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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:35:42 UTC

Update Date

2021-09-26 23:09:34 UTC

HMDB ID

HMDB0255061

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Acetyl-S-benzyl-L-cysteine

Description

N-Acetyl-S-benzyl-L-cysteine 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. Based on a literature review a small amount of articles have been published on N-Acetyl-S-benzyl-L-cysteine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-acetyl-s-benzyl-l-cysteine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Acetyl-S-benzyl-L-cysteine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0255061
     RDKit          3D
N-Acetyl-S-benzyl-L-cysteine
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.9890    1.1794    0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8373    0.2393    0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736   -0.6457    1.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8697    0.3152   -0.5166 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695   -0.6145   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    0.0852   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2060    1.0544    0.9906 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614    1.8132    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.7497    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    0.4121    2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9745   -0.5786    2.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4386   -1.2078    1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9177   -0.8416   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9568    0.1353   -0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233   -1.3285   -1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -1.0845   -2.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8757   -2.2835   -2.1709 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9189    0.5660    0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8486    1.8099    1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479    1.7247   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664    1.0551   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8179   -1.3427    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4039   -0.6393   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    0.7216   -1.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6422    2.5203    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5700    2.3050   -0.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086    0.8382    3.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3885   -0.8725    3.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2021   -1.9767    1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3135   -1.3632   -1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435    0.4279   -1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7870   -3.1733   -1.7003 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
M  END


  Mrv1652309112116362D          

 17 17  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255061

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NC(CSCC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO3S/c1-9(14)13-11(12(15)16)8-17-7-10-5-3-2-4-6-10/h2-6,11H,7-8H2,1H3,(H,13,14)(H,15,16)

> <INCHI_KEY>
BJUXDERNWYKSIQ-UHFFFAOYSA-N

> <FORMULA>
C12H15NO3S

> <MOLECULAR_WEIGHT>
253.32

> <EXACT_MASS>
253.077264521

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.693958471142867

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(benzylsulfanyl)-2-acetamidopropanoic acid

> <ALOGPS_LOGP>
1.25

> <JCHEM_LOGP>
1.2963916206666664

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.960800715732809

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.989238802844718

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9963963881634514

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
66.98020000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(benzylsulfanyl)-2-acetamidopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255061
     RDKit          3D
N-Acetyl-S-benzyl-L-cysteine
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.9890    1.1794    0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8373    0.2393    0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736   -0.6457    1.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8697    0.3152   -0.5166 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695   -0.6145   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    0.0852   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2060    1.0544    0.9906 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614    1.8132    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.7497    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    0.4121    2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9745   -0.5786    2.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4386   -1.2078    1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9177   -0.8416   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9568    0.1353   -0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233   -1.3285   -1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -1.0845   -2.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8757   -2.2835   -2.1709 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9189    0.5660    0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8486    1.8099    1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479    1.7247   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664    1.0551   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8179   -1.3427    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4039   -0.6393   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    0.7216   -1.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6422    2.5203    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5700    2.3050   -0.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086    0.8382    3.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3885   -0.8725    3.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2021   -1.9767    1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3135   -1.3632   -1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435    0.4279   -1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7870   -3.1733   -1.7003 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       8.002  -7.700   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15    5   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0255061
HETATM    1  C1  UNL     1       4.989   1.179   0.610  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.837   0.239   0.514  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.774  -0.646   1.422  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.870   0.315  -0.517  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.769  -0.614  -0.573  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.432   0.085  -0.522  1.00  0.00           C  
HETATM    7  S1  UNL     1       0.206   1.054   0.991  1.00  0.00           S  
HETATM    8  C5  UNL     1      -1.461   1.813   0.857  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.508   0.750   0.901  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.001   0.412   2.135  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.975  -0.579   2.184  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.439  -1.208   1.049  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.918  -0.842  -0.186  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.957   0.135  -0.242  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.823  -1.329  -1.866  1.00  0.00           C  
HETATM   16  O2  UNL     1       2.719  -1.085  -2.700  1.00  0.00           O  
HETATM   17  O3  UNL     1       0.876  -2.284  -2.171  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.919   0.566   0.792  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.849   1.810   1.502  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.048   1.725  -0.335  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.966   1.055  -1.233  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.818  -1.343   0.289  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.404  -0.639  -0.575  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.349   0.722  -1.446  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.642   2.520   1.675  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.570   2.305  -0.136  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.709   0.838   3.064  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.388  -0.872   3.141  1.00  0.00           H  
HETATM   29  H12 UNL     1      -5.202  -1.977   1.148  1.00  0.00           H  
HETATM   30  H13 UNL     1      -4.313  -1.363  -1.045  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.543   0.428  -1.204  1.00  0.00           H  
HETATM   32  H15 UNL     1       0.787  -3.173  -1.700  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3    4
CONECT    4    5   21
CONECT    5    6   15   22
CONECT    6    7   23   24
CONECT    7    8
CONECT    8    9   25   26
CONECT    9   10   10   14
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   31
CONECT   15   16   16   17
CONECT   17   32
END

HMDB0255061
     RDKit          3D
N-Acetyl-S-benzyl-L-cysteine
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.9890    1.1794    0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8373    0.2393    0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736   -0.6457    1.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8697    0.3152   -0.5166 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695   -0.6145   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    0.0852   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2060    1.0544    0.9906 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614    1.8132    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.7497    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    0.4121    2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9745   -0.5786    2.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4386   -1.2078    1.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9177   -0.8416   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9568    0.1353   -0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233   -1.3285   -1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -1.0845   -2.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8757   -2.2835   -2.1709 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9189    0.5660    0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8486    1.8099    1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479    1.7247   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664    1.0551   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8179   -1.3427    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4039   -0.6393   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    0.7216   -1.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6422    2.5203    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5700    2.3050   -0.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086    0.8382    3.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3885   -0.8725    3.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2021   -1.9767    1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3135   -1.3632   -1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435    0.4279   -1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7870   -3.1733   -1.7003 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₅NO₃S

Average Molecular Weight

253.32

Monoisotopic Molecular Weight

253.077264521

IUPAC Name

3-(benzylsulfanyl)-2-acetamidopropanoic acid

Traditional Name

3-(benzylsulfanyl)-2-acetamidopropanoic acid

CAS Registry Number

Not Available

SMILES

CC(=O)NC(CSCC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C12H15NO3S/c1-9(14)13-11(12(15)16)8-17-7-10-5-3-2-4-6-10/h2-6,11H,7-8H2,1H3,(H,13,14)(H,15,16)

InChI Key

BJUXDERNWYKSIQ-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
Monocyclic benzene moiety
Benzenoid
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Thioether
Sulfenyl compound
Dialkylthioether
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.25	ALOGPS
logP	1.3	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.99	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	66.98 m³·mol⁻¹	ChemAxon
Polarizability	26.69 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
DeepCCS	[M+H]+	148.848	30932474
DeepCCS	[M-H]-	146.49	30932474
DeepCCS	[M-2H]-	181.772	30932474
DeepCCS	[M+Na]+	157.097	30932474
AllCCS	[M+H]+	155.5	32859911
AllCCS	[M+H-H2O]+	152.1	32859911
AllCCS	[M+NH4]+	158.7	32859911
AllCCS	[M+Na]+	159.6	32859911
AllCCS	[M-H]-	157.4	32859911
AllCCS	[M+Na-2H]-	157.9	32859911
AllCCS	[M+HCOO]-	158.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.2435 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.39 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1738.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	298.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	128.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	100.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	409.7 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	580.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	900.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	409.2 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	1231.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	268.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	312.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	329.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	181.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	60.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Acetyl-S-benzyl-L-cysteine	CC(=O)NC(CSCC1=CC=CC=C1)C(O)=O	3233.5	Standard polar	33892256
N-Acetyl-S-benzyl-L-cysteine	CC(=O)NC(CSCC1=CC=CC=C1)C(O)=O	2033.0	Standard non polar	33892256
N-Acetyl-S-benzyl-L-cysteine	CC(=O)NC(CSCC1=CC=CC=C1)C(O)=O	2172.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Acetyl-S-benzyl-L-cysteine,2TMS,isomer #1	CC(=O)N(C(CSCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2188.1	Semi standard non polar	33892256
N-Acetyl-S-benzyl-L-cysteine,2TMS,isomer #1	CC(=O)N(C(CSCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2110.1	Standard non polar	33892256
N-Acetyl-S-benzyl-L-cysteine,2TMS,isomer #1	CC(=O)N(C(CSCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2543.3	Standard polar	33892256
N-Acetyl-S-benzyl-L-cysteine,2TBDMS,isomer #1	CC(=O)N(C(CSCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2662.9	Semi standard non polar	33892256
N-Acetyl-S-benzyl-L-cysteine,2TBDMS,isomer #1	CC(=O)N(C(CSCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2526.6	Standard non polar	33892256
N-Acetyl-S-benzyl-L-cysteine,2TBDMS,isomer #1	CC(=O)N(C(CSCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2786.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-S-benzyl-L-cysteine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9110000000-850335da4458c5d4e901	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-S-benzyl-L-cysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-S-benzyl-L-cysteine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-S-benzyl-L-cysteine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-S-benzyl-L-cysteine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-S-benzyl-L-cysteine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

487714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

561045

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-Acetyl-S-benzyl-L-cysteine (HMDB0255061)

MOL for HMDB0255061 (N-Acetyl-S-benzyl-L-cysteine)

3D MOL for HMDB0255061 (N-Acetyl-S-benzyl-L-cysteine)

3D SDF for HMDB0255061 (N-Acetyl-S-benzyl-L-cysteine)

3D-SDF for HMDB0255061 (N-Acetyl-S-benzyl-L-cysteine)

PDB for HMDB0255061 (N-Acetyl-S-benzyl-L-cysteine)

3D PDB for HMDB0255061 (N-Acetyl-S-benzyl-L-cysteine)

SMILES for HMDB0255061 (N-Acetyl-S-benzyl-L-cysteine)

INCHI for HMDB0255061 (N-Acetyl-S-benzyl-L-cysteine)

Structure for HMDB0255061 (N-Acetyl-S-benzyl-L-cysteine)

3D Structure for HMDB0255061 (N-Acetyl-S-benzyl-L-cysteine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra