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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:01 UTC

Update Date

2022-03-07 02:53:09 UTC

HMDB ID

HMDB0031863

Secondary Accession Numbers

HMDB31863

Metabolite Identification

Common Name

gamma-Glutamyl-S-methylcysteine sulfoxide

Description

gamma-Glutamyl-S-methylcysteine sulfoxide 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. gamma-Glutamyl-S-methylcysteine sulfoxide has been detected, but not quantified in, several different foods, such as garden onions (Allium cepa), onion-family vegetables, soft-necked garlics (Allium sativum L. var. sativum), green onion, and red onion. This could make gamma-glutamyl-S-methylcysteine sulfoxide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on gamma-Glutamyl-S-methylcysteine sulfoxide.

Structure

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

HMDB0031863
     RDKit          3D
gamma-Glutamyl-S-methylcysteine sulfoxide
 34 33  0  0  0  0  0  0  0  0999 V2000
    4.0260    0.4601    1.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.1459    0.0969 S   0  0  0  0  0  4  0  0  0  0  0  0
    5.0338    1.3470   -0.4754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7137    0.0389   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   -1.0782   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189   -1.0687   -0.9404 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416   -0.7240   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6113   -0.4275    0.8518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8668   -0.7238   -1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0904   -0.1637   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0658    1.2902   -0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0361    1.6505    0.7765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3684    1.7350    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4086    2.3096    1.5003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5182    1.5066   -0.3077 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.3891   -0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -3.3051   -0.9455 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6942   -2.6477    0.3511 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2611    1.2417    2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554    0.8266    2.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180   -0.4861    2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556   -0.1586   -1.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1728    0.9873   -0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.7784    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6333   -1.3225   -1.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0879   -1.7891   -1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6637   -0.1433   -2.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9955   -0.3208   -1.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -0.7668    0.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    1.8981   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9175    2.7054    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3437    1.5056    1.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1687    2.1987   -0.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798   -3.5537    0.5128 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 15 33  1  0
 18 34  1  0
M  END

  Mrv0541 02241211092D          

 18 17  0  0  0  0            999 V2000
   -3.5733   -0.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581    0.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -0.4126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1442   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595   -0.0014    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152    1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1442    1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1442   -1.2378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1442   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    0.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5733   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595    0.8238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 12  1  0  0  0  0
  4  5  1  0  0  0  0
  4 15  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  7 17  1  0  0  0  0
  7 18  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031863

> <DATABASE_NAME>
hmdb

> <SMILES>
CS(=O)CC(NC(=O)CCC(N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O6S/c1-18(17)4-6(9(15)16)11-7(12)3-2-5(10)8(13)14/h5-6H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)

> <INCHI_KEY>
MQEBEBZYRKXMDL-UHFFFAOYSA-N

> <FORMULA>
C9H16N2O6S

> <MOLECULAR_WEIGHT>
280.298

> <EXACT_MASS>
280.072906944

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
26.353336979716207

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-[(1-carboxy-2-methanesulfinylethyl)carbamoyl]butanoic acid

> <ALOGPS_LOGP>
-1.98

> <JCHEM_LOGP>
-5.608552325422516

> <ALOGPS_LOGS>
-1.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.4465552621675877

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4139689270232725

> <JCHEM_PKA_STRONGEST_BASIC>
9.11204188801493

> <JCHEM_POLAR_SURFACE_AREA>
146.79

> <JCHEM_REFRACTIVITY>
62.67550000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-[(1-carboxy-2-methanesulfinylethyl)carbamoyl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031863
     RDKit          3D
gamma-Glutamyl-S-methylcysteine sulfoxide
 34 33  0  0  0  0  0  0  0  0999 V2000
    4.0260    0.4601    1.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.1459    0.0969 S   0  0  0  0  0  4  0  0  0  0  0  0
    5.0338    1.3470   -0.4754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7137    0.0389   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   -1.0782   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189   -1.0687   -0.9404 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416   -0.7240   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6113   -0.4275    0.8518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8668   -0.7238   -1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0904   -0.1637   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0658    1.2902   -0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0361    1.6505    0.7765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3684    1.7350    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4086    2.3096    1.5003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5182    1.5066   -0.3077 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.3891   -0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -3.3051   -0.9455 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6942   -2.6477    0.3511 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2611    1.2417    2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554    0.8266    2.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180   -0.4861    2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556   -0.1586   -1.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1728    0.9873   -0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.7784    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6333   -1.3225   -1.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0879   -1.7891   -1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6637   -0.1433   -2.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9955   -0.3208   -1.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -0.7668    0.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    1.8981   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9175    2.7054    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3437    1.5056    1.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1687    2.1987   -0.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798   -3.5537    0.5128 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 15 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -6.670  -0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.335  -0.003   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.335  -0.770   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.667  -0.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.003  -0.770   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       5.338  -0.003   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0       1.335   2.311   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.003   2.311   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -4.003  -2.311   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -4.003  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -0.003   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.332  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.002  -0.003   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.002   1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.670  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.338   1.538   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2                                                            
CONECT    4    5   15                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6   17   18                                                  
CONECT    8    9                                                            
CONECT    9    5    8   10                                                  
CONECT   10    9                                                            
CONECT   11   12                                                            
CONECT   12    2   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15    4   14   16                                                  
CONECT   16   15                                                            
CONECT   17    7                                                            
CONECT   18    7                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0031863
HETATM    1  C1  UNL     1       4.026   0.460   1.842  1.00  0.00           C  
HETATM    2  S1  UNL     1       4.297   0.146   0.097  1.00  0.00           S  
HETATM    3  O1  UNL     1       5.034   1.347  -0.475  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.714   0.039  -0.748  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.851  -1.078  -0.194  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.619  -1.069  -0.940  1.00  0.00           N  
HETATM    7  C4  UNL     1      -0.642  -0.724  -0.359  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.611  -0.428   0.852  1.00  0.00           O  
HETATM    9  C5  UNL     1      -1.867  -0.724  -1.140  1.00  0.00           C  
HETATM   10  C6  UNL     1      -3.090  -0.164  -0.507  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.066   1.290  -0.158  1.00  0.00           C  
HETATM   12  N2  UNL     1      -2.036   1.651   0.776  1.00  0.00           N  
HETATM   13  C8  UNL     1      -4.368   1.735   0.400  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.409   2.310   1.500  1.00  0.00           O  
HETATM   15  O4  UNL     1      -5.518   1.507  -0.308  1.00  0.00           O  
HETATM   16  C9  UNL     1       2.495  -2.389  -0.284  1.00  0.00           C  
HETATM   17  O5  UNL     1       1.960  -3.305  -0.945  1.00  0.00           O  
HETATM   18  O6  UNL     1       3.694  -2.648   0.351  1.00  0.00           O  
HETATM   19  H1  UNL     1       3.261   1.242   2.020  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.955   0.827   2.339  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.718  -0.486   2.311  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.856  -0.159  -1.826  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.173   0.987  -0.550  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.630  -0.778   0.869  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.633  -1.323  -1.951  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.088  -1.789  -1.413  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.664  -0.143  -2.093  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.995  -0.321  -1.162  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.349  -0.767   0.421  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.862   1.898  -1.099  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.917   2.705   0.701  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.344   1.506   1.775  1.00  0.00           H  
HETATM   33  H15 UNL     1      -6.169   2.199  -0.615  1.00  0.00           H  
HETATM   34  H16 UNL     1       4.080  -3.554   0.513  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    4
CONECT    4    5   22   23
CONECT    5    6   16   24
CONECT    6    7   25
CONECT    7    8    8    9
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   12   13   30
CONECT   12   31   32
CONECT   13   14   14   15
CONECT   15   33
CONECT   16   17   17   18
CONECT   18   34
END

HMDB0031863
     RDKit          3D
gamma-Glutamyl-S-methylcysteine sulfoxide
 34 33  0  0  0  0  0  0  0  0999 V2000
    4.0260    0.4601    1.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.1459    0.0969 S   0  0  0  0  0  4  0  0  0  0  0  0
    5.0338    1.3470   -0.4754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7137    0.0389   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   -1.0782   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189   -1.0687   -0.9404 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416   -0.7240   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6113   -0.4275    0.8518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8668   -0.7238   -1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0904   -0.1637   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0658    1.2902   -0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0361    1.6505    0.7765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3684    1.7350    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4086    2.3096    1.5003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5182    1.5066   -0.3077 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.3891   -0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -3.3051   -0.9455 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6942   -2.6477    0.3511 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2611    1.2417    2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554    0.8266    2.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180   -0.4861    2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556   -0.1586   -1.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1728    0.9873   -0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.7784    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6333   -1.3225   -1.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0879   -1.7891   -1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6637   -0.1433   -2.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9955   -0.3208   -1.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -0.7668    0.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    1.8981   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9175    2.7054    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3437    1.5056    1.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1687    2.1987   -0.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798   -3.5537    0.5128 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 15 33  1  0
 18 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
g-Glutamyl-S-methylcysteine sulfoxide	Generator
g-Glutamyl-S-methylcysteine sulphoxide	Generator
gamma-Glutamyl-S-methylcysteine sulphoxide	Generator
Γ-glutamyl-S-methylcysteine sulfoxide	Generator
Γ-glutamyl-S-methylcysteine sulphoxide	Generator
2-Amino-4-[(1-carboxy-2-methanesulfinylethyl)-C-hydroxycarbonimidoyl]butanoate	Generator
2-Amino-4-[(1-carboxy-2-methanesulphinylethyl)-C-hydroxycarbonimidoyl]butanoate	Generator
2-Amino-4-[(1-carboxy-2-methanesulphinylethyl)-C-hydroxycarbonimidoyl]butanoic acid	Generator

Chemical Formula

C₉H₁₆N₂O₆S

Average Molecular Weight

280.298

Monoisotopic Molecular Weight

280.072906944

IUPAC Name

2-amino-4-[(1-carboxy-2-methanesulfinylethyl)carbamoyl]butanoic acid

Traditional Name

2-amino-4-[(1-carboxy-2-methanesulfinylethyl)carbamoyl]butanoic acid

CAS Registry Number

Not Available

SMILES

CS(=O)CC(NC(=O)CCC(N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H16N2O6S/c1-18(17)4-6(9(15)16)11-7(12)3-2-5(10)8(13)14/h5-6H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)

InChI Key

MQEBEBZYRKXMDL-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Alpha-amino acid
Dicarboxylic acid or derivatives
Fatty acid
Sulfoxide
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Sulfinyl compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Primary aliphatic amine
Organic oxygen compound
Amine
Primary amine
Organic oxide
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031863)
Cytoplasm (HMDB: HMDB0031863)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031863)

Source

Endogenous

Endogenous (HMDB: HMDB0031863)

Plant

Plant (HMDB: HMDB0031863)

Exogenous

Food

Food (HMDB: HMDB0031863)

Herb and spice

Herb

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Exogenous (HMDB: HMDB0031863)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	23.3 g/L	ALOGPS
logP	-2	ALOGPS
logP	-5.6	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.41	ChemAxon
pKa (Strongest Basic)	9.11	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	146.79 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	62.68 m³·mol⁻¹	ChemAxon
Polarizability	26.35 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]+	165.841	31661259
DarkChem	[M-H]-	160.074	31661259
DeepCCS	[M+H]+	155.631	30932474
DeepCCS	[M-H]-	153.273	30932474
DeepCCS	[M-2H]-	186.341	30932474
DeepCCS	[M+Na]+	161.725	30932474
AllCCS	[M+H]+	159.9	32859911
AllCCS	[M+H-H2O]+	156.9	32859911
AllCCS	[M+NH4]+	162.6	32859911
AllCCS	[M+Na]+	163.4	32859911
AllCCS	[M-H]-	157.8	32859911
AllCCS	[M+Na-2H]-	158.2	32859911
AllCCS	[M+HCOO]-	158.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
gamma-Glutamyl-S-methylcysteine sulfoxide	CS(=O)CC(NC(=O)CCC(N)C(O)=O)C(O)=O	3753.6	Standard polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide	CS(=O)CC(NC(=O)CCC(N)C(O)=O)C(O)=O	2036.5	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide	CS(=O)CC(NC(=O)CCC(N)C(O)=O)C(O)=O	2666.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
gamma-Glutamyl-S-methylcysteine sulfoxide,1TMS,isomer #1	CS(=O)CC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C)C(=O)O	2394.8	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,1TMS,isomer #2	CS(=O)CC(NC(=O)CCC(N)C(=O)O)C(=O)O[Si](C)(C)C	2395.2	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,1TMS,isomer #3	CS(=O)CC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O)C(=O)O	2465.9	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,1TMS,isomer #4	CS(=O)CC(C(=O)O)N(C(=O)CCC(N)C(=O)O)[Si](C)(C)C	2423.6	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TMS,isomer #1	CS(=O)CC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2414.2	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TMS,isomer #2	CS(=O)CC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2478.8	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TMS,isomer #3	CS(=O)CC(C(=O)O)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2418.6	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TMS,isomer #4	CS(=O)CC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	2489.3	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TMS,isomer #5	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N)C(=O)O)[Si](C)(C)C	2422.1	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TMS,isomer #6	CS(=O)CC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2495.7	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TMS,isomer #7	CS(=O)CC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2632.6	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #1	CS(=O)CC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2479.5	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #1	CS(=O)CC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2916.7	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #2	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2410.2	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #2	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2821.7	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #3	CS(=O)CC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2480.4	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #3	CS(=O)CC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2830.3	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #4	CS(=O)CC(NC(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2637.4	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #4	CS(=O)CC(NC(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3006.5	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #5	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2485.7	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #5	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2820.6	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #6	CS(=O)CC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2653.2	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #6	CS(=O)CC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2960.4	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #7	CS(=O)CC(C(=O)O)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2640.2	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TMS,isomer #7	CS(=O)CC(C(=O)O)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2879.3	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TMS,isomer #1	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2449.3	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TMS,isomer #1	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2941.2	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TMS,isomer #2	CS(=O)CC(NC(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2625.3	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TMS,isomer #2	CS(=O)CC(NC(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3108.6	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TMS,isomer #3	CS(=O)CC(C(=O)O)N(C(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2640.8	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TMS,isomer #3	CS(=O)CC(C(=O)O)N(C(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2979.8	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TMS,isomer #4	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2654.2	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TMS,isomer #4	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2980.1	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,5TMS,isomer #1	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2621.8	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,5TMS,isomer #1	CS(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3092.7	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,1TBDMS,isomer #1	CS(=O)CC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2639.6	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,1TBDMS,isomer #2	CS(=O)CC(NC(=O)CCC(N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2647.3	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,1TBDMS,isomer #3	CS(=O)CC(NC(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2709.0	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,1TBDMS,isomer #4	CS(=O)CC(C(=O)O)N(C(=O)CCC(N)C(=O)O)[Si](C)(C)C(C)(C)C	2674.3	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TBDMS,isomer #1	CS(=O)CC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2876.9	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TBDMS,isomer #2	CS(=O)CC(NC(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2933.2	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TBDMS,isomer #3	CS(=O)CC(C(=O)O)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2909.3	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TBDMS,isomer #4	CS(=O)CC(NC(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2948.0	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TBDMS,isomer #5	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(N)C(=O)O)[Si](C)(C)C(C)(C)C	2904.5	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TBDMS,isomer #6	CS(=O)CC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2970.5	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,2TBDMS,isomer #7	CS(=O)CC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3063.7	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #1	CS(=O)CC(NC(=O)CCC(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	3126.1	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #1	CS(=O)CC(NC(=O)CCC(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	3678.6	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #2	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3106.3	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #2	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3524.3	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #3	CS(=O)CC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3162.1	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #3	CS(=O)CC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3505.9	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #4	CS(=O)CC(NC(=O)CCC(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	3298.0	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #4	CS(=O)CC(NC(=O)CCC(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	3696.7	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #5	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3180.8	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #5	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3501.1	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #6	CS(=O)CC(NC(=O)CCC(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	3296.6	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #6	CS(=O)CC(NC(=O)CCC(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	3617.3	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #7	CS(=O)CC(C(=O)O)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3310.2	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,3TBDMS,isomer #7	CS(=O)CC(C(=O)O)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3470.3	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TBDMS,isomer #1	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3349.9	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TBDMS,isomer #1	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3812.1	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TBDMS,isomer #2	CS(=O)CC(NC(=O)CCC(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	3490.4	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TBDMS,isomer #2	CS(=O)CC(NC(=O)CCC(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	3985.4	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TBDMS,isomer #3	CS(=O)CC(C(=O)O)N(C(=O)CCC(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)[Si](C)(C)C(C)(C)C	3527.4	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TBDMS,isomer #3	CS(=O)CC(C(=O)O)N(C(=O)CCC(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)[Si](C)(C)C(C)(C)C	3786.4	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TBDMS,isomer #4	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3529.3	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,4TBDMS,isomer #4	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3775.8	Standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,5TBDMS,isomer #1	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(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)[Si](C)(C)C(C)(C)C	3732.4	Semi standard non polar	33892256
gamma-Glutamyl-S-methylcysteine sulfoxide,5TBDMS,isomer #1	CS(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCC(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)[Si](C)(C)C(C)(C)C	4076.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ffc-9850000000-945c6cf1d8ec8452df66	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide GC-MS (2 TMS) - 70eV, Positive	splash10-05g0-9526100000-480dd59cf04ca3dd41b4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 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 - gamma-Glutamyl-S-methylcysteine sulfoxide 10V, Positive-QTOF	splash10-0udr-0590000000-efd91598473688e0524d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 20V, Positive-QTOF	splash10-0udr-2940000000-1f2cf27562df84e2fcc1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 40V, Positive-QTOF	splash10-0zmr-7900000000-b5ba5e863533d2919970	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 10V, Negative-QTOF	splash10-03fr-5290000000-8b746597726c0b1f15a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 20V, Negative-QTOF	splash10-03di-9120000000-63c87ade7f0c567b73ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 40V, Negative-QTOF	splash10-03di-9300000000-69a8c62c609ef9db3d61	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 10V, Positive-QTOF	splash10-001i-5970000000-383585d214745d40b9f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 20V, Positive-QTOF	splash10-001i-9400000000-e9d89932b889a945d6ad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 40V, Positive-QTOF	splash10-001i-9300000000-de69bfd38f58112d2413	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 10V, Negative-QTOF	splash10-00r2-0930000000-7c19a68f8336394bdf2f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 20V, Negative-QTOF	splash10-03di-9200000000-0e075e6ce541a404b22a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-S-methylcysteine sulfoxide 40V, Negative-QTOF	splash10-03dl-9000000000-5ed6544fca64e0f46d1a	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB008547

KNApSAcK ID

Not Available

Chemspider ID

35013388

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13894651

PDB ID

Not Available

ChEBI ID

174664

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for gamma-Glutamyl-S-methylcysteine sulfoxide (HMDB0031863)

MOL for HMDB0031863 (gamma-Glutamyl-S-methylcysteine sulfoxide)

3D MOL for HMDB0031863 (gamma-Glutamyl-S-methylcysteine sulfoxide)

3D SDF for HMDB0031863 (gamma-Glutamyl-S-methylcysteine sulfoxide)

3D-SDF for HMDB0031863 (gamma-Glutamyl-S-methylcysteine sulfoxide)

PDB for HMDB0031863 (gamma-Glutamyl-S-methylcysteine sulfoxide)

3D PDB for HMDB0031863 (gamma-Glutamyl-S-methylcysteine sulfoxide)

SMILES for HMDB0031863 (gamma-Glutamyl-S-methylcysteine sulfoxide)

INCHI for HMDB0031863 (gamma-Glutamyl-S-methylcysteine sulfoxide)

Structure for HMDB0031863 (gamma-Glutamyl-S-methylcysteine sulfoxide)

3D Structure for HMDB0031863 (gamma-Glutamyl-S-methylcysteine sulfoxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra