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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:26:59 UTC

Update Date

2022-03-07 03:17:46 UTC

HMDB ID

HMDB0060521

Secondary Accession Numbers

HMDB60521

Metabolite Identification

Common Name

Trypanothione disulfide

Description

Trypanothione disulfide, also known as oxidized trypanothione or TSST, belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. Trypanothione disulfide is a very strong basic compound (based on its pKa). Trypanothione disulfide exists in all living organisms, ranging from bacteria to humans. These are compounds containing a cyclic moiety bearing a peptide backbone.

Structure

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


  Mrv0541 08131209322D          

 52 52  0  0  0  0            999 V2000
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  1  1  0  0  0  0
  9  3  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  5  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 12  1  0  0  0  0
 23 13  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 16  1  0  0  0  0
 27 17  1  0  0  0  0
 16 28  1  6  0  0  0
 17 29  1  1  0  0  0
 30  8  1  0  0  0  0
 30  9  1  0  0  0  0
 31 10  1  4  0  0  0
 31 22  2  0  0  0  0
 32 11  1  4  0  0  0
 32 23  2  0  0  0  0
 33 12  1  4  0  0  0
 33 24  2  0  0  0  0
 34 13  1  4  0  0  0
 34 25  2  0  0  0  0
 18 35  1  6  0  0  0
 35 20  2  0  0  0  0
 19 36  1  1  0  0  0
 36 21  2  0  0  0  0
 20 37  1  4  0  0  0
 21 38  1  4  0  0  0
 39 22  1  0  0  0  0
 40 23  1  0  0  0  0
 41 24  1  0  0  0  0
 42 25  1  0  0  0  0
 43 26  2  0  0  0  0
 44 26  1  0  0  0  0
 45 27  2  0  0  0  0
 46 27  1  0  0  0  0
 47 14  1  0  0  0  0
 48 15  1  0  0  0  0
 48 47  1  0  0  0  0
 16 49  1  6  0  0  0
 17 50  1  1  0  0  0
 18 51  1  1  0  0  0
 19 52  1  6  0  0  0
M  END

HMDB0060521
     RDKit          3D
Trypanothione disulfide
 95 95  0  0  0  0  0  0  0  0999 V2000
   -7.6496    5.4357    1.5073 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6863    5.3317    0.4081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0423    3.9813    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0274    3.7407   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248    2.3789   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2563    1.2898   -0.3868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737    2.2951   -0.1303 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075    0.9982    0.0832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2206    1.2915    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3196    2.6854    0.1288 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7559    2.3920    0.5783 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1429    0.6058    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907    0.3199    0.7644 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3099    1.5728    0.8029 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4018    2.4139   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7972    2.2190   -1.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1910    3.6628    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104    3.6311   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1813    4.8484   -0.8181 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2186    4.6726   -1.8592 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8144    4.9211    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823    5.1743    1.5582 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2040    4.6885    0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1779   -0.5836   -0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0760   -0.0324   -1.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8827   -1.8243   -0.3259 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -2.5650    0.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491   -3.8746    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649   -3.9510    2.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6758   -4.7776   -0.0299 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359   -4.6844   -1.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7389   -5.1876   -1.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435   -5.9400   -0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0322   -6.5424   -0.6409 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -5.5012   -0.9844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3540   -5.7825   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142   -5.3973    1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6066   -4.5524    1.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1963   -3.9702    0.1418 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9138   -2.8760   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5281   -2.3819   -1.5344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456   -2.0295    0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691   -1.0615    1.0162 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3555    0.1978    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0946    0.9319    1.9606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3574    5.4889   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7078    5.5542   -1.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7554    5.5717   -1.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5935    5.1759    1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5889    6.3453    1.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9101    6.1026    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5743    3.8582    1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8661    3.2310    0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220    3.6625   -1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2621    4.5244   -0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6177    0.9829   -1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252    0.5001   -0.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.4161    0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4871    1.5508    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5023    0.0572    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8658    0.2325   -0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6487   -0.1578    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7789    2.8674   -2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131    4.5396   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5737    3.6406    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8881    2.6768   -0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9032    3.6418   -1.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5640    5.7368   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6933    4.5886   -2.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5946    3.7002   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7847    5.4850    0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -0.2501   -2.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7564   -1.9689    1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0087   -2.7263    0.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6807   -3.7430    2.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -3.6570   -1.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7915   -5.3024   -2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197   -4.3486   -1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115   -5.8661   -2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413   -6.7588   -0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0863   -5.2368    0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201   -7.1115    0.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6335   -4.5604   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9859   -5.3140   -2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6327   -6.8154   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0831   -5.1335   -0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5120   -6.3495    1.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -4.9397    1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586   -3.6854    1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151   -5.1005    1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877   -2.6660   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2732   -1.4857   -0.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714   -2.6290    0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6455    1.0427    2.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2332    6.4677   -1.1314 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  1  0
  5  7  2  3
  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  2  3
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 13 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
  2 46  1  0
 46 47  2  0
 46 48  1  0
 44  8  1  0
  1 49  1  0
  1 50  1  0
  2 51  1  1
  3 52  1  0
  3 53  1  0
  4 54  1  0
  4 55  1  0
  6 56  1  0
  8 57  1  6
  9 58  1  0
  9 59  1  0
 12 60  1  0
 12 61  1  0
 13 62  1  1
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 19 68  1  6
 20 69  1  0
 20 70  1  0
 23 71  1  0
 25 72  1  0
 27 73  1  0
 27 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 33 80  1  0
 33 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 36 85  1  0
 36 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  0
 38 90  1  0
 41 91  1  0
 42 92  1  0
 42 93  1  0
 45 94  1  0
 48 95  1  0
M  END


  Mrv0541 08131209322D          

 52 52  0  0  0  0            999 V2000
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  1  1  0  0  0  0
  9  3  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  5  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 12  1  0  0  0  0
 23 13  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 16  1  0  0  0  0
 27 17  1  0  0  0  0
 16 28  1  6  0  0  0
 17 29  1  1  0  0  0
 30  8  1  0  0  0  0
 30  9  1  0  0  0  0
 31 10  1  4  0  0  0
 31 22  2  0  0  0  0
 32 11  1  4  0  0  0
 32 23  2  0  0  0  0
 33 12  1  4  0  0  0
 33 24  2  0  0  0  0
 34 13  1  4  0  0  0
 34 25  2  0  0  0  0
 18 35  1  6  0  0  0
 35 20  2  0  0  0  0
 19 36  1  1  0  0  0
 36 21  2  0  0  0  0
 20 37  1  4  0  0  0
 21 38  1  4  0  0  0
 39 22  1  0  0  0  0
 40 23  1  0  0  0  0
 41 24  1  0  0  0  0
 42 25  1  0  0  0  0
 43 26  2  0  0  0  0
 44 26  1  0  0  0  0
 45 27  2  0  0  0  0
 46 27  1  0  0  0  0
 47 14  1  0  0  0  0
 48 15  1  0  0  0  0
 48 47  1  0  0  0  0
 16 49  1  6  0  0  0
 17 50  1  1  0  0  0
 18 51  1  1  0  0  0
 19 52  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0060521

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](N)(CCC(O)=N[C@@]1([H])CSSC[C@]([H])(N=C(O)CC[C@]([H])(N)C(O)=O)C(O)=NCC(O)=NCCCNCCCCN=C(O)CN=C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H47N9O10S2/c28-16(26(43)44)4-6-20(37)35-18-14-47-48-15-19(36-21(38)7-5-17(29)27(45)46)25(42)34-13-23(40)32-11-3-9-30-8-1-2-10-31-22(39)12-33-24(18)41/h16-19,30H,1-15,28-29H2,(H,31,39)(H,32,40)(H,33,41)(H,34,42)(H,35,37)(H,36,38)(H,43,44)(H,45,46)/t16-,17-,18-,19-/m0/s1

> <INCHI_KEY>
LZMSXDHGHZKXJD-VJANTYMQSA-N

> <FORMULA>
C27H47N9O10S2

> <MOLECULAR_WEIGHT>
721.846

> <EXACT_MASS>
721.288730149

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
73.51040623751794

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(4R,23R)-23-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-5,8,19,22-tetrahydroxy-1,2-dithia-6,9,13,18,21-pentaazacyclotetracosa-5,8,18,21-tetraen-4-yl]-C-hydroxycarbonimidoyl}butanoic acid

> <ALOGPS_LOGP>
-2.10

> <JCHEM_LOGP>
-4.391023610104219

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
3.910130027684266

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3405714434033853

> <JCHEM_PKA_STRONGEST_BASIC>
10.654948718724386

> <JCHEM_POLAR_SURFACE_AREA>
334.21

> <JCHEM_REFRACTIVITY>
178.35320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trypanothione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060521
     RDKit          3D
Trypanothione disulfide
 95 95  0  0  0  0  0  0  0  0999 V2000
   -7.6496    5.4357    1.5073 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6863    5.3317    0.4081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0423    3.9813    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0274    3.7407   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248    2.3789   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2563    1.2898   -0.3868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737    2.2951   -0.1303 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075    0.9982    0.0832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2206    1.2915    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3196    2.6854    0.1288 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7559    2.3920    0.5783 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1429    0.6058    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907    0.3199    0.7644 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3099    1.5728    0.8029 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4018    2.4139   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7972    2.2190   -1.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1910    3.6628    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104    3.6311   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1813    4.8484   -0.8181 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2186    4.6726   -1.8592 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8144    4.9211    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823    5.1743    1.5582 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2040    4.6885    0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1779   -0.5836   -0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0760   -0.0324   -1.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8827   -1.8243   -0.3259 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -2.5650    0.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491   -3.8746    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649   -3.9510    2.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6758   -4.7776   -0.0299 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359   -4.6844   -1.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7389   -5.1876   -1.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435   -5.9400   -0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0322   -6.5424   -0.6409 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -5.5012   -0.9844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3540   -5.7825   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142   -5.3973    1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6066   -4.5524    1.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1963   -3.9702    0.1418 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9138   -2.8760   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5281   -2.3819   -1.5344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456   -2.0295    0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691   -1.0615    1.0162 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3555    0.1978    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0946    0.9319    1.9606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3574    5.4889   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7078    5.5542   -1.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7554    5.5717   -1.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5935    5.1759    1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5889    6.3453    1.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9101    6.1026    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5743    3.8582    1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8661    3.2310    0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220    3.6625   -1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2621    4.5244   -0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6177    0.9829   -1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252    0.5001   -0.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.4161    0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4871    1.5508    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5023    0.0572    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8658    0.2325   -0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6487   -0.1578    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7789    2.8674   -2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131    4.5396   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5737    3.6406    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8881    2.6768   -0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9032    3.6418   -1.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5640    5.7368   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6933    4.5886   -2.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5946    3.7002   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7847    5.4850    0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -0.2501   -2.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7564   -1.9689    1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0087   -2.7263    0.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6807   -3.7430    2.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -3.6570   -1.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7915   -5.3024   -2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197   -4.3486   -1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115   -5.8661   -2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413   -6.7588   -0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0863   -5.2368    0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201   -7.1115    0.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6335   -4.5604   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9859   -5.3140   -2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6327   -6.8154   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0831   -5.1335   -0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5120   -6.3495    1.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -4.9397    1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586   -3.6854    1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151   -5.1005    1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877   -2.6660   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2732   -1.4857   -0.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714   -2.6290    0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6455    1.0427    2.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2332    6.4677   -1.1314 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  1  0
  5  7  2  3
  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  2  3
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 13 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
  2 46  1  0
 46 47  2  0
 46 48  1  0
 44  8  1  0
  1 49  1  0
  1 50  1  0
  2 51  1  1
  3 52  1  0
  3 53  1  0
  4 54  1  0
  4 55  1  0
  6 56  1  0
  8 57  1  6
  9 58  1  0
  9 59  1  0
 12 60  1  0
 12 61  1  0
 13 62  1  1
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 19 68  1  6
 20 69  1  0
 20 70  1  0
 23 71  1  0
 25 72  1  0
 27 73  1  0
 27 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 33 80  1  0
 33 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 36 85  1  0
 36 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  0
 38 90  1  0
 41 91  1  0
 42 92  1  0
 42 93  1  0
 45 94  1  0
 48 95  1  0
M  END

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   47  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   48  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   49  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    8                                                       
CONECT    2    1   10                                                       
CONECT    3    9   11                                                       
CONECT    4    6   16                                                       
CONECT    5    7   17                                                       
CONECT    6    4   20                                                       
CONECT    7    5   21                                                       
CONECT    8    1   30                                                       
CONECT    9    3   30                                                       
CONECT   10    2   31                                                       
CONECT   11    3   32                                                       
CONECT   12   22   33                                                       
CONECT   13   23   34                                                       
CONECT   14   18   47                                                       
CONECT   15   19   48                                                       
CONECT   16    4   26   28   49                                             
CONECT   17    5   27   29   50                                             
CONECT   18   14   24   35   51                                             
CONECT   19   15   25   36   52                                             
CONECT   20    6   35   37                                                  
CONECT   21    7   36   38                                                  
CONECT   22   12   31   39                                                  
CONECT   23   13   32   40                                                  
CONECT   24   18   33   41                                                  
CONECT   25   19   34   42                                                  
CONECT   26   16   43   44                                                  
CONECT   27   17   45   46                                                  
CONECT   28   16                                                            
CONECT   29   17                                                            
CONECT   30    8    9                                                       
CONECT   31   10   22                                                       
CONECT   32   11   23                                                       
CONECT   33   12   24                                                       
CONECT   34   13   25                                                       
CONECT   35   18   20                                                       
CONECT   36   19   21                                                       
CONECT   37   20                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   23                                                            
CONECT   41   24                                                            
CONECT   42   25                                                            
CONECT   43   26                                                            
CONECT   44   26                                                            
CONECT   45   27                                                            
CONECT   46   27                                                            
CONECT   47   14   48                                                       
CONECT   48   15   47                                                       
CONECT   49   16                                                            
CONECT   50   17                                                            
CONECT   51   18                                                            
CONECT   52   19                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  104    0
END

COMPND    HMDB0060521
HETATM    1  N1  UNL     1      -7.650   5.436   1.507  1.00  0.00           N  
HETATM    2  C1  UNL     1      -6.686   5.332   0.408  1.00  0.00           C  
HETATM    3  C2  UNL     1      -6.042   3.981   0.518  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.027   3.741  -0.549  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.425   2.379  -0.340  1.00  0.00           C  
HETATM    6  O1  UNL     1      -5.256   1.290  -0.387  1.00  0.00           O  
HETATM    7  N2  UNL     1      -3.174   2.295  -0.130  1.00  0.00           N  
HETATM    8  C5  UNL     1      -2.507   0.998   0.083  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.221   1.292   0.816  1.00  0.00           C  
HETATM   10  S1  UNL     1      -0.320   2.685   0.129  1.00  0.00           S  
HETATM   11  S2  UNL     1       1.756   2.392   0.578  1.00  0.00           S  
HETATM   12  C7  UNL     1       2.143   0.606   0.526  1.00  0.00           C  
HETATM   13  C8  UNL     1       3.591   0.320   0.764  1.00  0.00           C  
HETATM   14  N3  UNL     1       4.310   1.573   0.803  1.00  0.00           N  
HETATM   15  C9  UNL     1       4.402   2.414  -0.136  1.00  0.00           C  
HETATM   16  O2  UNL     1       3.797   2.219  -1.357  1.00  0.00           O  
HETATM   17  C10 UNL     1       5.191   3.663   0.077  1.00  0.00           C  
HETATM   18  C11 UNL     1       6.310   3.631  -0.926  1.00  0.00           C  
HETATM   19  C12 UNL     1       7.181   4.848  -0.818  1.00  0.00           C  
HETATM   20  N4  UNL     1       8.219   4.673  -1.859  1.00  0.00           N  
HETATM   21  C13 UNL     1       7.814   4.921   0.517  1.00  0.00           C  
HETATM   22  O3  UNL     1       7.182   5.174   1.558  1.00  0.00           O  
HETATM   23  O4  UNL     1       9.204   4.688   0.589  1.00  0.00           O  
HETATM   24  C14 UNL     1       4.178  -0.584  -0.261  1.00  0.00           C  
HETATM   25  O5  UNL     1       5.076  -0.032  -1.164  1.00  0.00           O  
HETATM   26  N5  UNL     1       3.883  -1.824  -0.326  1.00  0.00           N  
HETATM   27  C15 UNL     1       2.992  -2.565   0.508  1.00  0.00           C  
HETATM   28  C16 UNL     1       3.649  -3.875   0.857  1.00  0.00           C  
HETATM   29  O6  UNL     1       4.165  -3.951   2.140  1.00  0.00           O  
HETATM   30  N6  UNL     1       3.676  -4.778  -0.030  1.00  0.00           N  
HETATM   31  C17 UNL     1       3.136  -4.684  -1.359  1.00  0.00           C  
HETATM   32  C18 UNL     1       1.739  -5.188  -1.500  1.00  0.00           C  
HETATM   33  C19 UNL     1       1.244  -5.940  -0.294  1.00  0.00           C  
HETATM   34  N7  UNL     1      -0.032  -6.542  -0.641  1.00  0.00           N  
HETATM   35  C20 UNL     1      -0.985  -5.501  -0.984  1.00  0.00           C  
HETATM   36  C21 UNL     1      -2.354  -5.782  -0.425  1.00  0.00           C  
HETATM   37  C22 UNL     1      -2.414  -5.397   1.052  1.00  0.00           C  
HETATM   38  C23 UNL     1      -3.607  -4.552   1.314  1.00  0.00           C  
HETATM   39  N8  UNL     1      -4.196  -3.970   0.142  1.00  0.00           N  
HETATM   40  C24 UNL     1      -3.914  -2.876  -0.407  1.00  0.00           C  
HETATM   41  O7  UNL     1      -4.528  -2.382  -1.534  1.00  0.00           O  
HETATM   42  C25 UNL     1      -2.846  -2.029   0.177  1.00  0.00           C  
HETATM   43  N9  UNL     1      -3.469  -1.062   1.016  1.00  0.00           N  
HETATM   44  C26 UNL     1      -3.355   0.198   1.009  1.00  0.00           C  
HETATM   45  O8  UNL     1      -4.095   0.932   1.961  1.00  0.00           O  
HETATM   46  C27 UNL     1      -7.357   5.489  -0.893  1.00  0.00           C  
HETATM   47  O9  UNL     1      -6.708   5.554  -1.941  1.00  0.00           O  
HETATM   48  O10 UNL     1      -8.755   5.572  -1.006  1.00  0.00           O  
HETATM   49  H1  UNL     1      -8.593   5.176   1.181  1.00  0.00           H  
HETATM   50  H2  UNL     1      -7.589   6.345   1.978  1.00  0.00           H  
HETATM   51  H3  UNL     1      -5.910   6.103   0.594  1.00  0.00           H  
HETATM   52  H4  UNL     1      -5.574   3.858   1.536  1.00  0.00           H  
HETATM   53  H5  UNL     1      -6.866   3.231   0.425  1.00  0.00           H  
HETATM   54  H6  UNL     1      -5.522   3.662  -1.562  1.00  0.00           H  
HETATM   55  H7  UNL     1      -4.262   4.524  -0.537  1.00  0.00           H  
HETATM   56  H8  UNL     1      -5.618   0.983  -1.263  1.00  0.00           H  
HETATM   57  H9  UNL     1      -2.325   0.500  -0.868  1.00  0.00           H  
HETATM   58  H10 UNL     1      -0.543   0.416   0.863  1.00  0.00           H  
HETATM   59  H11 UNL     1      -1.487   1.551   1.875  1.00  0.00           H  
HETATM   60  H12 UNL     1       1.502   0.057   1.249  1.00  0.00           H  
HETATM   61  H13 UNL     1       1.866   0.233  -0.496  1.00  0.00           H  
HETATM   62  H14 UNL     1       3.649  -0.158   1.781  1.00  0.00           H  
HETATM   63  H15 UNL     1       3.779   2.867  -2.111  1.00  0.00           H  
HETATM   64  H16 UNL     1       4.513   4.540  -0.091  1.00  0.00           H  
HETATM   65  H17 UNL     1       5.574   3.641   1.107  1.00  0.00           H  
HETATM   66  H18 UNL     1       6.888   2.677  -0.859  1.00  0.00           H  
HETATM   67  H19 UNL     1       5.903   3.642  -1.977  1.00  0.00           H  
HETATM   68  H20 UNL     1       6.564   5.737  -1.026  1.00  0.00           H  
HETATM   69  H21 UNL     1       7.693   4.589  -2.762  1.00  0.00           H  
HETATM   70  H22 UNL     1       8.595   3.700  -1.655  1.00  0.00           H  
HETATM   71  H23 UNL     1       9.785   5.485   0.336  1.00  0.00           H  
HETATM   72  H24 UNL     1       4.999  -0.250  -2.135  1.00  0.00           H  
HETATM   73  H25 UNL     1       2.756  -1.969   1.413  1.00  0.00           H  
HETATM   74  H26 UNL     1       2.009  -2.726   0.011  1.00  0.00           H  
HETATM   75  H27 UNL     1       3.681  -3.743   2.987  1.00  0.00           H  
HETATM   76  H28 UNL     1       3.180  -3.657  -1.774  1.00  0.00           H  
HETATM   77  H29 UNL     1       3.791  -5.302  -2.023  1.00  0.00           H  
HETATM   78  H30 UNL     1       1.020  -4.349  -1.671  1.00  0.00           H  
HETATM   79  H31 UNL     1       1.611  -5.866  -2.391  1.00  0.00           H  
HETATM   80  H32 UNL     1       1.941  -6.759  -0.056  1.00  0.00           H  
HETATM   81  H33 UNL     1       1.086  -5.237   0.522  1.00  0.00           H  
HETATM   82  H34 UNL     1      -0.420  -7.111   0.150  1.00  0.00           H  
HETATM   83  H35 UNL     1      -0.633  -4.560  -0.487  1.00  0.00           H  
HETATM   84  H36 UNL     1      -0.986  -5.314  -2.061  1.00  0.00           H  
HETATM   85  H37 UNL     1      -2.633  -6.815  -0.624  1.00  0.00           H  
HETATM   86  H38 UNL     1      -3.083  -5.134  -0.994  1.00  0.00           H  
HETATM   87  H39 UNL     1      -2.512  -6.350   1.607  1.00  0.00           H  
HETATM   88  H40 UNL     1      -1.457  -4.940   1.381  1.00  0.00           H  
HETATM   89  H41 UNL     1      -3.259  -3.685   1.947  1.00  0.00           H  
HETATM   90  H42 UNL     1      -4.315  -5.100   1.962  1.00  0.00           H  
HETATM   91  H43 UNL     1      -5.488  -2.666  -1.711  1.00  0.00           H  
HETATM   92  H44 UNL     1      -2.273  -1.486  -0.618  1.00  0.00           H  
HETATM   93  H45 UNL     1      -2.071  -2.629   0.699  1.00  0.00           H  
HETATM   94  H46 UNL     1      -3.646   1.043   2.866  1.00  0.00           H  
HETATM   95  H47 UNL     1      -9.233   6.468  -1.131  1.00  0.00           H  
CONECT    1    2   49   50
CONECT    2    3   46   51
CONECT    3    4   52   53
CONECT    4    5   54   55
CONECT    5    6    7    7
CONECT    6   56
CONECT    7    8
CONECT    8    9   44   57
CONECT    9   10   58   59
CONECT   10   11
CONECT   11   12
CONECT   12   13   60   61
CONECT   13   14   24   62
CONECT   14   15   15
CONECT   15   16   17
CONECT   16   63
CONECT   17   18   64   65
CONECT   18   19   66   67
CONECT   19   20   21   68
CONECT   20   69   70
CONECT   21   22   22   23
CONECT   23   71
CONECT   24   25   26   26
CONECT   25   72
CONECT   26   27
CONECT   27   28   73   74
CONECT   28   29   30   30
CONECT   29   75
CONECT   30   31
CONECT   31   32   76   77
CONECT   32   33   78   79
CONECT   33   34   80   81
CONECT   34   35   82
CONECT   35   36   83   84
CONECT   36   37   85   86
CONECT   37   38   87   88
CONECT   38   39   89   90
CONECT   39   40   40
CONECT   40   41   42
CONECT   41   91
CONECT   42   43   92   93
CONECT   43   44   44
CONECT   44   45
CONECT   45   94
CONECT   46   47   47   48
CONECT   48   95
END

HMDB0060521
     RDKit          3D
Trypanothione disulfide
 95 95  0  0  0  0  0  0  0  0999 V2000
   -7.6496    5.4357    1.5073 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6863    5.3317    0.4081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0423    3.9813    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0274    3.7407   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248    2.3789   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2563    1.2898   -0.3868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737    2.2951   -0.1303 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075    0.9982    0.0832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2206    1.2915    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3196    2.6854    0.1288 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7559    2.3920    0.5783 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1429    0.6058    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907    0.3199    0.7644 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3099    1.5728    0.8029 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4018    2.4139   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7972    2.2190   -1.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1910    3.6628    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104    3.6311   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1813    4.8484   -0.8181 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2186    4.6726   -1.8592 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8144    4.9211    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823    5.1743    1.5582 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2040    4.6885    0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1779   -0.5836   -0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0760   -0.0324   -1.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8827   -1.8243   -0.3259 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -2.5650    0.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491   -3.8746    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649   -3.9510    2.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6758   -4.7776   -0.0299 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359   -4.6844   -1.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7389   -5.1876   -1.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435   -5.9400   -0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0322   -6.5424   -0.6409 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -5.5012   -0.9844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3540   -5.7825   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142   -5.3973    1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6066   -4.5524    1.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1963   -3.9702    0.1418 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9138   -2.8760   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5281   -2.3819   -1.5344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456   -2.0295    0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691   -1.0615    1.0162 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3555    0.1978    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0946    0.9319    1.9606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3574    5.4889   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7078    5.5542   -1.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7554    5.5717   -1.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5935    5.1759    1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5889    6.3453    1.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9101    6.1026    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5743    3.8582    1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8661    3.2310    0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220    3.6625   -1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2621    4.5244   -0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6177    0.9829   -1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252    0.5001   -0.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.4161    0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4871    1.5508    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5023    0.0572    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8658    0.2325   -0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6487   -0.1578    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7789    2.8674   -2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131    4.5396   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5737    3.6406    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8881    2.6768   -0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9032    3.6418   -1.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5640    5.7368   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6933    4.5886   -2.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5946    3.7002   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7847    5.4850    0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -0.2501   -2.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7564   -1.9689    1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0087   -2.7263    0.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6807   -3.7430    2.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -3.6570   -1.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7915   -5.3024   -2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197   -4.3486   -1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115   -5.8661   -2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413   -6.7588   -0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0863   -5.2368    0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201   -7.1115    0.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6335   -4.5604   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9859   -5.3140   -2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6327   -6.8154   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0831   -5.1335   -0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5120   -6.3495    1.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -4.9397    1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586   -3.6854    1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151   -5.1005    1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877   -2.6660   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2732   -1.4857   -0.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714   -2.6290    0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6455    1.0427    2.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2332    6.4677   -1.1314 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  1  0
  5  7  2  3
  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  2  3
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 13 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
  2 46  1  0
 46 47  2  0
 46 48  1  0
 44  8  1  0
  1 49  1  0
  1 50  1  0
  2 51  1  1
  3 52  1  0
  3 53  1  0
  4 54  1  0
  4 55  1  0
  6 56  1  0
  8 57  1  6
  9 58  1  0
  9 59  1  0
 12 60  1  0
 12 61  1  0
 13 62  1  1
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 19 68  1  6
 20 69  1  0
 20 70  1  0
 23 71  1  0
 25 72  1  0
 27 73  1  0
 27 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 33 80  1  0
 33 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 36 85  1  0
 36 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  0
 38 90  1  0
 41 91  1  0
 42 92  1  0
 42 93  1  0
 45 94  1  0
 48 95  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-AMINO-4-[4-(4-amino-4-carboxy-butyrylamino)-5,8,19,22-tetraoxo-1,2-dithia-6,9,13,18,21-pentaaza-cyclotetracos-23-ylcarbamoyl]-butyrIC ACID	ChEBI
Oxidized trypanothione	ChEBI
Trypanothiondisulfid	ChEBI
TSST	ChEBI
2-AMINO-4-[4-(4-amino-4-carboxy-butyrylamino)-5,8,19,22-tetraoxo-1,2-dithia-6,9,13,18,21-pentaaza-cyclotetracos-23-ylcarbamoyl]-butyrate	Generator
Trypanothiondisulphid	Generator
Trypanothione disulphide	Generator
N(1),N(8)-Bis(gamma-glu-hemi-cys-gly)sperimidine	HMDB
N(1),N(8)-Bis(gamma-glutamyl-hemicystinyl-glycyl)spermidine	HMDB
Dethiotrypanothione	HMDB
Trypanothione	HMDB

Chemical Formula

C₂₇H₄₇N₉O₁₀S₂

Average Molecular Weight

721.846

Monoisotopic Molecular Weight

721.288730149

IUPAC Name

(2S)-2-amino-4-{[(4R,23R)-23-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-5,8,19,22-tetrahydroxy-1,2-dithia-6,9,13,18,21-pentaazacyclotetracosa-5,8,18,21-tetraen-4-yl]-C-hydroxycarbonimidoyl}butanoic acid

Traditional Name

trypanothione

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CCC(O)=N[C@@]1([H])CSSC[C@]([H])(N=C(O)CC[C@]([H])(N)C(O)=O)C(O)=NCC(O)=NCCCNCCCCN=C(O)CN=C1O)C(O)=O

InChI Identifier

InChI=1S/C27H47N9O10S2/c28-16(26(43)44)4-6-20(37)35-18-14-47-48-15-19(36-21(38)7-5-17(29)27(45)46)25(42)34-13-23(40)32-11-3-9-30-8-1-2-10-31-22(39)12-33-24(18)41/h16-19,30H,1-15,28-29H2,(H,31,39)(H,32,40)(H,33,41)(H,34,42)(H,35,37)(H,36,38)(H,43,44)(H,45,46)/t16-,17-,18-,19-/m0/s1

InChI Key

LZMSXDHGHZKXJD-VJANTYMQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Heterocyclic fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Cyclic carboximidic acid
Amino acid or derivatives
Amino acid
Organic disulfide
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Secondary aliphatic amine
Azacycle
Organoheterocyclic compound
Polyol
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Amine
Organopnictogen compound
Primary aliphatic amine
Carbonyl group
Organonitrogen compound
Organooxygen compound
Primary amine
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

organic disulfide (CHEBI:35490 )

Ontology

Not Available

Exogenous (HMDB: HMDB0060521)

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	0.14 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-4.4	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	10.65	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	334.21 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	178.35 m³·mol⁻¹	ChemAxon
Polarizability	73.51 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	262.186	31661259
DarkChem	[M-H]-	250.973	31661259
DeepCCS	[M+H]+	259.258	30932474
DeepCCS	[M-H]-	257.363	30932474
DeepCCS	[M-2H]-	291.375	30932474
DeepCCS	[M+Na]+	265.391	30932474
AllCCS	[M+H]+	255.2	32859911
AllCCS	[M+H-H2O]+	254.9	32859911
AllCCS	[M+NH4]+	255.4	32859911
AllCCS	[M+Na]+	255.4	32859911
AllCCS	[M-H]-	232.3	32859911
AllCCS	[M+Na-2H]-	234.9	32859911
AllCCS	[M+HCOO]-	237.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	-1.23 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8424 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.63 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	412.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	230.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	70.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	71.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	382.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	325.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1388.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	649.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	73.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	763.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	258.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	398.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	988.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	1012.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	641.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trypanothione disulfide	[H][C@](N)(CCC(O)=N[C@@]1([H])CSSC[C@]([H])(N=C(O)CC[C@]([H])(N)C(O)=O)C(O)=NCC(O)=NCCCNCCCCN=C(O)CN=C1O)C(O)=O	5715.6	Standard polar	33892256
Trypanothione disulfide	[H][C@](N)(CCC(O)=N[C@@]1([H])CSSC[C@]([H])(N=C(O)CC[C@]([H])(N)C(O)=O)C(O)=NCC(O)=NCCCNCCCCN=C(O)CN=C1O)C(O)=O	5431.9	Standard non polar	33892256
Trypanothione disulfide	[H][C@](N)(CCC(O)=N[C@@]1([H])CSSC[C@]([H])(N=C(O)CC[C@]([H])(N)C(O)=O)C(O)=NCC(O)=NCCCNCCCCN=C(O)CN=C1O)C(O)=O	6592.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-053u-7100019100-67d14bf848030745235f	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_1_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trypanothione disulfide GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-18	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 - Trypanothione disulfide 10V, Positive-QTOF	splash10-0kbf-0000179500-5d20552d71c5cbd43050	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 20V, Positive-QTOF	splash10-06ry-1100196000-2b5e75bbd30591c5bbc6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 40V, Positive-QTOF	splash10-0nmi-3300794000-382c04c396fcf7329657	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 10V, Negative-QTOF	splash10-0uk9-0100001900-197058ecbcb39be15dd2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 20V, Negative-QTOF	splash10-0zmi-0400094600-c0b639c7f85e6cdccaea	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 40V, Negative-QTOF	splash10-0005-9800560000-a39d22ea2c5a872f8ed9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 10V, Positive-QTOF	splash10-00di-0000011900-ce30db955e74999d7710	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 20V, Positive-QTOF	splash10-01r6-0000491100-35987143acca60513038	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 40V, Positive-QTOF	splash10-001r-9500141000-1319ae3cd7bc2c2de375	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 10V, Negative-QTOF	splash10-0udi-0000000900-e01b2c446e994246b564	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 20V, Negative-QTOF	splash10-0fka-2900036500-83520fad0f0254e68d4c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trypanothione disulfide 40V, Negative-QTOF	splash10-0007-7900000000-341c6c3d09aa94004b92	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

102998

KEGG Compound ID

C03170

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

115098

PDB ID

Not Available

ChEBI ID

35490

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. Ribonucleoside-diphosphate reductase large subunit

General function:: Involved in oxidation reduction
Specific function:: Provides the precursors necessary for DNA synthesis. Catalyzes the biosynthesis of deoxyribonucleotides from the corresponding ribonucleotides.
Gene Name:: RRM1
Uniprot ID:: P23921
Molecular weight:: 90069.375

Reactions

2'-Deoxyribonucleoside diphosphate + Trypanothione disulfide + Water → Ribonucleoside diphosphate + Trypanothione	details

Enzyme Details

2. Ribonucleoside-diphosphate reductase subunit M2

General function:: Involved in oxidoreductase activity
Specific function:: Provides the precursors necessary for DNA synthesis. Catalyzes the biosynthesis of deoxyribonucleotides from the corresponding ribonucleotides. Inhibits Wnt signaling.
Gene Name:: RRM2
Uniprot ID:: P31350
Molecular weight:: 44877.25

Reactions

2'-Deoxyribonucleoside diphosphate + Trypanothione disulfide + Water → Ribonucleoside diphosphate + Trypanothione	details

Enzyme Details

3. Ribonucleoside-diphosphate reductase subunit M2 B

General function:: Involved in oxidoreductase activity
Specific function:: Plays a pivotal role in cell survival by repairing damaged DNA in a p53/TP53-dependent manner. Supplies deoxyribonucleotides for DNA repair in cells arrested at G1 or G2. Contains an iron-tyrosyl free radical center required for catalysis. Forms an active ribonucleotide reductase (RNR) complex with RRM1 which is expressed both in resting and proliferating cells in response to DNA damage.
Gene Name:: RRM2B
Uniprot ID:: Q7LG56
Molecular weight:: 48786.6

Reactions

2'-Deoxyribonucleoside diphosphate + Trypanothione disulfide + Water → Ribonucleoside diphosphate + Trypanothione	details

Showing metabocard for Trypanothione disulfide (HMDB0060521)

MOL for HMDB0060521 (Trypanothione disulfide)

3D MOL for HMDB0060521 (Trypanothione disulfide)

3D SDF for HMDB0060521 (Trypanothione disulfide)

3D-SDF for HMDB0060521 (Trypanothione disulfide)

PDB for HMDB0060521 (Trypanothione disulfide)

3D PDB for HMDB0060521 (Trypanothione disulfide)

SMILES for HMDB0060521 (Trypanothione disulfide)

INCHI for HMDB0060521 (Trypanothione disulfide)

Structure for HMDB0060521 (Trypanothione disulfide)

3D Structure for HMDB0060521 (Trypanothione disulfide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions