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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-13 12:09:41 UTC

Update Date

2022-11-30 20:02:12 UTC

HMDB ID

HMDB0279393

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI)

Description

PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI) is an oxidized phosphatidylinositol phosphate (PIP). As other PIPs, oxidized phosphatidylinositol phosphates are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to a phosphorylated inositol (hexahydroxycyclohexane). Phosphatidylinositol phosphates are generated from phosphatidylinositols, which are phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated. Phosphatidylinositol phosphates can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI), in particular, consists of one chain of 9Z,12Z,15Z-octadecatrienoyl at the C-1 position and one chain of 5-iso Prostaglandin F2alpha-VI at the C-2 position. The most important phosphatidylinositol phosphate in both quantitative and biological terms is phosphatidylinositol 4-phosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. Phosphatidylinositol phosphates are usually present at low levels only in tissues, typically at about 1 to 3% of the concentration of phosphatidylinositol.

Structure

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


  Mrv1652309132114102D          

 66 67  0  0  1  0            999 V2000
   -1.4638   -0.2227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915    0.3171    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8900    1.1865    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7525    1.2197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5384    1.9852    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2680    2.4489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1723    2.5131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4550    3.2255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9682    2.4441    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779    3.4291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5778    3.2280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8971    2.6638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7483    2.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4345    2.0098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3606    2.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183    3.0101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7857    3.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7208    4.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6133    3.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    3.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0959    2.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8245    3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5199    2.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1676    3.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9469    3.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5790    3.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3797    3.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5579    2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9494    1.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1276    1.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9143    0.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0925    0.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8791   -0.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4877    0.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2744    0.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7340    1.2185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354    0.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947   -0.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0179   -0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2721   -0.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164   -0.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -0.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1848   -0.2979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1206    0.4872    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0730    1.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274    0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7246    0.4578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4420   -0.1030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737    1.2838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3997    0.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179    0.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0614    1.6675    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7919    2.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9618    1.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6481    0.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5014    0.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9404   -0.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7654   -0.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0263    2.9146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9692    4.0379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5613    4.8973    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584    5.6266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2864    5.1363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171    5.6283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4049    2.0676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1659    1.9181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 14 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 43 42  1  1  0  0  0
  2 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  1  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  6  0  0  0
 47 49  1  0  0  0  0
 49 50  1  1  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  6  0  0  0
 52 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
  7 59  1  0  0  0  0
 59 60  1  6  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 61 64  2  0  0  0  0
 59 65  1  0  0  0  0
 49 65  1  0  0  0  0
 65 66  1  6  0  0  0
M  END

HMDB0279393
     RDKit          3D
PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI)
142143  0  0  0  0  0  0  0  0999 V2000
   16.1681   -1.5970    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8593   -1.2087    0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7321    0.2467    0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7742    0.9308    1.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5830    0.5341    1.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3049   -0.8269    2.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3806   -1.6120    1.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3547   -1.3618    0.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2793   -0.1235    0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2697    0.6812    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9470    0.5528    0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9404    0.5814   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1598   -0.5860   -1.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8931   -1.9140   -0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4328   -1.9836   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5190   -1.9225   -1.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931   -2.0303   -1.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7648   -0.8225   -0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9816   -0.6961    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743    0.2018   -0.9754 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7385    1.4298   -0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6354    1.4160    0.4978 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5262    0.5538    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1061   -0.1605    1.1649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497   -1.7484    0.9589 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.1492   -2.3922    2.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3418   -2.5908   -0.0407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9893   -2.2171    0.6281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7994   -1.3795   -0.1347 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7121   -1.7654   -1.5677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1132   -3.0523   -1.6400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8385   -0.7786   -2.3748 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6223   -1.4233   -2.5925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4043   -0.3732   -3.6650 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6242   -0.9028   -4.7279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6677    1.0675   -3.9099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6605    2.0385   -3.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745    3.1483   -2.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6273    3.4739   -1.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1349    3.4667   -1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685    3.5035    0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2532    4.3694    0.8385 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2894    2.7706    0.7194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0996    1.4818   -3.6564 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8993    0.5766   -4.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5388    1.4752   -2.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7346    0.6345   -1.9877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8715   -0.5079   -2.7472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9115    0.2621   -0.5343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4109    1.2985    0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1894    2.0617    1.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6604    2.0195    1.1747 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.1220    2.9009    0.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2701    2.4910    2.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9037    1.7400    3.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3330    0.2727    3.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8235    0.1593    3.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2509   -1.2815    3.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3761   -1.1164   -0.1840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6216   -2.0356   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0983   -1.1896    0.5295 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1415   -2.1747    1.5742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2561   -1.5714    3.0973 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5839   -0.0738    3.1603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7569   -1.7097    3.8696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3904   -2.3555    4.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0347   -1.4879    2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4349   -2.6388    1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.9798   -0.9642    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0701   -1.5441   -0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0845   -1.8073    1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5651    0.8285    0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8823    2.0596    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7066    1.1438    2.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6689    1.0833    1.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9820   -1.2550    3.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3587   -2.6510    2.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3787   -2.2528    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3327   -1.5511    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1808    0.1717   -0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3995    1.6054   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7562    1.4742    1.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7740   -0.3472    1.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1420    1.5173   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091    0.5806   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5715   -0.4309   -2.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2529   -0.6119   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0936   -2.7608   -1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5196   -2.0279    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309132114102D          

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M  END
> <DATABASE_ID>
HMDB0279393

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@@H](O)\C=C/[C@H]1[C@H](O)C[C@H](O)[C@H]2C\C=C/CC(=O)O[C@H](COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)COP(O)(=O)O[C@@H]([C@H](O)[C@@H](O)[C@@H]2O)[C@H](OP(O)(O)=O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C45H76O19P2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-20-25-38(49)60-30-33-31-61-66(58,59)64-45-43(54)42(53)40(51)34(24-21-22-26-39(50)62-33)36(47)29-37(48)35(28-27-32(46)23-19-6-4-2)41(52)44(45)63-65(55,56)57/h5,7,9-10,12-13,21-22,27-28,32-37,40-48,51-54H,3-4,6,8,11,14-20,23-26,29-31H2,1-2H3,(H,58,59)(H2,55,56,57)/b7-5-,10-9-,13-12-,22-21-,28-27-/t32-,33-,34-,35+,36+,37-,40-,41?,42+,43-,44-,45+/m1/s1

> <INCHI_KEY>
FGLKSUIHOMLNKI-AKVAUCGCSA-N

> <FORMULA>
C45H76O19P2

> <MOLECULAR_WEIGHT>
983.032

> <EXACT_MASS>
982.445604223

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
142

> <JCHEM_AVERAGE_POLARIZABILITY>
101.14917402195773

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(1S,6R,10Z,13R,14S,16R,17S,18R,19R,20R,21S,22R)-3,14,16,18,20,21,22-heptahydroxy-17-[(1E,3R)-3-hydroxyoct-1-en-1-yl]-6-{[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]methyl}-3,8-dioxo-2,4,7-trioxa-3lambda5-phosphabicyclo[11.6.3]docos-10-en-19-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
3.9104950623333314

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.8950501427187083

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9562174713138898

> <JCHEM_PKA_STRONGEST_BASIC>
-2.919010319159657

> <JCHEM_POLAR_SURFACE_AREA>
316.72999999999996

> <JCHEM_REFRACTIVITY>
248.2880000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,6R,10Z,13R,14S,16R,17S,18R,19R,20R,21S,22R)-3,14,16,18,20,21,22-heptahydroxy-17-[(1E,3R)-3-hydroxyoct-1-en-1-yl]-6-{[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]methyl}-3,8-dioxo-2,4,7-trioxa-3lambda5-phosphabicyclo[11.6.3]docos-10-en-19-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0279393
     RDKit          3D
PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI)
142143  0  0  0  0  0  0  0  0999 V2000
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   14.7321    0.2467    0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7742    0.9308    1.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 13-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-21         0                                  
HETATM    1  O   UNK     0      -2.732  -0.416   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.477   0.592   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.661   2.215   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.271   2.277   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.005   3.706   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.367   4.571   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.322   4.691   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.849   6.021   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       1.807   4.562   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       1.639   6.401   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.945   6.026   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.541   4.972   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.130   4.670   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.411   3.752   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.140   4.677   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.554   5.619   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.800   6.704   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.679   8.292   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.345   6.187   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.920   6.403   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.112   5.335   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.472   6.134   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.771   5.227   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.980   6.251   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.434   5.619   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.614   6.682   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.109   6.210   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      23.441   4.706   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      22.306   3.666   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      22.638   2.163   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      24.107   1.699   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      24.439   0.195   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      25.908  -0.269   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      27.044   0.771   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      28.512   0.307   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       6.970   2.275   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.599   0.737   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.017  -0.370   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.633  -0.552   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.241  -1.374   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.644  -1.775   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.008  -1.501   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -0.345  -0.556   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.225   0.909   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -0.136   2.344   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       1.731   0.506   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       3.219   0.855   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       4.558  -0.192   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       3.124   2.396   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       4.479   1.407   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       6.194   1.694   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       7.581   3.113   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       7.078   4.881   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       9.262   2.548   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      10.543   1.453   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      12.136   1.048   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      12.955  -0.363   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      14.495  -0.359   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       1.916   5.441   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0       1.809   7.537   0.000  0.00  0.00           O+0
HETATM   61  P   UNK     0       1.048   9.142   0.000  0.00  0.00           P+0
HETATM   62  O   UNK     0       1.976  10.503   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      -0.535   9.588   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0       0.032  10.506   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0       2.622   3.859   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0       4.043   3.580   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   43                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   59                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   36                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   14   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42    2   44                                                  
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   65                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57                                                            
CONECT   59    7   60   65                                                  
CONECT   60   59   61                                                       
CONECT   61   60   62   63   64                                             
CONECT   62   61                                                            
CONECT   63   61                                                            
CONECT   64   61                                                            
CONECT   65   59   49   66                                                  
CONECT   66   65                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  134    0
END

COMPND    HMDB0279393
HETATM    1  C1  UNL     1      16.168  -1.597   1.373  1.00  0.00           C  
HETATM    2  C2  UNL     1      14.859  -1.209   0.655  1.00  0.00           C  
HETATM    3  C3  UNL     1      14.732   0.247   0.639  1.00  0.00           C  
HETATM    4  C4  UNL     1      13.774   0.931   1.140  1.00  0.00           C  
HETATM    5  C5  UNL     1      12.583   0.534   1.846  1.00  0.00           C  
HETATM    6  C6  UNL     1      12.305  -0.827   2.218  1.00  0.00           C  
HETATM    7  C7  UNL     1      11.381  -1.612   1.791  1.00  0.00           C  
HETATM    8  C8  UNL     1      10.355  -1.362   0.799  1.00  0.00           C  
HETATM    9  C9  UNL     1      10.279  -0.123   0.076  1.00  0.00           C  
HETATM   10  C10 UNL     1       9.270   0.681   0.021  1.00  0.00           C  
HETATM   11  C11 UNL     1       7.947   0.553   0.658  1.00  0.00           C  
HETATM   12  C12 UNL     1       6.940   0.581  -0.500  1.00  0.00           C  
HETATM   13  C13 UNL     1       7.160  -0.586  -1.444  1.00  0.00           C  
HETATM   14  C14 UNL     1       6.893  -1.914  -0.790  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.433  -1.984  -0.382  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.519  -1.923  -1.577  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.093  -2.030  -1.126  1.00  0.00           C  
HETATM   18  C18 UNL     1       2.765  -0.822  -0.288  1.00  0.00           C  
HETATM   19  O1  UNL     1       2.982  -0.696   0.915  1.00  0.00           O  
HETATM   20  O2  UNL     1       2.174   0.202  -0.975  1.00  0.00           O  
HETATM   21  C19 UNL     1       1.738   1.430  -0.536  1.00  0.00           C  
HETATM   22  C20 UNL     1       0.635   1.416   0.498  1.00  0.00           C  
HETATM   23  C21 UNL     1      -0.526   0.554   0.170  1.00  0.00           C  
HETATM   24  O3  UNL     1      -1.106  -0.160   1.165  1.00  0.00           O  
HETATM   25  P1  UNL     1      -1.450  -1.748   0.959  1.00  0.00           P  
HETATM   26  O4  UNL     1      -1.149  -2.392   2.354  1.00  0.00           O  
HETATM   27  O5  UNL     1      -0.342  -2.591  -0.041  1.00  0.00           O  
HETATM   28  O6  UNL     1      -2.989  -2.217   0.628  1.00  0.00           O  
HETATM   29  C22 UNL     1      -3.799  -1.379  -0.135  1.00  0.00           C  
HETATM   30  C23 UNL     1      -3.712  -1.765  -1.568  1.00  0.00           C  
HETATM   31  O7  UNL     1      -3.113  -3.052  -1.640  1.00  0.00           O  
HETATM   32  C24 UNL     1      -2.838  -0.779  -2.375  1.00  0.00           C  
HETATM   33  O8  UNL     1      -1.622  -1.423  -2.592  1.00  0.00           O  
HETATM   34  C25 UNL     1      -3.404  -0.373  -3.665  1.00  0.00           C  
HETATM   35  O9  UNL     1      -2.624  -0.903  -4.728  1.00  0.00           O  
HETATM   36  C26 UNL     1      -3.668   1.067  -3.910  1.00  0.00           C  
HETATM   37  C27 UNL     1      -2.661   2.039  -3.386  1.00  0.00           C  
HETATM   38  C28 UNL     1      -3.174   3.148  -2.606  1.00  0.00           C  
HETATM   39  C29 UNL     1      -2.627   3.474  -1.457  1.00  0.00           C  
HETATM   40  C30 UNL     1      -1.135   3.467  -1.295  1.00  0.00           C  
HETATM   41  C31 UNL     1      -0.669   3.503   0.084  1.00  0.00           C  
HETATM   42  O10 UNL     1      -1.253   4.369   0.839  1.00  0.00           O  
HETATM   43  O11 UNL     1       0.289   2.771   0.719  1.00  0.00           O  
HETATM   44  C32 UNL     1      -5.100   1.482  -3.656  1.00  0.00           C  
HETATM   45  O12 UNL     1      -5.899   0.577  -4.392  1.00  0.00           O  
HETATM   46  C33 UNL     1      -5.539   1.475  -2.255  1.00  0.00           C  
HETATM   47  C34 UNL     1      -6.735   0.635  -1.988  1.00  0.00           C  
HETATM   48  O13 UNL     1      -6.872  -0.508  -2.747  1.00  0.00           O  
HETATM   49  C35 UNL     1      -6.911   0.262  -0.534  1.00  0.00           C  
HETATM   50  C36 UNL     1      -6.411   1.298   0.367  1.00  0.00           C  
HETATM   51  C37 UNL     1      -7.189   2.062   1.113  1.00  0.00           C  
HETATM   52  C38 UNL     1      -8.660   2.019   1.175  1.00  0.00           C  
HETATM   53  O14 UNL     1      -9.122   2.901   0.166  1.00  0.00           O  
HETATM   54  C39 UNL     1      -9.270   2.491   2.447  1.00  0.00           C  
HETATM   55  C40 UNL     1      -8.904   1.740   3.681  1.00  0.00           C  
HETATM   56  C41 UNL     1      -9.333   0.273   3.521  1.00  0.00           C  
HETATM   57  C42 UNL     1     -10.824   0.159   3.298  1.00  0.00           C  
HETATM   58  C43 UNL     1     -11.251  -1.282   3.126  1.00  0.00           C  
HETATM   59  C44 UNL     1      -6.376  -1.116  -0.184  1.00  0.00           C  
HETATM   60  O15 UNL     1      -6.622  -2.036  -1.188  1.00  0.00           O  
HETATM   61  C45 UNL     1      -5.098  -1.190   0.530  1.00  0.00           C  
HETATM   62  O16 UNL     1      -5.142  -2.175   1.574  1.00  0.00           O  
HETATM   63  P2  UNL     1      -5.256  -1.571   3.097  1.00  0.00           P  
HETATM   64  O17 UNL     1      -5.584  -0.074   3.160  1.00  0.00           O  
HETATM   65  O18 UNL     1      -3.757  -1.710   3.870  1.00  0.00           O  
HETATM   66  O19 UNL     1      -6.390  -2.355   4.070  1.00  0.00           O  
HETATM   67  H1  UNL     1      16.035  -1.488   2.459  1.00  0.00           H  
HETATM   68  H2  UNL     1      16.435  -2.639   1.068  1.00  0.00           H  
HETATM   69  H3  UNL     1      16.980  -0.964   0.988  1.00  0.00           H  
HETATM   70  H4  UNL     1      15.070  -1.544  -0.418  1.00  0.00           H  
HETATM   71  H5  UNL     1      14.085  -1.807   1.083  1.00  0.00           H  
HETATM   72  H6  UNL     1      15.565   0.828   0.133  1.00  0.00           H  
HETATM   73  H7  UNL     1      13.882   2.060   1.003  1.00  0.00           H  
HETATM   74  H8  UNL     1      12.707   1.144   2.888  1.00  0.00           H  
HETATM   75  H9  UNL     1      11.669   1.083   1.485  1.00  0.00           H  
HETATM   76  H10 UNL     1      12.982  -1.255   3.016  1.00  0.00           H  
HETATM   77  H11 UNL     1      11.359  -2.651   2.258  1.00  0.00           H  
HETATM   78  H12 UNL     1      10.379  -2.253   0.079  1.00  0.00           H  
HETATM   79  H13 UNL     1       9.333  -1.551   1.306  1.00  0.00           H  
HETATM   80  H14 UNL     1      11.181   0.172  -0.533  1.00  0.00           H  
HETATM   81  H15 UNL     1       9.399   1.605  -0.591  1.00  0.00           H  
HETATM   82  H16 UNL     1       7.756   1.474   1.250  1.00  0.00           H  
HETATM   83  H17 UNL     1       7.774  -0.347   1.232  1.00  0.00           H  
HETATM   84  H18 UNL     1       7.142   1.517  -1.083  1.00  0.00           H  
HETATM   85  H19 UNL     1       5.909   0.581  -0.144  1.00  0.00           H  
HETATM   86  H20 UNL     1       6.572  -0.431  -2.367  1.00  0.00           H  
HETATM   87  H21 UNL     1       8.253  -0.612  -1.730  1.00  0.00           H  
HETATM   88  H22 UNL     1       7.094  -2.761  -1.483  1.00  0.00           H  
HETATM   89  H23 UNL     1       7.520  -2.028   0.108  1.00  0.00           H  
HETATM   90  H24 UNL     1       5.272  -3.006   0.064  1.00  0.00           H  
HETATM   91  H25 UNL     1       5.146  -1.235   0.350  1.00  0.00           H  
HETATM   92  H26 UNL     1       4.691  -0.950  -2.124  1.00  0.00           H  
HETATM   93  H27 UNL     1       4.735  -2.760  -2.300  1.00  0.00           H  
HETATM   94  H28 UNL     1       3.022  -2.894  -0.434  1.00  0.00           H  
HETATM   95  H29 UNL     1       2.372  -2.150  -1.957  1.00  0.00           H  
HETATM   96  H30 UNL     1       1.405   2.001  -1.439  1.00  0.00           H  
HETATM   97  H31 UNL     1       2.601   2.063  -0.153  1.00  0.00           H  
HETATM   98  H32 UNL     1       1.079   1.059   1.461  1.00  0.00           H  
HETATM   99  H33 UNL     1      -0.251  -0.087  -0.665  1.00  0.00           H  
HETATM  100  H34 UNL     1      -1.338   1.301  -0.144  1.00  0.00           H  
HETATM  101  H35 UNL     1       0.171  -2.028  -0.623  1.00  0.00           H  
HETATM  102  H36 UNL     1      -3.261  -0.379  -0.066  1.00  0.00           H  
HETATM  103  H37 UNL     1      -4.601  -1.858  -2.154  1.00  0.00           H  
HETATM  104  H38 UNL     1      -3.713  -3.734  -1.293  1.00  0.00           H  
HETATM  105  H39 UNL     1      -2.590   0.069  -1.689  1.00  0.00           H  
HETATM  106  H40 UNL     1      -1.802  -2.347  -2.865  1.00  0.00           H  
HETATM  107  H41 UNL     1      -4.383  -0.924  -3.795  1.00  0.00           H  
HETATM  108  H42 UNL     1      -2.740  -1.886  -4.778  1.00  0.00           H  
HETATM  109  H43 UNL     1      -3.600   1.184  -5.020  1.00  0.00           H  
HETATM  110  H44 UNL     1      -2.078   2.506  -4.244  1.00  0.00           H  
HETATM  111  H45 UNL     1      -1.888   1.439  -2.868  1.00  0.00           H  
HETATM  112  H46 UNL     1      -4.017   3.723  -2.955  1.00  0.00           H  
HETATM  113  H47 UNL     1      -3.234   3.759  -0.576  1.00  0.00           H  
HETATM  114  H48 UNL     1      -0.816   4.458  -1.773  1.00  0.00           H  
HETATM  115  H49 UNL     1      -0.700   2.723  -1.954  1.00  0.00           H  
HETATM  116  H50 UNL     1      -5.233   2.464  -4.168  1.00  0.00           H  
HETATM  117  H51 UNL     1      -6.585   1.019  -4.920  1.00  0.00           H  
HETATM  118  H52 UNL     1      -4.669   1.255  -1.614  1.00  0.00           H  
HETATM  119  H53 UNL     1      -5.820   2.537  -1.967  1.00  0.00           H  
HETATM  120  H54 UNL     1      -7.632   1.274  -2.265  1.00  0.00           H  
HETATM  121  H55 UNL     1      -7.795  -0.798  -2.761  1.00  0.00           H  
HETATM  122  H56 UNL     1      -8.033   0.162  -0.442  1.00  0.00           H  
HETATM  123  H57 UNL     1      -5.325   1.509   0.448  1.00  0.00           H  
HETATM  124  H58 UNL     1      -6.674   2.808   1.768  1.00  0.00           H  
HETATM  125  H59 UNL     1      -9.112   1.042   0.898  1.00  0.00           H  
HETATM  126  H60 UNL     1     -10.060   3.189   0.391  1.00  0.00           H  
HETATM  127  H61 UNL     1     -10.372   2.548   2.330  1.00  0.00           H  
HETATM  128  H62 UNL     1      -8.981   3.575   2.659  1.00  0.00           H  
HETATM  129  H63 UNL     1      -7.837   1.767   3.865  1.00  0.00           H  
HETATM  130  H64 UNL     1      -9.524   2.090   4.565  1.00  0.00           H  
HETATM  131  H65 UNL     1      -8.811  -0.203   2.693  1.00  0.00           H  
HETATM  132  H66 UNL     1      -9.059  -0.215   4.481  1.00  0.00           H  
HETATM  133  H67 UNL     1     -11.365   0.575   4.167  1.00  0.00           H  
HETATM  134  H68 UNL     1     -11.170   0.699   2.407  1.00  0.00           H  
HETATM  135  H69 UNL     1     -10.986  -1.936   3.969  1.00  0.00           H  
HETATM  136  H70 UNL     1     -10.838  -1.704   2.177  1.00  0.00           H  
HETATM  137  H71 UNL     1     -12.352  -1.308   3.004  1.00  0.00           H  
HETATM  138  H72 UNL     1      -7.134  -1.478   0.607  1.00  0.00           H  
HETATM  139  H73 UNL     1      -6.380  -2.948  -0.950  1.00  0.00           H  
HETATM  140  H74 UNL     1      -5.092  -0.257   1.181  1.00  0.00           H  
HETATM  141  H75 UNL     1      -3.920  -1.567   4.850  1.00  0.00           H  
HETATM  142  H76 UNL     1      -5.973  -3.135   4.464  1.00  0.00           H  
CONECT    1    2   67   68   69
CONECT    2    3   70   71
CONECT    3    4    4   72
CONECT    4    5   73
CONECT    5    6   74   75
CONECT    6    7    7   76
CONECT    7    8   77
CONECT    8    9   78   79
CONECT    9   10   10   80
CONECT   10   11   81
CONECT   11   12   82   83
CONECT   12   13   84   85
CONECT   13   14   86   87
CONECT   14   15   88   89
CONECT   15   16   90   91
CONECT   16   17   92   93
CONECT   17   18   94   95
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   96   97
CONECT   22   23   43   98
CONECT   23   24   99  100
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27  101
CONECT   28   29
CONECT   29   30   61  102
CONECT   30   31   32  103
CONECT   31  104
CONECT   32   33   34  105
CONECT   33  106
CONECT   34   35   36  107
CONECT   35  108
CONECT   36   37   44  109
CONECT   37   38  110  111
CONECT   38   39   39  112
CONECT   39   40  113
CONECT   40   41  114  115
CONECT   41   42   42   43
CONECT   44   45   46  116
CONECT   45  117
CONECT   46   47  118  119
CONECT   47   48   49  120
CONECT   48  121
CONECT   49   50   59  122
CONECT   50   51   51  123
CONECT   51   52  124
CONECT   52   53   54  125
CONECT   53  126
CONECT   54   55  127  128
CONECT   55   56  129  130
CONECT   56   57  131  132
CONECT   57   58  133  134
CONECT   58  135  136  137
CONECT   59   60   61  138
CONECT   60  139
CONECT   61   62  140
CONECT   62   63
CONECT   63   64   64   65   66
CONECT   65  141
CONECT   66  142
END

HMDB0279393
     RDKit          3D
PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI)
142143  0  0  0  0  0  0  0  0999 V2000
   16.1681   -1.5970    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8593   -1.2087    0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7321    0.2467    0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7742    0.9308    1.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5830    0.5341    1.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3049   -0.8269    2.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3806   -1.6120    1.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3547   -1.3618    0.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2793   -0.1235    0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2697    0.6812    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9470    0.5528    0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9404    0.5814   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1598   -0.5860   -1.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8931   -1.9140   -0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4328   -1.9836   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5190   -1.9225   -1.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931   -2.0303   -1.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7648   -0.8225   -0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9816   -0.6961    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743    0.2018   -0.9754 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7385    1.4298   -0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6354    1.4160    0.4978 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5262    0.5538    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1061   -0.1605    1.1649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497   -1.7484    0.9589 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.1492   -2.3922    2.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3418   -2.5908   -0.0407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9893   -2.2171    0.6281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7994   -1.3795   -0.1347 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7121   -1.7654   -1.5677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1132   -3.0523   -1.6400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8385   -0.7786   -2.3748 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6223   -1.4233   -2.5925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4043   -0.3732   -3.6650 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6242   -0.9028   -4.7279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6677    1.0675   -3.9099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6605    2.0385   -3.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745    3.1483   -2.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6273    3.4739   -1.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1349    3.4667   -1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685    3.5035    0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2532    4.3694    0.8385 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2894    2.7706    0.7194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0996    1.4818   -3.6564 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8993    0.5766   -4.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5388    1.4752   -2.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7346    0.6345   -1.9877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8715   -0.5079   -2.7472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9115    0.2621   -0.5343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4109    1.2985    0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1894    2.0617    1.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6604    2.0195    1.1747 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.1220    2.9009    0.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2701    2.4910    2.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9037    1.7400    3.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3330    0.2727    3.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8235    0.1593    3.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2509   -1.2815    3.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3761   -1.1164   -0.1840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6216   -2.0356   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7569   -1.7097    3.8696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3904   -2.3555    4.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0347   -1.4879    2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4349   -2.6388    1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.9798   -0.9642    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0701   -1.5441   -0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0845   -1.8073    1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5651    0.8285    0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8823    2.0596    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7066    1.1438    2.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6689    1.0833    1.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9820   -1.2550    3.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3587   -2.6510    2.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3787   -2.2528    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3327   -1.5511    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1808    0.1717   -0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3995    1.6054   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5715   -0.4309   -2.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7395   -1.8859   -4.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9725   -3.1352    4.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{[(1S,6R,10Z,13R,14S,16R,17S,19R,20R,21S,22R)-3,14,16,18,20,21,22-heptahydroxy-17-[(3R)-3-hydroxyoct-1-en-1-yl]-6-{[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]methyl}-3,8-dioxo-2,4,7-trioxa-3-phosphabicyclo[11.6.3]docos-10-en-19-yl]oxy}phosphonate	HMDB

Chemical Formula

C₄₅H₇₆O₁₉P₂

Average Molecular Weight

983.032

Monoisotopic Molecular Weight

982.445604223

IUPAC Name

{[(1S,6R,10Z,13R,14S,16R,17S,18R,19R,20R,21S,22R)-3,14,16,18,20,21,22-heptahydroxy-17-[(1E,3R)-3-hydroxyoct-1-en-1-yl]-6-{[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]methyl}-3,8-dioxo-2,4,7-trioxa-3lambda5-phosphabicyclo[11.6.3]docos-10-en-19-yl]oxy}phosphonic acid

Traditional Name

[(1S,6R,10Z,13R,14S,16R,17S,18R,19R,20R,21S,22R)-3,14,16,18,20,21,22-heptahydroxy-17-[(1E,3R)-3-hydroxyoct-1-en-1-yl]-6-{[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]methyl}-3,8-dioxo-2,4,7-trioxa-3lambda5-phosphabicyclo[11.6.3]docos-10-en-19-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCC[C@@H](O)\C=C/[C@H]1[C@H](O)C[C@H](O)[C@H]2C\C=C/CC(=O)O[C@H](COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)COP(O)(=O)O[C@@H]([C@H](O)[C@@H](O)[C@@H]2O)[C@H](OP(O)(O)=O)[C@@H]1O

InChI Identifier

InChI=1S/C45H76O19P2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-20-25-38(49)60-30-33-31-61-66(58,59)64-45-43(54)42(53)40(51)34(24-21-22-26-39(50)62-33)36(47)29-37(48)35(28-27-32(46)23-19-6-4-2)41(52)44(45)63-65(55,56)57/h5,7,9-10,12-13,21-22,27-28,32-37,40-48,51-54H,3-4,6,8,11,14-20,23-26,29-31H2,1-2H3,(H,58,59)(H2,55,56,57)/b7-5-,10-9-,13-12-,22-21-,28-27-/t32-,33-,34-,35+,36+,37-,40-,41?,42+,43-,44-,45+/m1/s1

InChI Key

FGLKSUIHOMLNKI-AKVAUCGCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycerophospholipids. These are derivatives of glycerophosphoric acid that contains at least one O-acyl, or O-alkyl, or O-(1-alkenyl) group attached to the glycerol residue.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Not Available

Direct Parent

Glycerophospholipids

Alternative Parents

Substituents

Glycerophospholipid
Monoalkyl phosphate
Fatty acid ester
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Dicarboxylic acid or derivatives
Cyclitol or derivatives
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

All cells and tissues (HMDB: HMDB0279393)

Cellular substructure

Organelle

Endoplasmic reticulum (PMID: 20519312)

Golgi apparatus membrane (PMID: 20519312)
Cell membrane (PMID: 20519312)

Source

Endogenous

Endogenous (HMDB: HMDB0279393)

Process

Naturally occurring process

Biological process

Cellular process

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
logP	2.99	ALOGPS
logP	3.91	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	0.96	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	316.73 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	248.29 m³·mol⁻¹	ChemAxon
Polarizability	101.15 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
AllCCS	[M+H]+	301.34	32859911
AllCCS	[M+H-H2O]+	301.84	32859911
AllCCS	[M+Na]+	300.685	32859911
AllCCS	[M+NH4]+	300.837	32859911
AllCCS	[M-H]-	305.531	32859911
AllCCS	[M+Na-2H]-	312.17	32859911
AllCCS	[M+HCOO]-	319.417	32859911
DeepCCS	[M+H]+	305.577	30932474
DeepCCS	[M-H]-	303.682	30932474
DeepCCS	[M-2H]-	337.03	30932474
DeepCCS	[M+Na]+	311.355	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI) (HMDB0279393)

MOL for HMDB0279393 (PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI))

3D MOL for HMDB0279393 (PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI))

3D SDF for HMDB0279393 (PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI))

3D-SDF for HMDB0279393 (PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI))

PDB for HMDB0279393 (PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI))

3D PDB for HMDB0279393 (PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI))

SMILES for HMDB0279393 (PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI))

INCHI for HMDB0279393 (PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI))

Structure for HMDB0279393 (PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI))

3D Structure for HMDB0279393 (PIP(18:3(9Z,12Z,15Z)/5-iso PGF2VI))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices