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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:16:21 UTC

Update Date

2021-09-26 23:15:38 UTC

HMDB ID

HMDB0258617

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Sulotroban

Description

Sulotroban, also known as SK and F 95587, belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative. Based on a literature review a significant number of articles have been published on Sulotroban. This compound has been identified in human blood as reported by (PMID: 31557052 ). Sulotroban is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Sulotroban 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

HMDB0258617
     RDKit          3D
Sulotroban
 40 41  0  0  0  0  0  0  0  0999 V2000
    7.1335    0.2439   -1.7942 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2645    0.6156   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0657   -0.2029    0.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4770    1.8522   -1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208    2.0196   -0.1043 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4769    1.1269    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651    1.3289    1.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5242    0.4506    1.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3320   -0.6583    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2359   -1.6333    0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0001   -1.2677   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0054   -2.2847    0.2281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4682   -1.9784   -0.6180 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.4282   -3.0844   -0.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2796   -2.0140   -2.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2094   -0.4769   -0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8838    0.6930   -0.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4714    1.8879   -0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3793    1.9329    0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102    0.7620    1.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1122   -0.4058    0.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2261   -0.8711   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2715    0.0095   -0.6706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6669   -0.0280    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1045    2.7484   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9326    1.7486   -2.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6925    2.1950    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    0.6188    2.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690   -2.6332    0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -1.8279    1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7708   -1.2924   -1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339   -0.3054    0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6874   -3.2402   -0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800    0.7169   -1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2358    2.8294   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8397    2.8777    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.8433    2.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3766   -1.3257    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0999   -1.7537   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9270   -0.2171   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  9 22  1  0
 22 23  2  0
 23  6  1  0
 21 16  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
M  END


  Mrv1652309112122162D          

 23 24  0  0  0  0            999 V2000
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 N   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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  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
 10 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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258617

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)COC1=CC=C(CCNS(=O)(=O)C2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO5S/c18-16(19)12-22-14-8-6-13(7-9-14)10-11-17-23(20,21)15-4-2-1-3-5-15/h1-9,17H,10-12H2,(H,18,19)

> <INCHI_KEY>
XTNWJMVJVSGKLR-UHFFFAOYSA-N

> <FORMULA>
C16H17NO5S

> <MOLECULAR_WEIGHT>
335.37

> <EXACT_MASS>
335.082743825

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.80281576786747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[4-(2-benzenesulfonamidoethyl)phenoxy]acetic acid

> <ALOGPS_LOGP>
1.23

> <JCHEM_LOGP>
2.136399016333333

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.1842634527092

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7414083247891043

> <JCHEM_PKA_STRONGEST_BASIC>
-4.889683623108223

> <JCHEM_POLAR_SURFACE_AREA>
92.7

> <JCHEM_REFRACTIVITY>
85.028

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulotroban

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258617
     RDKit          3D
Sulotroban
 40 41  0  0  0  0  0  0  0  0999 V2000
    7.1335    0.2439   -1.7942 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2645    0.6156   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0657   -0.2029    0.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4770    1.8522   -1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208    2.0196   -0.1043 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4769    1.1269    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651    1.3289    1.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5242    0.4506    1.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3320   -0.6583    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2359   -1.6333    0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0001   -1.2677   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0054   -2.2847    0.2281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4682   -1.9784   -0.6180 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.4282   -3.0844   -0.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2796   -2.0140   -2.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2094   -0.4769   -0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8838    0.6930   -0.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4714    1.8879   -0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3793    1.9329    0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102    0.7620    1.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1122   -0.4058    0.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2261   -0.8711   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2715    0.0095   -0.6706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6669   -0.0280    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1045    2.7484   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9326    1.7486   -2.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6925    2.1950    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    0.6188    2.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690   -2.6332    0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -1.8279    1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7708   -1.2924   -1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339   -0.3054    0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6874   -3.2402   -0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800    0.7169   -1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2358    2.8294   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8397    2.8777    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.8433    2.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3766   -1.3257    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0999   -1.7537   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9270   -0.2171   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  9 22  1  0
 22 23  2  0
 23  6  1  0
 21 16  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 23 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       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       6.668  -3.850   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0       8.208  -3.850   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.128  -3.850   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       6.668  -2.310   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.337   3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.670   5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      14.670   6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      16.004   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0258617
HETATM    1  O1  UNL     1       7.133   0.244  -1.794  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.264   0.616  -0.968  1.00  0.00           C  
HETATM    3  O2  UNL     1       6.066  -0.203   0.132  1.00  0.00           O  
HETATM    4  C2  UNL     1       5.477   1.852  -1.124  1.00  0.00           C  
HETATM    5  O3  UNL     1       4.521   2.020  -0.104  1.00  0.00           O  
HETATM    6  C3  UNL     1       3.477   1.127   0.106  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.565   1.329   1.139  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.524   0.451   1.357  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.332  -0.658   0.576  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.236  -1.633   0.762  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.000  -1.268  -0.026  1.00  0.00           C  
HETATM   12  N1  UNL     1      -2.005  -2.285   0.228  1.00  0.00           N  
HETATM   13  S1  UNL     1      -3.468  -1.978  -0.618  1.00  0.00           S  
HETATM   14  O4  UNL     1      -4.428  -3.084  -0.272  1.00  0.00           O  
HETATM   15  O5  UNL     1      -3.280  -2.014  -2.109  1.00  0.00           O  
HETATM   16  C9  UNL     1      -4.209  -0.477  -0.147  1.00  0.00           C  
HETATM   17  C10 UNL     1      -3.884   0.693  -0.822  1.00  0.00           C  
HETATM   18  C11 UNL     1      -4.471   1.888  -0.450  1.00  0.00           C  
HETATM   19  C12 UNL     1      -5.379   1.933   0.585  1.00  0.00           C  
HETATM   20  C13 UNL     1      -5.710   0.762   1.267  1.00  0.00           C  
HETATM   21  C14 UNL     1      -5.112  -0.406   0.876  1.00  0.00           C  
HETATM   22  C15 UNL     1       2.226  -0.871  -0.450  1.00  0.00           C  
HETATM   23  C16 UNL     1       3.271   0.010  -0.671  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.667  -0.028   0.942  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.104   2.748  -1.240  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.933   1.749  -2.108  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.693   2.195   1.771  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.813   0.619   2.172  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.569  -2.633   0.356  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.000  -1.828   1.827  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.771  -1.292  -1.108  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.434  -0.305   0.262  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.687  -3.240  -0.043  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.180   0.717  -1.640  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.236   2.829  -0.963  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.840   2.878   0.875  1.00  0.00           H  
HETATM   37  H14 UNL     1      -6.426   0.843   2.071  1.00  0.00           H  
HETATM   38  H15 UNL     1      -5.377  -1.326   1.416  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.100  -1.754  -1.097  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.927  -0.217  -1.501  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   24
CONECT    4    5   25   26
CONECT    5    6
CONECT    6    7    7   23
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   22
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   33
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   17   17   21
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   20   36
CONECT   20   21   21   37
CONECT   21   38
CONECT   22   23   23   39
CONECT   23   40
END

HMDB0258617
     RDKit          3D
Sulotroban
 40 41  0  0  0  0  0  0  0  0999 V2000
    7.1335    0.2439   -1.7942 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2645    0.6156   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0657   -0.2029    0.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4770    1.8522   -1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208    2.0196   -0.1043 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4769    1.1269    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651    1.3289    1.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5242    0.4506    1.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3320   -0.6583    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2359   -1.6333    0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0001   -1.2677   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0054   -2.2847    0.2281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4682   -1.9784   -0.6180 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.4282   -3.0844   -0.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2796   -2.0140   -2.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2094   -0.4769   -0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8838    0.6930   -0.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4714    1.8879   -0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3793    1.9329    0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102    0.7620    1.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1122   -0.4058    0.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2261   -0.8711   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2715    0.0095   -0.6706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6669   -0.0280    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1045    2.7484   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9326    1.7486   -2.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6925    2.1950    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    0.6188    2.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690   -2.6332    0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -1.8279    1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7708   -1.2924   -1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339   -0.3054    0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6874   -3.2402   -0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800    0.7169   -1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2358    2.8294   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8397    2.8777    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.8433    2.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3766   -1.3257    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0999   -1.7537   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9270   -0.2171   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  9 22  1  0
 22 23  2  0
 23  6  1  0
 21 16  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[4-(2-Benzenesulfonamidoethyl)phenoxy]acetate	HMDB
2-[4-(2-Benzenesulphonamidoethyl)phenoxy]acetate	HMDB
2-[4-(2-Benzenesulphonamidoethyl)phenoxy]acetic acid	HMDB
4-(2-(Benzenesulfonamido)ethyl)phenoxyacetic acid	HMDB
SK And F 95587	HMDB
SK And F-95587	HMDB

Chemical Formula

C₁₆H₁₇NO₅S

Average Molecular Weight

335.37

Monoisotopic Molecular Weight

335.082743825

IUPAC Name

2-[4-(2-benzenesulfonamidoethyl)phenoxy]acetic acid

Traditional Name

sulotroban

CAS Registry Number

Not Available

SMILES

OC(=O)COC1=CC=C(CCNS(=O)(=O)C2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C16H17NO5S/c18-16(19)12-22-14-8-6-13(7-9-14)10-11-17-23(20,21)15-4-2-1-3-5-15/h1-9,17H,10-12H2,(H,18,19)

InChI Key

XTNWJMVJVSGKLR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxyacetic acid derivatives

Direct Parent

Phenoxyacetic acid derivatives

Alternative Parents

Substituents

Phenoxyacetate
Benzenesulfonamide
Benzenesulfonyl group
Phenoxy compound
Phenol ether
Alkyl aryl ether
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
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	1.23	ALOGPS
logP	2.14	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	92.7 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	85.03 m³·mol⁻¹	ChemAxon
Polarizability	33.8 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]+	173.056	30932474
DeepCCS	[M-H]-	170.698	30932474
DeepCCS	[M-2H]-	204.136	30932474
DeepCCS	[M+Na]+	179.419	30932474
AllCCS	[M+H]+	175.8	32859911
AllCCS	[M+H-H2O]+	172.7	32859911
AllCCS	[M+NH4]+	178.7	32859911
AllCCS	[M+Na]+	179.5	32859911
AllCCS	[M-H]-	175.2	32859911
AllCCS	[M+Na-2H]-	175.1	32859911
AllCCS	[M+HCOO]-	175.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.04 minutes	32390414
Predicted by Siyang on May 30, 2022	13.1212 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.99 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1914.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	313.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	170.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	147.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	516.6 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	500.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	98.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1071.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	480.0 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	1449.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	326.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	382.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	293.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	139.4 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	60.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sulotroban	OC(=O)COC1=CC=C(CCNS(=O)(=O)C2=CC=CC=C2)C=C1	4741.8	Standard polar	33892256
Sulotroban	OC(=O)COC1=CC=C(CCNS(=O)(=O)C2=CC=CC=C2)C=C1	3071.2	Standard non polar	33892256
Sulotroban	OC(=O)COC1=CC=C(CCNS(=O)(=O)C2=CC=CC=C2)C=C1	3064.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sulotroban,2TMS,isomer #1	C[Si](C)(C)OC(=O)COC1=CC=C(CCN([Si](C)(C)C)S(=O)(=O)C2=CC=CC=C2)C=C1	2943.9	Semi standard non polar	33892256
Sulotroban,2TMS,isomer #1	C[Si](C)(C)OC(=O)COC1=CC=C(CCN([Si](C)(C)C)S(=O)(=O)C2=CC=CC=C2)C=C1	2826.9	Standard non polar	33892256
Sulotroban,2TMS,isomer #1	C[Si](C)(C)OC(=O)COC1=CC=C(CCN([Si](C)(C)C)S(=O)(=O)C2=CC=CC=C2)C=C1	3765.9	Standard polar	33892256
Sulotroban,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)COC1=CC=C(CCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=CC=C2)C=C1	3477.4	Semi standard non polar	33892256
Sulotroban,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)COC1=CC=C(CCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=CC=C2)C=C1	3286.9	Standard non polar	33892256
Sulotroban,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)COC1=CC=C(CCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=CC=C2)C=C1	3766.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sulotroban GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-2910000000-b88cd8e116e9d6f2bcb2	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sulotroban GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sulotroban GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sulotroban GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sulotroban GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sulotroban GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	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

46688

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51550

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 Sulotroban (HMDB0258617)

MOL for HMDB0258617 (Sulotroban)

3D MOL for HMDB0258617 (Sulotroban)

3D SDF for HMDB0258617 (Sulotroban)

3D-SDF for HMDB0258617 (Sulotroban)

PDB for HMDB0258617 (Sulotroban)

3D PDB for HMDB0258617 (Sulotroban)

SMILES for HMDB0258617 (Sulotroban)

INCHI for HMDB0258617 (Sulotroban)

Structure for HMDB0258617 (Sulotroban)

3D Structure for HMDB0258617 (Sulotroban)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra