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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:05 UTC

Update Date

2022-03-07 02:53:09 UTC

HMDB ID

HMDB0031874

Secondary Accession Numbers

HMDB31874

Metabolite Identification

Common Name

N-gamma-Glutamyl-S-allylcysteine

Description

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

Structure

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

HMDB0031874
     RDKit          3D
N-gamma-Glutamyl-S-allylcysteine
 37 36  0  0  0  0  0  0  0  0999 V2000
   -6.0415   -0.1019   -1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0290    0.1643   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9000   -0.5726    0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4346   -1.4976    1.1657 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8897   -0.7379    1.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3964    0.0274    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798    0.5887    0.4473 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966    1.1316    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3280    2.0761    1.5321 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2348    0.5961   -0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4867    0.7384    0.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7049    0.3201   -0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6450   -0.9900   -0.5139 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0565    1.3998   -0.9743 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1924    2.5455   -0.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137    1.2598   -2.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942   -1.0372   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3805   -1.4059   -1.4476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6035   -1.6722   -1.1861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7851   -0.8559   -0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292    0.4439   -2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3531    0.9349   -0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1265    0.1276    1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785   -1.3198    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087    0.0873    2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0602   -1.4359    1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754    0.7419    0.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040    1.5058    1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0700   -0.4580   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2438    1.1817   -0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440    0.2167    1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377    1.8292    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6049    0.3149    0.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0733   -1.0906   -1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3572   -1.6725    0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8234    1.8275   -2.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -2.6738   -1.0935 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 19 37  1  0
M  END


  Mrv0541 02241209252D          

 19 18  0  0  0  0            999 V2000
   -4.2871   -0.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719    0.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -0.4126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1456   -0.0014    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152    0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581   -1.2378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124    0.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5733   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2871   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 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
  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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031874

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H18N2O5S/c1-2-5-19-6-8(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>
FUTHBNRZCFKVQZ-UHFFFAOYSA-N

> <FORMULA>
C11H18N2O5S

> <MOLECULAR_WEIGHT>
290.336

> <EXACT_MASS>
290.093642386

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
28.884141554315782

> <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-ylsulfanyl)ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-2.67

> <JCHEM_LOGP>
-2.7353974634649303

> <ALOGPS_LOGS>
-1.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.918834629660612

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7781429700325617

> <JCHEM_PKA_STRONGEST_BASIC>
9.31205619808002

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
70.1743

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.55e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031874
     RDKit          3D
N-gamma-Glutamyl-S-allylcysteine
 37 36  0  0  0  0  0  0  0  0999 V2000
   -6.0415   -0.1019   -1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0290    0.1643   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9000   -0.5726    0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4346   -1.4976    1.1657 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8897   -0.7379    1.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3964    0.0274    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798    0.5887    0.4473 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966    1.1316    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3280    2.0761    1.5321 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2348    0.5961   -0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4867    0.7384    0.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7049    0.3201   -0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6450   -0.9900   -0.5139 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0565    1.3998   -0.9743 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1924    2.5455   -0.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137    1.2598   -2.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942   -1.0372   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3805   -1.4059   -1.4476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6035   -1.6722   -1.1861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7851   -0.8559   -0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292    0.4439   -2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3531    0.9349   -0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1265    0.1276    1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785   -1.3198    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087    0.0873    2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0602   -1.4359    1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754    0.7419    0.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040    1.5058    1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0700   -0.4580   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2438    1.1817   -0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440    0.2167    1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377    1.8292    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6049    0.3149    0.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0733   -1.0906   -1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3572   -1.6725    0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8234    1.8275   -2.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -2.6738   -1.0935 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 19 37  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      -8.003  -0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.668  -0.003   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.668   1.540   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       0.002  -0.770   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.335  -0.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.670  -0.770   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       4.005  -0.003   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0       0.002   2.311   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.670   2.311   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -5.335  -2.311   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -5.335  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.000  -0.003   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.665  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.330  -0.003   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.330   1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.338  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.670  -0.003   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.003  -0.770   0.000  0.00  0.00           C+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                                                       
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   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0031874
HETATM    1  C1  UNL     1      -6.042  -0.102  -1.128  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.029   0.164  -0.296  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.900  -0.573   0.972  1.00  0.00           C  
HETATM    4  S1  UNL     1      -3.435  -1.498   1.166  1.00  0.00           S  
HETATM    5  C4  UNL     1      -1.890  -0.738   1.459  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.396   0.027   0.160  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.180   0.589   0.447  1.00  0.00           N  
HETATM    8  C6  UNL     1       0.997   1.132   0.725  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.328   2.076   1.532  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.235   0.596  -0.007  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.487   0.738   0.776  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.705   0.320  -0.021  1.00  0.00           C  
HETATM   13  N2  UNL     1       4.645  -0.990  -0.514  1.00  0.00           N  
HETATM   14  C10 UNL     1       5.056   1.400  -0.974  1.00  0.00           C  
HETATM   15  O2  UNL     1       5.192   2.546  -0.351  1.00  0.00           O  
HETATM   16  O3  UNL     1       5.214   1.260  -2.284  1.00  0.00           O  
HETATM   17  C11 UNL     1      -1.394  -1.037  -0.859  1.00  0.00           C  
HETATM   18  O4  UNL     1      -0.380  -1.406  -1.448  1.00  0.00           O  
HETATM   19  O5  UNL     1      -2.603  -1.672  -1.186  1.00  0.00           O  
HETATM   20  H1  UNL     1      -6.785  -0.856  -0.893  1.00  0.00           H  
HETATM   21  H2  UNL     1      -6.129   0.444  -2.045  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.353   0.935  -0.583  1.00  0.00           H  
HETATM   23  H4  UNL     1      -5.127   0.128   1.841  1.00  0.00           H  
HETATM   24  H5  UNL     1      -5.778  -1.320   1.025  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.909   0.087   2.231  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.060  -1.436   1.767  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.275   0.742   0.049  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.804   1.506   1.249  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.070  -0.458  -0.280  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.244   1.182  -0.953  1.00  0.00           H  
HETATM   31  H12 UNL     1       3.544   0.217   1.740  1.00  0.00           H  
HETATM   32  H13 UNL     1       3.638   1.829   1.073  1.00  0.00           H  
HETATM   33  H14 UNL     1       5.605   0.315   0.713  1.00  0.00           H  
HETATM   34  H15 UNL     1       4.073  -1.091  -1.383  1.00  0.00           H  
HETATM   35  H16 UNL     1       4.357  -1.672   0.215  1.00  0.00           H  
HETATM   36  H17 UNL     1       5.823   1.827  -2.843  1.00  0.00           H  
HETATM   37  H18 UNL     1      -2.743  -2.674  -1.093  1.00  0.00           H  
CONECT    1    2    2   20   21
CONECT    2    3   22
CONECT    3    4   23   24
CONECT    4    5
CONECT    5    6   25   26
CONECT    6    7   17   27
CONECT    7    8   28
CONECT    8    9    9   10
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   14   33
CONECT   13   34   35
CONECT   14   15   15   16
CONECT   16   36
CONECT   17   18   18   19
CONECT   19   37
END

HMDB0031874
     RDKit          3D
N-gamma-Glutamyl-S-allylcysteine
 37 36  0  0  0  0  0  0  0  0999 V2000
   -6.0415   -0.1019   -1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0290    0.1643   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9000   -0.5726    0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4346   -1.4976    1.1657 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8897   -0.7379    1.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3964    0.0274    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798    0.5887    0.4473 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966    1.1316    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3280    2.0761    1.5321 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2348    0.5961   -0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4867    0.7384    0.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7049    0.3201   -0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6450   -0.9900   -0.5139 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0565    1.3998   -0.9743 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1924    2.5455   -0.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137    1.2598   -2.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942   -1.0372   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3805   -1.4059   -1.4476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6035   -1.6722   -1.1861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7851   -0.8559   -0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292    0.4439   -2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3531    0.9349   -0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1265    0.1276    1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785   -1.3198    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087    0.0873    2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0602   -1.4359    1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754    0.7419    0.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040    1.5058    1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0700   -0.4580   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2438    1.1817   -0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440    0.2167    1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377    1.8292    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6049    0.3149    0.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0733   -1.0906   -1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3572   -1.6725    0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8234    1.8275   -2.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -2.6738   -1.0935 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 19 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
N-g-Glutamyl-S-allylcysteine	Generator
N-Γ-glutamyl-S-allylcysteine	Generator
2-Amino-4-{[1-carboxy-2-(prop-2-en-1-ylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}butanoate	Generator
2-Amino-4-{[1-carboxy-2-(prop-2-en-1-ylsulphanyl)ethyl]-C-hydroxycarbonimidoyl}butanoate	Generator
2-Amino-4-{[1-carboxy-2-(prop-2-en-1-ylsulphanyl)ethyl]-C-hydroxycarbonimidoyl}butanoic acid	Generator

Chemical Formula

C₁₁H₁₈N₂O₅S

Average Molecular Weight

290.336

Monoisotopic Molecular Weight

290.093642386

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

NC(CCC(=O)NC(CSCC=C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H18N2O5S/c1-2-5-19-6-8(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

FUTHBNRZCFKVQZ-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
Secondary carboxylic acid amide
Sulfenyl compound
Thioether
Dialkylthioether
Carboxylic acid
Organooxygen compound
Amine
Primary aliphatic amine
Organic oxygen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organosulfur compound
Primary amine
Organonitrogen 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: HMDB0031874)
Cytoplasm (HMDB: HMDB0031874)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031874)

Source

Endogenous

Endogenous (HMDB: HMDB0031874)

Plant

Plant (HMDB: HMDB0031874)

Exogenous

Food

Food (HMDB: HMDB0031874)

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)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	156 - 158.5 °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	3.55 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-2.7	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.78	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	10	ChemAxon
Refractivity	70.17 m³·mol⁻¹	ChemAxon
Polarizability	28.88 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]+	166.463	31661259
DarkChem	[M-H]-	162.692	31661259
DeepCCS	[M+H]+	160.081	30932474
DeepCCS	[M-H]-	157.723	30932474
DeepCCS	[M-2H]-	191.091	30932474
DeepCCS	[M+Na]+	166.974	30932474
AllCCS	[M+H]+	165.1	32859911
AllCCS	[M+H-H2O]+	162.2	32859911
AllCCS	[M+NH4]+	167.7	32859911
AllCCS	[M+Na]+	168.4	32859911
AllCCS	[M-H]-	163.5	32859911
AllCCS	[M+Na-2H]-	164.2	32859911
AllCCS	[M+HCOO]-	165.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-gamma-Glutamyl-S-allylcysteine	NC(CCC(=O)NC(CSCC=C)C(O)=O)C(O)=O	3685.2	Standard polar	33892256
N-gamma-Glutamyl-S-allylcysteine	NC(CCC(=O)NC(CSCC=C)C(O)=O)C(O)=O	2113.1	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine	NC(CCC(=O)NC(CSCC=C)C(O)=O)C(O)=O	2670.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-gamma-Glutamyl-S-allylcysteine,1TMS,isomer #1	C=CCSCC(NC(=O)CCC(N)C(=O)O)C(=O)O[Si](C)(C)C	2436.4	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,1TMS,isomer #2	C=CCSCC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C)C(=O)O	2433.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,1TMS,isomer #3	C=CCSCC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O)C(=O)O	2523.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,1TMS,isomer #4	C=CCSCC(C(=O)O)N(C(=O)CCC(N)C(=O)O)[Si](C)(C)C	2452.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TMS,isomer #1	C=CCSCC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2430.6	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TMS,isomer #2	C=CCSCC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	2491.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TMS,isomer #3	C=CCSCC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N)C(=O)O)[Si](C)(C)C	2449.6	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TMS,isomer #4	C=CCSCC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2495.0	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TMS,isomer #5	C=CCSCC(C(=O)O)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2445.4	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TMS,isomer #6	C=CCSCC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2510.4	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TMS,isomer #7	C=CCSCC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2641.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #1	C=CCSCC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2495.8	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #1	C=CCSCC(NC(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2460.9	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #2	C=CCSCC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2425.6	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #2	C=CCSCC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2479.3	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #3	C=CCSCC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2485.0	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #3	C=CCSCC(C(=O)O[Si](C)(C)C)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2490.0	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #4	C=CCSCC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2634.2	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #4	C=CCSCC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2519.2	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #5	C=CCSCC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2487.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #5	C=CCSCC(C(=O)O)N(C(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2525.6	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #6	C=CCSCC(NC(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2633.3	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #6	C=CCSCC(NC(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2507.5	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #7	C=CCSCC(C(=O)O)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2609.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TMS,isomer #7	C=CCSCC(C(=O)O)N(C(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2596.2	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TMS,isomer #1	C=CCSCC(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	2463.8	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TMS,isomer #1	C=CCSCC(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	2558.8	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TMS,isomer #2	C=CCSCC(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	2630.0	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TMS,isomer #2	C=CCSCC(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	2564.5	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TMS,isomer #3	C=CCSCC(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	2616.5	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TMS,isomer #3	C=CCSCC(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	2628.5	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TMS,isomer #4	C=CCSCC(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	2623.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TMS,isomer #4	C=CCSCC(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	2630.5	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,5TMS,isomer #1	C=CCSCC(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	2625.5	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,5TMS,isomer #1	C=CCSCC(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	2667.1	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,1TBDMS,isomer #1	C=CCSCC(NC(=O)CCC(N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2678.7	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,1TBDMS,isomer #2	C=CCSCC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2675.3	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,1TBDMS,isomer #3	C=CCSCC(NC(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2737.4	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,1TBDMS,isomer #4	C=CCSCC(C(=O)O)N(C(=O)CCC(N)C(=O)O)[Si](C)(C)C(C)(C)C	2684.8	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TBDMS,isomer #1	C=CCSCC(NC(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2867.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TBDMS,isomer #2	C=CCSCC(NC(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2930.3	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TBDMS,isomer #3	C=CCSCC(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	2891.6	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TBDMS,isomer #4	C=CCSCC(NC(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2927.3	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TBDMS,isomer #5	C=CCSCC(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	2893.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TBDMS,isomer #6	C=CCSCC(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	2948.2	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,2TBDMS,isomer #7	C=CCSCC(NC(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3059.3	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #1	C=CCSCC(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	3117.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #1	C=CCSCC(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	3007.0	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #2	C=CCSCC(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	3091.7	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #2	C=CCSCC(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	3038.8	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #3	C=CCSCC(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	3151.4	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #3	C=CCSCC(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	3028.7	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #4	C=CCSCC(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	3296.8	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #4	C=CCSCC(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	3047.6	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #5	C=CCSCC(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	3150.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #5	C=CCSCC(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	3038.7	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #6	C=CCSCC(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	3305.2	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #6	C=CCSCC(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	3055.5	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #7	C=CCSCC(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	3298.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,3TBDMS,isomer #7	C=CCSCC(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	3088.0	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TBDMS,isomer #1	C=CCSCC(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	3327.3	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TBDMS,isomer #1	C=CCSCC(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	3234.7	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TBDMS,isomer #2	C=CCSCC(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	3505.7	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TBDMS,isomer #2	C=CCSCC(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	3253.3	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TBDMS,isomer #3	C=CCSCC(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	3526.2	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TBDMS,isomer #3	C=CCSCC(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	3283.2	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TBDMS,isomer #4	C=CCSCC(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	3535.0	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,4TBDMS,isomer #4	C=CCSCC(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	3286.9	Standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,5TBDMS,isomer #1	C=CCSCC(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	3726.3	Semi standard non polar	33892256
N-gamma-Glutamyl-S-allylcysteine,5TBDMS,isomer #1	C=CCSCC(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	3466.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-gamma-Glutamyl-S-allylcysteine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9230000000-0ad507422ea76da8a105	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-gamma-Glutamyl-S-allylcysteine GC-MS (2 TMS) - 70eV, Positive	splash10-01dl-9304100000-8e0602577823078787c0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-gamma-Glutamyl-S-allylcysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 6V, Positive-QTOF	splash10-03dm-1950000000-460955a26febc2167e8c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 10V, Positive-QTOF	splash10-01vp-3490000000-246a34facb916d179c21	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 20V, Positive-QTOF	splash10-022c-9880000000-5cbd39354af3b930b115	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 40V, Positive-QTOF	splash10-0mbc-9620000000-855af698d0f2dcbb47c0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 10V, Negative-QTOF	splash10-007a-3190000000-7ff98fd96a2047c92527	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 20V, Negative-QTOF	splash10-00di-9370000000-79c9c0267a7a85bbdf7c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 40V, Negative-QTOF	splash10-00s9-9510000000-73d781f89a8987821619	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 10V, Negative-QTOF	splash10-009b-3980000000-12af627f3462822b2fdd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 20V, Negative-QTOF	splash10-00fs-4930000000-f075c01d1559fbb81221	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 40V, Negative-QTOF	splash10-006x-9100000000-b620a52239f8f25c49c1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 10V, Positive-QTOF	splash10-0006-2490000000-f20a1cf28666b53a14d6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 20V, Positive-QTOF	splash10-0089-5930000000-4eb75dc5bfa1aeef68e3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-allylcysteine 40V, Positive-QTOF	splash10-008c-9100000000-043cf9d4667888574a06	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	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

FDB008559

KNApSAcK ID

Not Available

Chemspider ID

9368976

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11193907

PDB ID

Not Available

ChEBI ID

168646

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 N-gamma-Glutamyl-S-allylcysteine (HMDB0031874)

MOL for HMDB0031874 (N-gamma-Glutamyl-S-allylcysteine)

3D MOL for HMDB0031874 (N-gamma-Glutamyl-S-allylcysteine)

3D SDF for HMDB0031874 (N-gamma-Glutamyl-S-allylcysteine)

3D-SDF for HMDB0031874 (N-gamma-Glutamyl-S-allylcysteine)

PDB for HMDB0031874 (N-gamma-Glutamyl-S-allylcysteine)

3D PDB for HMDB0031874 (N-gamma-Glutamyl-S-allylcysteine)

SMILES for HMDB0031874 (N-gamma-Glutamyl-S-allylcysteine)

INCHI for HMDB0031874 (N-gamma-Glutamyl-S-allylcysteine)

Structure for HMDB0031874 (N-gamma-Glutamyl-S-allylcysteine)

3D Structure for HMDB0031874 (N-gamma-Glutamyl-S-allylcysteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra