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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (43) Show 43 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2008-09-12 01:50:14 UTC

Update Date

2022-11-30 19:03:30 UTC

HMDB ID

HMDB0009221

Secondary Accession Numbers

HMDB09221

Metabolite Identification

Common Name

PE(20:0/16:1(9Z))

Description

PE(20:0/16:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:0/16:1(9Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.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. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.

Structure

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


  Mrv0541 02231223202D          

 52 51  0  0  1  0            999 V2000
   18.6375   -4.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9625   -5.0100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2873   -4.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3127   -5.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6122   -5.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4356   -5.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9878   -4.6203    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.5980   -3.9451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3776   -5.2954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6629   -4.2305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3380   -4.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0131   -4.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6883   -4.6203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5502   -5.8193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3227   -5.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371   -4.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7516   -5.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -4.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1806   -5.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950   -4.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -5.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3240   -4.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0385   -5.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7530   -4.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4674   -5.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1819   -4.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8964   -5.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6108   -4.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3254   -5.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0398   -4.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7543   -5.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4688   -4.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1832   -5.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8977   -4.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8977   -3.7725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0041   -6.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7186   -5.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4331   -6.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1475   -5.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8620   -6.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5765   -5.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2909   -6.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0054   -6.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7199   -5.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4344   -6.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1488   -5.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8633   -6.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5778   -5.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2922   -6.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0067   -5.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7212   -6.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7212   -7.0271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  2 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 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  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  1  0  0  0  0
 33 34  1  0  0  0  0
 34  5  1  0  0  0  0
 34 35  2  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
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51  6  1  0  0  0  0
 51 52  2  0  0  0  0
M  END

HMDB0009221
     RDKit          3D
PE(20:0/16:1(9Z))
131130  0  0  0  0  0  0  0  0999 V2000
  -15.9004    4.1129    1.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7886    4.3012    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8009    3.1251   -0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7068    3.2725   -1.5653 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3266    3.3488   -0.9841 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0412    2.0714   -0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1273    0.8818   -1.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1549    0.0374   -1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8046    0.1477   -0.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8012    0.2270   -1.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3577    0.2937   -1.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0753    1.4773   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7720    1.7258    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5282    1.8750   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0098    0.7304   -1.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7942   -0.4769   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7267   -1.3038   -0.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -0.7757    0.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4775   -1.9757    0.8436 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2285   -1.5688    2.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763   -0.8506    2.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2288   -1.2201    2.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5655   -2.3967    2.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165   -0.2438    2.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6214   -0.9749    2.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8086   -0.1531    3.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2186    0.8464    2.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342    0.2416    0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6562   -0.8002    0.9750 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9229   -1.3540   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9413   -2.4054   -0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2973   -2.2647   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2668   -1.2729   -0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8688    0.1312   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6941    1.2334   -0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1227    1.3902   -0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1088    0.4051   -1.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5285    0.5810   -0.6200 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3505    1.6964   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9998    3.1006   -0.8139 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1553    4.0258   -1.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6826    5.4469   -1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -2.8948    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -4.1164    0.8194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3050   -5.0364   -0.0705 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7720   -5.5438    0.8598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896   -4.0782   -1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0903   -6.2936   -0.8735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945   -6.5877   -0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9163   -7.7245   -1.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1749   -8.0762   -0.4303 N   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7109    3.5035    0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4482    3.5759    2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2902    5.1028    1.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8132    4.3276    0.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9880    5.2465   -0.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7662    3.1365   -1.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7090    2.1655   -0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8026    2.4320   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9171    4.2168   -2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6229    3.3836   -1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2246    4.2385   -0.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8160    1.9981    0.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1026    2.2551    0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0840    0.6910   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3330   -0.8354   -1.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6575   -0.8497   -0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7145    0.8935    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0408    1.0459   -2.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8912   -0.7206   -2.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7553    0.1236   -2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3045   -0.6094   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8785    1.5404    0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3401    2.3887   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8356    2.6371    0.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5885    0.9012    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113    2.0290    0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4454    2.8384   -1.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4936    0.5659   -2.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9402    1.0313   -1.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5042   -2.4587    0.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2544   -2.5135    2.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0900   -0.9769    2.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599    0.4321    3.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3365    0.4122    1.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -1.6934    2.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4747   -1.6467    3.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6904   -0.8248    3.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6478    0.3595    4.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3751    1.5604    2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    1.4439    2.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6786   -0.1880    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9504    1.0524    0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5595   -0.3133    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3951   -1.6132    1.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9285   -1.9159   -0.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9114   -0.5459   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4892   -3.3053    0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9629   -2.7650   -1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3360   -2.2513    1.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8086   -3.2878   -0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2267   -1.3938    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6417   -1.4937   -1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8426    0.3055    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8071    0.3466   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2061    2.2347   -0.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02231223202D          

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M  END
> <DATABASE_ID>
HMDB0009221

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-21-16-14-12-10-8-6-4-2/h14,16,39H,3-13,15,17-38,42H2,1-2H3,(H,45,46)/b16-14-/t39-/m1/s1

> <INCHI_KEY>
KZMQZJZTKYKTJQ-QRMPNUHKSA-N

> <FORMULA>
C41H80NO8P

> <MOLECULAR_WEIGHT>
746.0496

> <EXACT_MASS>
745.562155053

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
92.28684699099433

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-(icosanoyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
8.84

> <JCHEM_LOGP>
11.867268362470085

> <ALOGPS_LOGS>
-7.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688003136581992

> <JCHEM_PKA_STRONGEST_BASIC>
9.999929336362278

> <JCHEM_POLAR_SURFACE_AREA>
134.38

> <JCHEM_REFRACTIVITY>
210.52450000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
42

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.50e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-(icosanoyloxy)propoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0009221
     RDKit          3D
PE(20:0/16:1(9Z))
131130  0  0  0  0  0  0  0  0999 V2000
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  -13.8026    2.4320   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9171    4.2168   -2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0900   -0.9769    2.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599    0.4321    3.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3751    1.5604    2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5595   -0.3133    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3951   -1.6132    1.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9285   -1.9159   -0.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9114   -0.5459   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4892   -3.3053    0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9629   -2.7650   -1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3360   -2.2513    1.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8086   -3.2878   -0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2267   -1.3938    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6417   -1.4937   -1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8071    0.3466   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2061    2.2347   -0.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5591    1.1710   -1.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4437    2.4607   -0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1351    1.2321    0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8578   -0.6557   -0.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0650    0.4845   -2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0418   -0.4105   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6169    0.5051    0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3946    1.5538   -0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6282    1.6259   -2.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8316    3.4127    0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0934    3.4325   -1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1421    3.8949   -2.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0953    3.7763   -0.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3407    6.1625   -1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6089    5.5459   -1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7774    5.6707    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5703   -2.4924   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9690   -5.7209   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1614   -6.9637    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1039   -7.4127   -2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1801   -8.5452   -1.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8439   -8.3543   -1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5440   -7.2119    0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      34.790  -8.625   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      33.530  -9.352   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.270  -8.625   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      36.050  -9.352   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      31.009  -9.352   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      32.546 -10.807   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      37.311  -8.625   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      36.583  -7.364   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      38.038  -9.885   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      38.571  -7.897   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      39.831  -8.625   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      41.091  -7.897   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      42.351  -8.625   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      34.627 -10.863   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       4.336  -9.352   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.669  -8.582   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.003  -9.352   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.337  -8.582   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.670  -9.352   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.004  -8.582   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.338  -9.352   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.671  -8.582   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.005  -9.352   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.339  -8.582   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.672  -9.352   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      19.006  -8.582   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      20.340  -9.352   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.673  -8.582   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      23.007  -9.352   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      24.341  -8.582   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      25.675  -9.352   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      27.008  -8.582   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      28.342  -9.352   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      29.676  -8.582   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      29.676  -7.042   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      11.208 -11.577   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.541 -10.807   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.875 -11.577   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      15.209 -10.807   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      16.542 -11.577   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      17.876 -10.807   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      19.210 -11.577   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      20.543 -11.577   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      21.877 -10.807   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      23.211 -11.577   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      24.544 -10.807   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      25.878 -11.577   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      27.212 -10.807   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      28.545 -11.577   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      29.879 -10.807   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      31.213 -11.577   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      31.213 -13.117   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   14                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   34                                                       
CONECT    6    2   51                                                       
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    2                                                            
CONECT   15   16                                                            
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   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    5   35                                                  
CONECT   35   34                                                            
CONECT   36   37                                                            
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   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    6   52                                                  
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  102    0
END

COMPND    HMDB0009221
HETATM    1  C1  UNL     1     -15.900   4.113   1.419  1.00  0.00           C  
HETATM    2  C2  UNL     1     -14.789   4.301   0.406  1.00  0.00           C  
HETATM    3  C3  UNL     1     -14.801   3.125  -0.546  1.00  0.00           C  
HETATM    4  C4  UNL     1     -13.707   3.273  -1.565  1.00  0.00           C  
HETATM    5  C5  UNL     1     -12.327   3.349  -0.984  1.00  0.00           C  
HETATM    6  C6  UNL     1     -12.041   2.071  -0.176  1.00  0.00           C  
HETATM    7  C7  UNL     1     -12.127   0.882  -1.021  1.00  0.00           C  
HETATM    8  C8  UNL     1     -11.155   0.037  -1.215  1.00  0.00           C  
HETATM    9  C9  UNL     1      -9.805   0.148  -0.605  1.00  0.00           C  
HETATM   10  C10 UNL     1      -8.801   0.227  -1.729  1.00  0.00           C  
HETATM   11  C11 UNL     1      -7.358   0.294  -1.241  1.00  0.00           C  
HETATM   12  C12 UNL     1      -7.075   1.477  -0.436  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.772   1.726   0.160  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.528   1.875  -0.578  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.010   0.730  -1.401  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.794  -0.477  -0.573  1.00  0.00           C  
HETATM   17  O1  UNL     1      -4.727  -1.304  -0.387  1.00  0.00           O  
HETATM   18  O2  UNL     1      -2.586  -0.776   0.043  1.00  0.00           O  
HETATM   19  C17 UNL     1      -2.478  -1.976   0.844  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.229  -1.569   2.240  1.00  0.00           C  
HETATM   21  O3  UNL     1      -1.076  -0.851   2.484  1.00  0.00           O  
HETATM   22  C19 UNL     1       0.229  -1.220   2.482  1.00  0.00           C  
HETATM   23  O4  UNL     1       0.566  -2.397   2.246  1.00  0.00           O  
HETATM   24  C20 UNL     1       1.316  -0.244   2.763  1.00  0.00           C  
HETATM   25  C21 UNL     1       2.621  -0.975   2.930  1.00  0.00           C  
HETATM   26  C22 UNL     1       3.809  -0.153   3.205  1.00  0.00           C  
HETATM   27  C23 UNL     1       4.219   0.846   2.193  1.00  0.00           C  
HETATM   28  C24 UNL     1       4.534   0.242   0.843  1.00  0.00           C  
HETATM   29  C25 UNL     1       5.656  -0.800   0.975  1.00  0.00           C  
HETATM   30  C26 UNL     1       5.923  -1.354  -0.433  1.00  0.00           C  
HETATM   31  C27 UNL     1       6.941  -2.405  -0.487  1.00  0.00           C  
HETATM   32  C28 UNL     1       8.297  -2.265  -0.006  1.00  0.00           C  
HETATM   33  C29 UNL     1       9.267  -1.273  -0.539  1.00  0.00           C  
HETATM   34  C30 UNL     1       8.869   0.131  -0.309  1.00  0.00           C  
HETATM   35  C31 UNL     1       9.694   1.233  -0.859  1.00  0.00           C  
HETATM   36  C32 UNL     1      11.123   1.390  -0.511  1.00  0.00           C  
HETATM   37  C33 UNL     1      12.109   0.405  -1.006  1.00  0.00           C  
HETATM   38  C34 UNL     1      13.528   0.581  -0.620  1.00  0.00           C  
HETATM   39  C35 UNL     1      14.351   1.696  -1.070  1.00  0.00           C  
HETATM   40  C36 UNL     1      14.000   3.101  -0.814  1.00  0.00           C  
HETATM   41  C37 UNL     1      15.155   4.026  -1.334  1.00  0.00           C  
HETATM   42  C38 UNL     1      14.683   5.447  -1.028  1.00  0.00           C  
HETATM   43  C39 UNL     1      -1.546  -2.895   0.163  1.00  0.00           C  
HETATM   44  O5  UNL     1      -1.377  -4.116   0.819  1.00  0.00           O  
HETATM   45  P1  UNL     1      -0.305  -5.036  -0.071  1.00  0.00           P  
HETATM   46  O6  UNL     1       0.772  -5.544   0.860  1.00  0.00           O  
HETATM   47  O7  UNL     1       0.490  -4.078  -1.234  1.00  0.00           O  
HETATM   48  O8  UNL     1      -1.090  -6.294  -0.874  1.00  0.00           O  
HETATM   49  C40 UNL     1      -2.294  -6.588  -0.240  1.00  0.00           C  
HETATM   50  C41 UNL     1      -2.916  -7.724  -1.045  1.00  0.00           C  
HETATM   51  N1  UNL     1      -4.175  -8.076  -0.430  1.00  0.00           N  
HETATM   52  H1  UNL     1     -16.711   3.504   0.934  1.00  0.00           H  
HETATM   53  H2  UNL     1     -15.448   3.576   2.287  1.00  0.00           H  
HETATM   54  H3  UNL     1     -16.290   5.103   1.707  1.00  0.00           H  
HETATM   55  H4  UNL     1     -13.813   4.328   0.923  1.00  0.00           H  
HETATM   56  H5  UNL     1     -14.988   5.247  -0.124  1.00  0.00           H  
HETATM   57  H6  UNL     1     -15.766   3.137  -1.118  1.00  0.00           H  
HETATM   58  H7  UNL     1     -14.709   2.165  -0.038  1.00  0.00           H  
HETATM   59  H8  UNL     1     -13.803   2.432  -2.290  1.00  0.00           H  
HETATM   60  H9  UNL     1     -13.917   4.217  -2.144  1.00  0.00           H  
HETATM   61  H10 UNL     1     -11.623   3.384  -1.864  1.00  0.00           H  
HETATM   62  H11 UNL     1     -12.225   4.238  -0.335  1.00  0.00           H  
HETATM   63  H12 UNL     1     -12.816   1.998   0.643  1.00  0.00           H  
HETATM   64  H13 UNL     1     -11.103   2.255   0.336  1.00  0.00           H  
HETATM   65  H14 UNL     1     -13.084   0.691  -1.524  1.00  0.00           H  
HETATM   66  H15 UNL     1     -11.333  -0.835  -1.882  1.00  0.00           H  
HETATM   67  H16 UNL     1      -9.657  -0.850  -0.076  1.00  0.00           H  
HETATM   68  H17 UNL     1      -9.714   0.894   0.172  1.00  0.00           H  
HETATM   69  H18 UNL     1      -9.041   1.046  -2.436  1.00  0.00           H  
HETATM   70  H19 UNL     1      -8.891  -0.721  -2.316  1.00  0.00           H  
HETATM   71  H20 UNL     1      -6.755   0.124  -2.143  1.00  0.00           H  
HETATM   72  H21 UNL     1      -7.305  -0.609  -0.540  1.00  0.00           H  
HETATM   73  H22 UNL     1      -7.879   1.540   0.372  1.00  0.00           H  
HETATM   74  H23 UNL     1      -7.340   2.389  -1.071  1.00  0.00           H  
HETATM   75  H24 UNL     1      -5.836   2.637   0.863  1.00  0.00           H  
HETATM   76  H25 UNL     1      -5.588   0.901   0.942  1.00  0.00           H  
HETATM   77  H26 UNL     1      -3.711   2.029   0.210  1.00  0.00           H  
HETATM   78  H27 UNL     1      -4.445   2.838  -1.156  1.00  0.00           H  
HETATM   79  H28 UNL     1      -4.494   0.566  -2.359  1.00  0.00           H  
HETATM   80  H29 UNL     1      -2.940   1.031  -1.708  1.00  0.00           H  
HETATM   81  H30 UNL     1      -3.504  -2.459   0.786  1.00  0.00           H  
HETATM   82  H31 UNL     1      -2.254  -2.513   2.860  1.00  0.00           H  
HETATM   83  H32 UNL     1      -3.090  -0.977   2.671  1.00  0.00           H  
HETATM   84  H33 UNL     1       1.060   0.432   3.592  1.00  0.00           H  
HETATM   85  H34 UNL     1       1.336   0.412   1.839  1.00  0.00           H  
HETATM   86  H35 UNL     1       2.724  -1.693   2.092  1.00  0.00           H  
HETATM   87  H36 UNL     1       2.475  -1.647   3.834  1.00  0.00           H  
HETATM   88  H37 UNL     1       4.690  -0.825   3.414  1.00  0.00           H  
HETATM   89  H38 UNL     1       3.648   0.359   4.197  1.00  0.00           H  
HETATM   90  H39 UNL     1       3.375   1.560   2.021  1.00  0.00           H  
HETATM   91  H40 UNL     1       5.097   1.444   2.499  1.00  0.00           H  
HETATM   92  H41 UNL     1       3.679  -0.188   0.323  1.00  0.00           H  
HETATM   93  H42 UNL     1       4.950   1.052   0.211  1.00  0.00           H  
HETATM   94  H43 UNL     1       6.559  -0.313   1.391  1.00  0.00           H  
HETATM   95  H44 UNL     1       5.395  -1.613   1.672  1.00  0.00           H  
HETATM   96  H45 UNL     1       4.929  -1.916  -0.719  1.00  0.00           H  
HETATM   97  H46 UNL     1       5.911  -0.546  -1.143  1.00  0.00           H  
HETATM   98  H47 UNL     1       6.489  -3.305   0.076  1.00  0.00           H  
HETATM   99  H48 UNL     1       6.963  -2.765  -1.571  1.00  0.00           H  
HETATM  100  H49 UNL     1       8.336  -2.251   1.150  1.00  0.00           H  
HETATM  101  H50 UNL     1       8.809  -3.288  -0.180  1.00  0.00           H  
HETATM  102  H51 UNL     1      10.227  -1.394   0.121  1.00  0.00           H  
HETATM  103  H52 UNL     1       9.642  -1.494  -1.545  1.00  0.00           H  
HETATM  104  H53 UNL     1       8.843   0.305   0.833  1.00  0.00           H  
HETATM  105  H54 UNL     1       7.807   0.347  -0.629  1.00  0.00           H  
HETATM  106  H55 UNL     1       9.206   2.235  -0.616  1.00  0.00           H  
HETATM  107  H56 UNL     1       9.559   1.171  -1.998  1.00  0.00           H  
HETATM  108  H57 UNL     1      11.444   2.461  -0.549  1.00  0.00           H  
HETATM  109  H58 UNL     1      11.135   1.232   0.653  1.00  0.00           H  
HETATM  110  H59 UNL     1      11.858  -0.656  -0.861  1.00  0.00           H  
HETATM  111  H60 UNL     1      12.065   0.485  -2.168  1.00  0.00           H  
HETATM  112  H61 UNL     1      14.042  -0.410  -0.918  1.00  0.00           H  
HETATM  113  H62 UNL     1      13.617   0.505   0.516  1.00  0.00           H  
HETATM  114  H63 UNL     1      15.395   1.554  -0.593  1.00  0.00           H  
HETATM  115  H64 UNL     1      14.628   1.626  -2.171  1.00  0.00           H  
HETATM  116  H65 UNL     1      13.832   3.413   0.217  1.00  0.00           H  
HETATM  117  H66 UNL     1      13.093   3.432  -1.416  1.00  0.00           H  
HETATM  118  H67 UNL     1      15.142   3.895  -2.430  1.00  0.00           H  
HETATM  119  H68 UNL     1      16.095   3.776  -0.842  1.00  0.00           H  
HETATM  120  H69 UNL     1      15.341   6.162  -1.550  1.00  0.00           H  
HETATM  121  H70 UNL     1      13.609   5.546  -1.253  1.00  0.00           H  
HETATM  122  H71 UNL     1      14.777   5.671   0.069  1.00  0.00           H  
HETATM  123  H72 UNL     1      -2.017  -3.163  -0.857  1.00  0.00           H  
HETATM  124  H73 UNL     1      -0.570  -2.492  -0.133  1.00  0.00           H  
HETATM  125  H74 UNL     1       1.320  -4.550  -1.499  1.00  0.00           H  
HETATM  126  H75 UNL     1      -2.969  -5.721  -0.187  1.00  0.00           H  
HETATM  127  H76 UNL     1      -2.161  -6.964   0.794  1.00  0.00           H  
HETATM  128  H77 UNL     1      -3.104  -7.413  -2.087  1.00  0.00           H  
HETATM  129  H78 UNL     1      -2.180  -8.545  -1.054  1.00  0.00           H  
HETATM  130  H79 UNL     1      -4.844  -8.354  -1.186  1.00  0.00           H  
HETATM  131  H80 UNL     1      -4.544  -7.212   0.028  1.00  0.00           H  
CONECT    1    2   52   53   54
CONECT    2    3   55   56
CONECT    3    4   57   58
CONECT    4    5   59   60
CONECT    5    6   61   62
CONECT    6    7   63   64
CONECT    7    8    8   65
CONECT    8    9   66
CONECT    9   10   67   68
CONECT   10   11   69   70
CONECT   11   12   71   72
CONECT   12   13   73   74
CONECT   13   14   75   76
CONECT   14   15   77   78
CONECT   15   16   79   80
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   43   81
CONECT   20   21   82   83
CONECT   21   22
CONECT   22   23   23   24
CONECT   24   25   84   85
CONECT   25   26   86   87
CONECT   26   27   88   89
CONECT   27   28   90   91
CONECT   28   29   92   93
CONECT   29   30   94   95
CONECT   30   31   96   97
CONECT   31   32   98   99
CONECT   32   33  100  101
CONECT   33   34  102  103
CONECT   34   35  104  105
CONECT   35   36  106  107
CONECT   36   37  108  109
CONECT   37   38  110  111
CONECT   38   39  112  113
CONECT   39   40  114  115
CONECT   40   41  116  117
CONECT   41   42  118  119
CONECT   42  120  121  122
CONECT   43   44  123  124
CONECT   44   45
CONECT   45   46   46   47   48
CONECT   47  125
CONECT   48   49
CONECT   49   50  126  127
CONECT   50   51  128  129
CONECT   51  130  131
END

HMDB0009221
     RDKit          3D
PE(20:0/16:1(9Z))
131130  0  0  0  0  0  0  0  0999 V2000
  -15.9004    4.1129    1.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7886    4.3012    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8009    3.1251   -0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7068    3.2725   -1.5653 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3266    3.3488   -0.9841 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0412    2.0714   -0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1273    0.8818   -1.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1549    0.0374   -1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8046    0.1477   -0.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8012    0.2270   -1.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3577    0.2937   -1.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0753    1.4773   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7720    1.7258    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5282    1.8750   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0098    0.7304   -1.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7942   -0.4769   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7267   -1.3038   -0.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -0.7757    0.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4775   -1.9757    0.8436 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2285   -1.5688    2.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763   -0.8506    2.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2288   -1.2201    2.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5655   -2.3967    2.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165   -0.2438    2.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6214   -0.9749    2.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8086   -0.1531    3.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2186    0.8464    2.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342    0.2416    0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6562   -0.8002    0.9750 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9229   -1.3540   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9413   -2.4054   -0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2973   -2.2647   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2668   -1.2729   -0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8688    0.1312   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6941    1.2334   -0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1227    1.3902   -0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1088    0.4051   -1.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5285    0.5810   -0.6200 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3505    1.6964   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9998    3.1006   -0.8139 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1553    4.0258   -1.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6826    5.4469   -1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -2.8948    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -4.1164    0.8194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3050   -5.0364   -0.0705 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7720   -5.5438    0.8598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896   -4.0782   -1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0903   -6.2936   -0.8735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945   -6.5877   -0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9163   -7.7245   -1.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1749   -8.0762   -0.4303 N   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7109    3.5035    0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4482    3.5759    2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2902    5.1028    1.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8132    4.3276    0.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9880    5.2465   -0.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7662    3.1365   -1.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7090    2.1655   -0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8026    2.4320   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9171    4.2168   -2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6229    3.3836   -1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2246    4.2385   -0.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8160    1.9981    0.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1026    2.2551    0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0840    0.6910   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3330   -0.8354   -1.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6575   -0.8497   -0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7145    0.8935    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0408    1.0459   -2.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8912   -0.7206   -2.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7553    0.1236   -2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3045   -0.6094   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8785    1.5404    0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3751    1.5604    2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5591    1.1710   -1.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4437    2.4607   -0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1351    1.2321    0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8578   -0.6557   -0.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0650    0.4845   -2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0418   -0.4105   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6169    0.5051    0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3946    1.5538   -0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6282    1.6259   -2.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8316    3.4127    0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0934    3.4325   -1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1421    3.8949   -2.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0953    3.7763   -0.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3407    6.1625   -1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9690   -5.7209   -0.1874 H   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
GPEtn(20:0/16:1)	HMDB
PE(36:1)	HMDB
Phophatidylethanolamine(36:1)	HMDB
1-Arachidonyl-2-palmitoleoyl-sn-glycero-3-phosphoethanolamine	HMDB
GPEtn(36:1)	HMDB
Phophatidylethanolamine(20:0/16:1)	HMDB
PE(20:0/16:1)	HMDB
1-Eicosanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphoethanolamine	HMDB
PE(20:0/16:1(9Z))	Lipid Annotator

Chemical Formula

C₄₁H₈₀NO₈P

Average Molecular Weight

746.0496

Monoisotopic Molecular Weight

745.562155053

IUPAC Name

(2-aminoethoxy)[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-(icosanoyloxy)propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-(icosanoyloxy)propoxyphosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC

InChI Identifier

InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-21-16-14-12-10-8-6-4-2/h14,16,39H,3-13,15,17-38,42H2,1-2H3,(H,45,46)/b16-14-/t39-/m1/s1

InChI Key

KZMQZJZTKYKTJQ-QRMPNUHKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

Phosphatidylethanolamines

Alternative Parents

Substituents

Diacylglycero-3-phosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Primary aliphatic amine
Organic nitrogen compound
Primary amine
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Diacylglycerophosphoethanolamines (LMGP02010827 )

Ontology

Physiological effect

Health effect

Diabetes mellitus type 2 (PMID: 30402908)
Non-alcoholic fatty liver disease (PMID: 26811286)
Parkinson's disease (PMID: 26811286)

Nervous system disorder

Central nervous system disorder

Alzheimer's Disease (PMID: 26811286)

Organoleptic effect

Touch

Smooth (HMDB: HMDB0009221)

Disposition

Biological location

Cellular substructure

Organelle

endoplasmic reticulum (HMDB: HMDB0009221)

golgi apparatus membrane (HMDB: HMDB0009221)
cell membrane (HMDB: HMDB0009221)
Membrane (HMDB: HMDB0009221)
Extracellular (HMDB: HMDB0009221)

Cell

All cells and tissues (HMDB: HMDB0009221)

Cell membrane (HMDB: HMDB0009221)
Intracellular membrane (HMDB: HMDB0009221)
Nervous system (HMDB: HMDB0009221)

Biofluid or Excreta

Blood (HMDB: HMDB0009221)

Tissue substructure

All tissues (HMDB: HMDB0009221)

Tissue

All Tissues (HMDB: HMDB0009221)

Organ

Brain (HMDB: HMDB0009221)

Excreta

Biofluid or Excreta

Feces (PMID: 23210743)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0009221)

Source

Endogenous

Endogenous (HMDB: HMDB0009221)

Animal

Animal (HMDB: HMDB0009221)

Exogenous

Food

Food (HMDB: HMDB0009221)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.5e-05 g/L	ALOGPS
logP	8.84	ALOGPS
logP	11.87	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	134.38 Å²	ChemAxon
Rotatable Bond Count	42	ChemAxon
Refractivity	210.52 m³·mol⁻¹	ChemAxon
Polarizability	92.29 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	285.416	31661259
DarkChem	[M-H]-	273.515	31661259
DeepCCS	[M+H]+	280.695	30932474
DeepCCS	[M-H]-	277.986	30932474
DeepCCS	[M-2H]-	311.69	30932474
DeepCCS	[M+Na]+	288.192	30932474
AllCCS	[M+H]+	286.6	32859911
AllCCS	[M+H-H2O]+	286.4	32859911
AllCCS	[M+NH4]+	286.6	32859911
AllCCS	[M+Na]+	286.7	32859911
AllCCS	[M-H]-	276.2	32859911
AllCCS	[M+Na-2H]-	282.0	32859911
AllCCS	[M+HCOO]-	288.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PE(20:0/16:1(9Z))	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	4713.9	Standard polar	33892256
PE(20:0/16:1(9Z))	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	4680.9	Standard non polar	33892256
PE(20:0/16:1(9Z))	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	5269.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PE(20:0/16:1(9Z)),1TMS,isomer #1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C	5266.9	Semi standard non polar	33892256
PE(20:0/16:1(9Z)),1TMS,isomer #1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C	4639.0	Standard non polar	33892256
PE(20:0/16:1(9Z)),1TMS,isomer #1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C	7054.9	Standard polar	33892256
PE(20:0/16:1(9Z)),1TMS,isomer #2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C	5295.3	Semi standard non polar	33892256
PE(20:0/16:1(9Z)),1TMS,isomer #2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C	4830.7	Standard non polar	33892256
PE(20:0/16:1(9Z)),1TMS,isomer #2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C	6797.9	Standard polar	33892256
PE(20:0/16:1(9Z)),2TMS,isomer #1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	5235.7	Semi standard non polar	33892256
PE(20:0/16:1(9Z)),2TMS,isomer #1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	4765.2	Standard non polar	33892256
PE(20:0/16:1(9Z)),2TMS,isomer #1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	5717.8	Standard polar	33892256
PE(20:0/16:1(9Z)),2TMS,isomer #2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	5557.0	Semi standard non polar	33892256
PE(20:0/16:1(9Z)),2TMS,isomer #2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	4801.9	Standard non polar	33892256
PE(20:0/16:1(9Z)),2TMS,isomer #2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	6423.0	Standard polar	33892256
PE(20:0/16:1(9Z)),1TBDMS,isomer #1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	5504.5	Semi standard non polar	33892256
PE(20:0/16:1(9Z)),1TBDMS,isomer #1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	4710.7	Standard non polar	33892256
PE(20:0/16:1(9Z)),1TBDMS,isomer #1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	6988.8	Standard polar	33892256
PE(20:0/16:1(9Z)),1TBDMS,isomer #2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	5552.2	Semi standard non polar	33892256
PE(20:0/16:1(9Z)),1TBDMS,isomer #2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	4914.0	Standard non polar	33892256
PE(20:0/16:1(9Z)),1TBDMS,isomer #2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	6663.6	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 10V, Negative-QTOF	splash10-0006-0011000900-a39ff30e99677b6e13ef	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 20V, Negative-QTOF	splash10-0006-0011000900-a39ff30e99677b6e13ef	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 40V, Negative-QTOF	splash10-0w2c-0399410600-f2b151d10f605095af4b	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 10V, Positive-QTOF	splash10-0002-0000001900-7176fc363ec50a2c3ca5	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 20V, Positive-QTOF	splash10-0a4j-0003419700-1cf5d6a16343122865c5	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 40V, Positive-QTOF	splash10-0a4i-0003419300-72c431686ca81c1bd3fc	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 10V, Negative-QTOF	splash10-0006-0011000900-5d8980c43b3964edb7a1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 20V, Negative-QTOF	splash10-0006-0011000900-5d8980c43b3964edb7a1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 40V, Negative-QTOF	splash10-0w2c-0399410600-97c7ec8f96237469f456	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 10V, Positive-QTOF	splash10-0002-0000001900-f16c013a0ef8ad1e73b0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 20V, Positive-QTOF	splash10-0a4j-0003419700-ba63788cb17b30ad3e7f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 40V, Positive-QTOF	splash10-0a4i-0003419300-9157ce67b8f77815cd1c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 10V, Positive-QTOF	splash10-014i-0000001900-5c10bab26c2e0a3f80b0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 20V, Positive-QTOF	splash10-016r-0000001900-607ffbebec54dace7f08	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(20:0/16:1(9Z)) 40V, Positive-QTOF	splash10-004i-0100201900-b20355fea4fb8f148959	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

All Tissues
Brain

Pathways

Name	SMPDB/PathBank	KEGG
Phosphatidylcholine Biosynthesis PC(20:0/16:1(9Z))		Not Available
Phosphatidylethanolamine Biosynthesis PE(20:0/16:1(9Z))		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Newborn (0-30 days old)	Not Specified	Premature neonates	23210743	details

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.002 +/- 0.001 uM	Adult (>18 years old)	Both	Normal (Most Probable)	Calculated using MetaboAnalyst
Blood	0.633 +/- 0.252 uM	Adult (>18 years old)	Both	Normal (Upper Limit)	Calculated using MetaboAnalyst

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

FDB026411

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

52924528

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

Only showing the first 10 proteins. There are 43 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Calcium-dependent phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. This isozyme hydrolyzes more efficiently L-alpha-1-palmitoyl-2-oleoyl phosphatidylcholine than L-alpha-1-palmitoyl-2-arachidonyl phosphatidylcholine, L-alpha-1-palmitoyl-2-arachidonyl phosphatidylethanolamine, or L-alpha-1-stearoyl-2-arachidonyl phosphatidylinositol. May be involved in the production of lung surfactant, the remodeling or regulation of cardiac muscle.
Gene Name:: PLA2G5
Uniprot ID:: P39877
Molecular weight:: 15674.065

Enzyme Details

2. Group IIF secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Hydrolyzes phosphatidylglycerol versus phosphatidylcholine with a 15-fold preference.
Gene Name:: PLA2G2F
Uniprot ID:: Q9BZM2
Molecular weight:: 23256.29

Enzyme Details

3. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

Enzyme Details

4. Phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:: PLA2G1B
Uniprot ID:: P04054
Molecular weight:: 16359.535

Enzyme Details

5. Group XIIB secretory phospholipase A2-like protein

General function:: Involved in phospholipase A2 activity
Specific function:: Not known; does not seem to have catalytic activity.
Gene Name:: PLA2G12B
Uniprot ID:: Q9BX93
Molecular weight:: Not Available

Enzyme Details

6. Group 10 secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a powerful potency for releasing arachidonic acid from cell membrane phospholipids. Prefers phosphatidylethanolamine and phosphatidylcholine liposomes to those of phosphatidylserine.
Gene Name:: PLA2G10
Uniprot ID:: O15496
Molecular weight:: 18153.04

Enzyme Details

7. Group IIE secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
Gene Name:: PLA2G2E
Uniprot ID:: Q9NZK7
Molecular weight:: 15988.525

Enzyme Details

8. 85/88 kDa calcium-independent phospholipase A2

General function:: Involved in metabolic process
Specific function:: Catalyzes the release of fatty acids from phospholipids. It has been implicated in normal phospholipid remodeling, nitric oxide-induced or vasopressin-induced arachidonic acid release and in leukotriene and prostaglandin production. May participate in fas mediated apoptosis and in regulating transmembrane ion flux in glucose-stimulated B-cells. Has a role in cardiolipin (CL) deacylation. Required for both speed and directionality of monocyte MCP1/CCL2-induced chemotaxis through regulation of F-actin polymerization at the pseudopods. Isoform ankyrin-iPLA2-1 and isoform ankyrin-iPLA2-2, which lack the catalytic domain, are probably involved in the negative regulation of iPLA2 activity.
Gene Name:: PLA2G6
Uniprot ID:: O60733
Molecular weight:: 84092.635

Enzyme Details

9. Group IID secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. L-alpha-1-palmitoyl-2-linoleoyl phosphatidylethanolamine is more efficiently hydrolyzed than the other phospholipids examined.
Gene Name:: PLA2G2D
Uniprot ID:: Q9UNK4
Molecular weight:: 16546.1

Enzyme Details

10. Phospholipase D2

General function:: Involved in protein binding
Specific function:: May have a role in signal-induced cytoskeletal regulation and/or endocytosis (By similarity).
Gene Name:: PLD2
Uniprot ID:: O14939
Molecular weight:: 104656.485

Only showing the first 10 proteins. There are 43 proteins in total.

Show all enzymes and transporters

Showing metabocard for PE(20:0/16:1(9Z)) (HMDB0009221)

MOL for HMDB0009221 (PE(20:0/16:1(9Z)))

3D MOL for HMDB0009221 (PE(20:0/16:1(9Z)))

3D SDF for HMDB0009221 (PE(20:0/16:1(9Z)))

3D-SDF for HMDB0009221 (PE(20:0/16:1(9Z)))

PDB for HMDB0009221 (PE(20:0/16:1(9Z)))

3D PDB for HMDB0009221 (PE(20:0/16:1(9Z)))

SMILES for HMDB0009221 (PE(20:0/16:1(9Z)))

INCHI for HMDB0009221 (PE(20:0/16:1(9Z)))

Structure for HMDB0009221 (PE(20:0/16:1(9Z)))

3D Structure for HMDB0009221 (PE(20:0/16:1(9Z)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra

Enzymes