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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

Predicted

Creation Date

2021-09-13 22:39:25 UTC

Update Date

2022-11-30 20:04:15 UTC

HMDB ID

HMDB0283838

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R))

Description

PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) is an oxidized phosphatidylethanolamine (PE). Oxidized phosphatidylethanolamines are glycerophospholipids in which a phosphorylethanolamine moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidylethanolamines belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396 ). As is the case with diacylglycerols, phosphatidylethanolamines can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)), in particular, consists of one chain of one 13Z-docosenoyl at the C-1 position and one chain of 11-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PEs can be synthesized via three different routes. In one route, the oxidized PE is synthetized de novo following the same mechanisms as for PEs but incorporating oxidized acyl chains (PMID: 33329396 ). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396 ). The third pathway results from the oxidation of the acyl chain while still attached to the PE backbone, mainly through the action of LOX (PMID: 33329396 ).

Structure

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

PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R))
  Mrv1652309142100392D          

 59 58  0  0  1  0            999 V2000
   -3.8020    0.3607    0.0000 O   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
   -0.2447    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    1.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    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
    0.4699    1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.7721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2262    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9403    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6544    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0827    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7968    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5109    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2250    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9391    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6532    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3673    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0815    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9065    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6206    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3347    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0489    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7630    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4771    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.1912    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.9053    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.6194    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7942   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5083   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3333   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0475   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7616   -0.3549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.7616    0.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4757   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3007   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0148   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8397   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5539   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2680   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9821   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6962   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4104   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  2  8  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  7  9  1  1  0  0  0
  7 10  1  0  0  0  0
  8  7  1  0  0  0  0
 10 38  1  0  0  0  0
 11 12  1  0  0  0  0
 11  3  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  2  0  0  0  0
 15 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  2  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 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  6  0  0  0
 49 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
M  END

HMDB0283838
     RDKit          3D
PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R))
142141  0  0  0  0  0  0  0  0999 V2000
   -3.5212    4.7302   -5.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7616    3.4237   -5.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3506    3.7497   -5.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147    4.5008   -3.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185    4.8481   -3.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1239    5.5722   -2.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4048    5.1844   -0.9359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1980    3.9811   -0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6966    3.6467    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5084    4.4150    1.6034 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4857    4.0455    2.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1439    4.0543    2.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1282    4.7437    3.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233    5.5655    3.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1082    5.9217    2.6559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5160    5.4905    3.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0934    4.6924    2.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4491    4.1190    2.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3494    2.5886    2.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5968    2.0384    3.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4173    0.5724    3.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6342    0.0698    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0240   -0.3207    4.1769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459   -1.6725    3.8632 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9172   -2.6007    4.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6154   -3.9467    4.0320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6238   -4.3115    2.7163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9175   -3.4932    1.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2687   -5.7198    2.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -5.8725    2.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0462   -4.9525    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3635   -5.0438   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5018   -3.9769   -0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098   -3.9745   -2.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8232   -2.8621   -2.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738   -2.8247   -4.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2796   -1.7332   -5.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1449   -1.4826   -4.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -1.0151   -3.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2174   -0.8480   -3.9136 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412   -1.4807   -3.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8825   -2.3982   -2.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1714   -3.8244   -2.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4508   -4.4649   -2.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1381   -4.5655   -3.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6176   -3.4424   -4.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6135   -2.6024   -3.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0881   -1.4553   -4.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7315   -2.0128   -5.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5316   -2.2468    4.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4680   -2.1190    5.7247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0007   -2.7860    6.2851 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.3822   -3.8803    7.2620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0695   -1.5957    7.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1885   -3.4801    4.9786 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -2.8290    4.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363   -3.4625    3.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0110   -2.7713    3.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8820    5.0588   -4.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4115    4.4937   -6.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8981    5.4872   -6.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6978    2.8867   -6.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191    2.7990   -4.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8104    2.8128   -4.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8046    4.3574   -5.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8782    3.7836   -3.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0061    5.4016   -3.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5512    3.9116   -3.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933    5.5380   -4.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7125    6.5036   -2.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2303    5.8089   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3973    3.3324   -1.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2945    2.7109    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5544    5.5125    1.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3580    3.0848    2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1767    2.9205    2.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164    4.1854    1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5648    4.5566    4.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667    6.0445    4.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648    5.6432    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    7.0682    2.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0248    5.7976    3.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302    4.3940    1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9898    4.4719    3.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0135    4.4280    1.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8273    2.2743    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3869    2.2080    2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6419    2.5731    3.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2392    2.2649    4.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704   -1.7854    2.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9732   -2.5298    5.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9040   -2.3687    4.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522   -6.0066    1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6523   -6.3678    3.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4360   -5.7818    3.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5638   -6.9409    2.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -5.1831    1.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1225   -3.9069    1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4103   -4.7914   -0.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1181   -6.0493   -0.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8719   -2.9864   -0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4487   -4.0516   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4361   -4.9411   -2.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7593   -3.7569   -2.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -1.9422   -2.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179   -3.2452   -2.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7267   -3.8406   -4.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1026   -2.7786   -4.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5462   -1.8394   -6.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8344   -0.7255   -4.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252   -2.3892   -5.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3862   -0.6659   -5.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4790   -1.5283   -2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3935    0.0735   -3.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775   -0.1319   -4.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1867   -1.2002   -3.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5436   -1.9812   -1.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -2.2139   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677   -4.4057   -2.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7977   -4.1718   -1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2382   -4.0294   -1.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4242   -5.5548   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5139   -5.2742   -4.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0619   -5.2851   -3.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1882   -3.9461   -5.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8934   -2.8206   -4.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2157   -2.2047   -2.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5391   -3.1805   -3.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2585   -0.7703   -4.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7977   -0.8698   -3.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9678   -3.0910   -5.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6969   -1.4890   -5.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0732   -1.8792   -6.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6644   -1.7404    3.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5366   -3.3153    4.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5662   -0.7455    7.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5927   -2.9257    5.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574   -1.7471    4.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1868   -3.3474    2.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9530   -4.5367    3.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1800   -2.0851    4.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813   -3.4715    3.4089 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 24 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  2  0
 52 54  1  0
 52 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  2 62  1  0
  2 63  1  0
  3 64  1  0
  3 65  1  0
  4 66  1  0
  4 67  1  0
  5 68  1  0
  5 69  1  0
  6 70  1  0
  7 71  1  0
  8 72  1  0
  9 73  1  0
 10 74  1  6
 11 75  1  0
 12 76  1  0
 12 77  1  0
 13 78  1  0
 14 79  1  0
 15 80  1  0
 15 81  1  0
 16 82  1  0
 17 83  1  0
 18 84  1  0
 18 85  1  0
 19 86  1  0
 19 87  1  0
 20 88  1  0
 20 89  1  0
 24 90  1  6
 25 91  1  0
 25 92  1  0
 29 93  1  0
 29 94  1  0
 30 95  1  0
 30 96  1  0
 31 97  1  0
 31 98  1  0
 32 99  1  0
 32100  1  0
 33101  1  0
 33102  1  0
 34103  1  0
 34104  1  0
 35105  1  0
 35106  1  0
 36107  1  0
 36108  1  0
 37109  1  0
 37110  1  0
 38111  1  0
 38112  1  0
 39113  1  0
 39114  1  0
 40115  1  0
 41116  1  0
 42117  1  0
 42118  1  0
 43119  1  0
 43120  1  0
 44121  1  0
 44122  1  0
 45123  1  0
 45124  1  0
 46125  1  0
 46126  1  0
 47127  1  0
 47128  1  0
 48129  1  0
 48130  1  0
 49131  1  0
 49132  1  0
 49133  1  0
 50134  1  0
 50135  1  0
 54136  1  0
 56137  1  0
 56138  1  0
 57139  1  0
 57140  1  0
 58141  1  0
 58142  1  0
M  END

PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R))
  Mrv1652309142100392D          

 59 58  0  0  1  0            999 V2000
   -3.8020    0.3607    0.0000 O   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
   -0.2447    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    1.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    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
    0.4699    1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.7721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2262    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9403    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6544    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0827    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7968    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5109    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2250    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9391    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6532    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3673    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0815    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9065    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6206    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3347    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0489    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7630    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4771    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.1912    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.9053    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.6194    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7942   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5083   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3333   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0475   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7616   -0.3549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.7616    0.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4757   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3007   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0148   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8397   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5539   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2680   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9821   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6962   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4104   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  2  8  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  7  9  1  1  0  0  0
  7 10  1  0  0  0  0
  8  7  1  0  0  0  0
 10 38  1  0  0  0  0
 11 12  1  0  0  0  0
 11  3  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  2  0  0  0  0
 15 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  2  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 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  6  0  0  0
 49 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0283838

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCC\C=C\C\C=C/C[C@@H](O)\C=C/C=C\CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C47H84NO9P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-26-30-34-38-46(50)54-42-45(43-56-58(52,53)55-41-40-48)57-47(51)39-35-31-27-23-25-29-33-37-44(49)36-32-28-24-10-8-6-4-2/h14-15,23-24,27-29,32-33,36,44-45,49H,3-13,16-22,25-26,30-31,34-35,37-43,48H2,1-2H3,(H,52,53)/b15-14-,27-23+,28-24-,33-29-,36-32-/t44-,45+/m0/s1

> <INCHI_KEY>
DXXRMAPACWGZAT-OASWNTOSSA-N

> <FORMULA>
C47H84NO9P

> <MOLECULAR_WEIGHT>
838.161

> <EXACT_MASS>
837.588370287

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
142

> <JCHEM_AVERAGE_POLARIZABILITY>
101.83664366277623

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-3-[(13Z)-docos-13-enoyloxy]-2-{[(5E,8Z,11R,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoyl]oxy}propoxy]phosphinic acid

> <ALOGPS_LOGP>
8.84

> <JCHEM_LOGP>
11.856182648207716

> <ALOGPS_LOGS>
-7.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.72081997446215

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8689449236640248

> <JCHEM_PKA_STRONGEST_BASIC>
9.99992933636335

> <JCHEM_POLAR_SURFACE_AREA>
154.60999999999999

> <JCHEM_REFRACTIVITY>
244.11240000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
44

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.21e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy((2R)-3-[(13Z)-docos-13-enoyloxy]-2-{[(5E,8Z,11R,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoyl]oxy}propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0283838
     RDKit          3D
PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R))
142141  0  0  0  0  0  0  0  0999 V2000
   -3.5212    4.7302   -5.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7616    3.4237   -5.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3506    3.7497   -5.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 14-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R))         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-SEP-21         0                                  
HETATM    1  O   UNK     0      -7.097   0.673   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0      -0.457   1.441   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0      -1.227   2.775   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.313   0.107   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.113   1.440   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      -3.677  -0.663   0.000  0.00  0.00           H+0
HETATM   10  O   UNK     0      -5.217  -0.663   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.877   2.211   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.211   1.441   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.544   2.211   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       4.878   1.441   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -8.423   1.436   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -8.423   2.876   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -9.756   0.665   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -11.089   1.436   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -12.422   0.665   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -13.755   1.436   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -15.088   0.665   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.421   1.436   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -17.754   0.665   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -19.087   1.436   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -20.420   0.665   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -21.753   1.436   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -23.086   0.665   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -24.419   1.436   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -25.959   1.436   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -27.292   0.665   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -28.625   1.436   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -29.958   0.665   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -31.291   1.436   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -32.624   0.665   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -33.957   1.436   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -35.290   0.665   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -36.623   1.436   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.551  -1.433   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -6.551  -2.873   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -9.217  -1.433   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -11.883  -1.433   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -13.216  -0.662   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -14.549  -1.433   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -15.882  -0.662   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -17.422  -0.662   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -18.755  -1.433   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -20.088  -0.662   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0     -20.088   0.778   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0     -21.421  -1.433   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -22.961  -1.433   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -24.294  -0.662   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -25.834  -0.662   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -27.167  -1.433   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -28.500  -0.662   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -29.833  -1.433   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0     -31.166  -0.662   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0     -32.499  -1.433   0.000  0.00  0.00           C+0
CONECT    1   15    6                                                       
CONECT    2    8    3                                                       
CONECT    3    2    4    5   11                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    1    7                                                       
CONECT    7    6    9   10    8                                             
CONECT    8    2    7                                                       
CONECT    9    7                                                            
CONECT   10    7   38                                                       
CONECT   11   12    3                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    1   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   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   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   10   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   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   51                                                  
CONECT   50   49                                                            
CONECT   51   49   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                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  116    0
END

COMPND    HMDB0283838
HETATM    1  C1  UNL     1      -3.521   4.730  -5.759  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.762   3.424  -5.581  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.351   3.750  -5.136  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.415   4.501  -3.808  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.019   4.848  -3.365  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.124   5.572  -2.080  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.405   5.184  -0.936  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.198   3.981  -0.822  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.697   3.647   0.358  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.508   4.415   1.603  1.00  0.00           C  
HETATM   11  O1  UNL     1       2.486   4.046   2.519  1.00  0.00           O  
HETATM   12  C11 UNL     1       0.144   4.054   2.212  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.128   4.744   3.473  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.123   5.566   3.673  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.108   5.922   2.656  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.516   5.491   3.003  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.093   4.692   2.132  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.449   4.119   2.215  1.00  0.00           C  
HETATM   19  C18 UNL     1      -5.349   2.589   2.179  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.597   2.038   3.382  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.417   0.572   3.192  1.00  0.00           C  
HETATM   22  O2  UNL     1      -4.634   0.070   2.034  1.00  0.00           O  
HETATM   23  O3  UNL     1      -4.024  -0.321   4.177  1.00  0.00           O  
HETATM   24  C21 UNL     1      -3.846  -1.673   3.863  1.00  0.00           C  
HETATM   25  C22 UNL     1      -4.917  -2.601   4.450  1.00  0.00           C  
HETATM   26  O4  UNL     1      -4.615  -3.947   4.032  1.00  0.00           O  
HETATM   27  C23 UNL     1      -4.624  -4.312   2.716  1.00  0.00           C  
HETATM   28  O5  UNL     1      -4.917  -3.493   1.821  1.00  0.00           O  
HETATM   29  C24 UNL     1      -4.269  -5.720   2.319  1.00  0.00           C  
HETATM   30  C25 UNL     1      -2.763  -5.872   2.299  1.00  0.00           C  
HETATM   31  C26 UNL     1      -2.046  -4.952   1.390  1.00  0.00           C  
HETATM   32  C27 UNL     1      -2.364  -5.044  -0.063  1.00  0.00           C  
HETATM   33  C28 UNL     1      -1.502  -3.977  -0.762  1.00  0.00           C  
HETATM   34  C29 UNL     1      -1.710  -3.975  -2.243  1.00  0.00           C  
HETATM   35  C30 UNL     1      -0.823  -2.862  -2.849  1.00  0.00           C  
HETATM   36  C31 UNL     1      -0.974  -2.825  -4.322  1.00  0.00           C  
HETATM   37  C32 UNL     1      -0.280  -1.733  -5.018  1.00  0.00           C  
HETATM   38  C33 UNL     1       1.145  -1.483  -4.958  1.00  0.00           C  
HETATM   39  C34 UNL     1       1.785  -1.015  -3.675  1.00  0.00           C  
HETATM   40  C35 UNL     1       3.217  -0.848  -3.914  1.00  0.00           C  
HETATM   41  C36 UNL     1       4.141  -1.481  -3.238  1.00  0.00           C  
HETATM   42  C37 UNL     1       3.883  -2.398  -2.193  1.00  0.00           C  
HETATM   43  C38 UNL     1       4.171  -3.824  -2.158  1.00  0.00           C  
HETATM   44  C39 UNL     1       5.451  -4.465  -2.321  1.00  0.00           C  
HETATM   45  C40 UNL     1       6.138  -4.566  -3.595  1.00  0.00           C  
HETATM   46  C41 UNL     1       6.618  -3.442  -4.405  1.00  0.00           C  
HETATM   47  C42 UNL     1       7.613  -2.602  -3.651  1.00  0.00           C  
HETATM   48  C43 UNL     1       8.088  -1.455  -4.529  1.00  0.00           C  
HETATM   49  C44 UNL     1       8.731  -2.013  -5.767  1.00  0.00           C  
HETATM   50  C45 UNL     1      -2.532  -2.247   4.334  1.00  0.00           C  
HETATM   51  O6  UNL     1      -2.468  -2.119   5.725  1.00  0.00           O  
HETATM   52  P1  UNL     1      -1.001  -2.786   6.285  1.00  0.00           P  
HETATM   53  O7  UNL     1      -1.382  -3.880   7.262  1.00  0.00           O  
HETATM   54  O8  UNL     1      -0.070  -1.596   7.001  1.00  0.00           O  
HETATM   55  O9  UNL     1      -0.189  -3.480   4.979  1.00  0.00           O  
HETATM   56  C46 UNL     1       1.024  -2.829   4.825  1.00  0.00           C  
HETATM   57  C47 UNL     1       1.736  -3.462   3.658  1.00  0.00           C  
HETATM   58  N1  UNL     1       3.011  -2.771   3.502  1.00  0.00           N  
HETATM   59  H1  UNL     1      -3.882   5.059  -4.780  1.00  0.00           H  
HETATM   60  H2  UNL     1      -4.412   4.494  -6.404  1.00  0.00           H  
HETATM   61  H3  UNL     1      -2.898   5.487  -6.261  1.00  0.00           H  
HETATM   62  H4  UNL     1      -2.698   2.887  -6.538  1.00  0.00           H  
HETATM   63  H5  UNL     1      -3.219   2.799  -4.794  1.00  0.00           H  
HETATM   64  H6  UNL     1      -0.810   2.813  -4.960  1.00  0.00           H  
HETATM   65  H7  UNL     1      -0.805   4.357  -5.883  1.00  0.00           H  
HETATM   66  H8  UNL     1      -1.878   3.784  -3.088  1.00  0.00           H  
HETATM   67  H9  UNL     1      -2.006   5.402  -3.974  1.00  0.00           H  
HETATM   68  H10 UNL     1       0.551   3.912  -3.322  1.00  0.00           H  
HETATM   69  H11 UNL     1       0.393   5.538  -4.157  1.00  0.00           H  
HETATM   70  H12 UNL     1      -0.712   6.504  -2.054  1.00  0.00           H  
HETATM   71  H13 UNL     1       0.230   5.809  -0.057  1.00  0.00           H  
HETATM   72  H14 UNL     1       1.397   3.332  -1.696  1.00  0.00           H  
HETATM   73  H15 UNL     1       2.295   2.711   0.368  1.00  0.00           H  
HETATM   74  H16 UNL     1       1.554   5.513   1.463  1.00  0.00           H  
HETATM   75  H17 UNL     1       2.358   3.085   2.785  1.00  0.00           H  
HETATM   76  H18 UNL     1       0.177   2.920   2.398  1.00  0.00           H  
HETATM   77  H19 UNL     1      -0.616   4.185   1.456  1.00  0.00           H  
HETATM   78  H20 UNL     1       0.565   4.557   4.332  1.00  0.00           H  
HETATM   79  H21 UNL     1      -1.267   6.045   4.673  1.00  0.00           H  
HETATM   80  H22 UNL     1      -1.865   5.643   1.627  1.00  0.00           H  
HETATM   81  H23 UNL     1      -2.217   7.068   2.608  1.00  0.00           H  
HETATM   82  H24 UNL     1      -4.025   5.798   3.886  1.00  0.00           H  
HETATM   83  H25 UNL     1      -3.530   4.394   1.220  1.00  0.00           H  
HETATM   84  H26 UNL     1      -5.990   4.472   3.099  1.00  0.00           H  
HETATM   85  H27 UNL     1      -6.014   4.428   1.314  1.00  0.00           H  
HETATM   86  H28 UNL     1      -4.827   2.274   1.253  1.00  0.00           H  
HETATM   87  H29 UNL     1      -6.387   2.208   2.149  1.00  0.00           H  
HETATM   88  H30 UNL     1      -3.642   2.573   3.541  1.00  0.00           H  
HETATM   89  H31 UNL     1      -5.239   2.265   4.271  1.00  0.00           H  
HETATM   90  H32 UNL     1      -3.970  -1.785   2.752  1.00  0.00           H  
HETATM   91  H33 UNL     1      -4.973  -2.530   5.540  1.00  0.00           H  
HETATM   92  H34 UNL     1      -5.904  -2.369   4.023  1.00  0.00           H  
HETATM   93  H35 UNL     1      -4.752  -6.007   1.387  1.00  0.00           H  
HETATM   94  H36 UNL     1      -4.652  -6.368   3.129  1.00  0.00           H  
HETATM   95  H37 UNL     1      -2.436  -5.782   3.351  1.00  0.00           H  
HETATM   96  H38 UNL     1      -2.564  -6.941   2.018  1.00  0.00           H  
HETATM   97  H39 UNL     1      -0.942  -5.183   1.481  1.00  0.00           H  
HETATM   98  H40 UNL     1      -2.122  -3.907   1.780  1.00  0.00           H  
HETATM   99  H41 UNL     1      -3.410  -4.791  -0.313  1.00  0.00           H  
HETATM  100  H42 UNL     1      -2.118  -6.049  -0.451  1.00  0.00           H  
HETATM  101  H43 UNL     1      -1.872  -2.986  -0.374  1.00  0.00           H  
HETATM  102  H44 UNL     1      -0.449  -4.052  -0.464  1.00  0.00           H  
HETATM  103  H45 UNL     1      -1.436  -4.941  -2.685  1.00  0.00           H  
HETATM  104  H46 UNL     1      -2.759  -3.757  -2.508  1.00  0.00           H  
HETATM  105  H47 UNL     1      -1.043  -1.942  -2.338  1.00  0.00           H  
HETATM  106  H48 UNL     1       0.218  -3.245  -2.634  1.00  0.00           H  
HETATM  107  H49 UNL     1      -0.727  -3.841  -4.783  1.00  0.00           H  
HETATM  108  H50 UNL     1      -2.103  -2.779  -4.536  1.00  0.00           H  
HETATM  109  H51 UNL     1      -0.546  -1.839  -6.134  1.00  0.00           H  
HETATM  110  H52 UNL     1      -0.834  -0.726  -4.815  1.00  0.00           H  
HETATM  111  H53 UNL     1       1.725  -2.389  -5.307  1.00  0.00           H  
HETATM  112  H54 UNL     1       1.386  -0.666  -5.713  1.00  0.00           H  
HETATM  113  H55 UNL     1       1.479  -1.528  -2.797  1.00  0.00           H  
HETATM  114  H56 UNL     1       1.394   0.073  -3.580  1.00  0.00           H  
HETATM  115  H57 UNL     1       3.477  -0.132  -4.725  1.00  0.00           H  
HETATM  116  H58 UNL     1       5.187  -1.200  -3.516  1.00  0.00           H  
HETATM  117  H59 UNL     1       4.544  -1.981  -1.287  1.00  0.00           H  
HETATM  118  H60 UNL     1       2.871  -2.214  -1.670  1.00  0.00           H  
HETATM  119  H61 UNL     1       3.368  -4.406  -2.782  1.00  0.00           H  
HETATM  120  H62 UNL     1       3.798  -4.172  -1.095  1.00  0.00           H  
HETATM  121  H63 UNL     1       6.238  -4.029  -1.582  1.00  0.00           H  
HETATM  122  H64 UNL     1       5.424  -5.555  -1.897  1.00  0.00           H  
HETATM  123  H65 UNL     1       5.514  -5.274  -4.304  1.00  0.00           H  
HETATM  124  H66 UNL     1       7.062  -5.285  -3.496  1.00  0.00           H  
HETATM  125  H67 UNL     1       7.188  -3.946  -5.285  1.00  0.00           H  
HETATM  126  H68 UNL     1       5.893  -2.821  -4.918  1.00  0.00           H  
HETATM  127  H69 UNL     1       7.216  -2.205  -2.714  1.00  0.00           H  
HETATM  128  H70 UNL     1       8.539  -3.181  -3.406  1.00  0.00           H  
HETATM  129  H71 UNL     1       7.259  -0.770  -4.797  1.00  0.00           H  
HETATM  130  H72 UNL     1       8.798  -0.870  -3.910  1.00  0.00           H  
HETATM  131  H73 UNL     1       8.968  -3.091  -5.693  1.00  0.00           H  
HETATM  132  H74 UNL     1       9.697  -1.489  -5.952  1.00  0.00           H  
HETATM  133  H75 UNL     1       8.073  -1.879  -6.673  1.00  0.00           H  
HETATM  134  H76 UNL     1      -1.664  -1.740   3.909  1.00  0.00           H  
HETATM  135  H77 UNL     1      -2.537  -3.315   4.027  1.00  0.00           H  
HETATM  136  H78 UNL     1      -0.566  -0.745   7.085  1.00  0.00           H  
HETATM  137  H79 UNL     1       1.593  -2.926   5.754  1.00  0.00           H  
HETATM  138  H80 UNL     1       0.857  -1.747   4.594  1.00  0.00           H  
HETATM  139  H81 UNL     1       1.187  -3.347   2.723  1.00  0.00           H  
HETATM  140  H82 UNL     1       1.953  -4.537   3.935  1.00  0.00           H  
HETATM  141  H83 UNL     1       3.180  -2.085   4.266  1.00  0.00           H  
HETATM  142  H84 UNL     1       3.781  -3.472   3.409  1.00  0.00           H  
CONECT    1    2   59   60   61
CONECT    2    3   62   63
CONECT    3    4   64   65
CONECT    4    5   66   67
CONECT    5    6   68   69
CONECT    6    7    7   70
CONECT    7    8   71
CONECT    8    9    9   72
CONECT    9   10   73
CONECT   10   11   12   74
CONECT   11   75
CONECT   12   13   76   77
CONECT   13   14   14   78
CONECT   14   15   79
CONECT   15   16   80   81
CONECT   16   17   17   82
CONECT   17   18   83
CONECT   18   19   84   85
CONECT   19   20   86   87
CONECT   20   21   88   89
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   25   50   90
CONECT   25   26   91   92
CONECT   26   27
CONECT   27   28   28   29
CONECT   29   30   93   94
CONECT   30   31   95   96
CONECT   31   32   97   98
CONECT   32   33   99  100
CONECT   33   34  101  102
CONECT   34   35  103  104
CONECT   35   36  105  106
CONECT   36   37  107  108
CONECT   37   38  109  110
CONECT   38   39  111  112
CONECT   39   40  113  114
CONECT   40   41   41  115
CONECT   41   42  116
CONECT   42   43  117  118
CONECT   43   44  119  120
CONECT   44   45  121  122
CONECT   45   46  123  124
CONECT   46   47  125  126
CONECT   47   48  127  128
CONECT   48   49  129  130
CONECT   49  131  132  133
CONECT   50   51  134  135
CONECT   51   52
CONECT   52   53   53   54   55
CONECT   54  136
CONECT   55   56
CONECT   56   57  137  138
CONECT   57   58  139  140
CONECT   58  141  142
END

HMDB0283838
     RDKit          3D
PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R))
142141  0  0  0  0  0  0  0  0999 V2000
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   -1.4147    4.5008   -3.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5084    4.4150    1.6034 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.1233    5.5655    3.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1082    5.9217    2.6559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5160    5.4905    3.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8232   -2.8621   -2.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738   -2.8247   -4.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2174   -0.8480   -3.9136 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412   -1.4807   -3.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

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Synonyms

Value	Source
(2-Aminoethoxy)[(2R)-3-[(13Z)-docos-13-enoyloxy]-2-{[(5E,8Z,11R,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoyl]oxy}propoxy]phosphinate	Generator

Chemical Formula

C₄₇H₈₄NO₉P

Average Molecular Weight

838.161

Monoisotopic Molecular Weight

837.588370287

IUPAC Name

(2-aminoethoxy)[(2R)-3-[(13Z)-docos-13-enoyloxy]-2-{[(5E,8Z,11R,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoyl]oxy}propoxy]phosphinic acid

Traditional Name

2-aminoethoxy((2R)-3-[(13Z)-docos-13-enoyloxy]-2-{[(5E,8Z,11R,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoyl]oxy}propoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCC\C=C\C\C=C/C[C@@H](O)\C=C/C=C\CCCCC

InChI Identifier

InChI=1S/C47H84NO9P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-26-30-34-38-46(50)54-42-45(43-56-58(52,53)55-41-40-48)57-47(51)39-35-31-27-23-25-29-33-37-44(49)36-32-28-24-10-8-6-4-2/h14-15,23-24,27-29,32-33,36,44-45,49H,3-13,16-22,25-26,30-31,34-35,37-43,48H2,1-2H3,(H,52,53)/b15-14-,27-23+,28-24-,33-29-,36-32-/t44-,45+/m0/s1

InChI Key

DXXRMAPACWGZAT-OASWNTOSSA-N

Chemical Taxonomy

Classification

Not classified

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)

Disposition

Biological location

Cellular substructure

Organelle

endoplasmic reticulum (HMDB: HMDB0283838)

golgi apparatus membrane (HMDB: HMDB0283838)
cell membrane (HMDB: HMDB0283838)

Cell

All cells and tissues (HMDB: HMDB0283838)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylethanolamine Biosynthesis (HMDB: HMDB0283838)

Biochemical process

Lipid transport (PMID: 26811286)

Cellular process

Autophagy (PMID: 26811286)

Role

Biological role

Nutrient

Nutrient (PMID: 26811286)

Industrial application

Pharmaceutical industry

Biomarker

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	8.84	ALOGPS
logP	11.86	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	154.61 Å²	ChemAxon
Rotatable Bond Count	44	ChemAxon
Refractivity	244.11 m³·mol⁻¹	ChemAxon
Polarizability	101.84 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
AllCCS	[M+H]+	297.577	32859911
AllCCS	[M+H-H2O]+	297.584	32859911
AllCCS	[M+Na]+	297.523	32859911
AllCCS	[M+NH4]+	297.54	32859911
AllCCS	[M-H]-	293.659	32859911
AllCCS	[M+Na-2H]-	300.985	32859911
AllCCS	[M+HCOO]-	309.001	32859911
DeepCCS	[M+H]+	286.905	30932474
DeepCCS	[M-H]-	284.58	30932474
DeepCCS	[M-2H]-	317.952	30932474
DeepCCS	[M+Na]+	293.842	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) 10V, Positive-QTOF	splash10-000i-0000001090-d3562bb6fd22247f163c	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) 20V, Positive-QTOF	splash10-000b-0003069070-b68bd6caae42c8291a46	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) 40V, Positive-QTOF	splash10-0002-0003069030-ce64a08b8a2e8af7db95	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) 10V, Positive-QTOF	splash10-03di-0000000190-38d9657ffb988c6fcaa3	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) 20V, Positive-QTOF	splash10-03xr-0000000190-5b9aedf32ca12d4ebc05	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) 40V, Positive-QTOF	splash10-014i-0100200190-dd9a79ef2a7ae7fa284f	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) 10V, Negative-QTOF	splash10-000i-0003000090-b7b6a2b32d93c7ccaacd	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) 20V, Negative-QTOF	splash10-000i-0003000090-b7b6a2b32d93c7ccaacd	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) 40V, Negative-QTOF	splash10-00kr-0109020030-670a5ff35058f519645e	2021-10-19	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

Hajeyah AA, Griffiths WJ, Wang Y, Finch AJ, O'Donnell VB: The Biosynthesis of Enzymatically Oxidized Lipids. Front Endocrinol (Lausanne). 2020 Nov 19;11:591819. doi: 10.3389/fendo.2020.591819. eCollection 2020. [PubMed:33329396 ]

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(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)) (HMDB0283838)

MOL for HMDB0283838 (PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)))

3D MOL for HMDB0283838 (PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)))

3D SDF for HMDB0283838 (PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)))

3D-SDF for HMDB0283838 (PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)))

PDB for HMDB0283838 (PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)))

3D PDB for HMDB0283838 (PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)))

SMILES for HMDB0283838 (PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)))

INCHI for HMDB0283838 (PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)))

Structure for HMDB0283838 (PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)))

3D Structure for HMDB0283838 (PE(22:1(13Z)/20:4(5E,8Z,12Z,14Z)-OH(11R)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra

Enzymes