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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:50:10 UTC

Update Date

2022-03-07 02:55:48 UTC

HMDB ID

HMDB0038515

Secondary Accession Numbers

HMDB38515

Metabolite Identification

Common Name

L-gamma-Glutamyl-S-allylthio-L-cysteine

Description

L-gamma-Glutamyl-S-allylthio-L-cysteine belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. L-gamma-Glutamyl-S-allylthio-L-cysteine has been detected, but not quantified in, several different foods, such as garlics (Allium sativum), green onion, onion-family vegetables, welsh onions (Allium fistulosum), and red onion. This could make L-gamma-glutamyl-S-allylthio-L-cysteine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on L-gamma-Glutamyl-S-allylthio-L-cysteine.

Structure

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

HMDB0038515
     RDKit          3D
L-gamma-Glutamyl-S-allylthio-L-cysteine
 38 37  0  0  0  0  0  0  0  0999 V2000
   -6.6572    0.1064    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0149   -0.9388    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8574   -0.7592   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6102    1.0429   -0.8431 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9952    1.3902   -2.0842 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4511    1.6206   -1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8497    0.5468   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5027    1.0668   -0.1060 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738    0.3855   -0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071   -0.6372   -1.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9689    0.9664   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849    0.2283   -0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3899   -1.1379    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4206   -2.1251   -0.2920 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6493   -1.1606    1.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0561   -1.9707    2.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5482   -0.2944    2.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966    0.3358    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516   -0.1686    1.7598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634    0.6274    1.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5114   -0.0242    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889    1.1337    0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3323   -1.9411    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1683   -1.2078   -1.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9559   -1.2890   -0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4664    2.5476   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.8557   -2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -0.3552   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5642    1.9117    0.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9347    1.2920    0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140    1.9563   -0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2823    0.1689   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0693    0.8533   -0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3593   -1.4977   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295   -2.5122   -1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4612   -2.9088    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5125   -0.4970    2.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0115    1.3891    1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 17 37  1  0
 20 38  1  0
M  END


  Mrv0541 02241209052D          

 20 19  0  0  0  0            999 V2000
   -2.2259   -1.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8859   -1.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6279   -1.4835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6279    0.1649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8859   -0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4839   -0.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7420    0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9064    0.9068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839    1.4017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420    0.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1645    1.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6593    0.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4013   -0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    0.0830    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8034   -0.2467    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5453    0.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6279    0.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9686    1.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  5  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 13  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038515

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CCC(=O)NC(CSSCC=C)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H18N2O5S2/c1-2-5-19-20-6-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h2,7-8H,1,3-6,12H2,(H,13,14)(H,15,16)(H,17,18)

> <INCHI_KEY>
VTEHWEWRSAXLHY-UHFFFAOYSA-N

> <FORMULA>
C11H18N2O5S2

> <MOLECULAR_WEIGHT>
322.401

> <EXACT_MASS>
322.065713076

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.603491332858955

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-{[1-carboxy-2-(prop-2-en-1-yldisulfanyl)ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-2.20

> <JCHEM_LOGP>
-2.538329545792439

> <ALOGPS_LOGS>
-2.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.7891111255692627

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7098861665699223

> <JCHEM_PKA_STRONGEST_BASIC>
9.312043531435169

> <JCHEM_POLAR_SURFACE_AREA>
129.71999999999997

> <JCHEM_REFRACTIVITY>
78.2322

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-{[1-carboxy-2-(prop-2-en-1-yldisulfanyl)ethyl]carbamoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038515
     RDKit          3D
L-gamma-Glutamyl-S-allylthio-L-cysteine
 38 37  0  0  0  0  0  0  0  0999 V2000
   -6.6572    0.1064    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0149   -0.9388    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8574   -0.7592   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6102    1.0429   -0.8431 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9952    1.3902   -2.0842 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4511    1.6206   -1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8497    0.5468   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5027    1.0668   -0.1060 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738    0.3855   -0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071   -0.6372   -1.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9689    0.9664   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849    0.2283   -0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3899   -1.1379    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4206   -2.1251   -0.2920 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6493   -1.1606    1.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0561   -1.9707    2.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5482   -0.2944    2.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966    0.3358    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516   -0.1686    1.7598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634    0.6274    1.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5114   -0.0242    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889    1.1337    0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3323   -1.9411    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1683   -1.2078   -1.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9559   -1.2890   -0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4664    2.5476   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.8557   -2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -0.3552   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5642    1.9117    0.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9347    1.2920    0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140    1.9563   -0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2823    0.1689   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0693    0.8533   -0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3593   -1.4977   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295   -2.5122   -1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4612   -2.9088    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5125   -0.4970    2.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0115    1.3891    1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 17 37  1  0
 20 38  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      -4.155  -2.924   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.387  -2.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.772  -2.769   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -6.772   0.308   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -5.387  -0.461   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   0.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.770  -0.615   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.385   0.155   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.692   1.693   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.770   2.617   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.385   1.847   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.307   2.924   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       0.000  -0.461   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       1.231   0.308   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.616  -0.461   0.000  0.00  0.00           C+0
HETATM   16  S   UNK     0       4.001   0.155   0.000  0.00  0.00           S+0
HETATM   17  S   UNK     0       5.233  -0.461   0.000  0.00  0.00           S+0
HETATM   18  C   UNK     0       6.618   0.308   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.772   1.847   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.541   2.617   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2                                                            
CONECT    4    5                                                            
CONECT    5    2    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8                                                            
CONECT   10   11                                                            
CONECT   11   10   12   14                                                  
CONECT   12   11                                                            
CONECT   13    8   14                                                       
CONECT   14   11   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0038515
HETATM    1  C1  UNL     1      -6.657   0.106   0.765  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.015  -0.939   0.274  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.857  -0.759  -0.632  1.00  0.00           C  
HETATM    4  S1  UNL     1      -4.610   1.043  -0.843  1.00  0.00           S  
HETATM    5  S2  UNL     1      -2.995   1.390  -2.084  1.00  0.00           S  
HETATM    6  C4  UNL     1      -1.451   1.621  -1.307  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.850   0.547  -0.478  1.00  0.00           C  
HETATM    8  N1  UNL     1       0.503   1.067  -0.106  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.674   0.386  -0.532  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.507  -0.637  -1.213  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.969   0.966  -0.120  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.185   0.228  -0.479  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.390  -1.138   0.050  1.00  0.00           C  
HETATM   14  N2  UNL     1       3.421  -2.125  -0.292  1.00  0.00           N  
HETATM   15  C10 UNL     1       4.649  -1.161   1.523  1.00  0.00           C  
HETATM   16  O2  UNL     1       4.056  -1.971   2.271  1.00  0.00           O  
HETATM   17  O3  UNL     1       5.548  -0.294   2.118  1.00  0.00           O  
HETATM   18  C11 UNL     1      -1.497   0.336   0.852  1.00  0.00           C  
HETATM   19  O4  UNL     1      -0.752  -0.169   1.760  1.00  0.00           O  
HETATM   20  O5  UNL     1      -2.763   0.627   1.176  1.00  0.00           O  
HETATM   21  H1  UNL     1      -7.511  -0.024   1.433  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.389   1.134   0.545  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.332  -1.941   0.532  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.168  -1.208  -1.617  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.956  -1.289  -0.334  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.466   2.548  -0.618  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.657   1.856  -2.105  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.689  -0.355  -1.046  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.564   1.912   0.455  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.935   1.292   0.946  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.014   1.956  -0.674  1.00  0.00           H  
HETATM   32  H12 UNL     1       4.282   0.169  -1.587  1.00  0.00           H  
HETATM   33  H13 UNL     1       5.069   0.853  -0.162  1.00  0.00           H  
HETATM   34  H14 UNL     1       5.359  -1.498  -0.420  1.00  0.00           H  
HETATM   35  H15 UNL     1       3.529  -2.512  -1.259  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.461  -2.909   0.396  1.00  0.00           H  
HETATM   37  H17 UNL     1       6.513  -0.497   2.244  1.00  0.00           H  
HETATM   38  H18 UNL     1      -3.012   1.389   1.777  1.00  0.00           H  
CONECT    1    2    2   21   22
CONECT    2    3   23
CONECT    3    4   24   25
CONECT    4    5
CONECT    5    6
CONECT    6    7   26   27
CONECT    7    8   18   28
CONECT    8    9   29
CONECT    9   10   10   11
CONECT   11   12   30   31
CONECT   12   13   32   33
CONECT   13   14   15   34
CONECT   14   35   36
CONECT   15   16   16   17
CONECT   17   37
CONECT   18   19   19   20
CONECT   20   38
END

HMDB0038515
     RDKit          3D
L-gamma-Glutamyl-S-allylthio-L-cysteine
 38 37  0  0  0  0  0  0  0  0999 V2000
   -6.6572    0.1064    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0149   -0.9388    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8574   -0.7592   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6102    1.0429   -0.8431 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9952    1.3902   -2.0842 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4511    1.6206   -1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8497    0.5468   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5027    1.0668   -0.1060 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738    0.3855   -0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071   -0.6372   -1.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9689    0.9664   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849    0.2283   -0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3899   -1.1379    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4206   -2.1251   -0.2920 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6493   -1.1606    1.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0561   -1.9707    2.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5482   -0.2944    2.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966    0.3358    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516   -0.1686    1.7598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7634    0.6274    1.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5114   -0.0242    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889    1.1337    0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3323   -1.9411    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1683   -1.2078   -1.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9559   -1.2890   -0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4664    2.5476   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.8557   -2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -0.3552   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5642    1.9117    0.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9347    1.2920    0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140    1.9563   -0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2823    0.1689   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0693    0.8533   -0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3593   -1.4977   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295   -2.5122   -1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4612   -2.9088    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5125   -0.4970    2.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0115    1.3891    1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 17 37  1  0
 20 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-g-Glutamyl-S-allylthio-L-cysteine	Generator
L-Γ-glutamyl-S-allylthio-L-cysteine	Generator
2-Amino-4-{[1-carboxy-2-(prop-2-en-1-yldisulfanyl)ethyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
2-Amino-4-{[1-carboxy-2-(prop-2-en-1-yldisulphanyl)ethyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
2-Amino-4-{[1-carboxy-2-(prop-2-en-1-yldisulphanyl)ethyl]-C-hydroxycarbonimidoyl}butanoic acid	HMDB

Chemical Formula

C₁₁H₁₈N₂O₅S₂

Average Molecular Weight

322.401

Monoisotopic Molecular Weight

322.065713076

IUPAC Name

2-amino-4-{[1-carboxy-2-(prop-2-en-1-yldisulfanyl)ethyl]carbamoyl}butanoic acid

Traditional Name

2-amino-4-{[1-carboxy-2-(prop-2-en-1-yldisulfanyl)ethyl]carbamoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

NC(CCC(=O)NC(CSSCC=C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H18N2O5S2/c1-2-5-19-20-6-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h2,7-8H,1,3-6,12H2,(H,13,14)(H,15,16)(H,17,18)

InChI Key

VTEHWEWRSAXLHY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Cysteine or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Amino acid or derivatives
Carboxamide group
Allyl sulfur compound
Amino acid
Dialkyldisulfide
Organic disulfide
Secondary carboxylic acid amide
Carboxylic acid
Sulfenyl compound
Hydrocarbon derivative
Amine
Primary aliphatic amine
Organic oxygen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038515)
Cytoplasm (HMDB: HMDB0038515)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038515)

Source

Exogenous

Food

Food (HMDB: HMDB0038515)

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)

Endogenous

Plant

Plant (HMDB: HMDB0038515)

Not Available

Nutrient (HMDB: HMDB0038515)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	148 - 149 °C	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	3.25 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-2.5	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.71	ChemAxon
pKa (Strongest Basic)	9.31	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	11	ChemAxon
Refractivity	78.23 m³·mol⁻¹	ChemAxon
Polarizability	31.6 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]+	175.301	31661259
DarkChem	[M-H]-	171.325	31661259
DeepCCS	[M+H]+	166.609	30932474
DeepCCS	[M-H]-	164.251	30932474
DeepCCS	[M-2H]-	197.137	30932474
DeepCCS	[M+Na]+	172.702	30932474
AllCCS	[M+H]+	170.3	32859911
AllCCS	[M+H-H2O]+	167.7	32859911
AllCCS	[M+NH4]+	172.6	32859911
AllCCS	[M+Na]+	173.3	32859911
AllCCS	[M-H]-	167.3	32859911
AllCCS	[M+Na-2H]-	168.1	32859911
AllCCS	[M+HCOO]-	169.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-gamma-Glutamyl-S-allylthio-L-cysteine	NC(CCC(=O)NC(CSSCC=C)C(O)=O)C(O)=O	4016.8	Standard polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine	NC(CCC(=O)NC(CSSCC=C)C(O)=O)C(O)=O	2326.1	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine	NC(CCC(=O)NC(CSSCC=C)C(O)=O)C(O)=O	2903.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-gamma-Glutamyl-S-allylthio-L-cysteine,1TMS,isomer #1	C=CCSSCC(NC(=O)CCC(N)C(=O)O)C(=O)O[Si](C)(C)C	2703.5	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,1TMS,isomer #2	C=CCSSCC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C)C(=O)O	2689.6	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,1TMS,isomer #3	C=CCSSCC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O)C(=O)O	2779.5	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,1TMS,isomer #4	C=CCSSCC(C(=O)O)N(C(=O)CCC(N)C(=O)O)[Si](C)(C)C	2688.0	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TMS,isomer #1	C=CCSSCC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2698.2	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TMS,isomer #2	C=CCSSCC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	2736.4	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TMS,isomer #3	C=CCSSCC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N)C(=O)O)[Si](C)(C)C	2685.2	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TMS,isomer #4	C=CCSSCC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2731.8	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TMS,isomer #5	C=CCSSCC(C(=O)O)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2677.8	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TMS,isomer #6	C=CCSSCC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2734.3	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TMS,isomer #7	C=CCSSCC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2882.0	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #1	C=CCSSCC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2725.6	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #1	C=CCSSCC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2663.2	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #2	C=CCSSCC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2680.9	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #2	C=CCSSCC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2686.9	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #3	C=CCSSCC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2719.0	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #3	C=CCSSCC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2688.1	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #4	C=CCSSCC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2861.0	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #4	C=CCSSCC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2723.5	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #5	C=CCSSCC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2716.4	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #5	C=CCSSCC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2721.1	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #6	C=CCSSCC(NC(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2859.2	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #6	C=CCSSCC(NC(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2719.5	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #7	C=CCSSCC(C(=O)O)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2839.4	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TMS,isomer #7	C=CCSSCC(C(=O)O)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2793.8	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TMS,isomer #1	C=CCSSCC(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	2682.5	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TMS,isomer #1	C=CCSSCC(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	2758.5	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TMS,isomer #2	C=CCSSCC(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	2853.6	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TMS,isomer #2	C=CCSSCC(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	2767.8	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TMS,isomer #3	C=CCSSCC(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	2832.9	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TMS,isomer #3	C=CCSSCC(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	2826.2	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TMS,isomer #4	C=CCSSCC(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	2841.4	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TMS,isomer #4	C=CCSSCC(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	2829.8	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,5TMS,isomer #1	C=CCSSCC(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	2822.9	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,5TMS,isomer #1	C=CCSSCC(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	2861.7	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,1TBDMS,isomer #1	C=CCSSCC(NC(=O)CCC(N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2944.4	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,1TBDMS,isomer #2	C=CCSSCC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2934.3	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,1TBDMS,isomer #3	C=CCSSCC(NC(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2987.3	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,1TBDMS,isomer #4	C=CCSSCC(C(=O)O)N(C(=O)CCC(N)C(=O)O)[Si](C)(C)C(C)(C)C	2920.9	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TBDMS,isomer #1	C=CCSSCC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3130.9	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TBDMS,isomer #2	C=CCSSCC(NC(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3175.9	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TBDMS,isomer #3	C=CCSSCC(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	3120.6	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TBDMS,isomer #4	C=CCSSCC(NC(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3171.2	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TBDMS,isomer #5	C=CCSSCC(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	3114.3	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TBDMS,isomer #6	C=CCSSCC(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	3171.2	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,2TBDMS,isomer #7	C=CCSSCC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3306.5	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #1	C=CCSSCC(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	3349.2	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #1	C=CCSSCC(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	3203.5	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #2	C=CCSSCC(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	3314.7	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #2	C=CCSSCC(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	3240.2	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #3	C=CCSSCC(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	3364.1	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #3	C=CCSSCC(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	3219.9	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #4	C=CCSSCC(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	3514.3	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #4	C=CCSSCC(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	3245.4	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #5	C=CCSSCC(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	3361.3	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #5	C=CCSSCC(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	3233.0	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #6	C=CCSSCC(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	3513.1	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #6	C=CCSSCC(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	3261.9	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #7	C=CCSSCC(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	3502.0	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,3TBDMS,isomer #7	C=CCSSCC(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	3278.6	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TBDMS,isomer #1	C=CCSSCC(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	3523.8	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TBDMS,isomer #1	C=CCSSCC(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	3423.7	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TBDMS,isomer #2	C=CCSSCC(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	3707.3	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TBDMS,isomer #2	C=CCSSCC(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	3440.2	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TBDMS,isomer #3	C=CCSSCC(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	3722.7	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TBDMS,isomer #3	C=CCSSCC(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	3470.3	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TBDMS,isomer #4	C=CCSSCC(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	3732.4	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,4TBDMS,isomer #4	C=CCSSCC(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	3475.2	Standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,5TBDMS,isomer #1	C=CCSSCC(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	3898.9	Semi standard non polar	33892256
L-gamma-Glutamyl-S-allylthio-L-cysteine,5TBDMS,isomer #1	C=CCSSCC(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	3648.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9130000000-d1b675429168e402bf6d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine GC-MS (2 TMS) - 70eV, Positive	splash10-00g3-9223100000-ebaf2f8fb53e36db02d5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 10V, Positive-QTOF	splash10-0adi-3597000000-f6d6136c7f185d1a8773	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 20V, Positive-QTOF	splash10-006x-9880000000-2e1f4e98fadcaa835c88	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 40V, Positive-QTOF	splash10-05fr-9410000000-e181bf5a14d9ddaaa0fc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 10V, Negative-QTOF	splash10-0uk9-2789000000-8f429a02d6f842765839	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 20V, Negative-QTOF	splash10-00di-9260000000-a775bfa1b36a126ec7fd	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 40V, Negative-QTOF	splash10-006x-9700000000-b8869c79db7bcfe4d624	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 10V, Positive-QTOF	splash10-00dj-1298000000-a332b0c07ced90353281	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 20V, Positive-QTOF	splash10-0089-2950000000-cec5b79100088f8653fe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 40V, Positive-QTOF	splash10-001r-9300000000-ef77da11145d41f86fef	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 10V, Negative-QTOF	splash10-005a-0980000000-dd11214f5727c56dee52	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 20V, Negative-QTOF	splash10-0002-0940000000-4daf1320cd61cbea07ac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-gamma-Glutamyl-S-allylthio-L-cysteine 40V, Negative-QTOF	splash10-0006-9300000000-0da6064b1c633b11416e	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB017895

KNApSAcK ID

Not Available

Chemspider ID

35014594

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752387

PDB ID

Not Available

ChEBI ID

168042

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 L-gamma-Glutamyl-S-allylthio-L-cysteine (HMDB0038515)

MOL for HMDB0038515 (L-gamma-Glutamyl-S-allylthio-L-cysteine)

3D MOL for HMDB0038515 (L-gamma-Glutamyl-S-allylthio-L-cysteine)

3D SDF for HMDB0038515 (L-gamma-Glutamyl-S-allylthio-L-cysteine)

3D-SDF for HMDB0038515 (L-gamma-Glutamyl-S-allylthio-L-cysteine)

PDB for HMDB0038515 (L-gamma-Glutamyl-S-allylthio-L-cysteine)

3D PDB for HMDB0038515 (L-gamma-Glutamyl-S-allylthio-L-cysteine)

SMILES for HMDB0038515 (L-gamma-Glutamyl-S-allylthio-L-cysteine)

INCHI for HMDB0038515 (L-gamma-Glutamyl-S-allylthio-L-cysteine)

Structure for HMDB0038515 (L-gamma-Glutamyl-S-allylthio-L-cysteine)

3D Structure for HMDB0038515 (L-gamma-Glutamyl-S-allylthio-L-cysteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra