Jump To Section:

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

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:51 UTC

Update Date

2021-09-14 15:45:52 UTC

HMDB ID

HMDB0002381

Secondary Accession Numbers

HMDB02381

Metabolite Identification

Common Name

N-Acetylcystathionine

Description

N-Acetylcystathionine 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. N-Acetylcystathionine 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-acetylcystathionine a potential biomarker for the consumption of these foods. N-Acetylcystathionine, with regard to humans, has been linked to the inborn metabolic disorder cystathioninuria. Based on a literature review very few articles have been published on N-Acetylcystathionine.

Structure

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

HMDB0002381
     RDKit          3D
N-Acetylcystathionine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.7386   -0.8333    2.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4606   -0.8360    1.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4205   -1.0578    2.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3513   -0.6046    0.3364 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0718   -0.6230   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    0.7264   -0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486    0.7173   -1.7298 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    0.5157   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030    0.5001   -1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5524    0.3322    0.0365 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5178    1.3949    1.0054 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8857    0.3971   -0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1736   -0.4500   -1.5505 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8386    1.3506   -0.3133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9934   -1.6727   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9741   -2.4153   -1.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8378   -1.8576   -2.1087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6034   -0.5922    3.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2439   -1.8194    2.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3905   -0.0324    2.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2566   -0.4237   -0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2916   -0.8250    0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    1.0207   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7414    1.4704   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9884    1.3656    0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8960   -0.4463    0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6673    1.4865   -1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5503   -0.2721   -1.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4581   -0.6555    0.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149    2.1823    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    1.0707    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460    1.2985    0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136   -1.8523   -3.1146 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  1  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  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  1
 11 30  1  0
 11 31  1  0
 14 32  1  0
 17 33  1  0
M  END


  Mrv0541 02231219312D          

 17 16  0  0  1  0            999 V2000
   24.0443  -14.6913    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.3299  -13.4538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6153  -17.9914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0443  -12.2163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9008  -16.7539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1878  -14.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4732  -13.0413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0443  -17.1664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3299  -15.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0443  -15.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3299  -16.7539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.7588  -13.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7588  -14.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0443  -13.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6153  -17.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1878  -13.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9023  -13.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 13  1  0  0  0  0
  2 14  1  0  0  0  0
  3 15  1  0  0  0  0
  4 14  2  0  0  0  0
  5 15  2  0  0  0  0
  6 16  2  0  0  0  0
  7 12  1  0  0  0  0
  7 16  1  0  0  0  0
 11  8  1  6  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002381

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O5S/c1-5(12)11-7(9(15)16)4-17-3-2-6(10)8(13)14/h6-7H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t6-,7?/m0/s1

> <INCHI_KEY>
QWACVTVBTRSCRL-PKPIPKONSA-N

> <FORMULA>
C9H16N2O5S

> <MOLECULAR_WEIGHT>
264.299

> <EXACT_MASS>
264.077992322

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
26.063235756694866

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-[(2-carboxy-2-acetamidoethyl)sulfanyl]butanoic acid

> <ALOGPS_LOGP>
-2.96

> <JCHEM_LOGP>
-3.8146444857372135

> <ALOGPS_LOGS>
-1.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.8354645527222235

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7800148661733748

> <JCHEM_PKA_STRONGEST_BASIC>
9.50226988353556

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
61.01270000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-[(2-carboxy-2-acetamidoethyl)sulfanyl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002381
     RDKit          3D
N-Acetylcystathionine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.7386   -0.8333    2.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4606   -0.8360    1.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4205   -1.0578    2.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3513   -0.6046    0.3364 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0718   -0.6230   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    0.7264   -0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486    0.7173   -1.7298 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    0.5157   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030    0.5001   -1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5524    0.3322    0.0365 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5178    1.3949    1.0054 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8857    0.3971   -0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1736   -0.4500   -1.5505 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8386    1.3506   -0.3133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9934   -1.6727   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9741   -2.4153   -1.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8378   -1.8576   -2.1087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6034   -0.5922    3.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2439   -1.8194    2.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3905   -0.0324    2.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2566   -0.4237   -0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2916   -0.8250    0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    1.0207   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7414    1.4704   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9884    1.3656    0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8960   -0.4463    0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6673    1.4865   -1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5503   -0.2721   -1.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4581   -0.6555    0.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149    2.1823    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    1.0707    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460    1.2985    0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136   -1.8523   -3.1146 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  1  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  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  1
 11 30  1  0
 11 31  1  0
 14 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      44.883 -27.424   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      43.549 -25.114   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      42.215 -33.584   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      44.883 -22.804   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      40.881 -31.274   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      48.884 -26.654   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      47.550 -24.344   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      44.883 -32.044   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      43.549 -29.734   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      44.883 -28.964   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      43.549 -31.274   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.216 -25.114   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      46.216 -26.654   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      44.883 -24.344   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.215 -32.044   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      48.884 -25.114   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      50.218 -24.344   0.000  0.00  0.00           C+0
CONECT    1   10   13                                                       
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   14                                                            
CONECT    5   15                                                            
CONECT    6   16                                                            
CONECT    7   12   16                                                       
CONECT    8   11                                                            
CONECT    9   10   11                                                       
CONECT   10    1    9                                                       
CONECT   11    8    9   15                                                  
CONECT   12    7   13   14                                                  
CONECT   13    1   12                                                       
CONECT   14    2    4   12                                                  
CONECT   15    3    5   11                                                  
CONECT   16    6    7   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0002381
HETATM    1  C1  UNL     1      -4.739  -0.833   2.452  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.461  -0.836   1.725  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.420  -1.058   2.390  1.00  0.00           O  
HETATM    4  N1  UNL     1      -3.351  -0.605   0.336  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.072  -0.623  -0.299  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.769   0.726  -0.920  1.00  0.00           C  
HETATM    7  S1  UNL     1      -0.149   0.717  -1.730  1.00  0.00           S  
HETATM    8  C5  UNL     1       1.107   0.516  -0.437  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.503   0.500  -1.025  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.552   0.332   0.036  1.00  0.00           C  
HETATM   11  N2  UNL     1       3.518   1.395   1.005  1.00  0.00           N  
HETATM   12  C8  UNL     1       4.886   0.397  -0.638  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.174  -0.450  -1.551  1.00  0.00           O  
HETATM   14  O3  UNL     1       5.839   1.351  -0.313  1.00  0.00           O  
HETATM   15  C9  UNL     1      -1.993  -1.673  -1.369  1.00  0.00           C  
HETATM   16  O4  UNL     1      -2.974  -2.415  -1.627  1.00  0.00           O  
HETATM   17  O5  UNL     1      -0.838  -1.858  -2.109  1.00  0.00           O  
HETATM   18  H1  UNL     1      -4.603  -0.592   3.521  1.00  0.00           H  
HETATM   19  H2  UNL     1      -5.244  -1.819   2.391  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.391  -0.032   2.030  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.257  -0.424  -0.177  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.292  -0.825   0.433  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.531   1.021  -1.672  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.741   1.470  -0.087  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.988   1.366   0.270  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.896  -0.446   0.076  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.667   1.486  -1.530  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.550  -0.272  -1.797  1.00  0.00           H  
HETATM   29  H12 UNL     1       3.458  -0.655   0.536  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.915   2.182   0.667  1.00  0.00           H  
HETATM   31  H14 UNL     1       3.238   1.071   1.958  1.00  0.00           H  
HETATM   32  H15 UNL     1       6.346   1.299   0.567  1.00  0.00           H  
HETATM   33  H16 UNL     1      -0.814  -1.852  -3.115  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   12   29
CONECT   11   30   31
CONECT   12   13   13   14
CONECT   14   32
CONECT   15   16   16   17
CONECT   17   33
END

HMDB0002381
     RDKit          3D
N-Acetylcystathionine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.7386   -0.8333    2.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4606   -0.8360    1.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4205   -1.0578    2.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3513   -0.6046    0.3364 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0718   -0.6230   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    0.7264   -0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486    0.7173   -1.7298 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    0.5157   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030    0.5001   -1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5524    0.3322    0.0365 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5178    1.3949    1.0054 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8857    0.3971   -0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1736   -0.4500   -1.5505 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8386    1.3506   -0.3133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9934   -1.6727   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9741   -2.4153   -1.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8378   -1.8576   -2.1087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6034   -0.5922    3.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2439   -1.8194    2.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3905   -0.0324    2.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2566   -0.4237   -0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2916   -0.8250    0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    1.0207   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7414    1.4704   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9884    1.3656    0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8960   -0.4463    0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6673    1.4865   -1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5503   -0.2721   -1.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4581   -0.6555    0.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149    2.1823    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    1.0707    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460    1.2985    0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136   -1.8523   -3.1146 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  1  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  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  1
 11 30  1  0
 11 31  1  0
 14 32  1  0
 17 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
N-Monoacetylcystathionine	HMDB, MeSH
Nac-cysta	HMDB, MeSH
S-(2-(acetylamino)-2-Carboxyethyl)-L-homocysteine	HMDB
S-(L-2-(acetylamino)-2-Carboxyethyl)-L-homocysteine	HMDB, MeSH
(2S)-2-Amino-4-({2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl}sulfanyl)butanoate	Generator, HMDB
(2S)-2-Amino-4-({2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl}sulphanyl)butanoate	Generator, HMDB
(2S)-2-Amino-4-({2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl}sulphanyl)butanoic acid	Generator, HMDB

Chemical Formula

C₉H₁₆N₂O₅S

Average Molecular Weight

264.299

Monoisotopic Molecular Weight

264.077992322

IUPAC Name

(2S)-2-amino-4-[(2-carboxy-2-acetamidoethyl)sulfanyl]butanoic acid

Traditional Name

(2S)-2-amino-4-[(2-carboxy-2-acetamidoethyl)sulfanyl]butanoic acid

CAS Registry Number

20619-80-1

SMILES

CC(=O)NC(CSCC[C@H](N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H16N2O5S/c1-5(12)11-7(9(15)16)4-17-3-2-6(10)8(13)14/h6-7H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t6-,7?/m0/s1

InChI Key

QWACVTVBTRSCRL-PKPIPKONSA-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
Alpha-amino acid
L-alpha-amino acid
Thia fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
Acetamide
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Dialkylthioether
Thioether
Sulfenyl compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic oxide
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Genetic disorder

Inborn errors of metabolism

Cystathioninuria (HMDB: HMDB0002381)

Urine (PMID: 16465618)

Cellular substructure

Cytoplasm (HMDB: HMDB0002381)

Source

Endogenous

Endogenous (HMDB: HMDB0002381)

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	3.53 g/L	ALOGPS
logP	-3	ALOGPS
logP	-3.8	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.78	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	61.01 m³·mol⁻¹	ChemAxon
Polarizability	26.06 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]+	161.786	31661259
DarkChem	[M-H]-	154.435	31661259
DeepCCS	[M+H]+	154.202	30932474
DeepCCS	[M-H]-	151.844	30932474
DeepCCS	[M-2H]-	184.991	30932474
DeepCCS	[M+Na]+	160.296	30932474
AllCCS	[M+H]+	156.5	32859911
AllCCS	[M+H-H2O]+	153.5	32859911
AllCCS	[M+NH4]+	159.2	32859911
AllCCS	[M+Na]+	160.0	32859911
AllCCS	[M-H]-	156.2	32859911
AllCCS	[M+Na-2H]-	157.0	32859911
AllCCS	[M+HCOO]-	157.9	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.	1.81 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2569 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.09 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	391.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	625.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	248.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	42.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	56.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	274.3 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	252.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	829.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	611.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	56.8 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	850.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	182.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	197.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	525.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	437.7 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	418.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylcystathionine	CC(=O)NC(CSCC[C@H](N)C(O)=O)C(O)=O	3477.7	Standard polar	33892256
N-Acetylcystathionine	CC(=O)NC(CSCC[C@H](N)C(O)=O)C(O)=O	2058.1	Standard non polar	33892256
N-Acetylcystathionine	CC(=O)NC(CSCC[C@H](N)C(O)=O)C(O)=O	2550.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylcystathionine,1TMS,isomer #1	CC(=O)NC(CSCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O	2283.9	Semi standard non polar	33892256
N-Acetylcystathionine,1TMS,isomer #2	CC(=O)NC(CSCC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C	2308.7	Semi standard non polar	33892256
N-Acetylcystathionine,1TMS,isomer #3	CC(=O)NC(CSCC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O	2358.3	Semi standard non polar	33892256
N-Acetylcystathionine,1TMS,isomer #4	CC(=O)N(C(CSCC[C@H](N)C(=O)O)C(=O)O)[Si](C)(C)C	2325.7	Semi standard non polar	33892256
N-Acetylcystathionine,2TMS,isomer #1	CC(=O)NC(CSCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2309.1	Semi standard non polar	33892256
N-Acetylcystathionine,2TMS,isomer #2	CC(=O)NC(CSCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2345.5	Semi standard non polar	33892256
N-Acetylcystathionine,2TMS,isomer #3	CC(=O)N(C(CSCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2318.9	Semi standard non polar	33892256
N-Acetylcystathionine,2TMS,isomer #4	CC(=O)NC(CSCC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	2356.9	Semi standard non polar	33892256
N-Acetylcystathionine,2TMS,isomer #5	CC(=O)N(C(CSCC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2338.3	Semi standard non polar	33892256
N-Acetylcystathionine,2TMS,isomer #6	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O)[Si](C)(C)C	2368.2	Semi standard non polar	33892256
N-Acetylcystathionine,2TMS,isomer #7	CC(=O)NC(CSCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2481.8	Semi standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #1	CC(=O)NC(CSCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2367.0	Semi standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #1	CC(=O)NC(CSCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2361.8	Standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #1	CC(=O)NC(CSCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3057.6	Standard polar	33892256
N-Acetylcystathionine,3TMS,isomer #2	CC(=O)N(C(CSCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2325.7	Semi standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #2	CC(=O)N(C(CSCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2398.6	Standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #2	CC(=O)N(C(CSCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3485.2	Standard polar	33892256
N-Acetylcystathionine,3TMS,isomer #3	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2367.1	Semi standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #3	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2423.0	Standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #3	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3091.3	Standard polar	33892256
N-Acetylcystathionine,3TMS,isomer #4	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2471.5	Semi standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #4	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2406.8	Standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #4	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3277.2	Standard polar	33892256
N-Acetylcystathionine,3TMS,isomer #5	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2367.1	Semi standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #5	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2378.3	Standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #5	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3122.8	Standard polar	33892256
N-Acetylcystathionine,3TMS,isomer #6	CC(=O)NC(CSCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2469.8	Semi standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #6	CC(=O)NC(CSCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2425.2	Standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #6	CC(=O)NC(CSCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3207.8	Standard polar	33892256
N-Acetylcystathionine,3TMS,isomer #7	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2462.4	Semi standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #7	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2480.4	Standard non polar	33892256
N-Acetylcystathionine,3TMS,isomer #7	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3249.5	Standard polar	33892256
N-Acetylcystathionine,4TMS,isomer #1	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2361.9	Semi standard non polar	33892256
N-Acetylcystathionine,4TMS,isomer #1	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2443.0	Standard non polar	33892256
N-Acetylcystathionine,4TMS,isomer #1	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2709.8	Standard polar	33892256
N-Acetylcystathionine,4TMS,isomer #2	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2473.7	Semi standard non polar	33892256
N-Acetylcystathionine,4TMS,isomer #2	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2458.5	Standard non polar	33892256
N-Acetylcystathionine,4TMS,isomer #2	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2846.8	Standard polar	33892256
N-Acetylcystathionine,4TMS,isomer #3	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2489.6	Semi standard non polar	33892256
N-Acetylcystathionine,4TMS,isomer #3	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2524.2	Standard non polar	33892256
N-Acetylcystathionine,4TMS,isomer #3	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2914.5	Standard polar	33892256
N-Acetylcystathionine,4TMS,isomer #4	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2477.0	Semi standard non polar	33892256
N-Acetylcystathionine,4TMS,isomer #4	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2521.6	Standard non polar	33892256
N-Acetylcystathionine,4TMS,isomer #4	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2890.5	Standard polar	33892256
N-Acetylcystathionine,5TMS,isomer #1	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2511.2	Semi standard non polar	33892256
N-Acetylcystathionine,5TMS,isomer #1	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2545.0	Standard non polar	33892256
N-Acetylcystathionine,5TMS,isomer #1	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2607.8	Standard polar	33892256
N-Acetylcystathionine,1TBDMS,isomer #1	CC(=O)NC(CSCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2548.6	Semi standard non polar	33892256
N-Acetylcystathionine,1TBDMS,isomer #2	CC(=O)NC(CSCC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2582.2	Semi standard non polar	33892256
N-Acetylcystathionine,1TBDMS,isomer #3	CC(=O)NC(CSCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2604.3	Semi standard non polar	33892256
N-Acetylcystathionine,1TBDMS,isomer #4	CC(=O)N(C(CSCC[C@H](N)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2576.8	Semi standard non polar	33892256
N-Acetylcystathionine,2TBDMS,isomer #1	CC(=O)NC(CSCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2787.2	Semi standard non polar	33892256
N-Acetylcystathionine,2TBDMS,isomer #2	CC(=O)NC(CSCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2820.7	Semi standard non polar	33892256
N-Acetylcystathionine,2TBDMS,isomer #3	CC(=O)N(C(CSCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2791.8	Semi standard non polar	33892256
N-Acetylcystathionine,2TBDMS,isomer #4	CC(=O)NC(CSCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2853.2	Semi standard non polar	33892256
N-Acetylcystathionine,2TBDMS,isomer #5	CC(=O)N(C(CSCC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2808.3	Semi standard non polar	33892256
N-Acetylcystathionine,2TBDMS,isomer #6	CC(=O)N(C(CSCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2841.6	Semi standard non polar	33892256
N-Acetylcystathionine,2TBDMS,isomer #7	CC(=O)NC(CSCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2933.7	Semi standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #1	CC(=O)NC(CSCC[C@H](N[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	3053.5	Semi standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #1	CC(=O)NC(CSCC[C@H](N[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	2913.8	Standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #1	CC(=O)NC(CSCC[C@H](N[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	3211.4	Standard polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #2	CC(=O)N(C(CSCC[C@H](N)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	3014.8	Semi standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #2	CC(=O)N(C(CSCC[C@H](N)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	2977.8	Standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #2	CC(=O)N(C(CSCC[C@H](N)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	3515.2	Standard polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #3	CC(=O)N(C(CSCC[C@H](N[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	3058.9	Semi standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #3	CC(=O)N(C(CSCC[C@H](N[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	2941.5	Standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #3	CC(=O)N(C(CSCC[C@H](N[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	3257.7	Standard polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #4	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3189.0	Semi standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #4	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2959.2	Standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #4	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3344.6	Standard polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #5	CC(=O)N(C(CSCC[C@H](N[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	3084.4	Semi standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #5	CC(=O)N(C(CSCC[C@H](N[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	2937.9	Standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #5	CC(=O)N(C(CSCC[C@H](N[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	3279.0	Standard polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #6	CC(=O)NC(CSCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3188.5	Semi standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #6	CC(=O)NC(CSCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2953.3	Standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #6	CC(=O)NC(CSCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3296.8	Standard polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #7	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3160.5	Semi standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #7	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2989.9	Standard non polar	33892256
N-Acetylcystathionine,3TBDMS,isomer #7	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3346.5	Standard polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #1	CC(=O)N(C(CSCC[C@H](N[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	3262.9	Semi standard non polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #1	CC(=O)N(C(CSCC[C@H](N[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	3135.5	Standard non polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #1	CC(=O)N(C(CSCC[C@H](N[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	3116.7	Standard polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #2	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3406.9	Semi standard non polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #2	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3143.1	Standard non polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #2	CC(=O)NC(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3147.7	Standard polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #3	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3398.8	Semi standard non polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #3	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3182.6	Standard non polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #3	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3197.1	Standard polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #4	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3410.6	Semi standard non polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #4	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3190.0	Standard non polar	33892256
N-Acetylcystathionine,4TBDMS,isomer #4	CC(=O)N(C(CSCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3180.6	Standard polar	33892256
N-Acetylcystathionine,5TBDMS,isomer #1	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3615.6	Semi standard non polar	33892256
N-Acetylcystathionine,5TBDMS,isomer #1	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3363.1	Standard non polar	33892256
N-Acetylcystathionine,5TBDMS,isomer #1	CC(=O)N(C(CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3091.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylcystathionine GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9220000000-72ff365709580fd404f5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylcystathionine GC-MS (2 TMS) - 70eV, Positive	splash10-006x-9311000000-ad841d4cc92e0e5ed39b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylcystathionine 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-Acetylcystathionine 10V, Positive-QTOF	splash10-014i-0590000000-db0ea3d4b6872a696df6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 20V, Positive-QTOF	splash10-05px-7930000000-14a2bb074489a863d8c0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 40V, Positive-QTOF	splash10-0f8i-8900000000-a064391c7ff453f93812	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 10V, Negative-QTOF	splash10-03di-1790000000-5e1a61a1973e6b217935	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 20V, Negative-QTOF	splash10-001i-3940000000-b45c7441294a69453464	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 40V, Negative-QTOF	splash10-0540-9400000000-1c9a833247eb0f22dd70	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 10V, Positive-QTOF	splash10-014i-0190000000-a4c84ef6ba31ac77260c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 20V, Positive-QTOF	splash10-001i-5910000000-c4cec46a31a8050c9021	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 40V, Positive-QTOF	splash10-000i-9200000000-b70350a9d9bac99e485d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 10V, Negative-QTOF	splash10-01q9-0930000000-edce3554c55e3e70e021	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 20V, Negative-QTOF	splash10-00lr-0900000000-f1be98f16b54886a8c34	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylcystathionine 40V, Negative-QTOF	splash10-001i-9000000000-25b767f975fe6c4d060f	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)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	<40 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	16465618	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	20.0 (8.8-31.0) umol/mmol creatinine	Children (1-13 years old)	Both	Gamma-Cystathionase deficiency	MetaGene: Metabol...	details

Associated Disorders and Diseases

Disease References

Cystathioninuria
G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.

Associated OMIM IDs

219500 (Cystathioninuria)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022987

KNApSAcK ID

Not Available

Chemspider ID

134252

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6656

PubChem Compound

152314

PDB ID

Not Available

ChEBI ID

88610

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

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 ]
Ito O, Zhang J, Zhang M, Sagara Y, Masuoka N, Ubuka T, Kodama H: Priming effect of N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine in human neutrophils and tyrosyl phosphorylation of 45 kDa protein. Clin Chim Acta. 1997 Oct 31;266(2):93-104. [PubMed:9437538 ]

Showing metabocard for N-Acetylcystathionine (HMDB0002381)

MOL for HMDB0002381 (N-Acetylcystathionine)

3D MOL for HMDB0002381 (N-Acetylcystathionine)

3D SDF for HMDB0002381 (N-Acetylcystathionine)

3D-SDF for HMDB0002381 (N-Acetylcystathionine)

PDB for HMDB0002381 (N-Acetylcystathionine)

3D PDB for HMDB0002381 (N-Acetylcystathionine)

SMILES for HMDB0002381 (N-Acetylcystathionine)

INCHI for HMDB0002381 (N-Acetylcystathionine)

Structure for HMDB0002381 (N-Acetylcystathionine)

3D Structure for HMDB0002381 (N-Acetylcystathionine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra