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

2017-11-16 23:03:18 UTC

Update Date

2022-09-22 18:34:31 UTC

HMDB ID

HMDB0240217

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-(Cystein-S-yl)acetaminophen

Description

3-(Cystein-S-yl)paracetamol belongs to the class of organic compounds known as l-cysteine-s-conjugates. L-cysteine-S-conjugates are compounds containing L-cysteine where the thio-group is conjugated. Based on a literature review very few articles have been published on 3-(Cystein-S-yl)paracetamol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0240217
     RDKit          3D
3-(Cystein-S-yl)acetaminophen
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.3630    1.9918    0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1197    1.2641    0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3635    1.8938   -0.7082 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9209   -0.0460    0.4812 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -0.8727    0.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348   -2.1562    0.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6876   -3.0017    0.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156   -2.6209   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520   -3.4670   -0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2461   -1.3770   -0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5716   -0.8898   -2.0908 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9078   -0.1984   -1.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881    1.0824   -0.4467 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3873    0.9118    0.4399 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6780    1.6917    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7372    1.9131   -0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6676    2.0369    1.5715 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7947   -0.5377   -0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2139    2.3302    1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1870    1.2296    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5880    2.7972   -0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6459   -0.4982    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5140   -2.4670    1.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6301   -3.9914    0.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100   -3.2265   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8214   -0.0655   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -0.9375   -0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    1.8461   -1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9189    1.7725    0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509    0.1466    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4289    3.0109    1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999    0.4351   -1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 10 18  2  0
 18  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  6
 14 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
M  END

      
  Mrv1652311171703072D          

 18 18  0  0  0  0            999 V2000
 2499.9989 2501.4441    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7138 2501.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4287 2501.4441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2502.1435 2501.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8586 2501.4441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1435 2500.2069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4287 2502.2696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5712 2498.9676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8564 2498.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.1412 2498.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8564 2497.7303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5712 2502.2696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5698 2501.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8554 2501.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8554 2500.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5698 2499.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2842 2500.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2842 2501.0318    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
  3  7  1  6  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  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
 18 13  1  0  0  0  0
 13 12  1  0  0  0  0
 16  8  1  0  0  0  0
  1 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240217

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NC1=CC=C(O)C(SC[C@H](N)C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N2O4S/c1-6(14)13-7-2-3-9(15)10(4-7)18-5-8(12)11(16)17/h2-4,8,15H,5,12H2,1H3,(H,13,14)(H,16,17)/t8-/m0/s1

> <INCHI_KEY>
LLHICPSCVFRWDT-QMMMGPOBSA-N

> <FORMULA>
C11H14N2O4S

> <MOLECULAR_WEIGHT>
270.3

> <EXACT_MASS>
270.067428113

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.841072312115802

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-3-[(5-acetamido-2-hydroxyphenyl)sulfanyl]propanoic acid

> <ALOGPS_LOGP>
-2.00

> <JCHEM_LOGP>
-2.093702516121155

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.425651909814633

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4866730722069916

> <JCHEM_PKA_STRONGEST_BASIC>
8.797843923893149

> <JCHEM_POLAR_SURFACE_AREA>
112.64999999999999

> <JCHEM_REFRACTIVITY>
69.64370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.61e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-amino-3-[(5-acetamido-2-hydroxyphenyl)sulfanyl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240217
     RDKit          3D
3-(Cystein-S-yl)acetaminophen
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.3630    1.9918    0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1197    1.2641    0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3635    1.8938   -0.7082 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9209   -0.0460    0.4812 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -0.8727    0.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348   -2.1562    0.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6876   -3.0017    0.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156   -2.6209   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520   -3.4670   -0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2461   -1.3770   -0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5716   -0.8898   -2.0908 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9078   -0.1984   -1.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881    1.0824   -0.4467 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3873    0.9118    0.4399 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6780    1.6917    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7372    1.9131   -0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6676    2.0369    1.5715 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7947   -0.5377   -0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2139    2.3302    1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1870    1.2296    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5880    2.7972   -0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6459   -0.4982    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5140   -2.4670    1.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6301   -3.9914    0.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100   -3.2265   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8214   -0.0655   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -0.9375   -0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    1.8461   -1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9189    1.7725    0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509    0.1466    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4289    3.0109    1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999    0.4351   -1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 10 18  2  0
 18  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  6
 14 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
M  END

HEADER    PROTEIN                                 17-NOV-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-NOV-17         0                                  
HETATM    1  S   UNK     0    4666.6654669.362   0.000  0.00  0.00           S+0
HETATM    2  C   UNK     0    4667.9994668.594   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    4669.3344669.362   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4670.6684668.594   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    4672.0034669.362   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    4670.6684667.053   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0    4669.3344670.903   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0    4664.0004664.740   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0    4662.6654663.971   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    4661.3304664.740   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    4662.6654662.430   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    4664.0004670.903   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    4663.9974669.363   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4662.6634668.593   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4662.6634667.053   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4663.9974666.283   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4665.3314667.053   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    4665.3314668.593   0.000  0.00  0.00           C+0
CONECT    1    2   18                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    9   16                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12   13                                                            
CONECT   13   14   18   12                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17    8                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13    1                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0240217
HETATM    1  C1  UNL     1       4.363   1.992   0.504  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.120   1.264   0.039  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.363   1.894  -0.708  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.921  -0.046   0.481  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.820  -0.873   0.147  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.735  -2.156   0.706  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.688  -3.002   0.413  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.316  -2.621  -0.439  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.352  -3.467  -0.724  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.246  -1.377  -0.989  1.00  0.00           C  
HETATM   11  S1  UNL     1      -1.572  -0.890  -2.091  1.00  0.00           S  
HETATM   12  C8  UNL     1      -2.908  -0.198  -1.112  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.488   1.082  -0.447  1.00  0.00           C  
HETATM   14  N2  UNL     1      -1.387   0.912   0.440  1.00  0.00           N  
HETATM   15  C10 UNL     1      -3.678   1.692   0.226  1.00  0.00           C  
HETATM   16  O3  UNL     1      -4.737   1.913  -0.411  1.00  0.00           O  
HETATM   17  O4  UNL     1      -3.668   2.037   1.572  1.00  0.00           O  
HETATM   18  C11 UNL     1       0.795  -0.538  -0.698  1.00  0.00           C  
HETATM   19  H1  UNL     1       4.214   2.330   1.551  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.187   1.230   0.485  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.588   2.797  -0.198  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.646  -0.498   1.132  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.514  -2.467   1.375  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.630  -3.991   0.849  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.110  -3.226  -1.345  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.821  -0.066  -1.730  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.128  -0.938  -0.293  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.173   1.846  -1.215  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.919   1.772   0.734  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.451   0.147   1.115  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.429   3.011   1.806  1.00  0.00           H  
HETATM   32  H14 UNL     1       0.800   0.435  -1.174  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    4
CONECT    4    5   22
CONECT    5    6    6   18
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   10
CONECT    9   25
CONECT   10   11   18   18
CONECT   11   12
CONECT   12   13   26   27
CONECT   13   14   15   28
CONECT   14   29   30
CONECT   15   16   16   17
CONECT   17   31
CONECT   18   32
END

HMDB0240217
     RDKit          3D
3-(Cystein-S-yl)acetaminophen
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.3630    1.9918    0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1197    1.2641    0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3635    1.8938   -0.7082 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9209   -0.0460    0.4812 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -0.8727    0.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348   -2.1562    0.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6876   -3.0017    0.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156   -2.6209   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520   -3.4670   -0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2461   -1.3770   -0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5716   -0.8898   -2.0908 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9078   -0.1984   -1.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881    1.0824   -0.4467 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3873    0.9118    0.4399 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6780    1.6917    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7372    1.9131   -0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6676    2.0369    1.5715 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7947   -0.5377   -0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2139    2.3302    1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1870    1.2296    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5880    2.7972   -0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6459   -0.4982    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5140   -2.4670    1.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6301   -3.9914    0.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100   -3.2265   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8214   -0.0655   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -0.9375   -0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    1.8461   -1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9189    1.7725    0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4509    0.1466    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4289    3.0109    1.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999    0.4351   -1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 10 18  2  0
 18  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  6
 14 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-(Cystein-S-yl)acetaminophen	MeSH
3-(Cystein-S-yl)paracetamol	HMDB, MeSH
S-[5-(Acetylamino)-2-hydroxyphenyl]-L-cysteine	HMDB
S-(5-Acetamido-2-hydroxyphenyl)cysteine	HMDB
3-Cysteinylacetaminophen	HMDB
Paracetamol-cysteine	HMDB
PCM-C	HMDB
(2R)-2-Amino-3-({2-hydroxy-5-[(1-hydroxyethylidene)amino]phenyl}sulfanyl)propanoate	Generator
(2R)-2-Amino-3-({2-hydroxy-5-[(1-hydroxyethylidene)amino]phenyl}sulphanyl)propanoate	Generator
(2R)-2-Amino-3-({2-hydroxy-5-[(1-hydroxyethylidene)amino]phenyl}sulphanyl)propanoic acid	Generator

Chemical Formula

C₁₁H₁₄N₂O₄S

Average Molecular Weight

270.3

Monoisotopic Molecular Weight

270.067428113

IUPAC Name

(2R)-2-amino-3-[(5-acetamido-2-hydroxyphenyl)sulfanyl]propanoic acid

Traditional Name

(2R)-2-amino-3-[(5-acetamido-2-hydroxyphenyl)sulfanyl]propanoic acid

CAS Registry Number

53446-10-9

SMILES

CC(=O)NC1=CC=C(O)C(SC[C@H](N)C(O)=O)=C1

InChI Identifier

InChI=1S/C11H14N2O4S/c1-6(14)13-7-2-3-9(15)10(4-7)18-5-8(12)11(16)17/h2-4,8,15H,5,12H2,1H3,(H,13,14)(H,16,17)/t8-/m0/s1

InChI Key

LLHICPSCVFRWDT-QMMMGPOBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-cysteine-s-conjugates. L-cysteine-S-conjugates are compounds containing L-cysteine where the thio-group is conjugated.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-cysteine-S-conjugates

Alternative Parents

Substituents

L-cysteine-s-conjugate
L-alpha-amino acid
Alpha-amino acid
Acetanilide
N-acetylarylamine
Anilide
Aryl thioether
Thiophenol ether
N-arylamide
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkylarylthioether
Monocyclic benzene moiety
Benzenoid
Acetamide
Amino acid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Sulfenyl compound
Thioether
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0240217)

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	-2	ALOGPS
logP	-2.1	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	8.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	112.65 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	69.64 m³·mol⁻¹	ChemAxon
Polarizability	26.84 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
AllCCS	[M-H]-	158.463	31661259
AllCCS	[M+H]+	158.878	31661259
DeepCCS	[M+H]+	162.874	30932474
DeepCCS	[M-H]-	160.516	30932474
DeepCCS	[M-2H]-	193.433	30932474
DeepCCS	[M+Na]+	168.967	30932474
AllCCS	[M+H]+	158.9	32859911
AllCCS	[M+H-H2O]+	155.6	32859911
AllCCS	[M+NH4]+	161.9	32859911
AllCCS	[M+Na]+	162.8	32859911
AllCCS	[M-H]-	158.5	32859911
AllCCS	[M+Na-2H]-	158.8	32859911
AllCCS	[M+HCOO]-	159.3	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.	1.88 minutes	32390414
Predicted by Siyang on May 30, 2022	10.263 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.96 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	748.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	240.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	64.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	48.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	241.8 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	280.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	728.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	612.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	53.0 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	885.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	181.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	193.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	496.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	466.2 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	392.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(Cystein-S-yl)acetaminophen	CC(=O)NC1=CC=C(O)C(SC[C@H](N)C(O)=O)=C1	3981.5	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen	CC(=O)NC1=CC=C(O)C(SC[C@H](N)C(O)=O)=C1	2818.9	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen	CC(=O)NC1=CC=C(O)C(SC[C@H](N)C(O)=O)=C1	2816.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(Cystein-S-yl)acetaminophen,1TMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@H](N)C(=O)O)=C1	2762.2	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,1TMS,isomer #2	CC(=O)NC1=CC=C(O)C(SC[C@H](N)C(=O)O[Si](C)(C)C)=C1	2694.8	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,1TMS,isomer #3	CC(=O)NC1=CC=C(O)C(SC[C@H](N[Si](C)(C)C)C(=O)O)=C1	2766.4	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,1TMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SC[C@H](N)C(=O)O)=C1)[Si](C)(C)C	2567.4	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@H](N)C(=O)O[Si](C)(C)C)=C1	2772.7	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@H](N[Si](C)(C)C)C(=O)O)=C1	2779.9	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@H](N)C(=O)O)=C1)[Si](C)(C)C	2563.9	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TMS,isomer #4	CC(=O)NC1=CC=C(O)C(SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1	2740.1	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SC[C@H](N)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2507.1	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TMS,isomer #6	CC(=O)N(C1=CC=C(O)C(SC[C@H](N[Si](C)(C)C)C(=O)O)=C1)[Si](C)(C)C	2542.1	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TMS,isomer #7	CC(=O)NC1=CC=C(O)C(SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2836.4	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1	2779.9	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1	2570.0	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1	3208.2	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@H](N)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2558.9	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@H](N)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2480.5	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@H](N)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	3345.7	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@H](N[Si](C)(C)C)C(=O)O)=C1)[Si](C)(C)C	2568.4	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@H](N[Si](C)(C)C)C(=O)O)=C1)[Si](C)(C)C	2529.5	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@H](N[Si](C)(C)C)C(=O)O)=C1)[Si](C)(C)C	3145.7	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2865.4	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2650.8	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3316.3	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2522.0	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2529.9	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	3091.4	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #6	CC(=O)NC1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2822.8	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #6	CC(=O)NC1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2650.9	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #6	CC(=O)NC1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	3300.8	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2642.7	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2674.1	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	3244.4	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2591.9	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2495.6	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2801.6	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2883.6	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2659.8	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	3025.0	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2691.8	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2644.2	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2943.4	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2651.2	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2645.3	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2936.0	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,5TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2731.7	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,5TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2600.6	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,5TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2703.9	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,1TBDMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N)C(=O)O)=C1	3032.4	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,1TBDMS,isomer #2	CC(=O)NC1=CC=C(O)C(SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)=C1	2990.9	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,1TBDMS,isomer #3	CC(=O)NC1=CC=C(O)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)=C1	3044.4	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,1TBDMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SC[C@H](N)C(=O)O)=C1)[Si](C)(C)C(C)(C)C	2832.7	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TBDMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)=C1	3261.7	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TBDMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)=C1	3287.8	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N)C(=O)O)=C1)[Si](C)(C)C(C)(C)C	3038.6	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TBDMS,isomer #4	CC(=O)NC1=CC=C(O)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1	3252.6	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TBDMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	2979.5	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TBDMS,isomer #6	CC(=O)N(C1=CC=C(O)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)=C1)[Si](C)(C)C(C)(C)C	3033.9	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,2TBDMS,isomer #7	CC(=O)NC1=CC=C(O)C(SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3387.9	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1	3472.0	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1	3132.2	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1	3378.9	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3184.6	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3006.6	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3494.8	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)=C1)[Si](C)(C)C(C)(C)C	3239.0	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)=C1)[Si](C)(C)C(C)(C)C	3038.0	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)=C1)[Si](C)(C)C(C)(C)C	3353.2	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3610.1	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3198.0	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3437.1	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3182.1	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3073.7	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3304.7	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #6	CC(=O)NC1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3583.0	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #6	CC(=O)NC1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3242.8	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #6	CC(=O)NC1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3403.2	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3392.7	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3200.7	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,3TBDMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3381.6	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3397.0	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3122.4	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3203.5	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3802.9	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3341.5	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3316.6	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3622.5	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3237.3	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3240.7	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3574.9	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3308.7	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,4TBDMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3241.2	Standard polar	33892256
3-(Cystein-S-yl)acetaminophen,5TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3800.0	Semi standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,5TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3329.6	Standard non polar	33892256
3-(Cystein-S-yl)acetaminophen,5TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3168.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Cystein-S-yl)acetaminophen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 10V, Positive-QTOF	splash10-0fi0-2390000000-7fa14ac0b54a4439560e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 20V, Positive-QTOF	splash10-003r-2950000000-d5d612869c373c8a1736	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 40V, Positive-QTOF	splash10-0uml-6900000000-da11525fc4f5fdebff21	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 10V, Negative-QTOF	splash10-0159-2790000000-d0a16eecd752cbee4c7a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 20V, Negative-QTOF	splash10-001r-2910000000-d3e146667f4c8d673e03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 40V, Negative-QTOF	splash10-000i-9400000000-b05a14ac43c5922ad6f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 10V, Positive-QTOF	splash10-00di-0390000000-b5ff74044c51f1f5bad7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 20V, Positive-QTOF	splash10-0pc3-0900000000-1e23c5269fb36830da89	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 40V, Positive-QTOF	splash10-05c7-5900000000-f93e83bf24c7a51a95f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 10V, Negative-QTOF	splash10-000f-0910000000-d42f013686a13d3a39f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 20V, Negative-QTOF	splash10-000l-0900000000-c5c066b83fa763bc78a8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Cystein-S-yl)acetaminophen 40V, Negative-QTOF	splash10-000j-0900000000-aaca159d229190d57ea7	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

149727

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

171264

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

Not Available

Showing metabocard for 3-(Cystein-S-yl)acetaminophen (HMDB0240217)

MOL for HMDB0240217 (3-(Cystein-S-yl)acetaminophen)

3D MOL for HMDB0240217 (3-(Cystein-S-yl)acetaminophen)

3D SDF for HMDB0240217 (3-(Cystein-S-yl)acetaminophen)

3D-SDF for HMDB0240217 (3-(Cystein-S-yl)acetaminophen)

PDB for HMDB0240217 (3-(Cystein-S-yl)acetaminophen)

3D PDB for HMDB0240217 (3-(Cystein-S-yl)acetaminophen)

SMILES for HMDB0240217 (3-(Cystein-S-yl)acetaminophen)

INCHI for HMDB0240217 (3-(Cystein-S-yl)acetaminophen)

Structure for HMDB0240217 (3-(Cystein-S-yl)acetaminophen)

3D Structure for HMDB0240217 (3-(Cystein-S-yl)acetaminophen)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra