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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-13 05:01:22 UTC

Update Date

2022-11-30 20:00:37 UTC

HMDB ID

HMDB0276136

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20))

Description

PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)) is an oxidized phosphatidylinositol (PI). Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)), in particular, consists of one chain of 9Z-hexadecenoyl at the C-1 position and one chain of 20-Hydroxyeicosatetraenoyl at the C-2 position. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be 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 by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.

Structure

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

PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20))
  Mrv1652309132107012D          

 61 61  0  0  1  0            999 V2000
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0970    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454    0.7696    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1678    1.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    1.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8961   -0.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3257    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706    2.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8961    2.8318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3257    2.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8974    0.3577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6117    0.7702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6117    1.5950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8974    2.0073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1831    1.5950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1831    0.7702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5122    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2263    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9404    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6545    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0828    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7969    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5110    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2251    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0501    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7642    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4783    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1924    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9066    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6207    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3348    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9378   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6519   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3661   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1911   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9052   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6193   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4443   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1584   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8725   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6975   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4116   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1258   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9508   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6649   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3790   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0931   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8072   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.5213   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.5213    0.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  3  5  1  1  0  0  0
  3  6  1  0  0  0  0
  4  3  1  0  0  0  0
  6 40  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9  4  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 17 12  1  1  0  0  0
 18 19  1  0  0  0  0
 18 13  1  6  0  0  0
 19 20  1  0  0  0  0
 19 16  1  1  0  0  0
 20 21  1  0  0  0  0
 20 15  1  6  0  0  0
 21 22  1  0  0  0  0
 21 14  1  6  0  0  0
 22  7  1  6  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  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
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  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
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
M  END

HMDB0276136
     RDKit          3D
PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20))
137137  0  0  0  0  0  0  0  0999 V2000
   -2.5996    6.4614    0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1562    5.8971    2.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8418    5.1536    2.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9127    4.0097    1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8934    2.9395    1.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7574    2.1487    2.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185    2.8642    4.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9045    2.9023    4.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    2.1842    4.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5448    3.1583    4.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7960    2.3247    4.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0452    3.1598    4.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1086    4.2098    3.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706    3.6281    2.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    4.8089    1.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    4.3720   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8813    5.2735   -0.8737 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387    3.0797   -0.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834    2.6905   -1.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300    1.2281   -1.8653 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4660    0.7615   -3.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8975   -0.5679   -3.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -1.1533   -4.9482 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.9465   -0.5656   -5.8783 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4936   -0.8595   -5.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7977   -2.8324   -4.8783 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -3.2747   -5.3064 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6759   -4.2810   -6.4341 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4352   -3.6846   -7.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167   -4.6791   -6.8946 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2161   -6.0626   -7.0418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911   -4.1825   -6.0479 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7698   -2.8869   -6.4126 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.2551   -4.5769 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9684   -5.4497   -3.9978 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585   -4.0021   -4.1693 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4654   -5.2530   -3.9649 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5439    0.4228   -1.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9838   -0.4910   -0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2269   -0.5689   -0.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0387   -1.3047    0.5869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4721   -2.4325   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258   -3.2490    0.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1788   -3.8559    1.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8686   -3.6355    3.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7890   -2.7187    3.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2609   -3.4129    4.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5332   -3.5072    3.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0323   -2.8544    2.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0781   -1.8607    2.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2622   -1.9421    2.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7239   -3.0033    1.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1352   -2.4614    0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3258   -2.5908   -0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4534   -3.2872    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6217   -2.4380    0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3766   -1.7447   -0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7371   -0.7420   -1.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1005    0.4099   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5416    1.2629   -1.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037    7.0720    0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114    5.6812    0.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4277    7.1792    1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0736    6.7557    2.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9630    5.2296    2.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1389    5.9091    1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4259    4.9388    3.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    3.5080    1.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0264    4.3436    0.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9536    3.3217    1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336    2.2052    0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515    1.4360    2.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8944    1.4483    2.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310    3.4440    4.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0792    3.4868    5.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4729    1.4703    4.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4659    1.5734    5.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4723    3.6451    5.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4853    3.8332    4.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7399    1.8148    3.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    1.5304    5.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0591    3.6560    5.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9431    2.5267    4.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3024    4.9688    3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0581    4.7980    3.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9781    3.0055    2.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1902    2.9857    2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1341    5.2867    1.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3899    5.5856    1.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9970    3.1808   -2.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2376    3.0141   -2.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506    1.0109   -1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4965    0.8973   -3.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2163    1.3545   -3.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8786   -0.0091   -5.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419   -2.4161   -5.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763   -5.1894   -6.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3296   -3.4927   -7.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730   -4.2440   -7.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710   -6.3078   -6.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3029   -4.8414   -6.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232   -2.6221   -7.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8135   -3.4376   -4.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568   -6.2160   -4.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579   -3.3782   -3.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2612   -5.2066   -3.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690   -0.6654    0.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.7492    1.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -3.0997   -0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8587   -2.0086   -1.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201   -2.6795    0.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193   -4.1013   -0.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113   -4.5648    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3947   -4.1260    3.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -2.0544    4.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4885   -1.9989    2.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050   -3.9023    5.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2151   -4.0543    4.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2367   -2.2646    2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3679   -3.6761    2.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8154   -1.0465    3.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0133   -1.1726    2.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6274   -3.5229    2.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9961   -3.8224    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3679   -1.9149   -0.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4396   -2.1302   -1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1714   -3.8229    1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7717   -4.1100   -0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3770   -3.1319    1.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3326   -1.7645    1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8053   -2.5366   -1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3299   -1.2817    0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1566   -1.0705   -2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6364   -0.2111   -1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3029    0.1030    0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9083    0.9951   -0.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5958    0.9392   -1.6205 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 20 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  2  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 51 52  1  0
 52 53  1  0
 53 54  2  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  1  0
 59 60  1  0
 36 27  1  0
  1 61  1  0
  1 62  1  0
  1 63  1  0
  2 64  1  0
  2 65  1  0
  3 66  1  0
  3 67  1  0
  4 68  1  0
  4 69  1  0
  5 70  1  0
  5 71  1  0
  6 72  1  0
  6 73  1  0
  7 74  1  0
  8 75  1  0
  9 76  1  0
  9 77  1  0
 10 78  1  0
 10 79  1  0
 11 80  1  0
 11 81  1  0
 12 82  1  0
 12 83  1  0
 13 84  1  0
 13 85  1  0
 14 86  1  0
 14 87  1  0
 15 88  1  0
 15 89  1  0
 19 90  1  0
 19 91  1  0
 20 92  1  1
 21 93  1  0
 21 94  1  0
 25 95  1  0
 27 96  1  6
 28 97  1  1
 29 98  1  0
 30 99  1  6
 31100  1  0
 32101  1  1
 33102  1  0
 34103  1  1
 35104  1  0
 36105  1  1
 37106  1  0
 41107  1  0
 41108  1  0
 42109  1  0
 42110  1  0
 43111  1  0
 43112  1  0
 44113  1  0
 45114  1  0
 46115  1  0
 46116  1  0
 47117  1  0
 48118  1  0
 49119  1  0
 49120  1  0
 50121  1  0
 51122  1  0
 52123  1  0
 52124  1  0
 53125  1  0
 54126  1  0
 55127  1  0
 55128  1  0
 56129  1  0
 56130  1  0
 57131  1  0
 57132  1  0
 58133  1  0
 58134  1  0
 59135  1  0
 59136  1  0
 60137  1  0
M  END

PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20))
  Mrv1652309132107012D          

 61 61  0  0  1  0            999 V2000
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0970    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454    0.7696    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1678    1.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    1.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8961   -0.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3257    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706    2.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8961    2.8318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3257    2.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8974    0.3577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6117    0.7702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6117    1.5950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8974    2.0073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1831    1.5950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1831    0.7702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5122    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2263    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9404    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6545    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0828    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7969    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5110    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2251    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0501    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7642    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4783    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1924    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9066    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6207    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3348    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9378   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6519   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3661   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1911   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9052   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6193   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4443   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1584   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8725   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6975   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4116   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1258   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9508   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6649   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3790   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0931   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8072   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.5213   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.5213    0.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  3  5  1  1  0  0  0
  3  6  1  0  0  0  0
  4  3  1  0  0  0  0
  6 40  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9  4  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 17 12  1  1  0  0  0
 18 19  1  0  0  0  0
 18 13  1  6  0  0  0
 19 20  1  0  0  0  0
 19 16  1  1  0  0  0
 20 21  1  0  0  0  0
 20 15  1  6  0  0  0
 21 22  1  0  0  0  0
 21 14  1  6  0  0  0
 22  7  1  6  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  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
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  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
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0276136

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C45H77O14P/c1-2-3-4-5-6-7-8-14-17-20-23-26-29-32-38(47)56-35-37(36-57-60(54,55)59-45-43(52)41(50)40(49)42(51)44(45)53)58-39(48)33-30-27-24-21-18-15-12-10-9-11-13-16-19-22-25-28-31-34-46/h7-9,11-12,15-16,19,21,24,37,40-46,49-53H,2-6,10,13-14,17-18,20,22-23,25-36H2,1H3,(H,54,55)/b8-7-,11-9-,15-12-,19-16-,24-21-/t37-,40-,41-,42+,43-,44-,45-/m1/s1

> <INCHI_KEY>
VELDPJBYCNQSFB-WHGHMEIMSA-N

> <FORMULA>
C45H77O14P

> <MOLECULAR_WEIGHT>
873.071

> <EXACT_MASS>
872.505094157

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
137

> <JCHEM_AVERAGE_POLARIZABILITY>
97.2059526907108

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-{[(5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}propoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
6.03

> <JCHEM_LOGP>
7.526043650000001

> <ALOGPS_LOGS>
-5.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.360530531715526

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8333201440876894

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9923231764727256

> <JCHEM_POLAR_SURFACE_AREA>
229.73999999999995

> <JCHEM_REFRACTIVITY>
236.48350000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
38

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-{[(5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}propoxy([(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0276136
     RDKit          3D
PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20))
137137  0  0  0  0  0  0  0  0999 V2000
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    2.7960    2.3247    4.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0452    3.1598    4.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1193    4.8089    1.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    4.3720   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8813    5.2735   -0.8737 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1834    2.6905   -1.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4660    0.7615   -3.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4936   -0.8595   -5.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6759   -4.2810   -6.4341 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.3167   -4.6791   -6.8946 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.1911   -4.1825   -6.0479 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7698   -2.8869   -6.4126 O   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    MOLECULE: PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20))           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-21         0                                  
HETATM    1  O   UNK     0      -7.097   0.673   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.114   1.440   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0      -3.677  -0.664   0.000  0.00  0.00           H+0
HETATM    6  O   UNK     0      -5.217  -0.664   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.879   0.671   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0      -0.458   1.437   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.313   2.770   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.225   2.770   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.539  -0.870   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.208   0.671   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.879   3.748   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.539   5.286   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.208   3.748   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.542   0.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.875   1.438   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.875   2.977   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.542   3.747   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.209   2.977   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.209   1.438   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.423   1.437   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -8.423   2.877   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -9.756   0.665   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -11.089   1.437   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -12.422   0.665   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -13.755   1.437   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -15.088   0.665   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -16.421   1.437   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -17.754   0.665   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -19.087   1.437   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -20.627   1.437   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -21.960   0.665   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -23.293   1.437   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -24.626   0.665   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -25.959   1.437   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -27.292   0.665   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -28.625   1.437   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -6.551  -1.434   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -6.551  -2.874   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -9.217  -1.434   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -11.883  -1.434   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -13.423  -1.434   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -14.756  -0.662   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -16.089  -1.434   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -17.629  -1.434   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -18.962  -0.662   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -20.295  -1.434   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -21.835  -1.434   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -23.168  -0.662   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -24.501  -1.434   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -26.041  -1.434   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -27.374  -0.662   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -28.708  -1.434   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0     -30.041  -0.662   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0     -31.374  -1.434   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0     -32.707  -0.662   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0     -32.707   0.778   0.000  0.00  0.00           O+0
CONECT    1   23    2                                                       
CONECT    2    1    3                                                       
CONECT    3    2    5    6    4                                             
CONECT    4    3    9                                                       
CONECT    5    3                                                            
CONECT    6    3   40                                                       
CONECT    7    8   22                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8    4                                                       
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12   17                                                            
CONECT   13   18                                                            
CONECT   14   21                                                            
CONECT   15   20                                                            
CONECT   16   19                                                            
CONECT   17   18   22   12                                                  
CONECT   18   17   19   13                                                  
CONECT   19   18   20   16                                                  
CONECT   20   19   21   15                                                  
CONECT   21   20   22   14                                                  
CONECT   22   17   21    7                                                  
CONECT   23    1   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   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   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40    6   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  122    0
END

COMPND    HMDB0276136
HETATM    1  C1  UNL     1      -2.600   6.461   0.948  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.156   5.897   2.281  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.842   5.154   2.159  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.913   4.010   1.215  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.893   2.939   1.506  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.757   2.149   2.749  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.818   2.864   4.009  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.904   2.902   4.949  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.359   2.184   4.829  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.545   3.158   4.900  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.796   2.325   4.750  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.045   3.160   4.810  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.109   4.210   3.761  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.071   3.628   2.370  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.119   4.809   1.417  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.079   4.372  -0.002  1.00  0.00           C  
HETATM   17  O1  UNL     1       3.881   5.274  -0.874  1.00  0.00           O  
HETATM   18  O2  UNL     1       4.239   3.080  -0.429  1.00  0.00           O  
HETATM   19  C17 UNL     1       4.183   2.690  -1.795  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.430   1.228  -1.865  1.00  0.00           C  
HETATM   21  C19 UNL     1       4.466   0.762  -3.334  1.00  0.00           C  
HETATM   22  O3  UNL     1       4.898  -0.568  -3.389  1.00  0.00           O  
HETATM   23  P1  UNL     1       4.973  -1.153  -4.948  1.00  0.00           P  
HETATM   24  O4  UNL     1       3.946  -0.566  -5.878  1.00  0.00           O  
HETATM   25  O5  UNL     1       6.494  -0.860  -5.665  1.00  0.00           O  
HETATM   26  O6  UNL     1       4.798  -2.832  -4.878  1.00  0.00           O  
HETATM   27  C20 UNL     1       3.570  -3.275  -5.306  1.00  0.00           C  
HETATM   28  C21 UNL     1       3.676  -4.281  -6.434  1.00  0.00           C  
HETATM   29  O7  UNL     1       4.435  -3.685  -7.440  1.00  0.00           O  
HETATM   30  C22 UNL     1       2.317  -4.679  -6.895  1.00  0.00           C  
HETATM   31  O8  UNL     1       2.216  -6.063  -7.042  1.00  0.00           O  
HETATM   32  C23 UNL     1       1.191  -4.183  -6.048  1.00  0.00           C  
HETATM   33  O9  UNL     1       0.770  -2.887  -6.413  1.00  0.00           O  
HETATM   34  C24 UNL     1       1.429  -4.255  -4.577  1.00  0.00           C  
HETATM   35  O10 UNL     1       0.968  -5.450  -3.998  1.00  0.00           O  
HETATM   36  C25 UNL     1       2.859  -4.002  -4.169  1.00  0.00           C  
HETATM   37  O11 UNL     1       3.465  -5.253  -3.965  1.00  0.00           O  
HETATM   38  O12 UNL     1       3.544   0.423  -1.121  1.00  0.00           O  
HETATM   39  C26 UNL     1       3.984  -0.491  -0.171  1.00  0.00           C  
HETATM   40  O13 UNL     1       5.227  -0.569  -0.013  1.00  0.00           O  
HETATM   41  C27 UNL     1       3.039  -1.305   0.587  1.00  0.00           C  
HETATM   42  C28 UNL     1       2.472  -2.432  -0.224  1.00  0.00           C  
HETATM   43  C29 UNL     1       1.526  -3.249   0.646  1.00  0.00           C  
HETATM   44  C30 UNL     1       2.179  -3.856   1.782  1.00  0.00           C  
HETATM   45  C31 UNL     1       1.869  -3.635   3.015  1.00  0.00           C  
HETATM   46  C32 UNL     1       0.789  -2.719   3.414  1.00  0.00           C  
HETATM   47  C33 UNL     1      -0.261  -3.413   4.195  1.00  0.00           C  
HETATM   48  C34 UNL     1      -1.533  -3.507   3.907  1.00  0.00           C  
HETATM   49  C35 UNL     1      -2.032  -2.854   2.662  1.00  0.00           C  
HETATM   50  C36 UNL     1      -3.078  -1.861   2.961  1.00  0.00           C  
HETATM   51  C37 UNL     1      -4.262  -1.942   2.459  1.00  0.00           C  
HETATM   52  C38 UNL     1      -4.724  -3.003   1.547  1.00  0.00           C  
HETATM   53  C39 UNL     1      -5.135  -2.461   0.243  1.00  0.00           C  
HETATM   54  C40 UNL     1      -6.326  -2.591  -0.269  1.00  0.00           C  
HETATM   55  C41 UNL     1      -7.453  -3.287   0.340  1.00  0.00           C  
HETATM   56  C42 UNL     1      -8.622  -2.438   0.643  1.00  0.00           C  
HETATM   57  C43 UNL     1      -9.377  -1.745  -0.400  1.00  0.00           C  
HETATM   58  C44 UNL     1      -8.737  -0.742  -1.269  1.00  0.00           C  
HETATM   59  C45 UNL     1      -8.101   0.410  -0.524  1.00  0.00           C  
HETATM   60  O14 UNL     1      -7.542   1.263  -1.473  1.00  0.00           O  
HETATM   61  H1  UNL     1      -1.804   7.072   0.459  1.00  0.00           H  
HETATM   62  H2  UNL     1      -3.011   5.681   0.301  1.00  0.00           H  
HETATM   63  H3  UNL     1      -3.428   7.179   1.174  1.00  0.00           H  
HETATM   64  H4  UNL     1      -2.074   6.756   2.970  1.00  0.00           H  
HETATM   65  H5  UNL     1      -2.963   5.230   2.634  1.00  0.00           H  
HETATM   66  H6  UNL     1      -0.139   5.909   1.694  1.00  0.00           H  
HETATM   67  H7  UNL     1      -0.426   4.939   3.129  1.00  0.00           H  
HETATM   68  H8  UNL     1       0.108   3.508   1.199  1.00  0.00           H  
HETATM   69  H9  UNL     1      -1.026   4.344   0.146  1.00  0.00           H  
HETATM   70  H10 UNL     1      -2.954   3.322   1.419  1.00  0.00           H  
HETATM   71  H11 UNL     1      -1.834   2.205   0.642  1.00  0.00           H  
HETATM   72  H12 UNL     1      -2.652   1.436   2.755  1.00  0.00           H  
HETATM   73  H13 UNL     1      -0.894   1.448   2.633  1.00  0.00           H  
HETATM   74  H14 UNL     1      -2.731   3.444   4.210  1.00  0.00           H  
HETATM   75  H15 UNL     1      -1.079   3.487   5.860  1.00  0.00           H  
HETATM   76  H16 UNL     1       0.473   1.470   4.027  1.00  0.00           H  
HETATM   77  H17 UNL     1       0.466   1.573   5.783  1.00  0.00           H  
HETATM   78  H18 UNL     1       1.472   3.645   5.891  1.00  0.00           H  
HETATM   79  H19 UNL     1       1.485   3.833   4.048  1.00  0.00           H  
HETATM   80  H20 UNL     1       2.740   1.815   3.770  1.00  0.00           H  
HETATM   81  H21 UNL     1       2.777   1.530   5.512  1.00  0.00           H  
HETATM   82  H22 UNL     1       4.059   3.656   5.816  1.00  0.00           H  
HETATM   83  H23 UNL     1       4.943   2.527   4.777  1.00  0.00           H  
HETATM   84  H24 UNL     1       3.302   4.969   3.835  1.00  0.00           H  
HETATM   85  H25 UNL     1       5.058   4.798   3.821  1.00  0.00           H  
HETATM   86  H26 UNL     1       4.978   3.006   2.238  1.00  0.00           H  
HETATM   87  H27 UNL     1       3.190   2.986   2.179  1.00  0.00           H  
HETATM   88  H28 UNL     1       5.134   5.287   1.551  1.00  0.00           H  
HETATM   89  H29 UNL     1       3.390   5.586   1.654  1.00  0.00           H  
HETATM   90  H30 UNL     1       4.997   3.181  -2.388  1.00  0.00           H  
HETATM   91  H31 UNL     1       3.238   3.014  -2.274  1.00  0.00           H  
HETATM   92  H32 UNL     1       5.451   1.011  -1.501  1.00  0.00           H  
HETATM   93  H33 UNL     1       3.497   0.897  -3.834  1.00  0.00           H  
HETATM   94  H34 UNL     1       5.216   1.355  -3.894  1.00  0.00           H  
HETATM   95  H35 UNL     1       6.879  -0.009  -5.315  1.00  0.00           H  
HETATM   96  H36 UNL     1       2.942  -2.416  -5.615  1.00  0.00           H  
HETATM   97  H37 UNL     1       4.176  -5.189  -6.003  1.00  0.00           H  
HETATM   98  H38 UNL     1       5.330  -3.493  -7.020  1.00  0.00           H  
HETATM   99  H39 UNL     1       2.173  -4.244  -7.926  1.00  0.00           H  
HETATM  100  H40 UNL     1       1.271  -6.308  -6.952  1.00  0.00           H  
HETATM  101  H41 UNL     1       0.303  -4.841  -6.278  1.00  0.00           H  
HETATM  102  H42 UNL     1       1.123  -2.622  -7.287  1.00  0.00           H  
HETATM  103  H43 UNL     1       0.814  -3.438  -4.099  1.00  0.00           H  
HETATM  104  H44 UNL     1       1.557  -6.216  -4.217  1.00  0.00           H  
HETATM  105  H45 UNL     1       2.958  -3.378  -3.278  1.00  0.00           H  
HETATM  106  H46 UNL     1       4.261  -5.207  -3.394  1.00  0.00           H  
HETATM  107  H47 UNL     1       2.169  -0.665   0.883  1.00  0.00           H  
HETATM  108  H48 UNL     1       3.532  -1.749   1.476  1.00  0.00           H  
HETATM  109  H49 UNL     1       3.215  -3.100  -0.663  1.00  0.00           H  
HETATM  110  H50 UNL     1       1.859  -2.009  -1.047  1.00  0.00           H  
HETATM  111  H51 UNL     1       0.620  -2.680   0.789  1.00  0.00           H  
HETATM  112  H52 UNL     1       1.219  -4.101  -0.041  1.00  0.00           H  
HETATM  113  H53 UNL     1       3.011  -4.565   1.552  1.00  0.00           H  
HETATM  114  H54 UNL     1       2.395  -4.126   3.867  1.00  0.00           H  
HETATM  115  H55 UNL     1       1.300  -2.054   4.217  1.00  0.00           H  
HETATM  116  H56 UNL     1       0.489  -1.999   2.680  1.00  0.00           H  
HETATM  117  H57 UNL     1       0.105  -3.902   5.130  1.00  0.00           H  
HETATM  118  H58 UNL     1      -2.215  -4.054   4.570  1.00  0.00           H  
HETATM  119  H59 UNL     1      -1.237  -2.265   2.134  1.00  0.00           H  
HETATM  120  H60 UNL     1      -2.368  -3.676   2.020  1.00  0.00           H  
HETATM  121  H61 UNL     1      -2.815  -1.046   3.628  1.00  0.00           H  
HETATM  122  H62 UNL     1      -5.013  -1.173   2.714  1.00  0.00           H  
HETATM  123  H63 UNL     1      -5.627  -3.523   2.004  1.00  0.00           H  
HETATM  124  H64 UNL     1      -3.996  -3.822   1.459  1.00  0.00           H  
HETATM  125  H65 UNL     1      -4.368  -1.915  -0.315  1.00  0.00           H  
HETATM  126  H66 UNL     1      -6.440  -2.130  -1.274  1.00  0.00           H  
HETATM  127  H67 UNL     1      -7.171  -3.823   1.257  1.00  0.00           H  
HETATM  128  H68 UNL     1      -7.772  -4.110  -0.424  1.00  0.00           H  
HETATM  129  H69 UNL     1      -9.377  -3.132   1.165  1.00  0.00           H  
HETATM  130  H70 UNL     1      -8.333  -1.765   1.507  1.00  0.00           H  
HETATM  131  H71 UNL     1      -9.805  -2.537  -1.093  1.00  0.00           H  
HETATM  132  H72 UNL     1     -10.330  -1.282   0.024  1.00  0.00           H  
HETATM  133  H73 UNL     1      -8.157  -1.071  -2.124  1.00  0.00           H  
HETATM  134  H74 UNL     1      -9.636  -0.211  -1.794  1.00  0.00           H  
HETATM  135  H75 UNL     1      -7.303   0.103   0.164  1.00  0.00           H  
HETATM  136  H76 UNL     1      -8.908   0.995  -0.011  1.00  0.00           H  
HETATM  137  H77 UNL     1      -6.596   0.939  -1.620  1.00  0.00           H  
CONECT    1    2   61   62   63
CONECT    2    3   64   65
CONECT    3    4   66   67
CONECT    4    5   68   69
CONECT    5    6   70   71
CONECT    6    7   72   73
CONECT    7    8    8   74
CONECT    8    9   75
CONECT    9   10   76   77
CONECT   10   11   78   79
CONECT   11   12   80   81
CONECT   12   13   82   83
CONECT   13   14   84   85
CONECT   14   15   86   87
CONECT   15   16   88   89
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   90   91
CONECT   20   21   38   92
CONECT   21   22   93   94
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   95
CONECT   26   27
CONECT   27   28   36   96
CONECT   28   29   30   97
CONECT   29   98
CONECT   30   31   32   99
CONECT   31  100
CONECT   32   33   34  101
CONECT   33  102
CONECT   34   35   36  103
CONECT   35  104
CONECT   36   37  105
CONECT   37  106
CONECT   38   39
CONECT   39   40   40   41
CONECT   41   42  107  108
CONECT   42   43  109  110
CONECT   43   44  111  112
CONECT   44   45   45  113
CONECT   45   46  114
CONECT   46   47  115  116
CONECT   47   48   48  117
CONECT   48   49  118
CONECT   49   50  119  120
CONECT   50   51   51  121
CONECT   51   52  122
CONECT   52   53  123  124
CONECT   53   54   54  125
CONECT   54   55  126
CONECT   55   56  127  128
CONECT   56   57  129  130
CONECT   57   58  131  132
CONECT   58   59  133  134
CONECT   59   60  135  136
CONECT   60  137
END

HMDB0276136
     RDKit          3D
PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20))
137137  0  0  0  0  0  0  0  0999 V2000
   -2.5996    6.4614    0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1562    5.8971    2.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8418    5.1536    2.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9127    4.0097    1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8934    2.9395    1.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7574    2.1487    2.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185    2.8642    4.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9045    2.9023    4.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    2.1842    4.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5448    3.1583    4.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7960    2.3247    4.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0452    3.1598    4.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1086    4.2098    3.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706    3.6281    2.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    4.8089    1.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    4.3720   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8813    5.2735   -0.8737 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387    3.0797   -0.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834    2.6905   -1.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300    1.2281   -1.8653 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4660    0.7615   -3.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8975   -0.5679   -3.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -1.1533   -4.9482 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.9465   -0.5656   -5.8783 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4936   -0.8595   -5.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7977   -2.8324   -4.8783 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -3.2747   -5.3064 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6759   -4.2810   -6.4341 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4352   -3.6846   -7.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167   -4.6791   -6.8946 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2161   -6.0626   -7.0418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911   -4.1825   -6.0479 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7698   -2.8869   -6.4126 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.2551   -4.5769 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9684   -5.4497   -3.9978 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585   -4.0021   -4.1693 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4654   -5.2530   -3.9649 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5439    0.4228   -1.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9838   -0.4910   -0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2269   -0.5689   -0.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.3766   -1.7447   -0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5416    1.2629   -1.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[(2R)-3-[(9Z)-Hexadec-9-enoyloxy]-2-{[(5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}propoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinate	Generator

Chemical Formula

C₄₅H₇₇O₁₄P

Average Molecular Weight

873.071

Monoisotopic Molecular Weight

872.505094157

IUPAC Name

[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-{[(5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}propoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

Traditional Name

(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-{[(5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}propoxy([(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCO

InChI Identifier

InChI=1S/C45H77O14P/c1-2-3-4-5-6-7-8-14-17-20-23-26-29-32-38(47)56-35-37(36-57-60(54,55)59-45-43(52)41(50)40(49)42(51)44(45)53)58-39(48)33-30-27-24-21-18-15-12-10-9-11-13-16-19-22-25-28-31-34-46/h7-9,11-12,15-16,19,21,24,37,40-46,49-53H,2-6,10,13-14,17-18,20,22-23,25-36H2,1H3,(H,54,55)/b8-7-,11-9-,15-12-,19-16-,24-21-/t37-,40-,41-,42+,43-,44-,45-/m1/s1

InChI Key

VELDPJBYCNQSFB-WHGHMEIMSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Physiological effect

Disposition

Biological location

Cellular substructure

Organelle

endoplasmic reticulum (PMID: 20519312)

golgi apparatus membrane (PMID: 20519312)
cell membrane (PMID: 20519312)

Cell

All cells and tissues (HMDB: HMDB0276136)

Process

Naturally occurring process

Apoptosis (PMID: 11042212)

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	6.03	ALOGPS
logP	7.53	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	229.74 Å²	ChemAxon
Rotatable Bond Count	38	ChemAxon
Refractivity	236.48 m³·mol⁻¹	ChemAxon
Polarizability	97.21 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	296.612	32859911
AllCCS	[M+H-H2O]+	296.878	32859911
AllCCS	[M+Na]+	296.239	32859911
AllCCS	[M+NH4]+	296.327	32859911
AllCCS	[M-H]-	291.046	32859911
AllCCS	[M+Na-2H]-	298.095	32859911
AllCCS	[M+HCOO]-	305.814	32859911
DeepCCS	[M+H]+	272.883	30932474
DeepCCS	[M-H]-	271.059	30932474
DeepCCS	[M-2H]-	305.022	30932474
DeepCCS	[M+Na]+	278.798	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20))	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCO	5290.3	Standard polar	33892256
PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20))	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCO	5090.3	Standard non polar	33892256
PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20))	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCO	6371.3	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)) 10V, Negative-QTOF	splash10-00di-0000000090-fd9be0631810ab9f2c07	2021-09-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)) 20V, Negative-QTOF	splash10-00di-0000000090-fd9be0631810ab9f2c07	2021-09-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)) 40V, Negative-QTOF	splash10-014i-0009360000-f63b62aeaee2a6e29496	2021-09-28	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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 PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)) (HMDB0276136)

MOL for HMDB0276136 (PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)))

3D MOL for HMDB0276136 (PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)))

3D SDF for HMDB0276136 (PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)))

3D-SDF for HMDB0276136 (PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)))

PDB for HMDB0276136 (PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)))

3D PDB for HMDB0276136 (PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)))

SMILES for HMDB0276136 (PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)))

INCHI for HMDB0276136 (PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)))

Structure for HMDB0276136 (PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)))

3D Structure for HMDB0276136 (PI(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)-OH(20)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra