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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:21 UTC

Update Date

2022-03-07 02:53:26 UTC

HMDB ID

HMDB0032714

Secondary Accession Numbers

HMDB32714

Metabolite Identification

Common Name

cis-Uvariamicin IB

Description

cis-Uvariamicin IB belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review a small amount of articles have been published on cis-Uvariamicin IB.

Structure

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


  Mrv0541 05061306392D          

 42 43  0  0  0  0            999 V2000
   -2.6198   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1029   26.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1909   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4764   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9525   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3815   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0959   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0271   22.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6915   22.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8476   22.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8711   22.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1831   23.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5249   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5355   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0036   23.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2394   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7150   21.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3392   24.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9538   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3795   20.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1597   24.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6683   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5590   20.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1835   18.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9904   18.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3022   25.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3884   26.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4952   25.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3828   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2234   19.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0972   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4029   19.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0827   26.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3828   21.0067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7084   18.9104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2622   26.1717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6347   26.6986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8509   20.1047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 29 28  1  0  0  0  0
 31  2  1  0  0  0  0
 31 30  1  0  0  0  0
 32 25  1  0  0  0  0
 32 30  2  0  0  0  0
 33 26  1  0  0  0  0
 34 27  1  0  0  0  0
 35 28  1  0  0  0  0
 35 33  1  0  0  0  0
 36 29  1  0  0  0  0
 36 34  1  0  0  0  0
 37 32  1  0  0  0  0
 38 33  1  0  0  0  0
 39 34  1  0  0  0  0
 40 37  2  0  0  0  0
 41 31  1  0  0  0  0
 41 37  1  0  0  0  0
 42 35  1  0  0  0  0
 42 36  1  0  0  0  0
M  END

HMDB0032714
     RDKit          3D
cis-Uvariamicin IB
110111  0  0  0  0  0  0  0  0999 V2000
   12.8480    0.2092   -1.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4002    0.6295   -1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5767   -0.5453   -0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9554   -1.0423    0.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7938   -0.0274    1.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2981    0.3539    1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0431    1.3493    2.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571    1.8414    2.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5381    0.9541    3.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2037   -0.1939    2.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9354    0.1622    0.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473    1.1088    0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781    1.4402   -0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562    2.3477   -0.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    1.8812   -0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8935    1.6060    0.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324    0.7969   -1.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2364   -0.5550   -1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197   -1.5032   -1.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0720   -0.5858   -2.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -1.0670   -2.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5798   -1.2732   -0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772   -2.3622   -2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571   -3.0374   -2.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6026   -3.5098   -1.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2423   -2.6281   -0.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142   -1.5519   -1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7195   -0.7307   -0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5781    0.3933   -1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6810   -0.1795   -1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6104    0.8221   -2.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3366    1.7494   -1.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2721    1.2954   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7373    0.4781    0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8174    0.1236    1.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8425    0.4521    2.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0678   -0.0768    3.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8927    1.1240    3.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7686   -0.7454    2.4687 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0220   -0.6351    1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3571   -1.1300    0.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305    0.5895   -1.4752 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2914    0.6280   -2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9181   -0.9181   -1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3428    0.5832   -0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0373    0.9484   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2585    1.5138   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7601   -1.3671   -1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4996   -0.3043   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9985   -1.4182    0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3378   -1.9569    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0969   -0.4682    2.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3730    0.8615    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1614    0.9012    0.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7710   -0.5869    1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7307    2.2198    2.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4094    0.9627    3.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4479    2.3390    1.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6368    2.7324    3.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7434    0.5021    4.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800    1.5241    3.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8024   -1.0819    2.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511   -0.5524    2.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7942    0.5455    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159   -0.7917    0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323    0.6587    1.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0362    2.0581    1.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5510    1.9188   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5538    0.4744   -1.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4796    2.5412   -2.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1473    2.0692    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7027   -3.0943   -2.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5951   -3.9832   -3.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4541   -4.1797   -2.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9984   -4.2928   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.7010    1.3349    4.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
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 19 78  1  0
 20 79  1  0
 21 80  1  0
 22 81  1  0
 23 82  1  0
 23 83  1  0
 24 84  1  0
 24 85  1  0
 25 86  1  0
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 26 88  1  0
 26 89  1  0
 27 90  1  0
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 28 92  1  0
 28 93  1  0
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 29 95  1  0
 30 96  1  0
 30 97  1  0
 31 98  1  0
 31 99  1  0
 32100  1  0
 32101  1  0
 33102  1  0
 33103  1  0
 34104  1  0
 34105  1  0
 36106  1  0
 37107  1  0
 38108  1  0
 38109  1  0
 38110  1  0
M  END


  Mrv0541 05061306392D          

 42 43  0  0  0  0            999 V2000
   -2.6198   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1029   26.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1909   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4764   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9525   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3815   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0959   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0271   22.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6915   22.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8476   22.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8711   22.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1831   23.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5249   20.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5355   21.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0036   23.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2394   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7150   21.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.3795   20.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1597   24.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6683   19.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5590   20.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1835   18.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3022   25.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3828   21.0067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7084   18.9104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2622   26.1717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6347   26.6986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8509   20.1047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 29 28  1  0  0  0  0
 31  2  1  0  0  0  0
 31 30  1  0  0  0  0
 32 25  1  0  0  0  0
 32 30  2  0  0  0  0
 33 26  1  0  0  0  0
 34 27  1  0  0  0  0
 35 28  1  0  0  0  0
 35 33  1  0  0  0  0
 36 29  1  0  0  0  0
 36 34  1  0  0  0  0
 37 32  1  0  0  0  0
 38 33  1  0  0  0  0
 39 34  1  0  0  0  0
 40 37  2  0  0  0  0
 41 31  1  0  0  0  0
 41 37  1  0  0  0  0
 42 35  1  0  0  0  0
 42 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032714

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C37H68O5/c1-3-4-5-6-7-8-9-10-14-17-20-23-26-33(38)35-28-29-36(42-35)34(39)27-24-21-18-15-12-11-13-16-19-22-25-32-30-31(2)41-37(32)40/h30-31,33-36,38-39H,3-29H2,1-2H3

> <INCHI_KEY>
UXILAQXAZFVOFT-UHFFFAOYSA-N

> <FORMULA>
C37H68O5

> <MOLECULAR_WEIGHT>
592.9328

> <EXACT_MASS>
592.506675286

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
77.66870305855937

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{13-hydroxy-13-[5-(1-hydroxypentadecyl)oxolan-2-yl]tridecyl}-5-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
9.41

> <JCHEM_LOGP>
11.368829022000002

> <ALOGPS_LOGS>
-6.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.432474809215588

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.873469726094928

> <JCHEM_PKA_STRONGEST_BASIC>
-3.148664983209411

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
175.2062

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.54e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{13-hydroxy-13-[5-(1-hydroxypentadecyl)oxolan-2-yl]tridecyl}-5-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032714
     RDKit          3D
cis-Uvariamicin IB
110111  0  0  0  0  0  0  0  0999 V2000
   12.8480    0.2092   -1.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4002    0.6295   -1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5767   -0.5453   -0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9554   -1.0423    0.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7938   -0.0274    1.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2981    0.3539    1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0431    1.3493    2.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571    1.8414    2.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5381    0.9541    3.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2037   -0.1939    2.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9354    0.1622    0.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473    1.1088    0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781    1.4402   -0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562    2.3477   -0.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    1.8812   -0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8935    1.6060    0.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324    0.7969   -1.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0197   -1.5032   -1.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0720   -0.5858   -2.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -1.0670   -2.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5798   -1.2732   -0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772   -2.3622   -2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571   -3.0374   -2.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6026   -3.5098   -1.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2423   -2.6281   -0.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142   -1.5519   -1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7195   -0.7307   -0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5781    0.3933   -1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6810   -0.1795   -1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6104    0.8221   -2.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3366    1.7494   -1.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.0220   -0.6351    1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3571   -1.1300    0.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3428    0.5832   -0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0373    0.9484   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7601   -1.3671   -1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4996   -0.3043   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3378   -1.9569    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0969   -0.4682    2.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3730    0.8615    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4094    0.9627    3.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4479    2.3390    1.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6368    2.7324    3.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7434    0.5021    4.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0362    2.0581    1.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5538    0.4744   -1.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4796    2.5412   -2.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6097    3.3723   -0.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6626   -1.7359   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099   -2.3972   -2.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454   -0.4438   -3.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121   -0.2730   -2.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3793   -2.4173   -3.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4541   -4.1797   -2.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9984   -4.2928   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0502   -3.3090   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9301   -2.0456   -2.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9617   -0.4014    0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8729    1.0172   -1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9117    1.0794   -0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.3143   -0.4512    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0864    1.0330    3.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8464   -0.7310    4.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6145    2.0068    3.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9569    0.8967    3.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7010    1.3349    4.9850 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
  6  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
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  0
 20 42  1  0
 42 17  1  0
 40 35  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  0
  5 53  1  0
  6 54  1  0
  6 55  1  0
  7 56  1  0
  7 57  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
 10 62  1  0
 10 63  1  0
 11 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 13 68  1  0
 13 69  1  0
 14 70  1  0
 14 71  1  0
 15 72  1  0
 16 73  1  0
 17 74  1  0
 18 75  1  0
 18 76  1  0
 19 77  1  0
 19 78  1  0
 20 79  1  0
 21 80  1  0
 22 81  1  0
 23 82  1  0
 23 83  1  0
 24 84  1  0
 24 85  1  0
 25 86  1  0
 25 87  1  0
 26 88  1  0
 26 89  1  0
 27 90  1  0
 27 91  1  0
 28 92  1  0
 28 93  1  0
 29 94  1  0
 29 95  1  0
 30 96  1  0
 30 97  1  0
 31 98  1  0
 31 99  1  0
 32100  1  0
 32101  1  0
 33102  1  0
 33103  1  0
 34104  1  0
 34105  1  0
 36106  1  0
 37107  1  0
 38108  1  0
 38109  1  0
 38110  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.890  37.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      35.659  49.981   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.557  36.903   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.223  37.673   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.889  36.903   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.444  37.673   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.778  36.903   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.112  37.673   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.445  36.903   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.779  37.673   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.184  42.656   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.557  41.249   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.716  42.817   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.113  36.903   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.026  41.088   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.342  44.224   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.446  37.673   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.400  39.681   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.873  44.384   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.780  36.903   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.868  39.520   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.500  45.791   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.114  37.673   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.242  38.113   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      32.031  45.952   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.447  36.903   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.710  37.952   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.276  35.371   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.782  35.051   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      34.164  47.680   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      34.325  49.211   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      32.658  47.359   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.781  37.673   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      19.084  36.545   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      15.115  36.903   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.552  36.384   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      31.888  48.693   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.781  39.213   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      19.989  35.299   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      30.356  48.854   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      32.918  49.837   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      16.522  37.529   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   31                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   14                                                       
CONECT   11   12   13                                                       
CONECT   12   11   15                                                       
CONECT   13   11   16                                                       
CONECT   14   10   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   21                                                       
CONECT   19   16   22                                                       
CONECT   20   17   23                                                       
CONECT   21   18   24                                                       
CONECT   22   19   25                                                       
CONECT   23   20   26                                                       
CONECT   24   21   27                                                       
CONECT   25   22   32                                                       
CONECT   26   23   33                                                       
CONECT   27   24   34                                                       
CONECT   28   29   35                                                       
CONECT   29   28   36                                                       
CONECT   30   31   32                                                       
CONECT   31    2   30   41                                                  
CONECT   32   25   30   37                                                  
CONECT   33   26   35   38                                                  
CONECT   34   27   36   39                                                  
CONECT   35   28   33   42                                                  
CONECT   36   29   34   42                                                  
CONECT   37   32   40   41                                                  
CONECT   38   33                                                            
CONECT   39   34                                                            
CONECT   40   37                                                            
CONECT   41   31   37                                                       
CONECT   42   35   36                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

COMPND    HMDB0032714
HETATM    1  C1  UNL     1      12.848   0.209  -1.136  1.00  0.00           C  
HETATM    2  C2  UNL     1      11.400   0.629  -1.095  1.00  0.00           C  
HETATM    3  C3  UNL     1      10.577  -0.545  -0.663  1.00  0.00           C  
HETATM    4  C4  UNL     1      10.955  -1.042   0.693  1.00  0.00           C  
HETATM    5  C5  UNL     1      10.794  -0.027   1.793  1.00  0.00           C  
HETATM    6  C6  UNL     1       9.298   0.354   1.789  1.00  0.00           C  
HETATM    7  C7  UNL     1       9.043   1.349   2.869  1.00  0.00           C  
HETATM    8  C8  UNL     1       7.657   1.841   2.943  1.00  0.00           C  
HETATM    9  C9  UNL     1       6.538   0.954   3.254  1.00  0.00           C  
HETATM   10  C10 UNL     1       6.204  -0.194   2.389  1.00  0.00           C  
HETATM   11  C11 UNL     1       5.935   0.162   0.962  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.747   1.109   0.797  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.578   1.440  -0.667  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.456   2.348  -0.996  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.078   1.881  -0.686  1.00  0.00           C  
HETATM   16  O1  UNL     1       1.894   1.606   0.648  1.00  0.00           O  
HETATM   17  C16 UNL     1       1.632   0.797  -1.617  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.236  -0.555  -1.365  1.00  0.00           C  
HETATM   19  C18 UNL     1       1.020  -1.503  -1.526  1.00  0.00           C  
HETATM   20  C19 UNL     1       0.072  -0.586  -2.220  1.00  0.00           C  
HETATM   21  C20 UNL     1      -1.395  -1.067  -2.110  1.00  0.00           C  
HETATM   22  O2  UNL     1      -1.580  -1.273  -0.732  1.00  0.00           O  
HETATM   23  C21 UNL     1      -1.477  -2.362  -2.838  1.00  0.00           C  
HETATM   24  C22 UNL     1      -2.757  -3.037  -2.996  1.00  0.00           C  
HETATM   25  C23 UNL     1      -3.603  -3.510  -1.918  1.00  0.00           C  
HETATM   26  C24 UNL     1      -4.242  -2.628  -0.937  1.00  0.00           C  
HETATM   27  C25 UNL     1      -5.114  -1.552  -1.606  1.00  0.00           C  
HETATM   28  C26 UNL     1      -5.719  -0.731  -0.496  1.00  0.00           C  
HETATM   29  C27 UNL     1      -6.578   0.393  -1.023  1.00  0.00           C  
HETATM   30  C28 UNL     1      -7.681  -0.180  -1.853  1.00  0.00           C  
HETATM   31  C29 UNL     1      -8.610   0.822  -2.419  1.00  0.00           C  
HETATM   32  C30 UNL     1      -9.337   1.749  -1.555  1.00  0.00           C  
HETATM   33  C31 UNL     1     -10.272   1.295  -0.521  1.00  0.00           C  
HETATM   34  C32 UNL     1      -9.737   0.478   0.614  1.00  0.00           C  
HETATM   35  C33 UNL     1     -10.817   0.124   1.582  1.00  0.00           C  
HETATM   36  C34 UNL     1     -10.843   0.452   2.850  1.00  0.00           C  
HETATM   37  C35 UNL     1     -12.068  -0.077   3.481  1.00  0.00           C  
HETATM   38  C36 UNL     1     -12.893   1.124   3.910  1.00  0.00           C  
HETATM   39  O3  UNL     1     -12.769  -0.745   2.469  1.00  0.00           O  
HETATM   40  C37 UNL     1     -12.022  -0.635   1.308  1.00  0.00           C  
HETATM   41  O4  UNL     1     -12.357  -1.130   0.184  1.00  0.00           O  
HETATM   42  O5  UNL     1       0.231   0.589  -1.475  1.00  0.00           O  
HETATM   43  H1  UNL     1      13.291   0.628  -2.046  1.00  0.00           H  
HETATM   44  H2  UNL     1      12.918  -0.918  -1.163  1.00  0.00           H  
HETATM   45  H3  UNL     1      13.343   0.583  -0.199  1.00  0.00           H  
HETATM   46  H4  UNL     1      11.037   0.948  -2.102  1.00  0.00           H  
HETATM   47  H5  UNL     1      11.258   1.514  -0.440  1.00  0.00           H  
HETATM   48  H6  UNL     1      10.760  -1.367  -1.406  1.00  0.00           H  
HETATM   49  H7  UNL     1       9.500  -0.304  -0.778  1.00  0.00           H  
HETATM   50  H8  UNL     1      11.999  -1.418   0.628  1.00  0.00           H  
HETATM   51  H9  UNL     1      10.338  -1.957   0.932  1.00  0.00           H  
HETATM   52  H10 UNL     1      11.097  -0.468   2.743  1.00  0.00           H  
HETATM   53  H11 UNL     1      11.373   0.862   1.509  1.00  0.00           H  
HETATM   54  H12 UNL     1       9.161   0.901   0.817  1.00  0.00           H  
HETATM   55  H13 UNL     1       8.771  -0.587   1.827  1.00  0.00           H  
HETATM   56  H14 UNL     1       9.731   2.220   2.669  1.00  0.00           H  
HETATM   57  H15 UNL     1       9.409   0.963   3.867  1.00  0.00           H  
HETATM   58  H16 UNL     1       7.448   2.339   1.927  1.00  0.00           H  
HETATM   59  H17 UNL     1       7.637   2.732   3.663  1.00  0.00           H  
HETATM   60  H18 UNL     1       6.743   0.502   4.291  1.00  0.00           H  
HETATM   61  H19 UNL     1       5.580   1.524   3.463  1.00  0.00           H  
HETATM   62  H20 UNL     1       6.802  -1.082   2.483  1.00  0.00           H  
HETATM   63  H21 UNL     1       5.151  -0.552   2.759  1.00  0.00           H  
HETATM   64  H22 UNL     1       6.794   0.545   0.399  1.00  0.00           H  
HETATM   65  H23 UNL     1       5.616  -0.792   0.449  1.00  0.00           H  
HETATM   66  H24 UNL     1       3.832   0.659   1.214  1.00  0.00           H  
HETATM   67  H25 UNL     1       5.036   2.058   1.332  1.00  0.00           H  
HETATM   68  H26 UNL     1       5.551   1.919  -1.029  1.00  0.00           H  
HETATM   69  H27 UNL     1       4.554   0.474  -1.206  1.00  0.00           H  
HETATM   70  H28 UNL     1       3.480   2.541  -2.121  1.00  0.00           H  
HETATM   71  H29 UNL     1       3.610   3.372  -0.556  1.00  0.00           H  
HETATM   72  H30 UNL     1       1.428   2.824  -0.913  1.00  0.00           H  
HETATM   73  H31 UNL     1       1.147   2.069   1.079  1.00  0.00           H  
HETATM   74  H32 UNL     1       1.743   1.122  -2.680  1.00  0.00           H  
HETATM   75  H33 UNL     1       2.633  -0.647  -0.361  1.00  0.00           H  
HETATM   76  H34 UNL     1       2.923  -0.859  -2.187  1.00  0.00           H  
HETATM   77  H35 UNL     1       0.663  -1.736  -0.489  1.00  0.00           H  
HETATM   78  H36 UNL     1       1.310  -2.397  -2.087  1.00  0.00           H  
HETATM   79  H37 UNL     1       0.345  -0.444  -3.270  1.00  0.00           H  
HETATM   80  H38 UNL     1      -2.012  -0.273  -2.518  1.00  0.00           H  
HETATM   81  H39 UNL     1      -2.030  -0.503  -0.291  1.00  0.00           H  
HETATM   82  H40 UNL     1      -1.022  -2.229  -3.897  1.00  0.00           H  
HETATM   83  H41 UNL     1      -0.703  -3.094  -2.376  1.00  0.00           H  
HETATM   84  H42 UNL     1      -3.379  -2.417  -3.763  1.00  0.00           H  
HETATM   85  H43 UNL     1      -2.595  -3.983  -3.678  1.00  0.00           H  
HETATM   86  H44 UNL     1      -4.454  -4.180  -2.333  1.00  0.00           H  
HETATM   87  H45 UNL     1      -2.998  -4.293  -1.340  1.00  0.00           H  
HETATM   88  H46 UNL     1      -5.050  -3.309  -0.409  1.00  0.00           H  
HETATM   89  H47 UNL     1      -3.694  -2.234  -0.102  1.00  0.00           H  
HETATM   90  H48 UNL     1      -4.515  -0.920  -2.287  1.00  0.00           H  
HETATM   91  H49 UNL     1      -5.930  -2.046  -2.187  1.00  0.00           H  
HETATM   92  H50 UNL     1      -6.428  -1.384   0.097  1.00  0.00           H  
HETATM   93  H51 UNL     1      -4.962  -0.401   0.243  1.00  0.00           H  
HETATM   94  H52 UNL     1      -5.873   1.017  -1.655  1.00  0.00           H  
HETATM   95  H53 UNL     1      -6.912   1.079  -0.236  1.00  0.00           H  
HETATM   96  H54 UNL     1      -8.143  -1.094  -1.511  1.00  0.00           H  
HETATM   97  H55 UNL     1      -7.103  -0.560  -2.806  1.00  0.00           H  
HETATM   98  H56 UNL     1      -8.130   1.428  -3.245  1.00  0.00           H  
HETATM   99  H57 UNL     1      -9.390   0.227  -2.999  1.00  0.00           H  
HETATM  100  H58 UNL     1      -9.941   2.426  -2.260  1.00  0.00           H  
HETATM  101  H59 UNL     1      -8.655   2.521  -1.070  1.00  0.00           H  
HETATM  102  H60 UNL     1     -10.797   2.177  -0.020  1.00  0.00           H  
HETATM  103  H61 UNL     1     -11.147   0.774  -1.020  1.00  0.00           H  
HETATM  104  H62 UNL     1      -8.953   1.081   1.115  1.00  0.00           H  
HETATM  105  H63 UNL     1      -9.314  -0.451   0.240  1.00  0.00           H  
HETATM  106  H64 UNL     1     -10.086   1.033   3.402  1.00  0.00           H  
HETATM  107  H65 UNL     1     -11.846  -0.731   4.353  1.00  0.00           H  
HETATM  108  H66 UNL     1     -12.614   2.007   3.309  1.00  0.00           H  
HETATM  109  H67 UNL     1     -13.957   0.897   3.695  1.00  0.00           H  
HETATM  110  H68 UNL     1     -12.701   1.335   4.985  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3   46   47
CONECT    3    4   48   49
CONECT    4    5   50   51
CONECT    5    6   52   53
CONECT    6    7   54   55
CONECT    7    8   56   57
CONECT    8    9   58   59
CONECT    9   10   60   61
CONECT   10   11   62   63
CONECT   11   12   64   65
CONECT   12   13   66   67
CONECT   13   14   68   69
CONECT   14   15   70   71
CONECT   15   16   17   72
CONECT   16   73
CONECT   17   18   42   74
CONECT   18   19   75   76
CONECT   19   20   77   78
CONECT   20   21   42   79
CONECT   21   22   23   80
CONECT   22   81
CONECT   23   24   82   83
CONECT   24   25   84   85
CONECT   25   26   86   87
CONECT   26   27   88   89
CONECT   27   28   90   91
CONECT   28   29   92   93
CONECT   29   30   94   95
CONECT   30   31   96   97
CONECT   31   32   98   99
CONECT   32   33  100  101
CONECT   33   34  102  103
CONECT   34   35  104  105
CONECT   35   36   36   40
CONECT   36   37  106
CONECT   37   38   39  107
CONECT   38  108  109  110
CONECT   39   40
CONECT   40   41   41
END

HMDB0032714
     RDKit          3D
cis-Uvariamicin IB
110111  0  0  0  0  0  0  0  0999 V2000
   12.8480    0.2092   -1.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4002    0.6295   -1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5767   -0.5453   -0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9554   -1.0423    0.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7938   -0.0274    1.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2981    0.3539    1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0431    1.3493    2.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571    1.8414    2.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5381    0.9541    3.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2037   -0.1939    2.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9354    0.1622    0.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473    1.1088    0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781    1.4402   -0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562    2.3477   -0.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    1.8812   -0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8935    1.6060    0.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324    0.7969   -1.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2364   -0.5550   -1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197   -1.5032   -1.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0720   -0.5858   -2.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -1.0670   -2.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5798   -1.2732   -0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772   -2.3622   -2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571   -3.0374   -2.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6026   -3.5098   -1.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2423   -2.6281   -0.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142   -1.5519   -1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7195   -0.7307   -0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5781    0.3933   -1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6810   -0.1795   -1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6104    0.8221   -2.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3366    1.7494   -1.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2721    1.2954   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7373    0.4781    0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8174    0.1236    1.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8425    0.4521    2.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0678   -0.0768    3.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8927    1.1240    3.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7686   -0.7454    2.4687 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0220   -0.6351    1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3571   -1.1300    0.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305    0.5895   -1.4752 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2914    0.6280   -2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9181   -0.9181   -1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3428    0.5832   -0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0373    0.9484   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2585    1.5138   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7601   -1.3671   -1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4996   -0.3043   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9985   -1.4182    0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3378   -1.9569    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0969   -0.4682    2.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3730    0.8615    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1614    0.9012    0.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7710   -0.5869    1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7307    2.2198    2.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4094    0.9627    3.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4479    2.3390    1.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6368    2.7324    3.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7434    0.5021    4.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800    1.5241    3.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8024   -1.0819    2.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511   -0.5524    2.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7942    0.5455    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159   -0.7917    0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323    0.6587    1.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0362    2.0581    1.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5510    1.9188   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5538    0.4744   -1.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4796    2.5412   -2.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6097    3.3723   -0.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    2.8241   -0.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1473    2.0692    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7431    1.1218   -2.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6327   -0.6471   -0.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230   -0.8589   -2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6626   -1.7359   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3099   -2.3972   -2.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454   -0.4438   -3.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121   -0.2730   -2.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0300   -0.5026   -0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0221   -2.2287   -3.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7027   -3.0943   -2.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3793   -2.4173   -3.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.9832   -3.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4541   -4.1797   -2.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9984   -4.2928   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0502   -3.3090   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6941   -2.2343   -0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147   -0.9201   -2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9301   -2.0456   -2.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4276   -1.3840    0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9617   -0.4014    0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8729    1.0172   -1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9117    1.0794   -0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1434   -1.0937   -1.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1027   -0.5595   -2.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1304    1.4275   -3.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3902    0.2272   -2.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9409    2.4260   -2.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6552    2.5209   -1.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7969    2.1774   -0.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1470    0.7741   -1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9532    1.0806    1.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3143   -0.4512    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0864    1.0330    3.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8464   -0.7310    4.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6145    2.0068    3.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9569    0.8967    3.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7010    1.3349    4.9850 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
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  9 10  1  0
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 12 13  1  0
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 15 16  1  0
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 34 35  1  0
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 20 42  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-Uvariamicin I	HMDB

Chemical Formula

C₃₇H₆₈O₅

Average Molecular Weight

592.9328

Monoisotopic Molecular Weight

592.506675286

IUPAC Name

3-{13-hydroxy-13-[5-(1-hydroxypentadecyl)oxolan-2-yl]tridecyl}-5-methyl-2,5-dihydrofuran-2-one

Traditional Name

3-{13-hydroxy-13-[5-(1-hydroxypentadecyl)oxolan-2-yl]tridecyl}-5-methyl-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O

InChI Identifier

InChI=1S/C37H68O5/c1-3-4-5-6-7-8-9-10-14-17-20-23-26-33(38)35-28-29-36(42-35)34(39)27-24-21-18-15-12-11-13-16-19-22-25-32-30-31(2)41-37(32)40/h30-31,33-36,38-39H,3-29H2,1-2H3

InChI Key

UXILAQXAZFVOFT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Annonaceous acetogenins

Alternative Parents

Substituents

Annonaceae acetogenin skeleton
Long chain fatty alcohol
2-furanone
Dihydrofuran
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0032714)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032714)

Source

Endogenous

Endogenous (HMDB: HMDB0032714)

Plant

Plant (HMDB: HMDB0032714)

Animal

Animal (HMDB: HMDB0032714)

Exogenous

Food

Food (HMDB: HMDB0032714)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0032714)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032714)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032714)

Lipid metabolism pathway (HMDB: HMDB0032714)

Cellular process

Cell signaling (HMDB: HMDB0032714)

Biochemical process

Lipid transport (HMDB: HMDB0032714)

Role

Biological role

Energy source (HMDB: HMDB0032714)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032714)

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	7.5e-05 g/L	ALOGPS
logP	9.41	ALOGPS
logP	11.37	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	175.21 m³·mol⁻¹	ChemAxon
Polarizability	77.67 Å³	ChemAxon
Number of Rings	2	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]+	251.607	31661259
DarkChem	[M-H]-	249.252	31661259
DeepCCS	[M+H]+	256.724	30932474
DeepCCS	[M-H]-	254.366	30932474
DeepCCS	[M-2H]-	288.398	30932474
DeepCCS	[M+Na]+	263.627	30932474
AllCCS	[M+H]+	270.4	32859911
AllCCS	[M+H-H2O]+	269.3	32859911
AllCCS	[M+NH4]+	271.4	32859911
AllCCS	[M+Na]+	271.7	32859911
AllCCS	[M-H]-	239.4	32859911
AllCCS	[M+Na-2H]-	244.0	32859911
AllCCS	[M+HCOO]-	249.2	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.	9.7 minutes	32390414
Predicted by Siyang on May 30, 2022	35.7017 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.01 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	63.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	5267.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	800.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	381.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	319.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	916.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1640.6 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	1412.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	147.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	3406.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	981.8 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	3037.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1209.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	746.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	703.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	781.7 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	9.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cis-Uvariamicin IB	CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O	4599.9	Standard polar	33892256
cis-Uvariamicin IB	CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O	4221.2	Standard non polar	33892256
cis-Uvariamicin IB	CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O	4497.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
cis-Uvariamicin IB,1TMS,isomer #1	CCCCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCCCCCCCCCC2=CC(C)OC2=O)O1	4472.4	Semi standard non polar	33892256
cis-Uvariamicin IB,1TMS,isomer #2	CCCCCCCCCCCCCCC(O)C1CCC(C(CCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4472.4	Semi standard non polar	33892256
cis-Uvariamicin IB,2TMS,isomer #1	CCCCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4422.2	Semi standard non polar	33892256
cis-Uvariamicin IB,1TBDMS,isomer #1	CCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCCCCCCCCCCC2=CC(C)OC2=O)O1	4717.5	Semi standard non polar	33892256
cis-Uvariamicin IB,1TBDMS,isomer #2	CCCCCCCCCCCCCCC(O)C1CCC(C(CCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	4717.5	Semi standard non polar	33892256
cis-Uvariamicin IB,2TBDMS,isomer #1	CCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(CCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	4886.5	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 - cis-Uvariamicin IB GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-3196120000-417666b3cb4934e8682e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Uvariamicin IB GC-MS (1 TMS) - 70eV, Positive	splash10-014j-5129011000-a7ba802c1c5f4326e2cb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Uvariamicin IB GC-MS ("cis-Uvariamicin IB,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Uvariamicin IB GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Uvariamicin IB GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Uvariamicin IB GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Uvariamicin IB GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Uvariamicin IB GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	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 - cis-Uvariamicin IB 10V, Positive-QTOF	splash10-0006-0020090000-c6bf292994424022d39c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 20V, Positive-QTOF	splash10-00mk-1930130000-bbe5e908ee28c14f0e66	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 40V, Positive-QTOF	splash10-002e-3930010000-bcfa7e280f8df41d2ebf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 10V, Negative-QTOF	splash10-0006-0000090000-ad677937afa32f6b5eee	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 20V, Negative-QTOF	splash10-0002-1264090000-3d878d9cd8be8e7a4cca	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 40V, Negative-QTOF	splash10-016u-2195010000-1d3a350ea884c5acbeff	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 10V, Positive-QTOF	splash10-056u-1010190000-e2efab2a9f939e43f441	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 20V, Positive-QTOF	splash10-004j-3000090000-f034bd9e7ea650c59d02	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 40V, Positive-QTOF	splash10-0006-9001000000-052ebc70f9ac15b626d2	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 10V, Negative-QTOF	splash10-0006-0000090000-4495ea4244b0ed4455f3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 20V, Negative-QTOF	splash10-0006-2052090000-131d227388befa2336a7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Uvariamicin IB 40V, Negative-QTOF	splash10-014j-9157010000-7e7bfcfb0d1949ab4d29	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB010675

KNApSAcK ID

Not Available

Chemspider ID

35013473

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14759336

PDB ID

Not Available

ChEBI ID

176175

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for cis-Uvariamicin IB (HMDB0032714)

MOL for HMDB0032714 (cis-Uvariamicin IB)

3D MOL for HMDB0032714 (cis-Uvariamicin IB)

3D SDF for HMDB0032714 (cis-Uvariamicin IB)

3D-SDF for HMDB0032714 (cis-Uvariamicin IB)

PDB for HMDB0032714 (cis-Uvariamicin IB)

3D PDB for HMDB0032714 (cis-Uvariamicin IB)

SMILES for HMDB0032714 (cis-Uvariamicin IB)

INCHI for HMDB0032714 (cis-Uvariamicin IB)

Structure for HMDB0032714 (cis-Uvariamicin IB)

3D Structure for HMDB0032714 (cis-Uvariamicin IB)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra