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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:53:01 UTC

Update Date

2021-09-14 15:45:49 UTC

HMDB ID

HMDB0042011

Secondary Accession Numbers

HMDB42011

Metabolite Identification

Common Name

S-Phenylmercapturic acid

Description

S-Phenylmercapturic acid, also known as S-phenylmercaptate, belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. S-Phenylmercapturic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make S-phenylmercapturic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on S-Phenylmercapturic acid.

Structure

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

HMDB0256440
     RDKit          3D
S-Phenyl-N-acetylcysteine
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.5931   -0.5333   -1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7452   -0.3693    0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8907   -0.9502    0.7854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547    0.2333    0.9606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7415    0.9198    0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5198    0.0519    0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    1.1115    0.3025 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4073    0.1590    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167   -0.2370    1.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3543   -0.9807    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7135   -1.3466   -0.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978   -0.9462   -1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7545   -0.1992   -1.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8962    1.9788   -0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0251    2.1990   -0.7444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8418    2.7759   -0.6948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8053   -1.6040   -1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5647   -0.3570   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3421    0.0515   -1.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8236   -1.7135    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5247    1.4713    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -0.5463    1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6117   -0.6582   -0.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171    0.0601    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.2583    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996   -1.9208   -0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2061   -1.2486   -2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1723    0.0722   -2.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9381    3.7849   -0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
 13  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
M  END


  Mrv1652304062013082D          

 16 16  0  0  0  0            999 V2000
    0.7145    2.0625    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  1  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  4  0  0  0
 13  8  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16  7  1  0  0  0  0
 16  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0042011

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)=NC(CSC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H13NO3S/c1-8(13)12-10(11(14)15)7-16-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)

> <INCHI_KEY>
CICOZWHZVMOPJS-UHFFFAOYSA-N

> <FORMULA>
C11H13NO3S

> <MOLECULAR_WEIGHT>
239.291

> <EXACT_MASS>
239.061613977

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
24.433970212829706

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1-hydroxyethylidene)amino]-3-(phenylsulfanyl)propanoic acid

> <ALOGPS_LOGP>
1.51

> <JCHEM_LOGP>
1.8731840473333334

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.997889883432738

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.847584942133403

> <JCHEM_PKA_STRONGEST_BASIC>
1.0340058871311164

> <JCHEM_POLAR_SURFACE_AREA>
69.89

> <JCHEM_REFRACTIVITY>
62.76530000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1-hydroxyethylidene)amino]-3-(phenylsulfanyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256440
     RDKit          3D
S-Phenyl-N-acetylcysteine
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.5931   -0.5333   -1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7452   -0.3693    0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8907   -0.9502    0.7854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547    0.2333    0.9606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7415    0.9198    0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5198    0.0519    0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    1.1115    0.3025 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4073    0.1590    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167   -0.2370    1.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3543   -0.9807    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7135   -1.3466   -0.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978   -0.9462   -1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7545   -0.1992   -1.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8962    1.9788   -0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0251    2.1990   -0.7444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8418    2.7759   -0.6948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8053   -1.6040   -1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5647   -0.3570   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3421    0.0515   -1.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8236   -1.7135    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5247    1.4713    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -0.5463    1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6117   -0.6582   -0.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171    0.0601    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.2583    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996   -1.9208   -0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2061   -1.2486   -2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1723    0.0722   -2.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9381    3.7849   -0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
 13  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0       8.002   4.620   0.000  0.00  0.00           S+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    9                                                       
CONECT    6    4    9                                                       
CONECT    7   10   16                                                       
CONECT    8    1   12   13                                                  
CONECT    9    5    6   16                                                  
CONECT   10    7   11   12                                                  
CONECT   11   10   14   15                                                  
CONECT   12    8   10                                                       
CONECT   13    8                                                            
CONECT   14   11                                                            
CONECT   15   11                                                            
CONECT   16    7    9                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0042011
HETATM    1  C1  UNL     1      -2.053   0.536   1.279  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.857  -0.147   0.241  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.261  -0.185   0.546  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.521  -0.677  -0.820  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.344  -0.904  -1.552  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.486  -1.955  -0.944  1.00  0.00           C  
HETATM    7  S1  UNL     1       0.090  -1.735   0.709  1.00  0.00           S  
HETATM    8  C5  UNL     1       1.382  -0.540   0.870  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.094  -0.047  -0.199  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.085   0.922  -0.076  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.380   1.421   1.178  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.672   0.930   2.245  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.690  -0.025   2.148  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.752   0.323  -2.053  1.00  0.00           C  
HETATM   15  O2  UNL     1      -1.194   1.439  -1.636  1.00  0.00           O  
HETATM   16  O3  UNL     1       0.277   0.424  -2.974  1.00  0.00           O  
HETATM   17  H1  UNL     1      -1.963  -0.153   2.162  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.094   0.936   0.962  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.646   1.424   1.684  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.949  -0.390  -0.138  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.667  -1.441  -2.572  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.380  -2.175  -1.650  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.068  -2.912  -0.980  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.879  -0.466  -1.167  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.594   1.253  -0.969  1.00  0.00           H  
HETATM   26  H10 UNL     1       4.154   2.174   1.250  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.912   1.327   3.220  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.134  -0.411   2.994  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.133   1.057  -3.759  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    4
CONECT    3   20
CONECT    4    5
CONECT    5    6   14   21
CONECT    6    7   22   23
CONECT    7    8
CONECT    8    9    9   13
CONECT    9   10   24
CONECT   10   11   11   25
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   28
CONECT   14   15   15   16
CONECT   16   29
END

HMDB0256440
     RDKit          3D
S-Phenyl-N-acetylcysteine
 29 29  0  0  0  0  0  0  0  0999 V2000
   -3.5931   -0.5333   -1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7452   -0.3693    0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8907   -0.9502    0.7854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547    0.2333    0.9606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7415    0.9198    0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5198    0.0519    0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    1.1115    0.3025 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4073    0.1590    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167   -0.2370    1.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3543   -0.9807    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7135   -1.3466   -0.4111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978   -0.9462   -1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7545   -0.1992   -1.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8962    1.9788   -0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0251    2.1990   -0.7444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8418    2.7759   -0.6948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8053   -1.6040   -1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5647   -0.3570   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3421    0.0515   -1.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8236   -1.7135    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5247    1.4713    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -0.5463    1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6117   -0.6582   -0.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171    0.0601    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.2583    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996   -1.9208   -0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2061   -1.2486   -2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1723    0.0722   -2.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9381    3.7849   -0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
 13  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
S-Phenylmercaptate	Generator
S-Phenylmercaptic acid	Generator
S-Phenyl-N-acetylcysteine	MeSH, HMDB
S-Phenyl-N-acetylcysteine, (DL)-isomer	MeSH, HMDB
Phenylmercapturic acid	MeSH, HMDB
2-acetamido-3-Phenylthiopropanoic acid	MeSH, HMDB
2-[(1-Hydroxyethylidene)amino]-3-(phenylsulfanyl)propanoate	Generator, HMDB
2-[(1-Hydroxyethylidene)amino]-3-(phenylsulphanyl)propanoate	Generator, HMDB
2-[(1-Hydroxyethylidene)amino]-3-(phenylsulphanyl)propanoic acid	Generator, HMDB
S-Phenylmercapturic acid	MeSH

Chemical Formula

C₁₁H₁₃NO₃S

Average Molecular Weight

239.291

Monoisotopic Molecular Weight

239.061613977

IUPAC Name

2-[(1-hydroxyethylidene)amino]-3-(phenylsulfanyl)propanoic acid

Traditional Name

2-[(1-hydroxyethylidene)amino]-3-(phenylsulfanyl)propanoic acid

CAS Registry Number

4775-80-8

SMILES

CC(O)=NC(CSC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C11H13NO3S/c1-8(13)12-10(11(14)15)7-16-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)

InChI Key

CICOZWHZVMOPJS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Cysteine or derivatives
Aryl thioether
Thiophenol ether
Alkylarylthioether
Monocyclic benzene moiety
Benzenoid
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Thioether
Sulfenyl compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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
Water Solubility	0.3 g/L	ALOGPS
logP	1.51	ALOGPS
logP	1.87	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.85	ChemAxon
pKa (Strongest Basic)	1.03	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.89 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.77 m³·mol⁻¹	ChemAxon
Polarizability	24.43 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	154.836	31661259
DarkChem	[M-H]-	149.686	31661259
DeepCCS	[M+H]+	145.147	30932474
DeepCCS	[M-H]-	142.056	30932474
DeepCCS	[M-2H]-	178.689	30932474
DeepCCS	[M+Na]+	154.227	30932474
AllCCS	[M+H]+	151.7	32859911
AllCCS	[M+H-H2O]+	148.1	32859911
AllCCS	[M+NH4]+	154.9	32859911
AllCCS	[M+Na]+	155.9	32859911
AllCCS	[M-H]-	152.1	32859911
AllCCS	[M+Na-2H]-	152.5	32859911
AllCCS	[M+HCOO]-	153.1	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.	4.54 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3871 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.45 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	97.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S-Phenylmercapturic acid	CC(O)=NC(CSC1=CC=CC=C1)C(O)=O	3323.5	Standard polar	33892256
S-Phenylmercapturic acid	CC(O)=NC(CSC1=CC=CC=C1)C(O)=O	2113.1	Standard non polar	33892256
S-Phenylmercapturic acid	CC(O)=NC(CSC1=CC=CC=C1)C(O)=O	2055.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
S-Phenylmercapturic acid,1TMS,isomer #1	CC(=NC(CSC1=CC=CC=C1)C(=O)O)O[Si](C)(C)C	2095.9	Semi standard non polar	33892256
S-Phenylmercapturic acid,1TMS,isomer #2	CC(O)=NC(CSC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2110.1	Semi standard non polar	33892256
S-Phenylmercapturic acid,2TMS,isomer #1	CC(=NC(CSC1=CC=CC=C1)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2128.5	Semi standard non polar	33892256
S-Phenylmercapturic acid,1TBDMS,isomer #1	CC(=NC(CSC1=CC=CC=C1)C(=O)O)O[Si](C)(C)C(C)(C)C	2343.5	Semi standard non polar	33892256
S-Phenylmercapturic acid,1TBDMS,isomer #2	CC(O)=NC(CSC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2317.5	Semi standard non polar	33892256
S-Phenylmercapturic acid,2TBDMS,isomer #1	CC(=NC(CSC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2547.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9810000000-ed7dc9c7543668c35682	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (2 TMS) - 70eV, Positive	splash10-02p3-9333000000-97be0730bd885288c58c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	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-Phenylmercapturic acid 10V, Positive-QTOF	splash10-006x-0980000000-b921bf6a20ea43c582da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 20V, Positive-QTOF	splash10-0ikd-0910000000-6c9f36e99b97449968b6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 40V, Positive-QTOF	splash10-02hi-9700000000-bfa9760500e81217cac2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 10V, Negative-QTOF	splash10-052r-0790000000-fbc303613619be6d0b18	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 20V, Negative-QTOF	splash10-0a4i-0900000000-bb17ac9a6848d4ff050c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 40V, Negative-QTOF	splash10-0a4i-8900000000-3677213c11e55480ecba	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 10V, Positive-QTOF	splash10-03dl-0950000000-73936d02c6fc457f888b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 20V, Positive-QTOF	splash10-03di-2900000000-2cf91ee3bc41503759f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 40V, Positive-QTOF	splash10-06vi-5900000000-7ab6fd1ccd14bac03f95	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 10V, Negative-QTOF	splash10-0a4i-3900000000-c7e4ebb011fab224d5aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 20V, Negative-QTOF	splash10-0a4i-0900000000-9604afb1cae23bc5502c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 40V, Negative-QTOF	splash10-0a4i-2900000000-fd1806c53455483908e9	2021-09-22	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

FDB111689

KNApSAcK ID

Not Available

Chemspider ID

86220

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

95526

PDB ID

Not Available

ChEBI ID

157784

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 S-Phenylmercapturic acid (HMDB0042011)

MOL for HMDB0042011 (S-Phenylmercapturic acid)

3D MOL for HMDB0042011 (S-Phenylmercapturic acid)

3D SDF for HMDB0042011 (S-Phenylmercapturic acid)

3D-SDF for HMDB0042011 (S-Phenylmercapturic acid)

PDB for HMDB0042011 (S-Phenylmercapturic acid)

3D PDB for HMDB0042011 (S-Phenylmercapturic acid)

SMILES for HMDB0042011 (S-Phenylmercapturic acid)

INCHI for HMDB0042011 (S-Phenylmercapturic acid)

Structure for HMDB0042011 (S-Phenylmercapturic acid)

3D Structure for HMDB0042011 (S-Phenylmercapturic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra