1=CC(O)=C(C=C1)C(O)=O	5044.8	Standard polar	33892256
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid	CC1=CC=C(C=C1)S(=O)(=O)OCC(=O)NC1=CC(O)=C(C=C1)C(O)=O	3162.1	Standard non polar	33892256
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid	CC1=CC=C(C=C1)S(=O)(=O)OCC(=O)NC1=CC(O)=C(C=C1)C(O)=O	3388.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid,3TMS,isomer #1	CC1=CC=C(S(=O)(=O)OCC(=O)N(C2=CC=C(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[Si](C)(C)C)C=C1	3115.0	Semi standard non polar	33892256
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid,3TMS,isomer #1	CC1=CC=C(S(=O)(=O)OCC(=O)N(C2=CC=C(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[Si](C)(C)C)C=C1	3077.5	Standard non polar	33892256
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid,3TMS,isomer #1	CC1=CC=C(S(=O)(=O)OCC(=O)N(C2=CC=C(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[Si](C)(C)C)C=C1	3604.0	Standard polar	33892256
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid,3TBDMS,isomer #1	CC1=CC=C(S(=O)(=O)OCC(=O)N(C2=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)C=C1	3838.5	Semi standard non polar	33892256
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid,3TBDMS,isomer #1	CC1=CC=C(S(=O)(=O)OCC(=O)N(C2=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)C=C1	3778.1	Standard non polar	33892256
2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid,3TBDMS,isomer #1	CC1=CC=C(S(=O)(=O)OCC(=O)N(C2=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)C=C1	3801.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0lyd-3913000000-8f2542425386ebacfd9d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid GC-MS (TBDMS_2_3) - 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 - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid 10V, Positive-QTOF	splash10-0gbd-2509000000-c309886a4585a6c5c335	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid 20V, Positive-QTOF	splash10-0006-9700000000-1abad25bf49d03bd14fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid 40V, Positive-QTOF	splash10-029f-9800000000-4e2f8bce1ff33511de96	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid 10V, Negative-QTOF	splash10-03di-0009000000-77fd0c2dc09f195c15d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid 20V, Negative-QTOF	splash10-06s9-0913000000-5d4328cc284a6bc39457	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid 40V, Negative-QTOF	splash10-000l-3930000000-727f6e89be8301362900	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

221421

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

252682

PDB ID

Not Available

ChEBI ID

91224

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 2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid (HMDB0246889)

MOL for HMDB0246889 (2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid)

3D MOL for HMDB0246889 (2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid)

3D SDF for HMDB0246889 (2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid)

3D-SDF for HMDB0246889 (2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid)

PDB for HMDB0246889 (2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid)

3D PDB for HMDB0246889 (2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid)

SMILES for HMDB0246889 (2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid)

INCHI for HMDB0246889 (2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid)

Structure for HMDB0246889 (2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid)

3D Structure for HMDB0246889 (2-Hydroxy-4-(2-(tosyloxy)acetamido)benzoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra