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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:40 UTC

Update Date

2021-09-14 15:45:46 UTC

HMDB ID

HMDB0002194

Secondary Accession Numbers

HMDB02194

Metabolite Identification

Common Name

N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine

Description

N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 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 N-acetyl-S-(3-oxo-3-carboxy-N-propyl)cysteine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine.

Structure

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

HMDB0002194
     RDKit          3D
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine
 30 29  0  0  0  0  0  0  0  0999 V2000
    5.3790   -0.4629   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9549   -0.8417   -0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6468   -1.9985   -1.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969    0.0880   -0.2408 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5219   -0.2435   -0.2435 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1342   -0.1169    1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -0.4084    1.9289 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888    0.1989    1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7144   -0.2616    0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0837    0.3398    0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3854    1.1250    1.6610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0263   -0.0053   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7261   -0.7917   -1.2146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3133    0.5498   -0.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9359    0.6462   -1.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7097    1.4992   -1.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    0.6819   -1.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9046   -0.8294   -1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8553   -0.9779    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4909    0.6310   -0.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2154    1.0244    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805   -1.2769   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    0.9510    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -0.7123    1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389    1.3261    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4921   -0.1150    2.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9251   -1.3787    0.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2668   -0.1552   -0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4069    1.5630   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7990   -0.0487   -2.1803 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  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  6
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 14 29  1  0
 17 30  1  0
M  END

2-Methylbutyryl CoA.mol
  Mrv0541 02231219252D          

 17 16  0  0  0  0            999 V2000
    2.1434    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  1  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  2  0  0  0  0
  1  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  2  0  0  0  0
  5  8  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  2 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002194

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N[C@@H](CSCCC(=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H13NO6S/c1-5(11)10-6(8(13)14)4-17-3-2-7(12)9(15)16/h6H,2-4H2,1H3,(H,10,11)(H,13,14)(H,15,16)/t6-/m0/s1

> <INCHI_KEY>
AHFWWWFNCBRMIV-LURJTMIESA-N

> <FORMULA>
C9H13NO6S

> <MOLECULAR_WEIGHT>
263.268

> <EXACT_MASS>
263.046357843

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
24.811188577232805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-{[(2R)-2-carboxy-2-acetamidoethyl]sulfanyl}-2-oxobutanoic acid

> <ALOGPS_LOGP>
-0.23

> <JCHEM_LOGP>
-0.4238657843333333

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.6571309871466933

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.733182860027261

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4948381328586549

> <JCHEM_POLAR_SURFACE_AREA>
120.77000000000001

> <JCHEM_REFRACTIVITY>
58.49760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(2R)-2-carboxy-2-acetamidoethyl]sulfanyl}-2-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002194
     RDKit          3D
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine
 30 29  0  0  0  0  0  0  0  0999 V2000
    5.3790   -0.4629   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9549   -0.8417   -0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6468   -1.9985   -1.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969    0.0880   -0.2408 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5219   -0.2435   -0.2435 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1342   -0.1169    1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -0.4084    1.9289 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888    0.1989    1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7144   -0.2616    0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0837    0.3398    0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3854    1.1250    1.6610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0263   -0.0053   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7261   -0.7917   -1.2146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3133    0.5498   -0.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9359    0.6462   -1.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7097    1.4992   -1.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    0.6819   -1.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9046   -0.8294   -1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8553   -0.9779    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4909    0.6310   -0.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2154    1.0244    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805   -1.2769   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    0.9510    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -0.7123    1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389    1.3261    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4921   -0.1150    2.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9251   -1.3787    0.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2668   -0.1552   -0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4069    1.5630   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7990   -0.0487   -2.1803 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  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  6
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 14 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 2-Methylbutyryl CoA.mol                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       4.001   1.540   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.667  -0.770   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.667   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   1.540   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0       0.000   0.770   0.000  0.00  0.00           S+0
HETATM    6  O   UNK     0       4.001   3.080   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       5.335   0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.000  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.001  -3.080   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -5.335  -0.770   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.667   0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001  -3.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.335  -0.770   0.000  0.00  0.00           C+0
CONECT    1    3    6    7                                                  
CONECT    2    3   15                                                       
CONECT    3    2    1    4                                                  
CONECT    4    3    5                                                       
CONECT    5    4    8                                                       
CONECT    6    1                                                            
CONECT    7    1                                                            
CONECT    8    9    5                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   12   13   10                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10                                                            
CONECT   15   16   17    2                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0002194
HETATM    1  C1  UNL     1       5.379  -0.463  -0.645  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.955  -0.842  -0.669  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.647  -1.998  -1.078  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.997   0.088  -0.241  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.522  -0.243  -0.244  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.134  -0.117   1.172  1.00  0.00           C  
HETATM    7  S1  UNL     1      -0.318  -0.408   1.929  1.00  0.00           S  
HETATM    8  C5  UNL     1      -1.889   0.199   1.871  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.714  -0.262   0.692  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.084   0.340   0.738  1.00  0.00           C  
HETATM   11  O2  UNL     1      -4.385   1.125   1.661  1.00  0.00           O  
HETATM   12  C8  UNL     1      -5.026  -0.005  -0.293  1.00  0.00           C  
HETATM   13  O3  UNL     1      -4.726  -0.792  -1.215  1.00  0.00           O  
HETATM   14  O4  UNL     1      -6.313   0.550  -0.268  1.00  0.00           O  
HETATM   15  C9  UNL     1       0.936   0.646  -1.234  1.00  0.00           C  
HETATM   16  O5  UNL     1       1.710   1.499  -1.803  1.00  0.00           O  
HETATM   17  O6  UNL     1      -0.356   0.682  -1.640  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.905  -0.829  -1.565  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.855  -0.978   0.232  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.491   0.631  -0.561  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.215   1.024   0.093  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.481  -1.277  -0.610  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.534   0.951   1.472  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.981  -0.712   1.737  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.039   1.326   1.888  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.492  -0.115   2.800  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.925  -1.379   0.797  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.267  -0.155  -0.278  1.00  0.00           H  
HETATM   29  H12 UNL     1      -6.407   1.563  -0.273  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.799  -0.049  -2.180  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   27   28
CONECT   10   11   11   12
CONECT   12   13   13   14
CONECT   14   29
CONECT   15   16   16   17
CONECT   17   30
END

HMDB0002194
     RDKit          3D
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine
 30 29  0  0  0  0  0  0  0  0999 V2000
    5.3790   -0.4629   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9549   -0.8417   -0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6468   -1.9985   -1.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969    0.0880   -0.2408 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5219   -0.2435   -0.2435 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1342   -0.1169    1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -0.4084    1.9289 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888    0.1989    1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7144   -0.2616    0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0837    0.3398    0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3854    1.1250    1.6610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0263   -0.0053   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7261   -0.7917   -1.2146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3133    0.5498   -0.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9359    0.6462   -1.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7097    1.4992   -1.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    0.6819   -1.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9046   -0.8294   -1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8553   -0.9779    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4909    0.6310   -0.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2154    1.0244    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805   -1.2769   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    0.9510    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -0.7123    1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389    1.3261    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4921   -0.1150    2.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9251   -1.3787    0.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2668   -0.1552   -0.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4069    1.5630   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7990   -0.0487   -2.1803 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  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  6
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 14 29  1  0
 17 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(R)-4-(2-acetamido-2-carboxyethylthio)-2-Oxobutanoate	HMDB
(R)-4-(2-acetamido-2-carboxyethylthio)-2-Oxobutanoic acid	HMDB
NAc-OCPC	HMDB, MeSH
4-{[(2R)-2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl]sulfanyl}-2-oxobutanoate	Generator, HMDB
4-{[(2R)-2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl]sulphanyl}-2-oxobutanoate	Generator, HMDB
4-{[(2R)-2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl]sulphanyl}-2-oxobutanoic acid	Generator, HMDB
N-Acetyl-S-(3-oxo-3-carboxy-N-propyl)cysteine	MeSH

Chemical Formula

C₉H₁₃NO₆S

Average Molecular Weight

263.268

Monoisotopic Molecular Weight

263.046357843

IUPAC Name

4-{[(2R)-2-carboxy-2-acetamidoethyl]sulfanyl}-2-oxobutanoic acid

Traditional Name

4-{[(2R)-2-carboxy-2-acetamidoethyl]sulfanyl}-2-oxobutanoic acid

CAS Registry Number

622368-00-7

SMILES

CC(=O)N[C@@H](CSCCC(=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H13NO6S/c1-5(11)10-6(8(13)14)4-17-3-2-7(12)9(15)16/h6H,2-4H2,1H3,(H,10,11)(H,13,14)(H,15,16)/t6-/m0/s1

InChI Key

AHFWWWFNCBRMIV-LURJTMIESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon 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-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Cysteine or derivatives
Short-chain keto acid
Thia fatty acid
Alpha-keto acid
Dicarboxylic acid or derivatives
Keto acid
Fatty acyl
Acetamide
Alpha-hydroxy ketone
Carboxamide group
Secondary carboxylic acid amide
Ketone
Dialkylthioether
Sulfenyl compound
Thioether
Carboxylic acid
Organic oxide
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0002194)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	1.22 g/L	ALOGPS
logP	-0.23	ALOGPS
logP	-0.42	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	2.73	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	120.77 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	58.5 m³·mol⁻¹	ChemAxon
Polarizability	24.81 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.525	31661259
DarkChem	[M-H]-	155.506	31661259
DeepCCS	[M+H]+	153.168	30932474
DeepCCS	[M-H]-	150.81	30932474
DeepCCS	[M-2H]-	183.864	30932474
DeepCCS	[M+Na]+	159.261	30932474
AllCCS	[M+H]+	155.1	32859911
AllCCS	[M+H-H2O]+	152.0	32859911
AllCCS	[M+NH4]+	157.9	32859911
AllCCS	[M+Na]+	158.7	32859911
AllCCS	[M-H]-	154.9	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	156.5	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.	3.68 minutes	32390414
Predicted by Siyang on May 30, 2022	10.5344 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.08 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	143.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1303.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	253.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	71.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	58.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	256.0 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	359.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	468.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	668.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	248.8 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	1043.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	221.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	204.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	497.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	241.6 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	248.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine	CC(=O)N[C@@H](CSCCC(=O)C(O)=O)C(O)=O	3633.6	Standard polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine	CC(=O)N[C@@H](CSCCC(=O)C(O)=O)C(O)=O	1872.4	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine	CC(=O)N[C@@H](CSCCC(=O)C(O)=O)C(O)=O	2326.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,1TMS,isomer #1	CC(=O)N[C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C)C(=O)O	2177.6	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,1TMS,isomer #2	CC(=O)N[C@@H](CSCCC(=O)C(=O)O)C(=O)O[Si](C)(C)C	2231.7	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,1TMS,isomer #3	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O)C(=O)O	2330.7	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,1TMS,isomer #4	CC(=O)N([C@@H](CSCCC(=O)C(=O)O)C(=O)O)[Si](C)(C)C	2226.5	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TMS,isomer #1	CC(=O)N[C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2241.4	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TMS,isomer #2	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2312.0	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TMS,isomer #3	CC(=O)N([C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2197.8	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TMS,isomer #4	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	2369.6	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TMS,isomer #5	CC(=O)N([C@@H](CSCCC(=O)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2266.3	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TMS,isomer #6	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O)C(=O)O)[Si](C)(C)C	2358.0	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #1	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2293.8	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #1	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2244.6	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #1	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2889.4	Standard polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #2	CC(=O)N([C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2246.0	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #2	CC(=O)N([C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2241.9	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #2	CC(=O)N([C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2609.1	Standard polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #3	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2310.1	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #3	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2329.8	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #3	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2899.0	Standard polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #4	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2331.9	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #4	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2373.2	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TMS,isomer #4	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2905.9	Standard polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,4TMS,isomer #1	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2291.9	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,4TMS,isomer #1	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2332.4	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,4TMS,isomer #1	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2526.4	Standard polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,1TBDMS,isomer #1	CC(=O)N[C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2451.5	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,1TBDMS,isomer #2	CC(=O)N[C@@H](CSCCC(=O)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2501.6	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,1TBDMS,isomer #3	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2575.1	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,1TBDMS,isomer #4	CC(=O)N([C@@H](CSCCC(=O)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2468.5	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TBDMS,isomer #1	CC(=O)N[C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2706.7	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TBDMS,isomer #2	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2792.7	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TBDMS,isomer #3	CC(=O)N([C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2702.8	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TBDMS,isomer #4	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2835.0	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TBDMS,isomer #5	CC(=O)N([C@@H](CSCCC(=O)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2729.3	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,2TBDMS,isomer #6	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2817.6	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #1	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2991.1	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #1	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2773.9	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #1	CC(=O)N[C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3093.8	Standard polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #2	CC(=O)N([C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2942.0	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #2	CC(=O)N([C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2850.2	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #2	CC(=O)N([C@@H](CSCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2974.1	Standard polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #3	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3012.0	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #3	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2837.7	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #3	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3111.8	Standard polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #4	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3044.7	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #4	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2895.1	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,3TBDMS,isomer #4	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3124.9	Standard polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,4TBDMS,isomer #1	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3196.2	Semi standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,4TBDMS,isomer #1	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2987.2	Standard non polar	33892256
N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine,4TBDMS,isomer #1	CC(=O)N([C@@H](CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2943.4	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-(3-oxo-3-carboxy-n-propyl)cysteine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9320000000-21335ec3997d84a833ff	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine GC-MS (2 TMS) - 70eV, Positive	splash10-00r5-9744000000-9c809a5689e68bd0dcea	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 10V, Positive-QTOF	splash10-0il1-1590000000-6940905073c10894c7d0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 20V, Positive-QTOF	splash10-03l1-4920000000-e0e63094e181793e90b1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 40V, Positive-QTOF	splash10-0089-9500000000-5ccba883f4b5ca55b9aa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 10V, Negative-QTOF	splash10-03di-1690000000-42488e6d5ae9973a6d71	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 20V, Negative-QTOF	splash10-03el-4920000000-a3213f11944fbb140598	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 40V, Negative-QTOF	splash10-0a4r-9500000000-c1314663a0d84af4d149	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 10V, Negative-QTOF	splash10-0400-0900000000-041fd2bf9951a1653247	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 20V, Negative-QTOF	splash10-0fur-2900000000-f1f95f7c7927959ed8b1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 40V, Negative-QTOF	splash10-001i-9000000000-895719d37ece37a5b796	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 10V, Positive-QTOF	splash10-03di-0790000000-44ca69fa43c4178bf836	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 20V, Positive-QTOF	splash10-0a59-9700000000-9ede141cb38dc7cb2f0a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine 40V, Positive-QTOF	splash10-0a4i-9200000000-f838fe566f276209ec40	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

FDB022896

KNApSAcK ID

Not Available

Chemspider ID

13628313

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6537

PubChem Compound

20849151

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

Pankau, Wolf Matthias; Moenninghoff, Sven; von Kiedrowski, Guenter. Thermostable and monoconjugable gold clusters with a dodecadentate thioether ligand gripper. Angewandte Chemie, International Edition (2006), 45(12), 1889-1891.

Material Safety Data Sheet (MSDS)

Not Available

General References

Watanabe H, Fujita Y, Sugahara K, Kodama H, Ohmori S: Identification of NAc-HCPC and NAc-beta-CEC, and qualitative analyses of sulphur amino acids in the urine of a patient with cystathioninuria using liquid chromatography/atmospheric pressure ionization mass spectrometry. Biol Mass Spectrom. 1991 Oct;20(10):602-8. [PubMed:1793738 ]
Zhang J, Masuoka N, Ubuka T, Sugahara K, Kodama H: Identification of N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine in the urine of a patient with cystathioninuria using LC/APCI-MS. J Inherit Metab Dis. 1995;18(6):675-81. [PubMed:8750604 ]

Showing metabocard for N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine (HMDB0002194)

MOL for HMDB0002194 (N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine)

3D MOL for HMDB0002194 (N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine)

3D SDF for HMDB0002194 (N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine)

3D-SDF for HMDB0002194 (N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine)

PDB for HMDB0002194 (N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine)

3D PDB for HMDB0002194 (N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine)

SMILES for HMDB0002194 (N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine)

INCHI for HMDB0002194 (N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine)

Structure for HMDB0002194 (N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine)

3D Structure for HMDB0002194 (N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra