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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-08-26 21:35:51 UTC

Update Date

2021-09-14 14:58:48 UTC

HMDB ID

HMDB0242116

Secondary Accession Numbers

None

Metabolite Identification

Common Name

S-(5-Acetamido-2-hydroxyphenyl)cysteine

Description

S-(5-Acetamido-2-hydroxyphenyl)cysteine, also known as 3-(cystein-S-yl)acetaminophen or acetaminophen cysteine conjugate, belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. S-(5-Acetamido-2-hydroxyphenyl)cysteine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on S-(5-Acetamido-2-hydroxyphenyl)cysteine.

Structure

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

HMDB0242116
     RDKit          3D
S-(5-Acetamido-2-hydroxyphenyl)cysteine
 32 32  0  0  0  0  0  0  0  0999 V2000
    5.9538    0.7679   -1.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8575    0.4151   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2428    0.2043    1.1038 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5552    0.3586   -0.5212 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    0.0510    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4196   -0.2421    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2711   -0.5311    2.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250   -0.5340    1.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346   -0.8410    2.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0490   -0.2500    0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5069   -0.2191   -0.6913 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0372   -0.5581    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2024   -0.4805   -0.9701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4381   -0.7723   -0.2775 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2520    0.9243   -1.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2627    1.6153   -1.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1687    1.4274   -2.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1722    0.0395   -0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2469   -0.1225   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5743    1.5416   -1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292    1.1926   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    0.5671   -1.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3842   -0.2345    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -0.7541    3.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530   -0.9121    2.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3573    0.1630    0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1871   -1.5867    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0273   -1.1838   -1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5766   -1.7912   -0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877   -0.3495    0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2296    1.8311   -3.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1047    0.2642   -1.4459 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  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
M  END


  Mrv1533004271515312D          

 18 18  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 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  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 18  2  0  0  0  0
  5 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242116

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NC1=CC=C(O)C(SCC(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)

> <INCHI_KEY>
LLHICPSCVFRWDT-UHFFFAOYSA-N

> <FORMULA>
C11H14N2O4S

> <MOLECULAR_WEIGHT>
270.3

> <EXACT_MASS>
270.067428113

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.904701784966964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242116
     RDKit          3D
S-(5-Acetamido-2-hydroxyphenyl)cysteine
 32 32  0  0  0  0  0  0  0  0999 V2000
    5.9538    0.7679   -1.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8575    0.4151   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2428    0.2043    1.1038 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5552    0.3586   -0.5212 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    0.0510    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4196   -0.2421    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2711   -0.5311    2.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250   -0.5340    1.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346   -0.8410    2.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0490   -0.2500    0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5069   -0.2191   -0.6913 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0372   -0.5581    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2024   -0.4805   -0.9701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4381   -0.7723   -0.2775 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2520    0.9243   -1.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2627    1.6153   -1.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1687    1.4274   -2.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1722    0.0395   -0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2469   -0.1225   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5743    1.5416   -1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292    1.1926   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    0.5671   -1.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3842   -0.2345    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -0.7541    3.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530   -0.9121    2.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3573    0.1630    0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1871   -1.5867    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0273   -1.1838   -1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5766   -1.7912   -0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877   -0.3495    0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2296    1.8311   -3.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1047    0.2642   -1.4459 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  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
M  END

HEADER    PROTEIN                                 27-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       4.001   2.310   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       6.668   3.850   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   10    5                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0242116
HETATM    1  C1  UNL     1       5.954   0.768  -1.064  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.858   0.415  -0.064  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.243   0.204   1.104  1.00  0.00           O  
HETATM    4  N1  UNL     1       3.555   0.359  -0.521  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.395   0.051   0.239  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.420  -0.242   1.588  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.271  -0.531   2.268  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.025  -0.534   1.593  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.035  -0.841   2.403  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.049  -0.250   0.259  1.00  0.00           C  
HETATM   11  S1  UNL     1      -1.507  -0.219  -0.691  1.00  0.00           S  
HETATM   12  C8  UNL     1      -3.037  -0.558   0.060  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.202  -0.481  -0.970  1.00  0.00           C  
HETATM   14  N2  UNL     1      -5.438  -0.772  -0.277  1.00  0.00           N  
HETATM   15  C10 UNL     1      -4.252   0.924  -1.422  1.00  0.00           C  
HETATM   16  O3  UNL     1      -5.263   1.615  -1.170  1.00  0.00           O  
HETATM   17  O4  UNL     1      -3.169   1.427  -2.113  1.00  0.00           O  
HETATM   18  C11 UNL     1       1.172   0.039  -0.385  1.00  0.00           C  
HETATM   19  H1  UNL     1       6.247  -0.122  -1.642  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.574   1.542  -1.759  1.00  0.00           H  
HETATM   21  H3  UNL     1       6.829   1.193  -0.535  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.395   0.567  -1.556  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.384  -0.235   2.086  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.344  -0.754   3.325  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.953  -0.912   2.213  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.357   0.163   0.870  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.187  -1.587   0.495  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.027  -1.184  -1.796  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.577  -1.791  -0.204  1.00  0.00           H  
HETATM   30  H12 UNL     1      -5.488  -0.349   0.654  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.230   1.831  -3.037  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.105   0.264  -1.446  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

HMDB0242116
     RDKit          3D
S-(5-Acetamido-2-hydroxyphenyl)cysteine
 32 32  0  0  0  0  0  0  0  0999 V2000
    5.9538    0.7679   -1.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8575    0.4151   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2428    0.2043    1.1038 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5552    0.3586   -0.5212 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    0.0510    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4196   -0.2421    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2711   -0.5311    2.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250   -0.5340    1.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346   -0.8410    2.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0490   -0.2500    0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5069   -0.2191   -0.6913 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0372   -0.5581    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2024   -0.4805   -0.9701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4381   -0.7723   -0.2775 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2520    0.9243   -1.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2627    1.6153   -1.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1687    1.4274   -2.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1722    0.0395   -0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2469   -0.1225   -1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5743    1.5416   -1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292    1.1926   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    0.5671   -1.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3842   -0.2345    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -0.7541    3.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530   -0.9121    2.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3573    0.1630    0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1871   -1.5867    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0273   -1.1838   -1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5766   -1.7912   -0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877   -0.3495    0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2296    1.8311   -3.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1047    0.2642   -1.4459 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  0
 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	ChEBI
3-(Cystein-S-yl)paracetamol	ChEBI
Acetaminophen cysteine conjugate	ChEBI
Cysteine S-acetaminophen conjugate	ChEBI
Cysteine S-paracetamol conjugate	ChEBI
Paracetamol cysteine conjugate	ChEBI
Acetaminophen cysteine conjugic acid	Generator
Cysteine S-acetaminophen conjugic acid	Generator
Cysteine S-paracetamol conjugic acid	Generator
Paracetamol cysteine conjugic acid	Generator

Chemical Formula

C₁₁H₁₄N₂O₄S

Average Molecular Weight

270.3

Monoisotopic Molecular Weight

270.067428113

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC(=O)NC1=CC=C(O)C(SCC(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)

InChI Key

LLHICPSCVFRWDT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cysteine and derivatives

Alternative Parents

Substituents

Cysteine or derivatives
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
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Sulfenyl compound
Thioether
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organosulfur compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	26.9 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
DeepCCS	[M+H]+	159.721	30932474
DeepCCS	[M-H]-	157.363	30932474
DeepCCS	[M-2H]-	190.25	30932474
DeepCCS	[M+Na]+	165.815	30932474
AllCCS	[M+H]+	159.0	32859911
AllCCS	[M+H-H2O]+	155.8	32859911
AllCCS	[M+NH4]+	162.0	32859911
AllCCS	[M+Na]+	162.8	32859911
AllCCS	[M-H]-	157.9	32859911
AllCCS	[M+Na-2H]-	158.3	32859911
AllCCS	[M+HCOO]-	158.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S-(5-Acetamido-2-hydroxyphenyl)cysteine	CC(=O)NC1=CC=C(O)C(SCC(N)C(O)=O)=C1	3970.2	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine	CC(=O)NC1=CC=C(O)C(SCC(N)C(O)=O)=C1	2779.1	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine	CC(=O)NC1=CC=C(O)C(SCC(N)C(O)=O)=C1	2802.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1	2787.0	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1	2532.2	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1	3176.3	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(N)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2559.1	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(N)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2443.0	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(N)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	3314.8	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(N[Si](C)(C)C)C(=O)O)=C1)[Si](C)(C)C	2561.7	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(N[Si](C)(C)C)C(=O)O)=C1)[Si](C)(C)C	2503.3	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(N[Si](C)(C)C)C(=O)O)=C1)[Si](C)(C)C	3132.0	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2899.8	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2633.4	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3316.5	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2516.3	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2508.0	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	3069.0	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #6	CC(=O)NC1=CC=C(O)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2845.4	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #6	CC(=O)NC1=CC=C(O)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2635.3	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #6	CC(=O)NC1=CC=C(O)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	3286.5	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2690.4	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2675.5	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	3246.6	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2576.8	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2471.6	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2791.1	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2892.7	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2642.4	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1	3023.6	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2716.5	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2631.2	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2966.1	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2665.3	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2637.5	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2946.3	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,5TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2733.8	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,5TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2594.8	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,5TMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C)C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C1)[Si](C)(C)C	2713.5	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1	3462.4	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1	3111.0	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #1	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)=C1	3360.6	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(N)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3180.9	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(N)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	2980.6	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #2	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(N)C(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3468.5	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O)=C1)[Si](C)(C)C(C)(C)C	3229.7	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O)=C1)[Si](C)(C)C(C)(C)C	3022.4	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O)=C1)[Si](C)(C)C(C)(C)C	3347.5	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3607.8	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3177.8	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #4	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3442.4	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SCC(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	3168.0	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SCC(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	3062.9	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #5	CC(=O)N(C1=CC=C(O)C(SCC(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	3291.4	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #6	CC(=O)NC1=CC=C(O)C(SCC(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	3588.3	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #6	CC(=O)NC1=CC=C(O)C(SCC(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	3228.3	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #6	CC(=O)NC1=CC=C(O)C(SCC(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	3399.9	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SCC(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	3397.1	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SCC(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	3190.4	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,3TBDMS,isomer #7	CC(=O)N(C1=CC=C(O)C(SCC(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	3389.8	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3382.3	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3114.1	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3190.5	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3795.4	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3335.0	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #2	CC(=O)NC1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3312.2	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3624.0	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3222.6	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3248.5	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SCC(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	3577.4	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SCC(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	3310.4	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,4TBDMS,isomer #4	CC(=O)N(C1=CC=C(O)C(SCC(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	3241.5	Standard polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,5TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3799.4	Semi standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,5TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3330.5	Standard non polar	33892256
S-(5-Acetamido-2-hydroxyphenyl)cysteine,5TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(SCC(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	3170.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - S-(5-Acetamido-2-hydroxyphenyl)cysteine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000x-9760000000-d5f4fc275a95c6eca717	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-(5-Acetamido-2-hydroxyphenyl)cysteine 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 - S-(5-Acetamido-2-hydroxyphenyl)cysteine 10V, Positive-QTOF	splash10-00di-0390000000-b5ff74044c51f1f5bad7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(5-Acetamido-2-hydroxyphenyl)cysteine 20V, Positive-QTOF	splash10-0pc3-0900000000-1e23c5269fb36830da89	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(5-Acetamido-2-hydroxyphenyl)cysteine 40V, Positive-QTOF	splash10-05c7-5900000000-f93e83bf24c7a51a95f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(5-Acetamido-2-hydroxyphenyl)cysteine 10V, Negative-QTOF	splash10-000f-0910000000-d42f013686a13d3a39f4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(5-Acetamido-2-hydroxyphenyl)cysteine 20V, Negative-QTOF	splash10-000l-0900000000-c5c066b83fa763bc78a8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(5-Acetamido-2-hydroxyphenyl)cysteine 40V, Negative-QTOF	splash10-000j-0900000000-aaca159d229190d57ea7	2021-10-12	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

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

4403253

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5233914

PDB ID

Not Available

ChEBI ID

133066

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

Kong SW, Hernandez-Ferrer C: Assessment of coverage for endogenous metabolites and exogenous chemical compounds using an untargeted metabolomics platform. Pac Symp Biocomput. 2020;25:587-598. [PubMed:31797630 ]

Showing metabocard for S-(5-Acetamido-2-hydroxyphenyl)cysteine (HMDB0242116)

MOL for HMDB0242116 (S-(5-Acetamido-2-hydroxyphenyl)cysteine)

3D MOL for HMDB0242116 (S-(5-Acetamido-2-hydroxyphenyl)cysteine)

3D SDF for HMDB0242116 (S-(5-Acetamido-2-hydroxyphenyl)cysteine)

3D-SDF for HMDB0242116 (S-(5-Acetamido-2-hydroxyphenyl)cysteine)

PDB for HMDB0242116 (S-(5-Acetamido-2-hydroxyphenyl)cysteine)

3D PDB for HMDB0242116 (S-(5-Acetamido-2-hydroxyphenyl)cysteine)

SMILES for HMDB0242116 (S-(5-Acetamido-2-hydroxyphenyl)cysteine)

INCHI for HMDB0242116 (S-(5-Acetamido-2-hydroxyphenyl)cysteine)

Structure for HMDB0242116 (S-(5-Acetamido-2-hydroxyphenyl)cysteine)

3D Structure for HMDB0242116 (S-(5-Acetamido-2-hydroxyphenyl)cysteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra