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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:07:11 UTC

Update Date

2022-03-07 02:56:38 UTC

HMDB ID

HMDB0040557

Secondary Accession Numbers

HMDB40557

Metabolite Identification

Common Name

N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine

Description

N-gamma-Glutamyl-S-trans-(1-propenyl)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. N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine has been detected, but not quantified in, several different foods, such as onion-family vegetables, garden onion (var.), green onion, garlics (Allium sativum), and red onion. This could make N-gamma-glutamyl-S-trans-(1-propenyl)cysteine 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-trans-(1-propenyl)cysteine.

Structure

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

HMDB0040557
     RDKit          3D
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine
 37 36  0  0  0  0  0  0  0  0999 V2000
    5.7284    2.6974    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996    1.8668    0.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5059    0.8737    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0386   -0.1230    1.4430 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -0.7891   -0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3431   -1.6528   -0.0873 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2071   -0.9121    0.3980 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9312   -0.7569   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9656   -1.2759   -1.5487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -0.0140    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129   -0.0102   -1.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3802    0.7930   -0.4321 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7876    0.1136    0.7607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    0.9817   -1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2136    1.5630   -2.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7132    0.5267   -1.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401   -2.7448    0.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9333   -2.8842    1.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873   -3.6238    0.6485 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5941    3.6621    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6223    2.1837    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8935    2.8943   -0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6239    2.0777   -0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098    0.7048    1.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118   -1.4422   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.0160   -0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1430   -2.0368   -1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2501   -0.4946    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544   -0.5186    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9328    1.0304    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9067    0.4537   -1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5977   -1.0263   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9390    1.7739   -0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974    0.5786    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893   -0.9107    0.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0990    0.3353   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3180   -3.9106    1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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
  1 22  1  0
  2 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  6
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  1
 13 34  1  0
 13 35  1  0
 16 36  1  0
 19 37  1  0
M  END


  Mrv0541 02241210152D          

 19 18  0  0  0  0            999 V2000
   -4.2871    0.4986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719    0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719   -0.7392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    0.4986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152    0.0874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4304    0.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1456    0.0874    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -1.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -0.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304   -1.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581    0.4986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1429    0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124    0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.7392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595    0.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5733    0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2871    0.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581    1.3236    0.0000 N   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 11  1  0  0  0  0
  4 14  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 16  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  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 11 19  1  1  0  0  0
  5  4  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0040557

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C\SC[C@H](NC(=O)CC[C@H](N)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/h2,5,7-8H,3-4,6,12H2,1H3,(H,13,14)(H,15,16)(H,17,18)/b5-2+/t7-,8-/m0/s1

> <INCHI_KEY>
MUFSTXJBHAEIBT-ZASJQLQOSA-N

> <FORMULA>
C11H18N2O5S

> <MOLECULAR_WEIGHT>
290.336

> <EXACT_MASS>
290.093642386

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
27.990215458132

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.57

> <JCHEM_LOGP>
-2.862172410217929

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.9040966104175463

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8035291606470478

> <JCHEM_PKA_STRONGEST_BASIC>
9.312054062482627

> <JCHEM_POLAR_SURFACE_AREA>
129.72000000000003

> <JCHEM_REFRACTIVITY>
70.56910000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.02e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040557
     RDKit          3D
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine
 37 36  0  0  0  0  0  0  0  0999 V2000
    5.7284    2.6974    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996    1.8668    0.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5059    0.8737    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0386   -0.1230    1.4430 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -0.7891   -0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3431   -1.6528   -0.0873 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2071   -0.9121    0.3980 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9312   -0.7569   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9656   -1.2759   -1.5487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -0.0140    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129   -0.0102   -1.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3802    0.7930   -0.4321 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7876    0.1136    0.7607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    0.9817   -1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2136    1.5630   -2.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7132    0.5267   -1.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401   -2.7448    0.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9333   -2.8842    1.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873   -3.6238    0.6485 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5941    3.6621    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6223    2.1837    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8935    2.8943   -0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6239    2.0777   -0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098    0.7048    1.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118   -1.4422   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.0160   -0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1430   -2.0368   -1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2501   -0.4946    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544   -0.5186    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9328    1.0304    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9067    0.4537   -1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5977   -1.0263   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9390    1.7739   -0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974    0.5786    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893   -0.9107    0.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0990    0.3353   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3180   -3.9106    1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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
  1 22  1  0
  2 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  6
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  1
 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   0.931   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.668   0.163   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.668  -1.380   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       0.002   0.931   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.335   0.163   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.670   0.931   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       4.005   0.163   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0       0.002  -2.150   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.335  -1.380   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.670  -2.150   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -5.335   0.931   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.000   0.163   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.665   0.931   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.330   0.163   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.330  -1.380   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.338   0.931   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.670   0.163   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.003   0.931   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -5.335   2.471   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2                                                            
CONECT    4   14    5                                                       
CONECT    5    6    9    4                                                  
CONECT    6    5    7                                                       
CONECT    7    6   16                                                       
CONECT    8    9                                                            
CONECT    9    5    8   10                                                  
CONECT   10    9                                                            
CONECT   11    2   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    4   13   15                                                  
CONECT   15   14                                                            
CONECT   16    7   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   11                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0040557
HETATM    1  C1  UNL     1       5.728   2.697   0.204  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.500   1.867   0.365  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.506   0.874   1.246  1.00  0.00           C  
HETATM    4  S1  UNL     1       3.039  -0.123   1.443  1.00  0.00           S  
HETATM    5  C4  UNL     1       2.587  -0.789  -0.167  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.343  -1.653  -0.087  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.207  -0.912   0.398  1.00  0.00           N  
HETATM    8  C6  UNL     1      -0.931  -0.757  -0.389  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.966  -1.276  -1.549  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.143  -0.014   0.026  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.213  -0.010  -1.022  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.380   0.793  -0.432  1.00  0.00           C  
HETATM   13  N2  UNL     1      -4.788   0.114   0.761  1.00  0.00           N  
HETATM   14  C10 UNL     1      -5.453   0.982  -1.407  1.00  0.00           C  
HETATM   15  O2  UNL     1      -5.214   1.563  -2.486  1.00  0.00           O  
HETATM   16  O3  UNL     1      -6.713   0.527  -1.143  1.00  0.00           O  
HETATM   17  C11 UNL     1       1.640  -2.745   0.861  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.933  -2.884   1.881  1.00  0.00           O  
HETATM   19  O5  UNL     1       2.687  -3.624   0.648  1.00  0.00           O  
HETATM   20  H1  UNL     1       5.594   3.662   0.735  1.00  0.00           H  
HETATM   21  H2  UNL     1       6.622   2.184   0.612  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.894   2.894  -0.894  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.624   2.078  -0.229  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.410   0.705   1.815  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.412  -1.442  -0.521  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.480   0.016  -0.932  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.143  -2.037  -1.118  1.00  0.00           H  
HETATM   28  H9  UNL     1       0.250  -0.495   1.346  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.554  -0.519   0.923  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.933   1.030   0.304  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.907   0.454  -1.972  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.598  -1.026  -1.242  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.939   1.774  -0.148  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.497   0.579   1.637  1.00  0.00           H  
HETATM   35  H16 UNL     1      -4.589  -0.911   0.745  1.00  0.00           H  
HETATM   36  H17 UNL     1      -7.099   0.335  -0.234  1.00  0.00           H  
HETATM   37  H18 UNL     1       3.318  -3.911   1.390  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3   23
CONECT    3    4   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

HMDB0040557
     RDKit          3D
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine
 37 36  0  0  0  0  0  0  0  0999 V2000
    5.7284    2.6974    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996    1.8668    0.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5059    0.8737    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0386   -0.1230    1.4430 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -0.7891   -0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3431   -1.6528   -0.0873 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2071   -0.9121    0.3980 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9312   -0.7569   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9656   -1.2759   -1.5487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -0.0140    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129   -0.0102   -1.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3802    0.7930   -0.4321 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7876    0.1136    0.7607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    0.9817   -1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2136    1.5630   -2.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7132    0.5267   -1.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401   -2.7448    0.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9333   -2.8842    1.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873   -3.6238    0.6485 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5941    3.6621    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6223    2.1837    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8935    2.8943   -0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6239    2.0777   -0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098    0.7048    1.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118   -1.4422   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.0160   -0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1430   -2.0368   -1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2501   -0.4946    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544   -0.5186    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9328    1.0304    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9067    0.4537   -1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5977   -1.0263   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9390    1.7739   -0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974    0.5786    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893   -0.9107    0.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0990    0.3353   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3180   -3.9106    1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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
  1 22  1  0
  2 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  6
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  1
 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-trans-(1-propenyl)cysteine	Generator
N-Γ-glutamyl-S-trans-(1-propenyl)cysteine	Generator
(2S)-2-Amino-4-{[(1R)-1-carboxy-2-[(1E)-prop-1-en-1-ylsulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoate	Generator
(2S)-2-Amino-4-{[(1R)-1-carboxy-2-[(1E)-prop-1-en-1-ylsulphanyl]ethyl]-C-hydroxycarbonimidoyl}butanoate	Generator
(2S)-2-Amino-4-{[(1R)-1-carboxy-2-[(1E)-prop-1-en-1-ylsulphanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid	Generator

Chemical Formula

C₁₁H₁₈N₂O₅S

Average Molecular Weight

290.336

Monoisotopic Molecular Weight

290.093642386

IUPAC Name

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

Traditional Name

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

CAS Registry Number

134677-41-1

SMILES

C\C=C\SC[C@H](NC(=O)CC[C@H](N)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/h2,5,7-8H,3-4,6,12H2,1H3,(H,13,14)(H,15,16)(H,17,18)/b5-2+/t7-,8-/m0/s1

InChI Key

MUFSTXJBHAEIBT-ZASJQLQOSA-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
N-acyl-l-alpha-amino acid
Cysteine or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
N-acyl-amine
Fatty acyl
Dicarboxylic acid or derivatives
Fatty amide
Thioenolether
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Sulfenyl compound
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Organosulfur compound
Primary amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Chives (FooDB: FOOD00009)

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	0.9 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-2.9	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	1.8	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	9	ChemAxon
Refractivity	70.57 m³·mol⁻¹	ChemAxon
Polarizability	27.99 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]+	168.922	31661259
DarkChem	[M-H]-	161.562	31661259
DeepCCS	[M+H]+	166.041	30932474
DeepCCS	[M-H]-	163.683	30932474
DeepCCS	[M-2H]-	196.569	30932474
DeepCCS	[M+Na]+	172.134	30932474
AllCCS	[M+H]+	165.5	32859911
AllCCS	[M+H-H2O]+	162.6	32859911
AllCCS	[M+NH4]+	168.1	32859911
AllCCS	[M+Na]+	168.8	32859911
AllCCS	[M-H]-	164.0	32859911
AllCCS	[M+Na-2H]-	164.7	32859911
AllCCS	[M+HCOO]-	165.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine	C\C=C\SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	3757.2	Standard polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine	C\C=C\SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	2263.1	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine	C\C=C\SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	2704.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,1TMS,isomer #1	C/C=C/SC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O	2470.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,1TMS,isomer #2	C/C=C/SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C	2447.6	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,1TMS,isomer #3	C/C=C/SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O	2546.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,1TMS,isomer #4	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	2472.2	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TMS,isomer #1	C/C=C/SC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2424.7	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TMS,isomer #2	C/C=C/SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2535.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TMS,isomer #3	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2442.3	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TMS,isomer #4	C/C=C/SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	2531.8	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TMS,isomer #5	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	2445.0	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TMS,isomer #6	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2531.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TMS,isomer #7	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2657.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #1	C/C=C/SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2496.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #1	C/C=C/SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2455.7	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #2	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2400.2	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #2	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2436.3	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #3	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2480.2	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #3	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2506.3	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #4	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2627.8	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #4	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2527.8	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #5	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2490.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #5	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2484.9	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #6	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2634.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #6	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2545.0	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #7	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2581.6	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TMS,isomer #7	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2613.6	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TMS,isomer #1	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2439.5	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TMS,isomer #1	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2513.6	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TMS,isomer #2	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2616.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TMS,isomer #2	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2551.5	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TMS,isomer #3	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2606.0	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TMS,isomer #3	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2606.0	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TMS,isomer #4	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2600.6	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TMS,isomer #4	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2609.3	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,5TMS,isomer #1	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2610.2	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,5TMS,isomer #1	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2608.3	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,1TBDMS,isomer #1	C/C=C/SC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2717.0	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,1TBDMS,isomer #2	C/C=C/SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2695.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,1TBDMS,isomer #3	C/C=C/SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2771.7	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,1TBDMS,isomer #4	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	2711.2	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TBDMS,isomer #1	C/C=C/SC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2876.0	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TBDMS,isomer #2	C/C=C/SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2956.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TBDMS,isomer #3	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2895.3	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TBDMS,isomer #4	C/C=C/SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2955.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TBDMS,isomer #5	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	2902.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TBDMS,isomer #6	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2952.5	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,2TBDMS,isomer #7	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3088.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #1	C/C=C/SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3137.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #1	C/C=C/SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3016.5	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #2	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3087.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #2	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3007.1	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #3	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@H](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	3154.0	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #3	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@H](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	3029.9	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #4	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3309.1	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #4	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3068.7	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #5	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3166.4	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #5	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3031.7	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #6	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3301.5	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #6	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3072.4	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #7	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@@H](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	3279.0	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,3TBDMS,isomer #7	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@@H](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	3097.3	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TBDMS,isomer #1	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](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	3325.9	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TBDMS,isomer #1	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](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	3193.6	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TBDMS,isomer #2	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3511.4	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TBDMS,isomer #2	C/C=C/SC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3228.0	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TBDMS,isomer #3	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3510.5	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TBDMS,isomer #3	C/C=C/SC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3254.6	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TBDMS,isomer #4	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@@H](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	3507.3	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,4TBDMS,isomer #4	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@@H](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	3258.5	Standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,5TBDMS,isomer #1	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3716.5	Semi standard non polar	33892256
N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine,5TBDMS,isomer #1	C/C=C/SC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3416.2	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-trans-(1-propenyl)cysteine GC-MS (Non-derivatized) - 70eV, Positive	splash10-008a-9760000000-5958195d2eecda54fd8a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine GC-MS (2 TMS) - 70eV, Positive	splash10-00xr-9424100000-a1e94029c4d40c314e9f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 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-trans-(1-propenyl)cysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 10V, Positive-QTOF	splash10-03kd-2590000000-3426ff5fd4367f9644d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 20V, Positive-QTOF	splash10-03kc-9850000000-c837233dcbd9f633983d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 40V, Positive-QTOF	splash10-074l-9510000000-a8a526414771fc6ff47b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 10V, Negative-QTOF	splash10-0079-3190000000-6528655449767877d31b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 20V, Negative-QTOF	splash10-00di-9340000000-706de6b1659b403729b9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 40V, Negative-QTOF	splash10-00di-9500000000-79e1932260c34fb04d70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 10V, Negative-QTOF	splash10-0fk9-2190000000-c22b1b42bbc0ad7c36b6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 20V, Negative-QTOF	splash10-00di-9730000000-1b19a8fc3344b4425bb1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 40V, Negative-QTOF	splash10-00dl-9100000000-a6c8453a464e4ec05ed8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 10V, Positive-QTOF	splash10-006x-3390000000-6dbb345aa3a5652daca9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 20V, Positive-QTOF	splash10-00e9-6930000000-a77f117ea10c38430186	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine 40V, Positive-QTOF	splash10-00di-9200000000-ee4788c5a12158917f2a	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

FDB020333

KNApSAcK ID

Not Available

Chemspider ID

30777493

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

87289205

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

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-trans-(1-propenyl)cysteine (HMDB0040557)

MOL for HMDB0040557 (N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine)

3D MOL for HMDB0040557 (N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine)

3D SDF for HMDB0040557 (N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine)

3D-SDF for HMDB0040557 (N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine)

PDB for HMDB0040557 (N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine)

3D PDB for HMDB0040557 (N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine)

SMILES for HMDB0040557 (N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine)

INCHI for HMDB0040557 (N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine)

Structure for HMDB0040557 (N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine)

3D Structure for HMDB0040557 (N-gamma-Glutamyl-S-trans-(1-propenyl)cysteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra