Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:00:14 UTC

Update Date

2021-09-26 22:57:45 UTC

HMDB ID

HMDB0247850

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate

Description

(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate, also known as paracetamol N-acetylmethionate, belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). (4-acetamidophenyl) (2s)-2-acetamido-4-methylsulfanylbutanoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate 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

HMDB0247850
     RDKit          3D
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate
 42 42  0  0  0  0  0  0  0  0999 V2000
   -2.7388    2.7358    1.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3274    2.1444   -0.6272 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6340    1.0615   -1.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7583   -0.1963   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6310   -1.1578   -0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9946   -2.3528    0.2874 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012   -3.6041   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5580   -4.7775    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0905   -3.7684   -1.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849   -0.7458   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500   -1.2409    0.7865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    0.1851   -0.9122 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270    0.5532   -0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0736    1.5384    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3598    1.8765    0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4225    1.1945    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    1.5705    0.3591 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9066    1.0830   -0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2554    1.5629    0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9227    0.2328   -1.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0967    0.2150   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639   -0.1130   -1.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    2.1381    1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    3.8079    1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8979    2.5182    1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6267    1.6013   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3917    0.8814   -2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793    0.0253    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835   -0.7798   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5873   -1.5912   -1.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891   -2.2395    1.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7354   -5.5179    0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532   -5.2945    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594   -4.4351    1.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    2.0925    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5918    2.6783    1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8445    2.2997    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3994    1.2114    1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0670    1.1743   -0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2483    2.6806    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8881   -0.3406   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331   -0.9077   -1.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  2  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
M  END

  Mrv1652309112103002D          

 22 22  0  0  0  0            999 V2000
    6.2684   10.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    9.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    9.5388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    8.8243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    4.5375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    3.8230    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
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247850

> <DATABASE_NAME>
hmdb

> <SMILES>
CSCCC(NC(C)=O)C(=O)OC1=CC=C(NC(C)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20N2O4S/c1-10(18)16-12-4-6-13(7-5-12)21-15(20)14(8-9-22-3)17-11(2)19/h4-7,14H,8-9H2,1-3H3,(H,16,18)(H,17,19)

> <INCHI_KEY>
GDRGOYFISYGSHQ-UHFFFAOYSA-N

> <FORMULA>
C15H20N2O4S

> <MOLECULAR_WEIGHT>
324.4

> <EXACT_MASS>
324.114378306

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.12430014098116

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-acetamidophenyl 2-acetamido-4-(methylsulfanyl)butanoate

> <ALOGPS_LOGP>
1.42

> <JCHEM_LOGP>
0.9331265386666665

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.670452616243175

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.046409270400504

> <JCHEM_PKA_STRONGEST_BASIC>
-1.800766735812998

> <JCHEM_POLAR_SURFACE_AREA>
84.5

> <JCHEM_REFRACTIVITY>
86.4395

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-acetamidophenyl 2-acetamido-4-(methylsulfanyl)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247850
     RDKit          3D
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate
 42 42  0  0  0  0  0  0  0  0999 V2000
   -2.7388    2.7358    1.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3274    2.1444   -0.6272 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6340    1.0615   -1.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7583   -0.1963   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6310   -1.1578   -0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9946   -2.3528    0.2874 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012   -3.6041   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5580   -4.7775    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0905   -3.7684   -1.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849   -0.7458   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500   -1.2409    0.7865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    0.1851   -0.9122 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270    0.5532   -0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0736    1.5384    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3598    1.8765    0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4225    1.1945    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    1.5705    0.3591 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9066    1.0830   -0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2554    1.5629    0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9227    0.2328   -1.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0967    0.2150   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639   -0.1130   -1.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    2.1381    1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    3.8079    1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8979    2.5182    1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6267    1.6013   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3917    0.8814   -2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793    0.0253    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835   -0.7798   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5873   -1.5912   -1.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891   -2.2395    1.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7354   -5.5179    0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532   -5.2945    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594   -4.4351    1.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    2.0925    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5918    2.6783    1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8445    2.2997    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3994    1.2114    1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0670    1.1743   -0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2483    2.6806    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8881   -0.3406   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331   -0.9077   -1.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  2  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  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      11.701  19.139   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.931  17.806   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.391  17.806   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      11.701  16.472   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      10.931  15.138   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.701  13.805   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.931  12.471   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.391  12.471   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.621  13.805   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.391  15.138   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.621  11.137   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.081  11.137   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.311  12.471   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.311   9.804   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.771   9.804   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0       2.461   8.470   0.000  0.00  0.00           S+0
HETATM   18  C   UNK     0       1.691   7.136   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       7.081   8.470   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       8.621   8.470   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.391   9.804   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.391   7.136   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   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   14   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0247850
HETATM    1  C1  UNL     1      -2.739   2.736   1.052  1.00  0.00           C  
HETATM    2  S1  UNL     1      -2.327   2.144  -0.627  1.00  0.00           S  
HETATM    3  C2  UNL     1      -3.634   1.061  -1.215  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.758  -0.196  -0.468  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.631  -1.158  -0.554  1.00  0.00           C  
HETATM    6  N1  UNL     1      -2.995  -2.353   0.287  1.00  0.00           N  
HETATM    7  C5  UNL     1      -3.201  -3.604  -0.321  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.558  -4.778   0.497  1.00  0.00           C  
HETATM    9  O1  UNL     1      -3.090  -3.768  -1.576  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.285  -0.746  -0.213  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.650  -1.241   0.787  1.00  0.00           O  
HETATM   12  O3  UNL     1      -0.569   0.185  -0.912  1.00  0.00           O  
HETATM   13  C8  UNL     1       0.727   0.553  -0.577  1.00  0.00           C  
HETATM   14  C9  UNL     1       1.074   1.538   0.312  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.360   1.877   0.620  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.422   1.194   0.007  1.00  0.00           C  
HETATM   17  N2  UNL     1       4.732   1.570   0.359  1.00  0.00           N  
HETATM   18  C12 UNL     1       5.907   1.083  -0.198  1.00  0.00           C  
HETATM   19  C13 UNL     1       7.255   1.563   0.266  1.00  0.00           C  
HETATM   20  O4  UNL     1       5.923   0.233  -1.102  1.00  0.00           O  
HETATM   21  C14 UNL     1       3.097   0.215  -0.877  1.00  0.00           C  
HETATM   22  C15 UNL     1       1.764  -0.113  -1.176  1.00  0.00           C  
HETATM   23  H1  UNL     1      -3.610   2.138   1.441  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.969   3.808   1.021  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.898   2.518   1.729  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.627   1.601  -1.211  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.392   0.881  -2.314  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.879   0.025   0.655  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.683  -0.780  -0.780  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.587  -1.591  -1.600  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.089  -2.239   1.316  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.735  -5.518   0.526  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.453  -5.294   0.043  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.859  -4.435   1.509  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.288   2.092   0.812  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.592   2.678   1.343  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.845   2.300   1.130  1.00  0.00           H  
HETATM   38  H16 UNL     1       7.399   1.211   1.310  1.00  0.00           H  
HETATM   39  H17 UNL     1       8.067   1.174  -0.377  1.00  0.00           H  
HETATM   40  H18 UNL     1       7.248   2.681   0.324  1.00  0.00           H  
HETATM   41  H19 UNL     1       3.888  -0.341  -1.372  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.633  -0.908  -1.894  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   10   30
CONECT    6    7   31
CONECT    7    8    9    9
CONECT    8   32   33   34
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   14   22
CONECT   14   15   35
CONECT   15   16   16   36
CONECT   16   17   21
CONECT   17   18   37
CONECT   18   19   20   20
CONECT   19   38   39   40
CONECT   21   22   22   41
CONECT   22   42
END

HMDB0247850
     RDKit          3D
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate
 42 42  0  0  0  0  0  0  0  0999 V2000
   -2.7388    2.7358    1.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3274    2.1444   -0.6272 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6340    1.0615   -1.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7583   -0.1963   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6310   -1.1578   -0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9946   -2.3528    0.2874 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012   -3.6041   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5580   -4.7775    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0905   -3.7684   -1.5758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849   -0.7458   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500   -1.2409    0.7865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    0.1851   -0.9122 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270    0.5532   -0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0736    1.5384    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3598    1.8765    0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4225    1.1945    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    1.5705    0.3591 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9066    1.0830   -0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2554    1.5629    0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9227    0.2328   -1.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0967    0.2150   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639   -0.1130   -1.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    2.1381    1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    3.8079    1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8979    2.5182    1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6267    1.6013   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3917    0.8814   -2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793    0.0253    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835   -0.7798   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5873   -1.5912   -1.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891   -2.2395    1.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7354   -5.5179    0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532   -5.2945    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594   -4.4351    1.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    2.0925    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5918    2.6783    1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8445    2.2997    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3994    1.2114    1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0670    1.1743   -0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2483    2.6806    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8881   -0.3406   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331   -0.9077   -1.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  2  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoic acid	Generator
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulphanylbutanoate	Generator
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulphanylbutanoic acid	Generator
Paracetamol N-acetylmethionate	HMDB

Chemical Formula

C₁₅H₂₀N₂O₄S

Average Molecular Weight

324.4

Monoisotopic Molecular Weight

324.114378306

IUPAC Name

4-acetamidophenyl 2-acetamido-4-(methylsulfanyl)butanoate

Traditional Name

4-acetamidophenyl 2-acetamido-4-(methylsulfanyl)butanoate

CAS Registry Number

Not Available

SMILES

CSCCC(NC(C)=O)C(=O)OC1=CC=C(NC(C)=O)C=C1

InChI Identifier

InChI=1S/C15H20N2O4S/c1-10(18)16-12-4-6-13(7-5-12)21-15(20)14(8-9-22-3)17-11(2)19/h4-7,14H,8-9H2,1-3H3,(H,16,18)(H,17,19)

InChI Key

GDRGOYFISYGSHQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine 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

Methionine and derivatives

Alternative Parents

Substituents

Methionine or derivatives
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Acetanilide
Phenol ester
N-acetylarylamine
Anilide
Phenoxy compound
N-arylamide
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid ester
Dialkylthioether
Sulfenyl compound
Thioether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organonitrogen compound
Organooxygen compound
Organosulfur compound
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	1.42	ALOGPS
logP	0.93	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	12.05	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.5 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	86.44 m³·mol⁻¹	ChemAxon
Polarizability	34.12 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]+	178.258	30932474
DeepCCS	[M-H]-	175.9	30932474
DeepCCS	[M-2H]-	208.786	30932474
DeepCCS	[M+Na]+	184.351	30932474
AllCCS	[M+H]+	176.0	32859911
AllCCS	[M+H-H2O]+	173.2	32859911
AllCCS	[M+NH4]+	178.6	32859911
AllCCS	[M+Na]+	179.3	32859911
AllCCS	[M-H]-	173.1	32859911
AllCCS	[M+Na-2H]-	173.6	32859911
AllCCS	[M+HCOO]-	174.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate	CSCCC(NC(C)=O)C(=O)OC1=CC=C(NC(C)=O)C=C1	3603.4	Standard polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate	CSCCC(NC(C)=O)C(=O)OC1=CC=C(NC(C)=O)C=C1	2778.3	Standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate	CSCCC(NC(C)=O)C(=O)OC1=CC=C(NC(C)=O)C=C1	2909.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TMS,isomer #1	CSCCC(C(=O)OC1=CC=C(NC(C)=O)C=C1)N(C(C)=O)[Si](C)(C)C	2849.6	Semi standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TMS,isomer #1	CSCCC(C(=O)OC1=CC=C(NC(C)=O)C=C1)N(C(C)=O)[Si](C)(C)C	2663.0	Standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TMS,isomer #1	CSCCC(C(=O)OC1=CC=C(NC(C)=O)C=C1)N(C(C)=O)[Si](C)(C)C	3845.2	Standard polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TMS,isomer #2	CSCCC(NC(C)=O)C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C1	2678.3	Semi standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TMS,isomer #2	CSCCC(NC(C)=O)C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C1	2596.8	Standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TMS,isomer #2	CSCCC(NC(C)=O)C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C1	3669.2	Standard polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,2TMS,isomer #1	CSCCC(C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C1)N(C(C)=O)[Si](C)(C)C	2625.1	Semi standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,2TMS,isomer #1	CSCCC(C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C1)N(C(C)=O)[Si](C)(C)C	2611.1	Standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,2TMS,isomer #1	CSCCC(C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C1)N(C(C)=O)[Si](C)(C)C	3287.8	Standard polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TBDMS,isomer #1	CSCCC(C(=O)OC1=CC=C(NC(C)=O)C=C1)N(C(C)=O)[Si](C)(C)C(C)(C)C	3127.4	Semi standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TBDMS,isomer #1	CSCCC(C(=O)OC1=CC=C(NC(C)=O)C=C1)N(C(C)=O)[Si](C)(C)C(C)(C)C	2855.3	Standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TBDMS,isomer #1	CSCCC(C(=O)OC1=CC=C(NC(C)=O)C=C1)N(C(C)=O)[Si](C)(C)C(C)(C)C	3812.1	Standard polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TBDMS,isomer #2	CSCCC(NC(C)=O)C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C1	2928.3	Semi standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TBDMS,isomer #2	CSCCC(NC(C)=O)C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C1	2788.3	Standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,1TBDMS,isomer #2	CSCCC(NC(C)=O)C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C1	3661.6	Standard polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,2TBDMS,isomer #1	CSCCC(C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C1)N(C(C)=O)[Si](C)(C)C(C)(C)C	3105.5	Semi standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,2TBDMS,isomer #1	CSCCC(C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C1)N(C(C)=O)[Si](C)(C)C(C)(C)C	2981.1	Standard non polar	33892256
(4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate,2TBDMS,isomer #1	CSCCC(C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C1)N(C(C)=O)[Si](C)(C)C(C)(C)C	3414.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zfs-4910000000-1efe215b06c3c5d672c6	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate 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 - (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate 10V, Positive-QTOF	splash10-0059-0098000000-568a75ebae30c7890647	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate 20V, Positive-QTOF	splash10-001r-0290000000-473fb32f99e6ec363ffc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate 40V, Positive-QTOF	splash10-03di-9200000000-a72b27d36c4750adf793	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate 10V, Negative-QTOF	splash10-00di-0009000000-704300a1269c81526632	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate 20V, Negative-QTOF	splash10-05gj-7549000000-99fa051626eef68e2270	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate 40V, Negative-QTOF	splash10-0005-9400000000-374e00edb650414ffba9	2021-10-12	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

8217497

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10041933

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 (4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate (HMDB0247850)

MOL for HMDB0247850 ((4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate)

3D MOL for HMDB0247850 ((4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate)

3D SDF for HMDB0247850 ((4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate)

3D-SDF for HMDB0247850 ((4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate)

PDB for HMDB0247850 ((4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate)

3D PDB for HMDB0247850 ((4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate)

SMILES for HMDB0247850 ((4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate)

INCHI for HMDB0247850 ((4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate)

Structure for HMDB0247850 ((4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate)

3D Structure for HMDB0247850 ((4-Acetamidophenyl) (2S)-2-acetamido-4-methylsulfanylbutanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra