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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 22:41:22 UTC

Update Date

2022-11-30 20:04:15 UTC

HMDB ID

HMDB0283851

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PE(PGJ2/22:1(13Z))

Description

PE(PGJ2/22:1(13Z)) 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(PGJ2/22:1(13Z)), in particular, consists of one chain of one Prostaglandin J2 at the C-1 position and one chain of 13Z-docosenoyl 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


  Mrv1652309142100412D          

 59 59  0  0  1  0            999 V2000
    3.6199   -4.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9055   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1910   -4.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765   -3.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765   -3.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515   -3.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3015   -3.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765   -2.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1910   -1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1910   -0.9375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4765   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7621   -0.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476    0.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6669   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3814   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0958   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8103   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5248   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5248   -1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8103   -2.1750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0566   -1.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5046   -2.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -3.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815   -3.9207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7241   -2.9955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3372   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218   -3.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7349   -3.8446    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5633   -4.6516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5195   -3.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1326   -4.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9172   -3.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5303   -4.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3149   -4.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9055   -0.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6199   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6199   -1.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3344   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0489   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7634   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4778   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1923   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9068   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6212   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3357   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0502   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7647   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4791   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1936   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9081   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9081    0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6225    0.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3370    0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0515    0.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7659    0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4804    0.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1949    0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9094    0.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  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  2  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 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
 10 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  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  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
M  END

HMDB0283851
     RDKit          3D
PE(PGJ2/22:1(13Z))
141141  0  0  0  0  0  0  0  0999 V2000
  -19.6217    0.3210    1.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.6694   -0.3983    0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8302    0.6181    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8372    0.0552   -0.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8265   -0.8800   -0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0496   -0.1778    0.9158 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0186   -1.0002    1.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9497   -1.5134    0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2857   -0.3943   -0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0087   -0.1946    0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0090   -0.9729    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9169   -1.5208   -0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2010   -0.3989   -0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5450    0.5931    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4494    0.0530    0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3130   -0.5176    0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2144   -1.0461    1.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6949    0.0127    1.9832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5927   -0.3054    2.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2633   -0.5848    2.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0129   -1.6955    1.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -1.7005    1.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1830   -2.4645    1.8608 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0615   -0.9005    0.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4039   -0.7822   -0.1293 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8601    0.6183    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066    0.8642   -0.1081 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7003    2.1249    0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9178    2.9567    0.7769 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0608    2.6042   -0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9705    2.5863    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3443    3.0656    0.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3302    2.4124    0.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3715    1.2628   -0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3853    0.2203   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0592   -1.0634    0.0844 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0146   -2.1502    0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5178   -3.2524   -0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9081   -3.0561   -0.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7653   -3.9368   -1.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1076   -1.5623   -0.8112 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5153   -1.2395   -0.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9228   -0.5619    0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3675   -0.2797    0.8430 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.6828   -0.6694    2.1444 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2374   -0.8373   -0.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7022   -0.6010   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3123   -1.1770    1.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8065   -0.8395    1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9516    0.6602    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6569   -1.0601   -1.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9479   -0.1657   -2.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764   -0.4050   -4.0352 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.6422   -1.7983   -4.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7720   -0.2231   -4.4959 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359    0.6871   -4.8461 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1738    1.9336   -4.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2755    2.9310   -4.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0991    2.5326   -4.8861 N   0  0  0  0  0  0  0  0  0  0  0  0
  -20.6600    0.3466    1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
  -19.3176    1.3983    1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
  -19.5392   -0.1664    2.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
  -19.3009   -0.9520    0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.0672   -1.1587    1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4896    1.3060   -0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2805    1.2577    0.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2576   -0.4733   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2149    0.9257   -1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4371   -1.7094    0.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2402   -1.3201   -0.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7952    0.1049    1.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6579    0.8185    0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4794   -0.3321    2.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5168   -1.8512    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5403   -2.0782   -0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3224   -2.1734    1.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9016    0.2739   -0.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6163    0.6897   -0.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3669   -1.8105    1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5003   -0.2868    1.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4161   -2.1360   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2688   -2.1549    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5056   -0.8921   -1.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9452    0.1204   -1.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0800    1.3674   -0.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2755    1.0959    0.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0667    0.9616    1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7918   -0.6539    1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5914   -1.3918   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8497    0.2299   -0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5034   -1.5911    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6910   -1.8278    1.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4008    0.8992    1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5037    0.4838    2.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9378   -1.1239    3.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309142100412D          

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M  END
> <DATABASE_ID>
HMDB0283851

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC\C=C/CCCCCCCCCCCC(=O)O[C@H](COC(=O)CCC\C=C/C[C@H]1C=CC(=O)[C@@H]1\C=C\[C@@H](O)CCCCC)COP(O)(=O)OCCN

> <INCHI_IDENTIFIER>
InChI=1S/C47H82NO10P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28-32-47(52)58-43(40-57-59(53,54)56-38-37-48)39-55-46(51)31-27-24-23-26-29-41-33-36-45(50)44(41)35-34-42(49)30-25-6-4-2/h12-13,23,26,33-36,41-44,49H,3-11,14-22,24-25,27-32,37-40,48H2,1-2H3,(H,53,54)/b13-12-,26-23-,35-34+/t41-,42-,43+,44+/m0/s1

> <INCHI_KEY>
DZFBVXVAGUSUQZ-SALZHYHWSA-N

> <FORMULA>
C47H82NO10P

> <MOLECULAR_WEIGHT>
852.144

> <EXACT_MASS>
851.567634842

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
141

> <JCHEM_AVERAGE_POLARIZABILITY>
99.78443547630675

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-[(13Z)-docos-13-enoyloxy]-3-{[(5Z)-7-[(1S,5R)-5-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-4-oxocyclopent-2-en-1-yl]hept-5-enoyl]oxy}propoxy]phosphinic acid

> <ALOGPS_LOGP>
7.81

> <JCHEM_LOGP>
10.87577386769797

> <ALOGPS_LOGS>
-7.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.998304631863043

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8689487878898876

> <JCHEM_PKA_STRONGEST_BASIC>
9.999929292771151

> <JCHEM_POLAR_SURFACE_AREA>
171.67999999999998

> <JCHEM_REFRACTIVITY>
241.73280000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
42

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.46e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy((2R)-2-[(13Z)-docos-13-enoyloxy]-3-{[(5Z)-7-[(1S,5R)-5-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-4-oxocyclopent-2-en-1-yl]hept-5-enoyl]oxy}propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0283851
     RDKit          3D
PE(PGJ2/22:1(13Z))
141141  0  0  0  0  0  0  0  0999 V2000
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  -18.6694   -0.3983    0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8302    0.6181    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8372    0.0552   -0.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8265   -0.8800   -0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0496   -0.1778    0.9158 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0186   -1.0002    1.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9497   -1.5134    0.6176 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    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-SEP-21         0                                  
HETATM    1  N   UNK     0       6.757  -7.910   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       5.424  -7.140   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.090  -7.910   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.756  -7.140   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0       2.756  -5.600   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0       1.216  -5.600   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.296  -5.600   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.756  -4.060   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.090  -3.290   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.090  -1.750   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.756  -0.980   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.423  -1.750   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.089  -0.980   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.089   0.560   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.245  -1.750   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.579  -0.980   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.912  -1.750   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.246  -0.980   0.000  0.00  0.00           C+0
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HETATM   21  C   UNK     0      -5.246  -4.060   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.839  -3.434   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.809  -4.578   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.579  -5.912   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.952  -7.319   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.085  -5.592   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.229  -6.622   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.694  -6.146   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.838  -7.177   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -8.518  -8.683   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -10.303  -6.701   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -11.447  -7.731   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -12.912  -7.255   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -14.057  -8.286   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -15.521  -7.810   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.424  -0.980   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.757  -1.750   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       6.757  -3.290   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       8.091  -0.980   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.425  -1.750   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.758  -0.980   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.092  -1.750   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      13.426  -0.980   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.759  -1.750   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      16.093  -0.980   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      17.427  -1.750   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      18.760  -0.980   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      20.094  -1.750   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      21.428  -0.980   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      22.761  -1.750   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      24.095  -0.980   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      24.095   0.560   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      25.429   1.330   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      26.762   0.560   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      28.096   1.330   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      29.430   0.560   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      30.763   1.330   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      32.097   0.560   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      33.431   1.330   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   36                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   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   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   21   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   10   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  118    0
END

COMPND    HMDB0283851
HETATM    1  C1  UNL     1     -19.622   0.321   1.802  1.00  0.00           C  
HETATM    2  C2  UNL     1     -18.669  -0.398   0.865  1.00  0.00           C  
HETATM    3  C3  UNL     1     -17.830   0.618   0.160  1.00  0.00           C  
HETATM    4  C4  UNL     1     -16.837   0.055  -0.799  1.00  0.00           C  
HETATM    5  C5  UNL     1     -15.827  -0.880  -0.148  1.00  0.00           C  
HETATM    6  C6  UNL     1     -15.050  -0.178   0.916  1.00  0.00           C  
HETATM    7  C7  UNL     1     -14.019  -1.000   1.606  1.00  0.00           C  
HETATM    8  C8  UNL     1     -12.950  -1.513   0.618  1.00  0.00           C  
HETATM    9  C9  UNL     1     -12.286  -0.394  -0.048  1.00  0.00           C  
HETATM   10  C10 UNL     1     -11.009  -0.195   0.053  1.00  0.00           C  
HETATM   11  C11 UNL     1     -10.009  -0.973   0.792  1.00  0.00           C  
HETATM   12  C12 UNL     1      -8.917  -1.521  -0.115  1.00  0.00           C  
HETATM   13  C13 UNL     1      -8.201  -0.399  -0.836  1.00  0.00           C  
HETATM   14  C14 UNL     1      -7.545   0.593   0.047  1.00  0.00           C  
HETATM   15  C15 UNL     1      -6.449   0.053   0.935  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.313  -0.518   0.162  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.214  -1.046   1.102  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.695   0.013   1.983  1.00  0.00           C  
HETATM   19  C19 UNL     1      -2.593  -0.305   2.922  1.00  0.00           C  
HETATM   20  C20 UNL     1      -1.263  -0.585   2.384  1.00  0.00           C  
HETATM   21  C21 UNL     1      -1.013  -1.696   1.431  1.00  0.00           C  
HETATM   22  C22 UNL     1       0.501  -1.700   1.169  1.00  0.00           C  
HETATM   23  O1  UNL     1       1.183  -2.465   1.861  1.00  0.00           O  
HETATM   24  O2  UNL     1       1.062  -0.901   0.223  1.00  0.00           O  
HETATM   25  C23 UNL     1       2.404  -0.782  -0.129  1.00  0.00           C  
HETATM   26  C24 UNL     1       2.860   0.618   0.247  1.00  0.00           C  
HETATM   27  O3  UNL     1       4.207   0.864  -0.108  1.00  0.00           O  
HETATM   28  C25 UNL     1       4.700   2.125   0.198  1.00  0.00           C  
HETATM   29  O4  UNL     1       3.918   2.957   0.777  1.00  0.00           O  
HETATM   30  C26 UNL     1       6.061   2.604  -0.088  1.00  0.00           C  
HETATM   31  C27 UNL     1       6.970   2.586   1.125  1.00  0.00           C  
HETATM   32  C28 UNL     1       8.344   3.066   0.880  1.00  0.00           C  
HETATM   33  C29 UNL     1       9.330   2.412   0.075  1.00  0.00           C  
HETATM   34  C30 UNL     1       9.371   1.263  -0.507  1.00  0.00           C  
HETATM   35  C31 UNL     1       8.385   0.220  -0.514  1.00  0.00           C  
HETATM   36  C32 UNL     1       9.059  -1.063   0.084  1.00  0.00           C  
HETATM   37  C33 UNL     1       8.015  -2.150   0.069  1.00  0.00           C  
HETATM   38  C34 UNL     1       8.518  -3.252  -0.434  1.00  0.00           C  
HETATM   39  C35 UNL     1       9.908  -3.056  -0.806  1.00  0.00           C  
HETATM   40  O5  UNL     1      10.765  -3.937  -1.067  1.00  0.00           O  
HETATM   41  C36 UNL     1      10.108  -1.562  -0.811  1.00  0.00           C  
HETATM   42  C37 UNL     1      11.515  -1.239  -0.462  1.00  0.00           C  
HETATM   43  C38 UNL     1      11.923  -0.562   0.563  1.00  0.00           C  
HETATM   44  C39 UNL     1      13.367  -0.280   0.843  1.00  0.00           C  
HETATM   45  O6  UNL     1      13.683  -0.669   2.144  1.00  0.00           O  
HETATM   46  C40 UNL     1      14.237  -0.837  -0.216  1.00  0.00           C  
HETATM   47  C41 UNL     1      15.702  -0.601  -0.060  1.00  0.00           C  
HETATM   48  C42 UNL     1      16.312  -1.177   1.166  1.00  0.00           C  
HETATM   49  C43 UNL     1      17.807  -0.839   1.106  1.00  0.00           C  
HETATM   50  C44 UNL     1      17.952   0.660   1.070  1.00  0.00           C  
HETATM   51  C45 UNL     1       2.657  -1.060  -1.592  1.00  0.00           C  
HETATM   52  O7  UNL     1       1.948  -0.166  -2.400  1.00  0.00           O  
HETATM   53  P1  UNL     1       2.176  -0.405  -4.035  1.00  0.00           P  
HETATM   54  O8  UNL     1       1.642  -1.798  -4.383  1.00  0.00           O  
HETATM   55  O9  UNL     1       3.772  -0.223  -4.496  1.00  0.00           O  
HETATM   56  O10 UNL     1       1.136   0.687  -4.846  1.00  0.00           O  
HETATM   57  C46 UNL     1       1.174   1.934  -4.218  1.00  0.00           C  
HETATM   58  C47 UNL     1       0.275   2.931  -4.882  1.00  0.00           C  
HETATM   59  N1  UNL     1      -1.099   2.533  -4.886  1.00  0.00           N  
HETATM   60  H1  UNL     1     -20.660   0.347   1.417  1.00  0.00           H  
HETATM   61  H2  UNL     1     -19.318   1.398   1.901  1.00  0.00           H  
HETATM   62  H3  UNL     1     -19.539  -0.166   2.793  1.00  0.00           H  
HETATM   63  H4  UNL     1     -19.301  -0.952   0.134  1.00  0.00           H  
HETATM   64  H5  UNL     1     -18.067  -1.159   1.399  1.00  0.00           H  
HETATM   65  H6  UNL     1     -18.490   1.306  -0.406  1.00  0.00           H  
HETATM   66  H7  UNL     1     -17.280   1.258   0.882  1.00  0.00           H  
HETATM   67  H8  UNL     1     -17.258  -0.473  -1.661  1.00  0.00           H  
HETATM   68  H9  UNL     1     -16.215   0.926  -1.160  1.00  0.00           H  
HETATM   69  H10 UNL     1     -16.437  -1.709   0.285  1.00  0.00           H  
HETATM   70  H11 UNL     1     -15.240  -1.320  -0.956  1.00  0.00           H  
HETATM   71  H12 UNL     1     -15.795   0.105   1.717  1.00  0.00           H  
HETATM   72  H13 UNL     1     -14.658   0.819   0.569  1.00  0.00           H  
HETATM   73  H14 UNL     1     -13.479  -0.332   2.312  1.00  0.00           H  
HETATM   74  H15 UNL     1     -14.517  -1.851   2.086  1.00  0.00           H  
HETATM   75  H16 UNL     1     -13.540  -2.078  -0.163  1.00  0.00           H  
HETATM   76  H17 UNL     1     -12.322  -2.173   1.212  1.00  0.00           H  
HETATM   77  H18 UNL     1     -12.902   0.274  -0.638  1.00  0.00           H  
HETATM   78  H19 UNL     1     -10.616   0.690  -0.493  1.00  0.00           H  
HETATM   79  H20 UNL     1     -10.367  -1.811   1.381  1.00  0.00           H  
HETATM   80  H21 UNL     1      -9.500  -0.287   1.509  1.00  0.00           H  
HETATM   81  H22 UNL     1      -9.416  -2.136  -0.887  1.00  0.00           H  
HETATM   82  H23 UNL     1      -8.269  -2.155   0.488  1.00  0.00           H  
HETATM   83  H24 UNL     1      -7.506  -0.892  -1.552  1.00  0.00           H  
HETATM   84  H25 UNL     1      -8.945   0.120  -1.468  1.00  0.00           H  
HETATM   85  H26 UNL     1      -7.080   1.367  -0.600  1.00  0.00           H  
HETATM   86  H27 UNL     1      -8.276   1.096   0.678  1.00  0.00           H  
HETATM   87  H28 UNL     1      -6.067   0.962   1.487  1.00  0.00           H  
HETATM   88  H29 UNL     1      -6.792  -0.654   1.689  1.00  0.00           H  
HETATM   89  H30 UNL     1      -5.591  -1.392  -0.461  1.00  0.00           H  
HETATM   90  H31 UNL     1      -4.850   0.230  -0.490  1.00  0.00           H  
HETATM   91  H32 UNL     1      -3.503  -1.591   0.497  1.00  0.00           H  
HETATM   92  H33 UNL     1      -4.691  -1.828   1.765  1.00  0.00           H  
HETATM   93  H34 UNL     1      -3.401   0.899   1.317  1.00  0.00           H  
HETATM   94  H35 UNL     1      -4.504   0.484   2.617  1.00  0.00           H  
HETATM   95  H36 UNL     1      -2.938  -1.124   3.651  1.00  0.00           H  
HETATM   96  H37 UNL     1      -2.464   0.562   3.677  1.00  0.00           H  
HETATM   97  H38 UNL     1      -0.911   0.397   1.887  1.00  0.00           H  
HETATM   98  H39 UNL     1      -0.512  -0.662   3.258  1.00  0.00           H  
HETATM   99  H40 UNL     1      -1.396  -1.450   0.393  1.00  0.00           H  
HETATM  100  H41 UNL     1      -1.311  -2.667   1.797  1.00  0.00           H  
HETATM  101  H42 UNL     1       3.013  -1.473   0.473  1.00  0.00           H  
HETATM  102  H43 UNL     1       2.773   0.780   1.338  1.00  0.00           H  
HETATM  103  H44 UNL     1       2.189   1.385  -0.229  1.00  0.00           H  
HETATM  104  H45 UNL     1       5.928   3.709  -0.388  1.00  0.00           H  
HETATM  105  H46 UNL     1       6.463   2.147  -0.995  1.00  0.00           H  
HETATM  106  H47 UNL     1       6.486   3.385   1.820  1.00  0.00           H  
HETATM  107  H48 UNL     1       6.889   1.682   1.742  1.00  0.00           H  
HETATM  108  H49 UNL     1       8.275   4.152   0.437  1.00  0.00           H  
HETATM  109  H50 UNL     1       8.811   3.376   1.910  1.00  0.00           H  
HETATM  110  H51 UNL     1      10.307   3.055  -0.089  1.00  0.00           H  
HETATM  111  H52 UNL     1      10.298   1.022  -1.115  1.00  0.00           H  
HETATM  112  H53 UNL     1       7.476   0.310   0.063  1.00  0.00           H  
HETATM  113  H54 UNL     1       8.158  -0.103  -1.567  1.00  0.00           H  
HETATM  114  H55 UNL     1       9.349  -0.888   1.120  1.00  0.00           H  
HETATM  115  H56 UNL     1       7.006  -2.016   0.424  1.00  0.00           H  
HETATM  116  H57 UNL     1       7.948  -4.181  -0.549  1.00  0.00           H  
HETATM  117  H58 UNL     1       9.942  -1.194  -1.860  1.00  0.00           H  
HETATM  118  H59 UNL     1      12.295  -1.621  -1.155  1.00  0.00           H  
HETATM  119  H60 UNL     1      11.163  -0.171   1.264  1.00  0.00           H  
HETATM  120  H61 UNL     1      13.442   0.845   0.802  1.00  0.00           H  
HETATM  121  H62 UNL     1      12.944  -1.274   2.468  1.00  0.00           H  
HETATM  122  H63 UNL     1      13.878  -0.414  -1.203  1.00  0.00           H  
HETATM  123  H64 UNL     1      14.041  -1.939  -0.285  1.00  0.00           H  
HETATM  124  H65 UNL     1      16.201  -1.075  -0.956  1.00  0.00           H  
HETATM  125  H66 UNL     1      15.854   0.510  -0.137  1.00  0.00           H  
HETATM  126  H67 UNL     1      16.170  -2.282   1.124  1.00  0.00           H  
HETATM  127  H68 UNL     1      15.899  -0.837   2.126  1.00  0.00           H  
HETATM  128  H69 UNL     1      18.271  -1.288   2.004  1.00  0.00           H  
HETATM  129  H70 UNL     1      18.258  -1.247   0.182  1.00  0.00           H  
HETATM  130  H71 UNL     1      18.009   0.988   0.008  1.00  0.00           H  
HETATM  131  H72 UNL     1      18.875   0.958   1.640  1.00  0.00           H  
HETATM  132  H73 UNL     1      17.064   1.137   1.566  1.00  0.00           H  
HETATM  133  H74 UNL     1       3.731  -0.907  -1.817  1.00  0.00           H  
HETATM  134  H75 UNL     1       2.426  -2.119  -1.805  1.00  0.00           H  
HETATM  135  H76 UNL     1       4.418  -0.414  -3.777  1.00  0.00           H  
HETATM  136  H77 UNL     1       0.807   1.788  -3.178  1.00  0.00           H  
HETATM  137  H78 UNL     1       2.211   2.273  -4.138  1.00  0.00           H  
HETATM  138  H79 UNL     1       0.352   3.894  -4.345  1.00  0.00           H  
HETATM  139  H80 UNL     1       0.574   3.101  -5.951  1.00  0.00           H  
HETATM  140  H81 UNL     1      -1.233   1.631  -5.353  1.00  0.00           H  
HETATM  141  H82 UNL     1      -1.578   2.629  -3.968  1.00  0.00           H  
CONECT    1    2   60   61   62
CONECT    2    3   63   64
CONECT    3    4   65   66
CONECT    4    5   67   68
CONECT    5    6   69   70
CONECT    6    7   71   72
CONECT    7    8   73   74
CONECT    8    9   75   76
CONECT    9   10   10   77
CONECT   10   11   78
CONECT   11   12   79   80
CONECT   12   13   81   82
CONECT   13   14   83   84
CONECT   14   15   85   86
CONECT   15   16   87   88
CONECT   16   17   89   90
CONECT   17   18   91   92
CONECT   18   19   93   94
CONECT   19   20   95   96
CONECT   20   21   97   98
CONECT   21   22   99  100
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   26   51  101
CONECT   26   27  102  103
CONECT   27   28
CONECT   28   29   29   30
CONECT   30   31  104  105
CONECT   31   32  106  107
CONECT   32   33  108  109
CONECT   33   34   34  110
CONECT   34   35  111
CONECT   35   36  112  113
CONECT   36   37   41  114
CONECT   37   38   38  115
CONECT   38   39  116
CONECT   39   40   40   41
CONECT   41   42  117
CONECT   42   43   43  118
CONECT   43   44  119
CONECT   44   45   46  120
CONECT   45  121
CONECT   46   47  122  123
CONECT   47   48  124  125
CONECT   48   49  126  127
CONECT   49   50  128  129
CONECT   50  130  131  132
CONECT   51   52  133  134
CONECT   52   53
CONECT   53   54   54   55   56
CONECT   55  135
CONECT   56   57
CONECT   57   58  136  137
CONECT   58   59  138  139
CONECT   59  140  141
END

HMDB0283851
     RDKit          3D
PE(PGJ2/22:1(13Z))
141141  0  0  0  0  0  0  0  0999 V2000
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2-Aminoethoxy)[(2R)-2-[(13Z)-docos-13-enoyloxy]-3-{[(5Z)-7-[(1S,5R)-5-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-4-oxocyclopent-2-en-1-yl]hept-5-enoyl]oxy}propoxy]phosphinate	Generator

Chemical Formula

C₄₇H₈₂NO₁₀P

Average Molecular Weight

852.144

Monoisotopic Molecular Weight

851.567634842

IUPAC Name

(2-aminoethoxy)[(2R)-2-[(13Z)-docos-13-enoyloxy]-3-{[(5Z)-7-[(1S,5R)-5-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-4-oxocyclopent-2-en-1-yl]hept-5-enoyl]oxy}propoxy]phosphinic acid

Traditional Name

2-aminoethoxy((2R)-2-[(13Z)-docos-13-enoyloxy]-3-{[(5Z)-7-[(1S,5R)-5-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-4-oxocyclopent-2-en-1-yl]hept-5-enoyl]oxy}propoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC\C=C/CCCCCCCCCCCC(=O)O[C@H](COC(=O)CCC\C=C/C[C@H]1C=CC(=O)[C@@H]1\C=C\[C@@H](O)CCCCC)COP(O)(=O)OCCN

InChI Identifier

InChI=1S/C47H82NO10P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28-32-47(52)58-43(40-57-59(53,54)56-38-37-48)39-55-46(51)31-27-24-23-26-29-41-33-36-45(50)44(41)35-34-42(49)30-25-6-4-2/h12-13,23,26,33-36,41-44,49H,3-11,14-22,24-25,27-32,37-40,48H2,1-2H3,(H,53,54)/b13-12-,26-23-,35-34+/t41-,42-,43+,44+/m0/s1

InChI Key

DZFBVXVAGUSUQZ-SALZHYHWSA-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: HMDB0283851)

golgi apparatus membrane (HMDB: HMDB0283851)
cell membrane (HMDB: HMDB0283851)

Cell

All cells and tissues (HMDB: HMDB0283851)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylethanolamine Biosynthesis (HMDB: HMDB0283851)

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	7.81	ALOGPS
logP	10.88	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	171.68 Å²	ChemAxon
Rotatable Bond Count	42	ChemAxon
Refractivity	241.73 m³·mol⁻¹	ChemAxon
Polarizability	99.78 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	297.269	32859911
AllCCS	[M+H-H2O]+	297.358	32859911
AllCCS	[M+Na]+	297.116	32859911
AllCCS	[M+NH4]+	297.155	32859911
AllCCS	[M-H]-	287.915	32859911
AllCCS	[M+Na-2H]-	294.785	32859911
AllCCS	[M+HCOO]-	302.315	32859911
DeepCCS	[M+H]+	288.469	30932474
DeepCCS	[M-H]-	286.644	30932474
DeepCCS	[M-2H]-	319.885	30932474
DeepCCS	[M+Na]+	294.075	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(PGJ2/22:1(13Z)) 10V, Positive-QTOF	splash10-0udi-0000000190-07e14f56b72c7a0bd2b7	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(PGJ2/22:1(13Z)) 20V, Positive-QTOF	splash10-0ik9-0003060970-97662a0e5ecd52c0c581	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(PGJ2/22:1(13Z)) 40V, Positive-QTOF	splash10-03di-0003060930-23286269eb55dd52a16c	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(PGJ2/22:1(13Z)) 10V, Positive-QTOF	splash10-00di-0000000190-960799ff36dc1b7ccd31	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(PGJ2/22:1(13Z)) 20V, Positive-QTOF	splash10-00e9-0000000190-7d42cc221de19768a0d9	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(PGJ2/22:1(13Z)) 40V, Positive-QTOF	splash10-001i-0100200190-92c0339e8b625c9845eb	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(PGJ2/22:1(13Z)) 10V, Negative-QTOF	splash10-0udi-0003000090-9c84b13a04e56e4bd1f4	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(PGJ2/22:1(13Z)) 20V, Negative-QTOF	splash10-0udi-0003000090-9c84b13a04e56e4bd1f4	2021-10-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(PGJ2/22:1(13Z)) 40V, Negative-QTOF	splash10-0f8i-0109030030-f0b7f72db76d4cb30663	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(PGJ2/22:1(13Z)) (HMDB0283851)

MOL for HMDB0283851 (PE(PGJ2/22:1(13Z)))

3D MOL for HMDB0283851 (PE(PGJ2/22:1(13Z)))

3D SDF for HMDB0283851 (PE(PGJ2/22:1(13Z)))

3D-SDF for HMDB0283851 (PE(PGJ2/22:1(13Z)))

PDB for HMDB0283851 (PE(PGJ2/22:1(13Z)))

3D PDB for HMDB0283851 (PE(PGJ2/22:1(13Z)))

SMILES for HMDB0283851 (PE(PGJ2/22:1(13Z)))

INCHI for HMDB0283851 (PE(PGJ2/22:1(13Z)))

Structure for HMDB0283851 (PE(PGJ2/22:1(13Z)))

3D Structure for HMDB0283851 (PE(PGJ2/22:1(13Z)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra

Enzymes