MiMeDB: Showing metabocard for Selenodiglutathione (MMDBc0031635)

Plant

Animal

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:42:20 UTC

Update Date

2022-08-31 18:22:43 UTC

Metabolite ID

MMDBc0031635

Metabolite Identification

Common Name

Selenodiglutathione

Description

Selenodiglutathione is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Selenium compounds like selenite (SeO3(2-) may form a covalent adduct with glutathione (GSH) in the form of selenodiglutathione (GS-Se-SG), which is assumed to be important in the metabolism of selenium. GS-Se-SG to be a very efficient oxidant of reduced thioredoxin from E. coli [PMID:1569062 ]

Structure

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

 
  Mrv0541 07251213592D          
 
 41 40  0  0  1  0            999 V2000
   12.9252   -8.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6363   -8.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3474   -8.1567    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1003   -8.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8114   -8.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5643   -8.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2754   -8.1567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9865   -8.5750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.7395   -8.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4506   -8.5750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1617   -8.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9146   -8.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6257   -8.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6363   -9.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5643   -9.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3474   -7.3201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9865   -9.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7395   -7.3201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9146   -9.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2754   -9.8299    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.6937  -10.5409    0.0000 Se  0  0  0  0  0  0  0  0  0  0  0  0
   17.2754  -11.2520    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0284  -11.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0284  -12.5487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.7395  -12.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2754  -12.9670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4506  -12.5487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1617  -12.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8728  -12.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7395  -13.8036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5838  -12.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8728  -11.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5643  -12.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8533  -12.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5643  -11.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1422  -12.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4311  -12.9670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7200  -12.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4311  -13.8036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0089  -12.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7200  -11.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 14  2  0  0  0  0
  6 15  2  0  0  0  0
  3 16  1  0  0  0  0
  8 17  1  6  0  0  0
  9 18  2  0  0  0  0
 12 19  2  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 30  2  0  0  0  0
 29 31  1  0  0  0  0
 29 32  2  0  0  0  0
 26 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  2  0  0  0  0
 22 21  1  0  0  0  0
M  END

HMDB0304484
     RDKit          3D
selenodiglutathione
 73 72  0  0  0  0  0  0  0  0999 V2000
   -3.3864    0.9651   -2.8421 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6384    1.6298   -2.8021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2412    1.8588   -1.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5239    0.6152   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3017   -0.0981   -0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1826    0.4272   -0.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3932   -1.4278    0.1889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358   -2.0832    0.5450 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9973   -1.9731    2.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460   -2.7538    2.5492 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2259   -1.5003    1.6718 Se  0  0  0  0  0  2  0  0  0  0  0  0
   -0.4400    0.6411    1.7191 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7731    1.6504    2.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0371    1.7645    1.7849 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6129    0.4637    1.5706 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0938    0.0857    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653    0.9499   -0.6478 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6852   -1.2408    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3804   -1.5367   -1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5749   -0.6772   -1.3713 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3764    0.7281   -1.4273 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3249   -1.1402   -2.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6793   -0.2812   -3.4104 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003   -2.4850   -2.7512 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0481    2.6073    2.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726    2.1834    2.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6881    3.9398    2.8372 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221    4.7982    3.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0556    6.1346    3.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9057    6.3978    3.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7902    7.1033    4.4296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -3.5218    0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861   -4.0006   -0.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1814   -4.4503    0.2861 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4051   -5.8526   -0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9149   -6.0705   -1.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1209   -5.1410   -2.1877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -7.3825   -1.8197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305    2.9773   -3.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5577    3.6712   -3.5472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3216    3.3754   -3.9506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5540    1.6120   -2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2680    0.3770   -3.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3529    0.9933   -3.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1521    2.5095   -1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4939    2.4425   -0.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1075    0.8754    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2074   -0.0648   -1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2686   -1.9314    0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845   -1.5632    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8342   -2.5210    2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9786   -0.8977    2.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0481    1.1207    3.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671    2.6600    2.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9033    2.2915    0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6816   -0.2041    2.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4395   -1.3611    0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8847   -2.0144    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6819   -1.4993   -2.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7463   -2.5990   -1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554   -0.8722   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0192    1.1268   -2.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6900    1.2182   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0632   -3.0008   -2.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    4.3227    2.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5004    4.9087    2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841    4.3008    4.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7489    6.9248    4.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2070   -4.1283    0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1536   -6.2791    0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -6.4255    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831   -8.0023   -1.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9462    4.3291   -3.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 14 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
  8 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
  2 39  1  0
 39 40  2  0
 39 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  6
  3 45  1  0
  3 46  1  0
  4 47  1  0
  4 48  1  0
  7 49  1  0
  8 50  1  6
  9 51  1  0
  9 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  6
 15 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  1
 21 62  1  0
 21 63  1  0
 24 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 31 68  1  0
 34 69  1  0
 35 70  1  0
 35 71  1  0
 38 72  1  0
 41 73  1  0
M  END

 
  Mrv0541 07251213592D          
 
 41 40  0  0  1  0            999 V2000
   12.9252   -8.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6363   -8.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3474   -8.1567    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1003   -8.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8114   -8.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5643   -8.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2754   -8.1567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9865   -8.5750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.7395   -8.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4506   -8.5750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1617   -8.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9146   -8.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6257   -8.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6363   -9.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5643   -9.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3474   -7.3201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9865   -9.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7395   -7.3201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9146   -9.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2754   -9.8299    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.6937  -10.5409    0.0000 Se  0  0  0  0  0  0  0  0  0  0  0  0
   17.2754  -11.2520    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0284  -11.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0284  -12.5487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.7395  -12.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2754  -12.9670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4506  -12.5487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1617  -12.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8728  -12.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7395  -13.8036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5838  -12.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8728  -11.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5643  -12.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8533  -12.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5643  -11.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1422  -12.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4311  -12.9670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7200  -12.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4311  -13.8036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0089  -12.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7200  -11.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 14  2  0  0  0  0
  6 15  2  0  0  0  0
  3 16  1  0  0  0  0
  8 17  1  6  0  0  0
  9 18  2  0  0  0  0
 12 19  2  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 30  2  0  0  0  0
 29 31  1  0  0  0  0
 29 32  2  0  0  0  0
 26 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  2  0  0  0  0
 22 21  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031635

> <DATABASE_NAME>
MIME

> <SMILES>
N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C(=O)NCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32N6O12S2Se/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-41-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1

> <INCHI_KEY>
GJEZZQVPWMCGSB-BJDJZHNGSA-N

> <FORMULA>
C20H32N6O12S2Se

> <MOLECULAR_WEIGHT>
691.59

> <EXACT_MASS>
692.068483726

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
59.37507414290559

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1R)-2-[({[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}selanyl)sulfanyl]-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-3.47

> <JCHEM_LOGP>
-10.929951401130888

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.5314635460915405

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9446722200258204

> <JCHEM_PKA_STRONGEST_BASIC>
9.613010299146696

> <JCHEM_POLAR_SURFACE_AREA>
317.64

> <JCHEM_REFRACTIVITY>
149.76930000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-{[(1R)-2-[({[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-(carboxymethylcarbamoyl)ethyl]sulfanyl}selanyl)sulfanyl]-1-(carboxymethylcarbamoyl)ethyl]carbamoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304484
     RDKit          3D
selenodiglutathione
 73 72  0  0  0  0  0  0  0  0999 V2000
   -3.3864    0.9651   -2.8421 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6384    1.6298   -2.8021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2412    1.8588   -1.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5239    0.6152   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3017   -0.0981   -0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1826    0.4272   -0.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3932   -1.4278    0.1889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358   -2.0832    0.5450 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9973   -1.9731    2.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460   -2.7538    2.5492 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2259   -1.5003    1.6718 Se  0  0  0  0  0  2  0  0  0  0  0  0
   -0.4400    0.6411    1.7191 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7731    1.6504    2.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0371    1.7645    1.7849 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6129    0.4637    1.5706 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0938    0.0857    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653    0.9499   -0.6478 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6852   -1.2408    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3804   -1.5367   -1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5749   -0.6772   -1.3713 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3764    0.7281   -1.4273 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3249   -1.1402   -2.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6793   -0.2812   -3.4104 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003   -2.4850   -2.7512 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0481    2.6073    2.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726    2.1834    2.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6881    3.9398    2.8372 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221    4.7982    3.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0556    6.1346    3.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9057    6.3978    3.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7902    7.1033    4.4296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -3.5218    0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861   -4.0006   -0.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1814   -4.4503    0.2861 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4051   -5.8526   -0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9149   -6.0705   -1.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1209   -5.1410   -2.1877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -7.3825   -1.8197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305    2.9773   -3.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5577    3.6712   -3.5472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3216    3.3754   -3.9506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5540    1.6120   -2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2680    0.3770   -3.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3529    0.9933   -3.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1521    2.5095   -1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4939    2.4425   -0.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1075    0.8754    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2074   -0.0648   -1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2686   -1.9314    0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845   -1.5632    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8342   -2.5210    2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9786   -0.8977    2.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0481    1.1207    3.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671    2.6600    2.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9033    2.2915    0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6816   -0.2041    2.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4395   -1.3611    0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8847   -2.0144    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6819   -1.4993   -2.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7463   -2.5990   -1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554   -0.8722   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0192    1.1268   -2.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6900    1.2182   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0632   -3.0008   -2.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    4.3227    2.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5004    4.9087    2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841    4.3008    4.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7489    6.9248    4.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2070   -4.1283    0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1536   -6.2791    0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -6.4255    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831   -8.0023   -1.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9462    4.3291   -3.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 14 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
  8 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
  2 39  1  0
 39 40  2  0
 39 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  6
  3 45  1  0
  3 46  1  0
  4 47  1  0
  4 48  1  0
  7 49  1  0
  8 50  1  6
  9 51  1  0
  9 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  6
 15 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  1
 21 62  1  0
 21 63  1  0
 24 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 31 68  1  0
 34 69  1  0
 35 70  1  0
 35 71  1  0
 38 72  1  0
 41 73  1  0
M  END

HEADER    PROTEIN                                 25-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JUL-12         0                                  
HETATM    1  O   UNK     0      24.127 -15.226   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      25.454 -16.007   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.782 -15.226   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.187 -16.007   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.515 -15.226   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.920 -16.007   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      32.247 -15.226   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      33.575 -16.007   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.980 -15.226   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      36.308 -16.007   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      37.635 -15.226   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.041 -16.007   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      40.368 -15.226   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      25.454 -17.568   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      30.920 -17.568   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      26.782 -13.664   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      33.575 -17.568   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      34.980 -13.664   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      39.041 -17.568   0.000  0.00  0.00           O+0
HETATM   20  S   UNK     0      32.247 -18.349   0.000  0.00  0.00           S+0
HETATM   21 Se   UNK     0      33.028 -19.676   0.000  0.00  0.00          Se+0
HETATM   22  S   UNK     0      32.247 -21.004   0.000  0.00  0.00           S+0
HETATM   23  C   UNK     0      33.653 -21.863   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      33.653 -23.424   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      34.980 -24.127   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      32.247 -24.205   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      36.308 -23.424   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      37.635 -24.127   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      38.962 -23.424   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      34.980 -25.767   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      40.290 -24.127   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      38.962 -21.785   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      30.920 -23.424   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      29.593 -24.205   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      30.920 -21.785   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      28.265 -23.424   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      26.938 -24.205   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      25.611 -23.424   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0      26.938 -25.767   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0      24.283 -24.127   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      25.611 -21.785   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12                                                            
CONECT   14    2                                                            
CONECT   15    6                                                            
CONECT   16    3                                                            
CONECT   17    8   20                                                       
CONECT   18    9                                                            
CONECT   19   12                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   23   21                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24   27   30                                                  
CONECT   26   24   33                                                       
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   31   32                                                  
CONECT   30   25                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33   26   34   35                                                  
CONECT   34   33   36                                                       
CONECT   35   33                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37   40   41                                                  
CONECT   39   37                                                            
CONECT   40   38                                                            
CONECT   41   38                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   80    0
END

COMPND    HMDB0304484
HETATM    1  N1  UNL     1      -3.386   0.965  -2.842  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.638   1.630  -2.802  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.241   1.859  -1.478  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.524   0.615  -0.715  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.302  -0.098  -0.337  1.00  0.00           C  
HETATM    6  O1  UNL     1      -3.183   0.427  -0.462  1.00  0.00           O  
HETATM    7  N2  UNL     1      -4.393  -1.428   0.189  1.00  0.00           N  
HETATM    8  C5  UNL     1      -3.136  -2.083   0.545  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.997  -1.973   2.089  1.00  0.00           C  
HETATM   10  S1  UNL     1      -1.446  -2.754   2.549  1.00  0.00           S  
HETATM   11 SE1  UNL     1       0.226  -1.500   1.672  1.00  0.00          SE  
HETATM   12  S2  UNL     1      -0.440   0.641   1.719  1.00  0.00           S  
HETATM   13  C7  UNL     1       0.773   1.650   2.579  1.00  0.00           C  
HETATM   14  C8  UNL     1       2.037   1.764   1.785  1.00  0.00           C  
HETATM   15  N3  UNL     1       2.613   0.464   1.571  1.00  0.00           N  
HETATM   16  C9  UNL     1       3.094   0.086   0.266  1.00  0.00           C  
HETATM   17  O2  UNL     1       2.965   0.950  -0.648  1.00  0.00           O  
HETATM   18  C10 UNL     1       3.685  -1.241   0.106  1.00  0.00           C  
HETATM   19  C11 UNL     1       4.380  -1.537  -1.166  1.00  0.00           C  
HETATM   20  C12 UNL     1       5.575  -0.677  -1.371  1.00  0.00           C  
HETATM   21  N4  UNL     1       5.376   0.728  -1.427  1.00  0.00           N  
HETATM   22  C13 UNL     1       6.325  -1.140  -2.583  1.00  0.00           C  
HETATM   23  O3  UNL     1       6.679  -0.281  -3.410  1.00  0.00           O  
HETATM   24  O4  UNL     1       6.600  -2.485  -2.751  1.00  0.00           O  
HETATM   25  C14 UNL     1       3.048   2.607   2.523  1.00  0.00           C  
HETATM   26  O5  UNL     1       4.173   2.183   2.864  1.00  0.00           O  
HETATM   27  N5  UNL     1       2.688   3.940   2.837  1.00  0.00           N  
HETATM   28  C15 UNL     1       3.622   4.798   3.548  1.00  0.00           C  
HETATM   29  C16 UNL     1       3.056   6.135   3.775  1.00  0.00           C  
HETATM   30  O6  UNL     1       1.906   6.398   3.375  1.00  0.00           O  
HETATM   31  O7  UNL     1       3.790   7.103   4.430  1.00  0.00           O  
HETATM   32  C17 UNL     1      -3.242  -3.522   0.234  1.00  0.00           C  
HETATM   33  O8  UNL     1      -4.386  -4.001  -0.121  1.00  0.00           O  
HETATM   34  N6  UNL     1      -2.181  -4.450   0.286  1.00  0.00           N  
HETATM   35  C18 UNL     1      -2.405  -5.853  -0.024  1.00  0.00           C  
HETATM   36  C19 UNL     1      -2.915  -6.071  -1.393  1.00  0.00           C  
HETATM   37  O9  UNL     1      -3.121  -5.141  -2.188  1.00  0.00           O  
HETATM   38  O10 UNL     1      -3.178  -7.382  -1.820  1.00  0.00           O  
HETATM   39  C20 UNL     1      -4.530   2.977  -3.469  1.00  0.00           C  
HETATM   40  O11 UNL     1      -5.558   3.671  -3.547  1.00  0.00           O  
HETATM   41  O12 UNL     1      -3.322   3.375  -3.951  1.00  0.00           O  
HETATM   42  H1  UNL     1      -2.554   1.612  -2.837  1.00  0.00           H  
HETATM   43  H2  UNL     1      -3.268   0.377  -3.709  1.00  0.00           H  
HETATM   44  H3  UNL     1      -5.353   0.993  -3.434  1.00  0.00           H  
HETATM   45  H4  UNL     1      -6.152   2.510  -1.514  1.00  0.00           H  
HETATM   46  H5  UNL     1      -4.494   2.443  -0.842  1.00  0.00           H  
HETATM   47  H6  UNL     1      -6.108   0.875   0.233  1.00  0.00           H  
HETATM   48  H7  UNL     1      -6.207  -0.065  -1.319  1.00  0.00           H  
HETATM   49  H8  UNL     1      -5.269  -1.931   0.322  1.00  0.00           H  
HETATM   50  H9  UNL     1      -2.284  -1.563   0.149  1.00  0.00           H  
HETATM   51  H10 UNL     1      -3.834  -2.521   2.567  1.00  0.00           H  
HETATM   52  H11 UNL     1      -2.979  -0.898   2.360  1.00  0.00           H  
HETATM   53  H12 UNL     1       1.048   1.121   3.535  1.00  0.00           H  
HETATM   54  H13 UNL     1       0.367   2.660   2.845  1.00  0.00           H  
HETATM   55  H14 UNL     1       1.903   2.291   0.805  1.00  0.00           H  
HETATM   56  H15 UNL     1       2.682  -0.204   2.358  1.00  0.00           H  
HETATM   57  H16 UNL     1       4.440  -1.361   0.930  1.00  0.00           H  
HETATM   58  H17 UNL     1       2.885  -2.014   0.315  1.00  0.00           H  
HETATM   59  H18 UNL     1       3.682  -1.499  -2.040  1.00  0.00           H  
HETATM   60  H19 UNL     1       4.746  -2.599  -1.124  1.00  0.00           H  
HETATM   61  H20 UNL     1       6.255  -0.872  -0.496  1.00  0.00           H  
HETATM   62  H21 UNL     1       6.019   1.127  -2.175  1.00  0.00           H  
HETATM   63  H22 UNL     1       5.690   1.218  -0.533  1.00  0.00           H  
HETATM   64  H23 UNL     1       7.063  -3.001  -2.013  1.00  0.00           H  
HETATM   65  H24 UNL     1       1.754   4.323   2.566  1.00  0.00           H  
HETATM   66  H25 UNL     1       4.500   4.909   2.883  1.00  0.00           H  
HETATM   67  H26 UNL     1       3.984   4.301   4.470  1.00  0.00           H  
HETATM   68  H27 UNL     1       4.749   6.925   4.695  1.00  0.00           H  
HETATM   69  H28 UNL     1      -1.207  -4.128   0.537  1.00  0.00           H  
HETATM   70  H29 UNL     1      -3.154  -6.279   0.687  1.00  0.00           H  
HETATM   71  H30 UNL     1      -1.463  -6.425   0.119  1.00  0.00           H  
HETATM   72  H31 UNL     1      -3.583  -8.002  -1.130  1.00  0.00           H  
HETATM   73  H32 UNL     1      -2.946   4.329  -3.889  1.00  0.00           H  
CONECT    1    2   42   43
CONECT    2    3   39   44
CONECT    3    4   45   46
CONECT    4    5   47   48
CONECT    5    6    6    7
CONECT    7    8   49
CONECT    8    9   32   50
CONECT    9   10   51   52
CONECT   10   11
CONECT   11   12
CONECT   12   13
CONECT   13   14   53   54
CONECT   14   15   25   55
CONECT   15   16   56
CONECT   16   17   17   18
CONECT   18   19   57   58
CONECT   19   20   59   60
CONECT   20   21   22   61
CONECT   21   62   63
CONECT   22   23   23   24
CONECT   24   64
CONECT   25   26   26   27
CONECT   27   28   65
CONECT   28   29   66   67
CONECT   29   30   30   31
CONECT   31   68
CONECT   32   33   33   34
CONECT   34   35   69
CONECT   35   36   70   71
CONECT   36   37   37   38
CONECT   38   72
CONECT   39   40   40   41
CONECT   41   73
END

HMDB0304484
     RDKit          3D
selenodiglutathione
 73 72  0  0  0  0  0  0  0  0999 V2000
   -3.3864    0.9651   -2.8421 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6384    1.6298   -2.8021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2412    1.8588   -1.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5239    0.6152   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3017   -0.0981   -0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1826    0.4272   -0.4617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3932   -1.4278    0.1889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358   -2.0832    0.5450 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9973   -1.9731    2.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460   -2.7538    2.5492 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2259   -1.5003    1.6718 Se  0  0  0  0  0  2  0  0  0  0  0  0
   -0.4400    0.6411    1.7191 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7731    1.6504    2.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0371    1.7645    1.7849 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6129    0.4637    1.5706 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0938    0.0857    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653    0.9499   -0.6478 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6852   -1.2408    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3804   -1.5367   -1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5749   -0.6772   -1.3713 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3764    0.7281   -1.4273 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3249   -1.1402   -2.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6793   -0.2812   -3.4104 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003   -2.4850   -2.7512 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0481    2.6073    2.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726    2.1834    2.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6881    3.9398    2.8372 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221    4.7982    3.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0556    6.1346    3.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9057    6.3978    3.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7902    7.1033    4.4296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -3.5218    0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861   -4.0006   -0.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1814   -4.4503    0.2861 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4051   -5.8526   -0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9149   -6.0705   -1.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1209   -5.1410   -2.1877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -7.3825   -1.8197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305    2.9773   -3.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5577    3.6712   -3.5472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3216    3.3754   -3.9506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5540    1.6120   -2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2680    0.3770   -3.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3529    0.9933   -3.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1521    2.5095   -1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4939    2.4425   -0.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1075    0.8754    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2074   -0.0648   -1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2686   -1.9314    0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845   -1.5632    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8342   -2.5210    2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9786   -0.8977    2.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0481    1.1207    3.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671    2.6600    2.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9033    2.2915    0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6816   -0.2041    2.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4395   -1.3611    0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8847   -2.0144    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6819   -1.4993   -2.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7463   -2.5990   -1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554   -0.8722   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0192    1.1268   -2.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6900    1.2182   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0632   -3.0008   -2.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    4.3227    2.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5004    4.9087    2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841    4.3008    4.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7489    6.9248    4.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2070   -4.1283    0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1536   -6.2791    0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -6.4255    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831   -8.0023   -1.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9462    4.3291   -3.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 14 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
  8 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
  2 39  1  0
 39 40  2  0
 39 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  6
  3 45  1  0
  3 46  1  0
  4 47  1  0
  4 48  1  0
  7 49  1  0
  8 50  1  6
  9 51  1  0
  9 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  6
 15 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  1
 21 62  1  0
 21 63  1  0
 24 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 31 68  1  0
 34 69  1  0
 35 70  1  0
 35 71  1  0
 38 72  1  0
 41 73  1  0
M  END

Synonyms

Value	Source
GS-Se-SG	ChEBI
GSSeSG	ChEBI
N,N'-((selenodithio)bis(1-((carboxymethyl)carbamoyl)ethylene))di-L-glutamine	ChEBI
N,N'-[(selenodithio)bis{1-[(carboxymethyl)carbamoyl]ethylene}]di-L-glutamine	ChEBI

Molecular Formula

C₂₀H₃₂N₆O₁₂S₂Se

Average Mass

691.59

Monoisotopic Mass

692.068483726

IUPAC Name

(2S)-2-amino-4-{[(1R)-2-[({[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}selanyl)sulfanyl]-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1R)-2-[({[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-(carboxymethylcarbamoyl)ethyl]sulfanyl}selanyl)sulfanyl]-1-(carboxymethylcarbamoyl)ethyl]carbamoyl}butanoic acid

CAS Registry Number

33944-90-0

SMILES

N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C(=O)NCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C20H32N6O12S2Se/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-41-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1

InChI Key

GJEZZQVPWMCGSB-BJDJZHNGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

glutathione derivative (CHEBI:26634 )
thioselenide (CHEBI:26634 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.23 g/L	ALOGPS
logP	-3.5	ALOGPS
logP	-11	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	0.94	ChemAxon
pKa (Strongest Basic)	9.61	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	317.64 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	149.77 m³·mol⁻¹	ChemAxon
Polarizability	59.38 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0007-0101019000-9857207f378f121fb280	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004l-2312397000-efd9097b56e99aef6aa4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9200372000-2d3b186ee1356ec79b1c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0112129000-152b32625eb60b0b830f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00fs-1123219000-bf46b86caf565603a9f5	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9020213000-e23d94231501a0008492	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0000009000-4b98da6640c686ea20ab	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-2242019000-ed4b235f6c177fad9465	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udj-2903013000-72586ad9d81689161ce4	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000009000-e2a2768af9acb19ae899	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02di-0000389000-adadf678a410bf6fe817	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053r-9300032000-02628f78f1b468460e32	2021-10-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (retained)	2025-10-23	757.1
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	534.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	100.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	311.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	335.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	211.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	477.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	1238.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	470.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	162.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	780.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	175.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	52.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	666.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	685.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	65.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	338.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	840.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	628.3

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Selenodiglutathione_TMS_1	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O	standard non polar	2025-10-24	2705.05
Gas Chromatography	Selenodiglutathione_TMS_2	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O	standard non polar	2025-10-24	1036.4
Gas Chromatography	Selenodiglutathione_TMS_3	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O	standard non polar	2025-10-24	797.5
Gas Chromatography	Selenodiglutathione_TMS_4	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O	standard non polar	2025-10-24	1976.13
Gas Chromatography	Selenodiglutathione_TMS_5	C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O	standard non polar	2025-10-24	1638.64
Gas Chromatography	Selenodiglutathione_TMS_6	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)NCC(=O)O)C(=O)NCC(=O)O	standard non polar	2025-10-24	553.778
Gas Chromatography	Selenodiglutathione_TMS_7	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O	standard non polar	2025-10-24	2601.01
Gas Chromatography	Selenodiglutathione_TMS_8	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2564.8
Gas Chromatography	Selenodiglutathione_TMS_9	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	3110.02
Gas Chromatography	Selenodiglutathione_TMS_10	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O	standard non polar	2025-10-24	1986.53
Gas Chromatography	Selenodiglutathione_TMS_11	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	2135.12
Gas Chromatography	Selenodiglutathione_TMS_12	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Se]SC[C@@H](C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)C(=O)NCC(=O)O	standard non polar	2025-10-24	2282.95
Gas Chromatography	Selenodiglutathione_TMS_13	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C)C(=O)NCC(=O)O	standard non polar	2025-10-24	556.774
Gas Chromatography	Selenodiglutathione_TMS_14	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	1556.81
Gas Chromatography	Selenodiglutathione_TMS_15	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard non polar	2025-10-24	2461.0
Gas Chromatography	Selenodiglutathione_TMS_16	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O[Si](C)(C)C)C(=O)NCC(=O)O)C(=O)O	standard non polar	2025-10-24	1650.51
Gas Chromatography	Selenodiglutathione_TMS_17	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	1641.95
Gas Chromatography	Selenodiglutathione_TMS_18	C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	1802.63
Gas Chromatography	Selenodiglutathione_TMS_19	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@@H](C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard non polar	2025-10-24	3828.82
Gas Chromatography	Selenodiglutathione_TMS_20	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard non polar	2025-10-24	1673.54
Gas Chromatography	Selenodiglutathione_TMS_21	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	1371.51
Gas Chromatography	Selenodiglutathione_TMS_22	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O	standard non polar	2025-10-24	1942.22
Gas Chromatography	Selenodiglutathione_TMS_23	C[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	2221.37
Gas Chromatography	Selenodiglutathione_TMS_24	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	3133.09
Gas Chromatography	Selenodiglutathione_TMS_25	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@@H](C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)C(=O)NCC(=O)O)C(=O)O	standard non polar	2025-10-24	1084.87
Gas Chromatography	Selenodiglutathione_TMS_26	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C)C(=O)NCC(=O)O)C(=O)O	standard non polar	2025-10-24	82.7281
Gas Chromatography	Selenodiglutathione_TMS_27	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	2531.17
Gas Chromatography	Selenodiglutathione_TMS_28	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CS[Se]SC[C@@H](C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)C(=O)NCC(=O)O	standard non polar	2025-10-24	2711.4
Gas Chromatography	Selenodiglutathione_TMS_29	C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS[Se]SC[C@@H](C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard non polar	2025-10-24	2315.27
Gas Chromatography	Selenodiglutathione_TMS_30	C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	1429.66
Gas Chromatography	Selenodiglutathione_TMS_31	C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard non polar	2025-10-24	2144.41
Gas Chromatography	Selenodiglutathione_TMS_1	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O	standard polar	2025-10-24	2097.43
Gas Chromatography	Selenodiglutathione_TMS_2	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O	standard polar	2025-10-24	1714.2
Gas Chromatography	Selenodiglutathione_TMS_3	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O	standard polar	2025-10-24	3136.19
Gas Chromatography	Selenodiglutathione_TMS_4	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O	standard polar	2025-10-24	2415.43
Gas Chromatography	Selenodiglutathione_TMS_5	C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O	standard polar	2025-10-24	1476.69
Gas Chromatography	Selenodiglutathione_TMS_6	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)NCC(=O)O)C(=O)NCC(=O)O	standard polar	2025-10-24	1934.48
Gas Chromatography	Selenodiglutathione_TMS_7	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O	standard polar	2025-10-24	3374.54
Gas Chromatography	Selenodiglutathione_TMS_8	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2666.95
Gas Chromatography	Selenodiglutathione_TMS_9	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1849.33
Gas Chromatography	Selenodiglutathione_TMS_10	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O	standard polar	2025-10-24	4197.01
Gas Chromatography	Selenodiglutathione_TMS_11	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2611.3
Gas Chromatography	Selenodiglutathione_TMS_12	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Se]SC[C@@H](C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)C(=O)NCC(=O)O	standard polar	2025-10-24	2023.1
Gas Chromatography	Selenodiglutathione_TMS_13	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C)C(=O)NCC(=O)O	standard polar	2025-10-24	871.599
Gas Chromatography	Selenodiglutathione_TMS_14	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2881.61
Gas Chromatography	Selenodiglutathione_TMS_15	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard polar	2025-10-24	2678.18
Gas Chromatography	Selenodiglutathione_TMS_16	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O[Si](C)(C)C)C(=O)NCC(=O)O)C(=O)O	standard polar	2025-10-24	1499.37
Gas Chromatography	Selenodiglutathione_TMS_17	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	3531.87
Gas Chromatography	Selenodiglutathione_TMS_18	C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	1517.61
Gas Chromatography	Selenodiglutathione_TMS_19	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@@H](C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard polar	2025-10-24	3282.96
Gas Chromatography	Selenodiglutathione_TMS_20	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard polar	2025-10-24	687.065
Gas Chromatography	Selenodiglutathione_TMS_21	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2178.63
Gas Chromatography	Selenodiglutathione_TMS_22	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O	standard polar	2025-10-24	1114.97
Gas Chromatography	Selenodiglutathione_TMS_23	C[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2103.0
Gas Chromatography	Selenodiglutathione_TMS_24	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	2086.36
Gas Chromatography	Selenodiglutathione_TMS_25	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@@H](C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)C(=O)NCC(=O)O)C(=O)O	standard polar	2025-10-24	2073.24
Gas Chromatography	Selenodiglutathione_TMS_26	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C)C(=O)NCC(=O)O)C(=O)O	standard polar	2025-10-24	1382.73
Gas Chromatography	Selenodiglutathione_TMS_27	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	190.581
Gas Chromatography	Selenodiglutathione_TMS_28	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CS[Se]SC[C@@H](C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)C(=O)NCC(=O)O	standard polar	2025-10-24	1293.77
Gas Chromatography	Selenodiglutathione_TMS_29	C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS[Se]SC[C@@H](C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard polar	2025-10-24	1966.35
Gas Chromatography	Selenodiglutathione_TMS_30	C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	3473.87
Gas Chromatography	Selenodiglutathione_TMS_31	C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS[Se]SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard polar	2025-10-24	1926.66

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
Selenium Metabolism		Escherichia coli Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Escherichia coli CFT073 Dorea formicigenerans ATCC 27755 Campylobacter showae Shigella flexneri Shigella sonnei Acidothermus cellulolyticus Citrobacter youngae Escherichia albertii Geobacter bemidjiensis Dorea formicigenerans Klebsiella variicola Citrobacter koseri ATCC BAA-895 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia coli ED1a Escherichia coli IAI39 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Escherichia coli 042 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella flexneri 5 str. 8401 Campylobacter showae CSUNSWCD Citrobacter amalonaticus Y19 Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella enterica subsp. enterica serovar Typhimurium Grimontia hollisae CIP 101886 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Acidothermus cellulolyticus 11B Slackia heliotrinireducens DSM 20476 Symbiobacterium thermophilum IAM 14863 Klebsiella aerogenes KCTC 2190 Mannheimia succiniciproducens MBEL55E Burkholderia pseudomallei 1710b Burkholderia pseudomallei 1106a Burkholderia cenocepacia J2315 Citrobacter rodentium ICC168 Desulfitobacterium hafniense DCB-2 Desulfovibrio vulgaris DP4 Enterobacter sp. 638 Enterobacter cloacae SCF1 Geobacter bemidjiensis Bem Geobacter sp. FRC-32 Klebsiella pneumoniae 342 Nitrobacter winogradskyi Nb-255 Rhodobacter capsulatus SB1003 Rhodopseudomonas palustris BisB5 Ruegeria pomeroyi DSS-3 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shewanella oneidensis MR-1 Sulfurovum sp. NBC37-1 Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0304484

DrugBank ID

DBMET01468

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031171

KNApSAcK ID

Not Available

Chemspider ID

97171

KEGG Compound ID

C18870

BioCyc ID

CPD-13908

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

108069

PDB ID

Not Available

ChEBI ID

26634

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bjornstedt M, Kumar S, Holmgren A: Selenodiglutathione is a highly efficient oxidant of reduced thioredoxin and a substrate for mammalian thioredoxin reductase. J Biol Chem. 1992 Apr 25;267(12):8030-4. [PubMed:1569062 ]

Showing metabocard for Selenodiglutathione (MMDBc0031635)

MOL for #<Metabolite:0x00007f9ad2c020a0>

3D MOL for #<Metabolite:0x00007f9ad2c020a0>

3D SDF for #<Metabolite:0x00007f9ad2c020a0>

3D-SDF for #<Metabolite:0x00007f9ad2c020a0>

PDB for #<Metabolite:0x00007f9ad2c020a0>

3D PDB for #<Metabolite:0x00007f9ad2c020a0>

SMILES for #<Metabolite:0x00007f9ad2c020a0>

INCHI for #<Metabolite:0x00007f9ad2c020a0>

Structure for #<Metabolite:0x00007f9ad2c020a0>

3D Structure for #<Metabolite:0x00007f9ad2c020a0>