Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-12 15:45:47 UTC

Update Date

2022-11-30 19:57:28 UTC

HMDB ID

HMDB0269104

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PG(6 keto-PGF1alpha/18:2(9Z,11Z))

Description

PG(6 keto-PGF1alpha/18:2(9Z,11Z)) is an oxidized phosphatidylglycerol (PG). Oxidized phosphatidylglycerols are glycerophospholipids in which a phosphoglycerol moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidylglycerols 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, phosphatidylglycerols 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. PG(6 keto-PGF1alpha/18:2(9Z,11Z)), in particular, consists of one chain of one 6-Keto-prostaglandin F1alpha at the C-1 position and one chain of 9Z,11Z-octadecadienoyl 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 PGs can be synthesized via three different routes. In one route, the oxidized PG is synthetized de novo following the same mechanisms as for PGs 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 PG backbone, mainly through the action of LOX (PMID: 33329396 ).

Structure

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


  Mrv1652309122117462D          

 59 59  0  0  1  0            999 V2000
    5.3927    5.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2981    4.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9605    4.2056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7176    4.5334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8659    3.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5283    2.8943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4337    2.0747    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.2533    1.9801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6141    2.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3391    1.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    0.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874    0.1078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7303   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0678    0.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3108   -0.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2161   -0.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6483    0.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    0.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288    0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4718    0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3771   -0.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799   -0.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9449   -1.8591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5523   -2.4174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3610   -2.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2091   -3.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3895   -3.0730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1688   -3.6804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2263   -2.2643    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5239   -1.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1963   -2.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9465   -2.0558    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6189   -2.5339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243   -1.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7745   -0.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8524   -0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6026    0.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    1.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1498   -0.3839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9069   -0.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0015    0.7635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5693   -0.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3264   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9888   -0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7459   -0.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4083   -0.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1654   -0.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8278   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7332   -1.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9761   -2.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3137   -1.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5566   -2.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4620   -2.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1244   -3.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0298   -4.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6922   -4.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5976   -5.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2600   -5.9569    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 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  1  0  0  0  0
 14 15  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  2  0  0  0  0
 21 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 12 40  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 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  2  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

HMDB0269104
     RDKit          3D
PG(6 keto-PGF1alpha/18:2(9Z,11Z))
136136  0  0  0  0  0  0  0  0999 V2000
   -9.4996    1.7032   -5.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1569    2.1097   -4.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9775    3.5796   -4.8629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6568    4.0819   -4.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5076    5.5652   -4.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2487    6.1436   -4.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9490    5.9610   -4.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4474    5.3625   -5.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2126    4.6602   -6.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874    4.0293   -7.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755    3.9141   -7.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7522    2.5566   -8.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216    1.4797   -7.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9082    1.5927   -5.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    2.6067   -4.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5934    2.4284   -4.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7124    1.2542   -3.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5670   -0.0766   -3.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178   -0.5245   -4.8516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524   -0.9515   -3.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3514   -2.2526   -3.6504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7106   -3.2307   -2.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0482   -2.7167   -1.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552   -3.2448   -0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951   -4.3496    0.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2312   -2.5266    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1038   -3.4240    2.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5522   -2.6869    3.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190   -2.1478    2.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474   -1.4168    4.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784   -1.4479    5.1841 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6909   -0.6654    4.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9248   -1.3178    4.6928 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0125   -0.2209    4.5595 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4383    0.9405    5.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0914   -0.6770    5.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4948   -1.6741    6.4207 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6286   -1.2854    7.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0036   -1.6466    6.1242 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3785   -2.9284    6.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4094   -2.9167    7.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7492   -4.1644    7.8985 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4566   -4.6924    8.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212   -4.0247    8.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0135   -3.0831    9.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6553   -3.4003   10.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1807   -2.3073   11.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6209   -0.9560   11.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0951   -2.4298   -4.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5115   -1.7168   -5.1122 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1089   -1.9727   -5.5138 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.2485   -3.4291   -5.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6109   -0.9963   -6.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1642   -1.6980   -4.2427 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180   -0.4130   -4.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6714   -0.1450   -3.1769 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7030   -1.1045   -3.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3219    1.2095   -3.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2584    1.3796   -2.3196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3759    0.7144   -5.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2919    1.6722   -4.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8201    2.4933   -5.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2464    1.8616   -3.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3358    1.5033   -5.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0687    3.8746   -5.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7886    4.1214   -4.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398    3.4654   -4.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7815    3.9324   -3.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8295    5.9153   -5.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3887    5.9925   -3.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4770    7.2981   -3.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2289    5.9384   -2.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1149    6.4611   -3.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3398    5.3995   -5.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2860    4.6483   -6.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3805    3.5204   -8.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983    4.5891   -7.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919    4.4072   -8.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    2.1128   -9.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6894    2.6283   -8.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7840    1.1772   -6.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3869    0.4919   -7.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195    0.5622   -5.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695    1.8047   -6.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4648    2.5243   -4.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0799    3.6068   -5.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4470    2.3552   -4.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7759    3.3511   -3.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9305    1.4043   -2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6882    1.3754   -2.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899   -2.6123   -4.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594   -4.2596   -2.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8062   -3.1782   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327   -1.6233    1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7668   -2.1757    0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0955   -3.7527    2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5392   -4.3071    1.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -1.9438    3.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -3.4814    4.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5451   -2.9810    2.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7665   -1.3672    2.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5437    0.2715    4.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860   -0.3146    3.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3085   -2.1220    4.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3063   -0.1144    3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3534    1.6433    4.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9410   -1.1571    4.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4650    0.1904    6.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8794   -2.7155    6.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2962   -1.8265    8.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5530   -0.8137    6.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7189   -3.8625    6.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0753   -1.9707    7.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8467   -4.9141    7.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9319   -5.5323    8.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -5.0509    8.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7304   -3.7840    7.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1036   -3.1715    9.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1912   -2.0254    9.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7756   -3.2584   10.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691   -4.3926   11.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762   -2.3155   11.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380   -2.4619   12.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802   -0.4987   10.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -1.0136   10.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982   -0.3027   12.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2755   -3.5174   -4.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7105   -2.0990   -3.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -1.5262   -7.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3311   -0.4060   -5.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610    0.3739   -4.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1341   -0.2709   -2.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4275   -0.8948   -2.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7731    1.2486   -4.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5605    2.0297   -3.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8538    1.4665   -1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 21 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 51 53  1  0
 51 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 56 58  1  0
 58 59  1  0
 39 33  1  0
  1 60  1  0
  1 61  1  0
  1 62  1  0
  2 63  1  0
  2 64  1  0
  3 65  1  0
  3 66  1  0
  4 67  1  0
  4 68  1  0
  5 69  1  0
  5 70  1  0
  6 71  1  0
  6 72  1  0
  7 73  1  0
  8 74  1  0
  9 75  1  0
 10 76  1  0
 11 77  1  0
 11 78  1  0
 12 79  1  0
 12 80  1  0
 13 81  1  0
 13 82  1  0
 14 83  1  0
 14 84  1  0
 15 85  1  0
 15 86  1  0
 16 87  1  0
 16 88  1  0
 17 89  1  0
 17 90  1  0
 21 91  1  6
 22 92  1  0
 22 93  1  0
 26 94  1  0
 26 95  1  0
 27 96  1  0
 27 97  1  0
 28 98  1  0
 28 99  1  0
 29100  1  0
 29101  1  0
 32102  1  0
 32103  1  0
 33104  1  6
 34105  1  6
 35106  1  0
 36107  1  0
 36108  1  0
 37109  1  1
 38110  1  0
 39111  1  1
 40112  1  0
 41113  1  0
 42114  1  6
 43115  1  0
 44116  1  0
 44117  1  0
 45118  1  0
 45119  1  0
 46120  1  0
 46121  1  0
 47122  1  0
 47123  1  0
 48124  1  0
 48125  1  0
 48126  1  0
 49127  1  0
 49128  1  0
 53129  1  0
 55130  1  0
 55131  1  0
 56132  1  1
 57133  1  0
 58134  1  0
 58135  1  0
 59136  1  0
M  END


  Mrv1652309122117462D          

 59 59  0  0  1  0            999 V2000
    5.3927    5.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2981    4.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9605    4.2056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7176    4.5334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8659    3.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5283    2.8943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4337    2.0747    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.2533    1.9801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6141    2.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3391    1.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    0.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874    0.1078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7303   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0678    0.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3108   -0.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2161   -0.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6483    0.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    0.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288    0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4718    0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3771   -0.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799   -0.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9449   -1.8591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5523   -2.4174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3610   -2.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2091   -3.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3895   -3.0730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1688   -3.6804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2263   -2.2643    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5239   -1.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1963   -2.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9465   -2.0558    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6189   -2.5339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243   -1.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7745   -0.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8524   -0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6026    0.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    1.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1498   -0.3839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9069   -0.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0015    0.7635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5693   -0.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3264   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9888   -0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7459   -0.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4083   -0.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1654   -0.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8278   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7332   -1.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9761   -2.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3137   -1.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5566   -2.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4620   -2.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1244   -3.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0298   -4.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6922   -4.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5976   -5.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2600   -5.9569    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 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  1  0  0  0  0
 14 15  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  2  0  0  0  0
 21 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 12 40  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 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  2  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
> <DATABASE_ID>
HMDB0269104

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC\C=C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCC(=O)C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCCCC)COP(O)(=O)OC[C@@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C44H77O14P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-20-26-44(52)58-38(34-57-59(53,54)56-32-37(48)31-45)33-55-43(51)25-22-21-24-36(47)29-40-39(41(49)30-42(40)50)28-27-35(46)23-19-6-4-2/h10-13,27-28,35,37-42,45-46,48-50H,3-9,14-26,29-34H2,1-2H3,(H,53,54)/b11-10-,13-12-,28-27+/t35-,37-,38+,39+,40+,41+,42-/m0/s1

> <INCHI_KEY>
CVIUVHMJPUWBID-DYDOWXRISA-N

> <FORMULA>
C44H77O14P

> <MOLECULAR_WEIGHT>
861.06

> <EXACT_MASS>
860.505094157

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
136

> <JCHEM_AVERAGE_POLARIZABILITY>
98.16673184207004

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-({7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoyl}oxy)-2-[(9Z,11Z)-octadeca-9,11-dienoyloxy]propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
6.639521107000002

> <ALOGPS_LOGS>
-5.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.585988721489848

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.890905793623027

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6264451917142413

> <JCHEM_POLAR_SURFACE_AREA>
226.57999999999996

> <JCHEM_REFRACTIVITY>
229.6560000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
39

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-({7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoyl}oxy)-2-[(9Z,11Z)-octadeca-9,11-dienoyloxy]propoxy((2S)-2,3-dihydroxypropoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0269104
     RDKit          3D
PG(6 keto-PGF1alpha/18:2(9Z,11Z))
136136  0  0  0  0  0  0  0  0999 V2000
   -9.4996    1.7032   -5.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1569    2.1097   -4.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9775    3.5796   -4.8629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6568    4.0819   -4.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5076    5.5652   -4.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2487    6.1436   -4.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9490    5.9610   -4.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4474    5.3625   -5.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2126    4.6602   -6.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874    4.0293   -7.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755    3.9141   -7.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7522    2.5566   -8.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216    1.4797   -7.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9082    1.5927   -5.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    2.6067   -4.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5934    2.4284   -4.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7124    1.2542   -3.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5670   -0.0766   -3.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178   -0.5245   -4.8516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524   -0.9515   -3.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3514   -2.2526   -3.6504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7106   -3.2307   -2.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0482   -2.7167   -1.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552   -3.2448   -0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951   -4.3496    0.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2312   -2.5266    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1038   -3.4240    2.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5522   -2.6869    3.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190   -2.1478    2.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474   -1.4168    4.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784   -1.4479    5.1841 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6909   -0.6654    4.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9248   -1.3178    4.6928 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0125   -0.2209    4.5595 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4383    0.9405    5.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0914   -0.6770    5.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4948   -1.6741    6.4207 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6286   -1.2854    7.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0036   -1.6466    6.1242 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3785   -2.9284    6.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4094   -2.9167    7.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7492   -4.1644    7.8985 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4566   -4.6924    8.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212   -4.0247    8.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0135   -3.0831    9.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6553   -3.4003   10.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1807   -2.3073   11.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6209   -0.9560   11.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0951   -2.4298   -4.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5115   -1.7168   -5.1122 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1089   -1.9727   -5.5138 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.2485   -3.4291   -5.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6109   -0.9963   -6.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1642   -1.6980   -4.2427 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180   -0.4130   -4.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6714   -0.1450   -3.1769 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7030   -1.1045   -3.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3219    1.2095   -3.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2584    1.3796   -2.3196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3759    0.7144   -5.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2919    1.6722   -4.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8201    2.4933   -5.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2464    1.8616   -3.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3358    1.5033   -5.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0687    3.8746   -5.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7886    4.1214   -4.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398    3.4654   -4.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7815    3.9324   -3.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8295    5.9153   -5.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3887    5.9925   -3.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4770    7.2981   -3.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2289    5.9384   -2.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1149    6.4611   -3.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3398    5.3995   -5.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2860    4.6483   -6.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3805    3.5204   -8.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983    4.5891   -7.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919    4.4072   -8.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    2.1128   -9.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6894    2.6283   -8.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7840    1.1772   -6.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3869    0.4919   -7.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195    0.5622   -5.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695    1.8047   -6.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4648    2.5243   -4.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0799    3.6068   -5.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4470    2.3552   -4.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7759    3.3511   -3.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9305    1.4043   -2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6882    1.3754   -2.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899   -2.6123   -4.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594   -4.2596   -2.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8062   -3.1782   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327   -1.6233    1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7668   -2.1757    0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0955   -3.7527    2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5392   -4.3071    1.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -1.9438    3.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -3.4814    4.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5451   -2.9810    2.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7665   -1.3672    2.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5437    0.2715    4.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860   -0.3146    3.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3085   -2.1220    4.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3063   -0.1144    3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3534    1.6433    4.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9410   -1.1571    4.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4650    0.1904    6.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8794   -2.7155    6.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2962   -1.8265    8.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5530   -0.8137    6.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7189   -3.8625    6.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0753   -1.9707    7.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8467   -4.9141    7.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9319   -5.5323    8.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -5.0509    8.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7304   -3.7840    7.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1036   -3.1715    9.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1912   -2.0254    9.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7756   -3.2584   10.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691   -4.3926   11.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762   -2.3155   11.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380   -2.4619   12.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802   -0.4987   10.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -1.0136   10.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982   -0.3027   12.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2755   -3.5174   -4.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7105   -2.0990   -3.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -1.5262   -7.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3311   -0.4060   -5.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610    0.3739   -4.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1341   -0.2709   -2.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4275   -0.8948   -2.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7731    1.2486   -4.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5605    2.0297   -3.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8538    1.4665   -1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 21 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 51 53  1  0
 51 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 56 58  1  0
 58 59  1  0
 39 33  1  0
  1 60  1  0
  1 61  1  0
  1 62  1  0
  2 63  1  0
  2 64  1  0
  3 65  1  0
  3 66  1  0
  4 67  1  0
  4 68  1  0
  5 69  1  0
  5 70  1  0
  6 71  1  0
  6 72  1  0
  7 73  1  0
  8 74  1  0
  9 75  1  0
 10 76  1  0
 11 77  1  0
 11 78  1  0
 12 79  1  0
 12 80  1  0
 13 81  1  0
 13 82  1  0
 14 83  1  0
 14 84  1  0
 15 85  1  0
 15 86  1  0
 16 87  1  0
 16 88  1  0
 17 89  1  0
 17 90  1  0
 21 91  1  6
 22 92  1  0
 22 93  1  0
 26 94  1  0
 26 95  1  0
 27 96  1  0
 27 97  1  0
 28 98  1  0
 28 99  1  0
 29100  1  0
 29101  1  0
 32102  1  0
 32103  1  0
 33104  1  6
 34105  1  6
 35106  1  0
 36107  1  0
 36108  1  0
 37109  1  1
 38110  1  0
 39111  1  1
 40112  1  0
 41113  1  0
 42114  1  6
 43115  1  0
 44116  1  0
 44117  1  0
 45118  1  0
 45119  1  0
 46120  1  0
 46121  1  0
 47122  1  0
 47123  1  0
 48124  1  0
 48125  1  0
 48126  1  0
 49127  1  0
 49128  1  0
 53129  1  0
 55130  1  0
 55131  1  0
 56132  1  1
 57133  1  0
 58134  1  0
 58135  1  0
 59136  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  O   UNK     0      10.066  10.298   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.890   8.768   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.126   7.850   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.540   8.462   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.950   6.321   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.186   5.403   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      12.010   3.873   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      13.539   3.696   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      10.480   4.050   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      11.833   2.343   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.420   1.731   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.243   0.201   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.830  -0.411   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.593   0.507   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.180  -0.105   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.003  -1.635   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.944   0.813   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.530   0.201   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.294   1.119   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.881   0.507   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.704  -1.023   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.709  -1.635   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.941  -1.941   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.764  -3.470   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.898  -4.512   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.407  -4.208   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.257  -5.913   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.727  -5.736   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.315  -6.870   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.422  -4.227   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.978  -3.586   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.233  -4.478   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.633  -3.838   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.889  -4.730   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -3.779  -2.304   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.179  -1.664   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -5.324  -0.131   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.725   0.510   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -6.870   2.043   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      11.480  -0.717   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      12.893  -0.105   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      13.069   1.425   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      14.129  -1.023   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      15.543  -0.411   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      16.779  -1.329   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      18.192  -0.717   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      19.429  -1.635   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      20.842  -1.023   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      22.079  -1.941   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      21.902  -3.470   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      20.489  -4.082   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      19.252  -3.164   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      17.839  -3.776   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      17.662  -5.306   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      18.899  -6.224   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      18.722  -7.754   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      19.959  -8.672   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      19.782 -10.202   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      21.019 -11.120   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   40                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   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   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   24   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   12   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   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    HMDB0269104
HETATM    1  C1  UNL     1      -9.500   1.703  -5.267  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.157   2.110  -4.668  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.977   3.580  -4.863  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.657   4.082  -4.300  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.508   5.565  -4.512  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.249   6.144  -4.043  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.949   5.961  -4.550  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.447   5.362  -5.571  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.213   4.660  -6.551  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.687   4.029  -7.574  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.275   3.914  -7.901  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.752   2.557  -8.098  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.722   1.480  -7.124  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.908   1.593  -5.908  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.282   2.607  -4.909  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.593   2.428  -4.217  1.00  0.00           C  
HETATM   17  C17 UNL     1      -2.712   1.254  -3.314  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.567  -0.077  -3.874  1.00  0.00           C  
HETATM   19  O1  UNL     1      -3.218  -0.525  -4.852  1.00  0.00           O  
HETATM   20  O2  UNL     1      -1.652  -0.952  -3.312  1.00  0.00           O  
HETATM   21  C19 UNL     1      -1.351  -2.253  -3.650  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.711  -3.231  -2.501  1.00  0.00           C  
HETATM   23  O3  UNL     1      -1.048  -2.717  -1.379  1.00  0.00           O  
HETATM   24  C21 UNL     1      -0.955  -3.245  -0.122  1.00  0.00           C  
HETATM   25  O4  UNL     1      -1.495  -4.350   0.107  1.00  0.00           O  
HETATM   26  C22 UNL     1      -0.231  -2.527   0.969  1.00  0.00           C  
HETATM   27  C23 UNL     1      -0.104  -3.424   2.160  1.00  0.00           C  
HETATM   28  C24 UNL     1       0.552  -2.687   3.322  1.00  0.00           C  
HETATM   29  C25 UNL     1       1.919  -2.148   2.976  1.00  0.00           C  
HETATM   30  C26 UNL     1       2.447  -1.417   4.157  1.00  0.00           C  
HETATM   31  O5  UNL     1       1.778  -1.448   5.184  1.00  0.00           O  
HETATM   32  C27 UNL     1       3.691  -0.665   4.187  1.00  0.00           C  
HETATM   33  C28 UNL     1       4.925  -1.318   4.693  1.00  0.00           C  
HETATM   34  C29 UNL     1       6.013  -0.221   4.559  1.00  0.00           C  
HETATM   35  O6  UNL     1       5.438   0.941   5.063  1.00  0.00           O  
HETATM   36  C30 UNL     1       7.091  -0.677   5.469  1.00  0.00           C  
HETATM   37  C31 UNL     1       6.495  -1.674   6.421  1.00  0.00           C  
HETATM   38  O7  UNL     1       6.629  -1.285   7.752  1.00  0.00           O  
HETATM   39  C32 UNL     1       5.004  -1.647   6.124  1.00  0.00           C  
HETATM   40  C33 UNL     1       4.378  -2.928   6.542  1.00  0.00           C  
HETATM   41  C34 UNL     1       3.409  -2.917   7.445  1.00  0.00           C  
HETATM   42  C35 UNL     1       2.749  -4.164   7.898  1.00  0.00           C  
HETATM   43  O8  UNL     1       3.457  -4.692   8.976  1.00  0.00           O  
HETATM   44  C36 UNL     1       1.321  -4.025   8.276  1.00  0.00           C  
HETATM   45  C37 UNL     1       1.013  -3.083   9.386  1.00  0.00           C  
HETATM   46  C38 UNL     1       1.655  -3.400  10.699  1.00  0.00           C  
HETATM   47  C39 UNL     1       1.181  -2.307  11.671  1.00  0.00           C  
HETATM   48  C40 UNL     1       1.621  -0.956  11.151  1.00  0.00           C  
HETATM   49  C41 UNL     1       0.095  -2.430  -4.016  1.00  0.00           C  
HETATM   50  O9  UNL     1       0.512  -1.717  -5.112  1.00  0.00           O  
HETATM   51  P1  UNL     1       2.109  -1.973  -5.514  1.00  0.00           P  
HETATM   52  O10 UNL     1       2.249  -3.429  -5.935  1.00  0.00           O  
HETATM   53  O11 UNL     1       2.611  -0.996  -6.803  1.00  0.00           O  
HETATM   54  O12 UNL     1       3.164  -1.698  -4.243  1.00  0.00           O  
HETATM   55  C42 UNL     1       3.718  -0.413  -4.314  1.00  0.00           C  
HETATM   56  C43 UNL     1       4.671  -0.145  -3.177  1.00  0.00           C  
HETATM   57  O13 UNL     1       5.703  -1.105  -3.266  1.00  0.00           O  
HETATM   58  C44 UNL     1       5.322   1.210  -3.331  1.00  0.00           C  
HETATM   59  O14 UNL     1       6.258   1.380  -2.320  1.00  0.00           O  
HETATM   60  H1  UNL     1      -9.376   0.714  -5.743  1.00  0.00           H  
HETATM   61  H2  UNL     1     -10.292   1.672  -4.502  1.00  0.00           H  
HETATM   62  H3  UNL     1      -9.820   2.493  -5.992  1.00  0.00           H  
HETATM   63  H4  UNL     1      -8.246   1.862  -3.586  1.00  0.00           H  
HETATM   64  H5  UNL     1      -7.336   1.503  -5.055  1.00  0.00           H  
HETATM   65  H6  UNL     1      -8.069   3.875  -5.925  1.00  0.00           H  
HETATM   66  H7  UNL     1      -8.789   4.121  -4.327  1.00  0.00           H  
HETATM   67  H8  UNL     1      -5.840   3.465  -4.621  1.00  0.00           H  
HETATM   68  H9  UNL     1      -6.781   3.932  -3.165  1.00  0.00           H  
HETATM   69  H10 UNL     1      -6.830   5.915  -5.528  1.00  0.00           H  
HETATM   70  H11 UNL     1      -7.389   5.993  -3.864  1.00  0.00           H  
HETATM   71  H12 UNL     1      -5.477   7.298  -3.946  1.00  0.00           H  
HETATM   72  H13 UNL     1      -5.229   5.938  -2.863  1.00  0.00           H  
HETATM   73  H14 UNL     1      -3.115   6.461  -3.913  1.00  0.00           H  
HETATM   74  H15 UNL     1      -2.340   5.400  -5.748  1.00  0.00           H  
HETATM   75  H16 UNL     1      -5.286   4.648  -6.513  1.00  0.00           H  
HETATM   76  H17 UNL     1      -4.380   3.520  -8.282  1.00  0.00           H  
HETATM   77  H18 UNL     1      -1.598   4.589  -7.319  1.00  0.00           H  
HETATM   78  H19 UNL     1      -2.192   4.407  -8.957  1.00  0.00           H  
HETATM   79  H20 UNL     1      -2.295   2.113  -9.035  1.00  0.00           H  
HETATM   80  H21 UNL     1      -0.689   2.628  -8.578  1.00  0.00           H  
HETATM   81  H22 UNL     1      -2.784   1.177  -6.815  1.00  0.00           H  
HETATM   82  H23 UNL     1      -1.387   0.492  -7.627  1.00  0.00           H  
HETATM   83  H24 UNL     1      -0.819   0.562  -5.458  1.00  0.00           H  
HETATM   84  H25 UNL     1       0.169   1.805  -6.202  1.00  0.00           H  
HETATM   85  H26 UNL     1      -0.465   2.524  -4.073  1.00  0.00           H  
HETATM   86  H27 UNL     1      -1.080   3.607  -5.294  1.00  0.00           H  
HETATM   87  H28 UNL     1      -3.447   2.355  -4.952  1.00  0.00           H  
HETATM   88  H29 UNL     1      -2.776   3.351  -3.612  1.00  0.00           H  
HETATM   89  H30 UNL     1      -1.931   1.404  -2.509  1.00  0.00           H  
HETATM   90  H31 UNL     1      -3.688   1.375  -2.748  1.00  0.00           H  
HETATM   91  H32 UNL     1      -1.990  -2.612  -4.521  1.00  0.00           H  
HETATM   92  H33 UNL     1      -1.459  -4.260  -2.768  1.00  0.00           H  
HETATM   93  H34 UNL     1      -2.806  -3.178  -2.334  1.00  0.00           H  
HETATM   94  H35 UNL     1      -0.833  -1.623   1.209  1.00  0.00           H  
HETATM   95  H36 UNL     1       0.767  -2.176   0.617  1.00  0.00           H  
HETATM   96  H37 UNL     1      -1.095  -3.753   2.500  1.00  0.00           H  
HETATM   97  H38 UNL     1       0.539  -4.307   1.975  1.00  0.00           H  
HETATM   98  H39 UNL     1      -0.131  -1.944   3.758  1.00  0.00           H  
HETATM   99  H40 UNL     1       0.714  -3.481   4.110  1.00  0.00           H  
HETATM  100  H41 UNL     1       2.545  -2.981   2.648  1.00  0.00           H  
HETATM  101  H42 UNL     1       1.767  -1.367   2.186  1.00  0.00           H  
HETATM  102  H43 UNL     1       3.544   0.271   4.793  1.00  0.00           H  
HETATM  103  H44 UNL     1       3.886  -0.315   3.137  1.00  0.00           H  
HETATM  104  H45 UNL     1       5.309  -2.122   4.019  1.00  0.00           H  
HETATM  105  H46 UNL     1       6.306  -0.114   3.496  1.00  0.00           H  
HETATM  106  H47 UNL     1       5.353   1.643   4.363  1.00  0.00           H  
HETATM  107  H48 UNL     1       7.941  -1.157   4.937  1.00  0.00           H  
HETATM  108  H49 UNL     1       7.465   0.190   6.096  1.00  0.00           H  
HETATM  109  H50 UNL     1       6.879  -2.715   6.287  1.00  0.00           H  
HETATM  110  H51 UNL     1       7.296  -1.827   8.237  1.00  0.00           H  
HETATM  111  H52 UNL     1       4.553  -0.814   6.708  1.00  0.00           H  
HETATM  112  H53 UNL     1       4.719  -3.863   6.108  1.00  0.00           H  
HETATM  113  H54 UNL     1       3.075  -1.971   7.874  1.00  0.00           H  
HETATM  114  H55 UNL     1       2.847  -4.914   7.081  1.00  0.00           H  
HETATM  115  H56 UNL     1       3.932  -5.532   8.759  1.00  0.00           H  
HETATM  116  H57 UNL     1       0.985  -5.051   8.625  1.00  0.00           H  
HETATM  117  H58 UNL     1       0.730  -3.784   7.375  1.00  0.00           H  
HETATM  118  H59 UNL     1      -0.104  -3.171   9.564  1.00  0.00           H  
HETATM  119  H60 UNL     1       1.191  -2.025   9.155  1.00  0.00           H  
HETATM  120  H61 UNL     1       2.776  -3.258  10.660  1.00  0.00           H  
HETATM  121  H62 UNL     1       1.369  -4.393  11.063  1.00  0.00           H  
HETATM  122  H63 UNL     1       0.076  -2.315  11.694  1.00  0.00           H  
HETATM  123  H64 UNL     1       1.638  -2.462  12.679  1.00  0.00           H  
HETATM  124  H65 UNL     1       0.780  -0.499  10.573  1.00  0.00           H  
HETATM  125  H66 UNL     1       2.509  -1.014  10.497  1.00  0.00           H  
HETATM  126  H67 UNL     1       1.798  -0.303  12.024  1.00  0.00           H  
HETATM  127  H68 UNL     1       0.275  -3.517  -4.198  1.00  0.00           H  
HETATM  128  H69 UNL     1       0.710  -2.099  -3.145  1.00  0.00           H  
HETATM  129  H70 UNL     1       3.335  -1.526  -7.273  1.00  0.00           H  
HETATM  130  H71 UNL     1       4.331  -0.406  -5.258  1.00  0.00           H  
HETATM  131  H72 UNL     1       2.961   0.374  -4.452  1.00  0.00           H  
HETATM  132  H73 UNL     1       4.134  -0.271  -2.215  1.00  0.00           H  
HETATM  133  H74 UNL     1       6.427  -0.895  -2.621  1.00  0.00           H  
HETATM  134  H75 UNL     1       5.773   1.249  -4.334  1.00  0.00           H  
HETATM  135  H76 UNL     1       4.560   2.030  -3.214  1.00  0.00           H  
HETATM  136  H77 UNL     1       5.854   1.466  -1.433  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    8   73
CONECT    8    9   74
CONECT    9   10   10   75
CONECT   10   11   76
CONECT   11   12   77   78
CONECT   12   13   79   80
CONECT   13   14   81   82
CONECT   14   15   83   84
CONECT   15   16   85   86
CONECT   16   17   87   88
CONECT   17   18   89   90
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   49   91
CONECT   22   23   92   93
CONECT   23   24
CONECT   24   25   25   26
CONECT   26   27   94   95
CONECT   27   28   96   97
CONECT   28   29   98   99
CONECT   29   30  100  101
CONECT   30   31   31   32
CONECT   32   33  102  103
CONECT   33   34   39  104
CONECT   34   35   36  105
CONECT   35  106
CONECT   36   37  107  108
CONECT   37   38   39  109
CONECT   38  110
CONECT   39   40  111
CONECT   40   41   41  112
CONECT   41   42  113
CONECT   42   43   44  114
CONECT   43  115
CONECT   44   45  116  117
CONECT   45   46  118  119
CONECT   46   47  120  121
CONECT   47   48  122  123
CONECT   48  124  125  126
CONECT   49   50  127  128
CONECT   50   51
CONECT   51   52   52   53   54
CONECT   53  129
CONECT   54   55
CONECT   55   56  130  131
CONECT   56   57   58  132
CONECT   57  133
CONECT   58   59  134  135
CONECT   59  136
END

HMDB0269104
     RDKit          3D
PG(6 keto-PGF1alpha/18:2(9Z,11Z))
136136  0  0  0  0  0  0  0  0999 V2000
   -9.4996    1.7032   -5.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1569    2.1097   -4.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9775    3.5796   -4.8629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6568    4.0819   -4.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5076    5.5652   -4.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2487    6.1436   -4.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9490    5.9610   -4.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4474    5.3625   -5.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2126    4.6602   -6.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874    4.0293   -7.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755    3.9141   -7.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7522    2.5566   -8.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216    1.4797   -7.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9082    1.5927   -5.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    2.6067   -4.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5934    2.4284   -4.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7124    1.2542   -3.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5670   -0.0766   -3.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178   -0.5245   -4.8516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524   -0.9515   -3.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3514   -2.2526   -3.6504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7106   -3.2307   -2.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0482   -2.7167   -1.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552   -3.2448   -0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951   -4.3496    0.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2312   -2.5266    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1038   -3.4240    2.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5522   -2.6869    3.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190   -2.1478    2.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474   -1.4168    4.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784   -1.4479    5.1841 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6909   -0.6654    4.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9248   -1.3178    4.6928 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0125   -0.2209    4.5595 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4383    0.9405    5.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0914   -0.6770    5.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4948   -1.6741    6.4207 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6286   -1.2854    7.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0036   -1.6466    6.1242 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3785   -2.9284    6.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4094   -2.9167    7.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7492   -4.1644    7.8985 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4566   -4.6924    8.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212   -4.0247    8.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0135   -3.0831    9.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6553   -3.4003   10.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1807   -2.3073   11.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6209   -0.9560   11.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0951   -2.4298   -4.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5115   -1.7168   -5.1122 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1089   -1.9727   -5.5138 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.2485   -3.4291   -5.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6109   -0.9963   -6.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1642   -1.6980   -4.2427 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180   -0.4130   -4.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6714   -0.1450   -3.1769 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7030   -1.1045   -3.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3219    1.2095   -3.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2584    1.3796   -2.3196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3759    0.7144   -5.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2919    1.6722   -4.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8201    2.4933   -5.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2464    1.8616   -3.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3358    1.5033   -5.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0687    3.8746   -5.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7886    4.1214   -4.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398    3.4654   -4.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7815    3.9324   -3.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8295    5.9153   -5.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3887    5.9925   -3.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4770    7.2981   -3.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2289    5.9384   -2.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1149    6.4611   -3.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3398    5.3995   -5.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2860    4.6483   -6.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3805    3.5204   -8.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983    4.5891   -7.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919    4.4072   -8.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    2.1128   -9.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6894    2.6283   -8.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7840    1.1772   -6.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3869    0.4919   -7.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195    0.5622   -5.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695    1.8047   -6.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4648    2.5243   -4.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0799    3.6068   -5.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4470    2.3552   -4.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7759    3.3511   -3.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9305    1.4043   -2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6882    1.3754   -2.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899   -2.6123   -4.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594   -4.2596   -2.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8062   -3.1782   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327   -1.6233    1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7668   -2.1757    0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0955   -3.7527    2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5392   -4.3071    1.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -1.9438    3.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -3.4814    4.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5451   -2.9810    2.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7665   -1.3672    2.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5437    0.2715    4.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860   -0.3146    3.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3085   -2.1220    4.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3063   -0.1144    3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3534    1.6433    4.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9410   -1.1571    4.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4650    0.1904    6.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8794   -2.7155    6.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2962   -1.8265    8.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5530   -0.8137    6.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7189   -3.8625    6.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0753   -1.9707    7.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8467   -4.9141    7.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9319   -5.5323    8.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -5.0509    8.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7304   -3.7840    7.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1036   -3.1715    9.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1912   -2.0254    9.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7756   -3.2584   10.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691   -4.3926   11.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762   -2.3155   11.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380   -2.4619   12.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802   -0.4987   10.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -1.0136   10.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982   -0.3027   12.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2755   -3.5174   -4.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7105   -2.0990   -3.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -1.5262   -7.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3311   -0.4060   -5.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610    0.3739   -4.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1341   -0.2709   -2.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4275   -0.8948   -2.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7731    1.2486   -4.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5605    2.0297   -3.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8538    1.4665   -1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 21 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 51 53  1  0
 51 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 56 58  1  0
 58 59  1  0
 39 33  1  0
  1 60  1  0
  1 61  1  0
  1 62  1  0
  2 63  1  0
  2 64  1  0
  3 65  1  0
  3 66  1  0
  4 67  1  0
  4 68  1  0
  5 69  1  0
  5 70  1  0
  6 71  1  0
  6 72  1  0
  7 73  1  0
  8 74  1  0
  9 75  1  0
 10 76  1  0
 11 77  1  0
 11 78  1  0
 12 79  1  0
 12 80  1  0
 13 81  1  0
 13 82  1  0
 14 83  1  0
 14 84  1  0
 15 85  1  0
 15 86  1  0
 16 87  1  0
 16 88  1  0
 17 89  1  0
 17 90  1  0
 21 91  1  6
 22 92  1  0
 22 93  1  0
 26 94  1  0
 26 95  1  0
 27 96  1  0
 27 97  1  0
 28 98  1  0
 28 99  1  0
 29100  1  0
 29101  1  0
 32102  1  0
 32103  1  0
 33104  1  6
 34105  1  6
 35106  1  0
 36107  1  0
 36108  1  0
 37109  1  1
 38110  1  0
 39111  1  1
 40112  1  0
 41113  1  0
 42114  1  6
 43115  1  0
 44116  1  0
 44117  1  0
 45118  1  0
 45119  1  0
 46120  1  0
 46121  1  0
 47122  1  0
 47123  1  0
 48124  1  0
 48125  1  0
 48126  1  0
 49127  1  0
 49128  1  0
 53129  1  0
 55130  1  0
 55131  1  0
 56132  1  1
 57133  1  0
 58134  1  0
 58135  1  0
 59136  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[(2R)-3-({7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoyl}oxy)-2-[(9Z,11Z)-octadeca-9,11-dienoyloxy]propoxy][(2S)-2,3-dihydroxypropoxy]phosphinate	Generator

Chemical Formula

C₄₄H₇₇O₁₄P

Average Molecular Weight

861.06

Monoisotopic Molecular Weight

860.505094157

IUPAC Name

[(2R)-3-({7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoyl}oxy)-2-[(9Z,11Z)-octadeca-9,11-dienoyloxy]propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid

Traditional Name

(2R)-3-({7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoyl}oxy)-2-[(9Z,11Z)-octadeca-9,11-dienoyloxy]propoxy((2S)-2,3-dihydroxypropoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCC\C=C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCC(=O)C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCCCC)COP(O)(=O)OC[C@@H](O)CO

InChI Identifier

InChI=1S/C44H77O14P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-20-26-44(52)58-38(34-57-59(53,54)56-32-37(48)31-45)33-55-43(51)25-22-21-24-36(47)29-40-39(41(49)30-42(40)50)28-27-35(46)23-19-6-4-2/h10-13,27-28,35,37-42,45-46,48-50H,3-9,14-26,29-34H2,1-2H3,(H,53,54)/b11-10-,13-12-,28-27+/t35-,37-,38+,39+,40+,41+,42-/m0/s1

InChI Key

CVIUVHMJPUWBID-DYDOWXRISA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.7	ALOGPS
logP	6.64	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	1.89	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	226.58 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	229.66 m³·mol⁻¹	ChemAxon
Polarizability	98.17 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]+	294.753	32859911
AllCCS	[M+H-H2O]+	294.992	32859911
AllCCS	[M+Na]+	294.413	32859911
AllCCS	[M+NH4]+	294.494	32859911
AllCCS	[M-H]-	291.224	32859911
AllCCS	[M+Na-2H]-	297.608	32859911
AllCCS	[M+HCOO]-	304.625	32859911
DeepCCS	[M+H]+	296.596	30932474
DeepCCS	[M-H]-	294.7	30932474
DeepCCS	[M-2H]-	327.937	30932474
DeepCCS	[M+Na]+	302.364	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PG(6 keto-PGF1alpha/18:2(9Z,11Z))	CCCCCC\C=C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCC(=O)C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCCCC)COP(O)(=O)OC[C@@H](O)CO	5786.5	Standard polar	33892256
PG(6 keto-PGF1alpha/18:2(9Z,11Z))	CCCCCC\C=C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCC(=O)C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCCCC)COP(O)(=O)OC[C@@H](O)CO	4820.7	Standard non polar	33892256
PG(6 keto-PGF1alpha/18:2(9Z,11Z))	CCCCCC\C=C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCC(=O)C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCCCC)COP(O)(=O)OC[C@@H](O)CO	6285.9	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PG(6 keto-PGF1alpha/18:2(9Z,11Z)) 10V, Negative-QTOF	splash10-0a4i-0000000090-6958e85f115a498c3b77	2021-09-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PG(6 keto-PGF1alpha/18:2(9Z,11Z)) 20V, Negative-QTOF	splash10-0ar0-0199360090-10067d1432c7a1e4f8ad	2021-09-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PG(6 keto-PGF1alpha/18:2(9Z,11Z)) 40V, Negative-QTOF	splash10-0ar0-0399360090-adad8a8e03979f988367	2021-09-28	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for PG(6 keto-PGF1alpha/18:2(9Z,11Z)) (HMDB0269104)

MOL for HMDB0269104 (PG(6 keto-PGF1alpha/18:2(9Z,11Z)))

3D MOL for HMDB0269104 (PG(6 keto-PGF1alpha/18:2(9Z,11Z)))

3D SDF for HMDB0269104 (PG(6 keto-PGF1alpha/18:2(9Z,11Z)))

3D-SDF for HMDB0269104 (PG(6 keto-PGF1alpha/18:2(9Z,11Z)))

PDB for HMDB0269104 (PG(6 keto-PGF1alpha/18:2(9Z,11Z)))

3D PDB for HMDB0269104 (PG(6 keto-PGF1alpha/18:2(9Z,11Z)))

SMILES for HMDB0269104 (PG(6 keto-PGF1alpha/18:2(9Z,11Z)))

INCHI for HMDB0269104 (PG(6 keto-PGF1alpha/18:2(9Z,11Z)))

Structure for HMDB0269104 (PG(6 keto-PGF1alpha/18:2(9Z,11Z)))

3D Structure for HMDB0269104 (PG(6 keto-PGF1alpha/18:2(9Z,11Z)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra