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 20:49:52 UTC

Update Date

2022-11-30 19:58:45 UTC

HMDB ID

HMDB0272053

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15))

Description

PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)) 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(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)), in particular, consists of one chain of one 19-methyleicosanoyl at the C-1 position and one chain of Lipoxin A5 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

PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15))
  Mrv1652309122122502D          

 63 62  0  0  1  0            999 V2000
   -3.8020    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    1.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844    0.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8989    1.1846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6134    0.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2885    1.2234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3114    1.8990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4864    1.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2262    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9403    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6544    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0827    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7968    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5109    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2250    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9391    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6532    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3673    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0815    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7956    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5097    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2239    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9380    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6521    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.3662    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.0803    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.0803    1.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7679    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3660   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0801    0.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7942   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6192   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3333   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1583   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8724   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5865   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3007   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0148   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7289   -0.7679    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.7289   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4430   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1571   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9821   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6962   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4104   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  2 15  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  8 12  1  0  0  0  0
  8 11  1  6  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
 13  1  1  0  0  0  0
 14 13  1  0  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
 15 14  1  0  0  0  0
 17 40  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 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
 37 39  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  1  0  0  0
 45 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  1  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
M  END

HMDB0272053
     RDKit          3D
PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15))
144143  0  0  0  0  0  0  0  0999 V2000
  -18.6109    6.1076   -0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.1131    4.7938    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.3753    3.6420   -0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6879    2.8462    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.5634    2.9901    1.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0948    3.1829    2.2657 C   0  0  2  0  0  0  0  0  0  0  0  0
  -15.5889    4.3341    1.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2957    2.0568    1.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0142    2.2352    1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2131    1.1844    0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8988    1.4032    0.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0846    0.3565    0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8091    0.5128   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0805    1.7243    0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7787    1.8396    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0715    0.6800   -0.5606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4630    0.6381   -1.9117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5880    1.0163   -0.5929 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4419    2.2897   -1.2074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8915    0.0572   -1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9886   -1.3781   -1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4114   -1.6990    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0008   -1.3078    0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925   -0.1335    0.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254   -2.2586   -0.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6450   -1.8830   -0.0619 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1449   -2.1893   -1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2090   -1.8089   -1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8531   -2.0051   -2.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1535   -2.5303   -3.6820 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504   -1.6666   -3.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710   -0.9011   -1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3414    0.4019   -1.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9583    1.2880   -0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2302    1.9772   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4117    1.1650   -1.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6706    2.0470   -1.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8152    1.1545   -1.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1781    0.0978   -0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5879    0.8173    0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0010   -0.1638    1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1349   -1.0352    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5352   -0.7192    1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1219    0.3996    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9788    1.7736    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5415    2.7983    0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9613    2.7554   -0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9793    2.9824    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3926    2.9190    0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0668    2.0259    2.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141   -2.7832    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1588   -4.1263    0.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -5.1601    1.7488 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9897   -5.3195    1.5255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838   -4.6534    3.3364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -6.6827    1.5867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198   -6.7948    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5089   -8.1256    0.1473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0662   -8.1658   -1.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5903   -9.3026    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0432   -9.2376    1.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
  -19.4228    6.8581   -0.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6679    6.4250    0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4860    5.8608   -1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
  -19.2598    4.8862    1.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
  -20.1596    4.7041   -0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4377    3.4823   -1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1746    2.0051   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.2067    3.6956    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8419    1.9793    2.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9327    3.1642    3.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5628    4.1007    0.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7588    1.1310    1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5628    3.1640    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5846    0.2279    0.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5130    2.3614    1.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5336   -0.5911   -0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2350   -0.3092   -0.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5813    2.5577    0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2370    2.7317    0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2009   -0.2568   -0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0697    1.3569   -2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1587    1.1029    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0651    2.2618   -2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3596    0.1715   -2.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218    0.3427   -1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4196   -1.9576   -1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0192   -1.7836   -1.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4697   -2.8102    0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0071   -1.2979    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4887   -0.8263    0.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7850   -1.6432   -2.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3003   -3.2629   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203   -2.5873   -3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -1.0164   -3.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -1.6014   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0265   -0.8720   -2.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0809    0.9607   -2.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957    0.1668   -1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985    2.1087   -0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887    0.7112    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0421    2.7121   -1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4416    2.6056    0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2665    0.8274   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6213    0.3808   -0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8316    2.6230   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4872    2.7217   -2.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4991    0.6279   -2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7018    1.7578   -2.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3661   -0.6072   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0874   -0.4118   -1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3554    1.4984    0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6567    1.3266    0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2728    0.4583    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1144   -0.7505    1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8970   -1.6588    0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0485   -1.9311    2.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0728   -1.6832    0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9599   -0.7269    2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6808    0.5014   -0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2123    0.2308    0.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9904    2.0380    1.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6002    1.7139    2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9610    2.7520   -0.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2440    3.8529    0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1302    1.7390   -0.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1221    3.5141   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9510    4.0557    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.1129    3.1862    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3435    3.6898   -0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4946    1.8929   -0.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7820    0.9895    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1721    1.9295    2.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5691    2.4750    2.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4903   -2.6322    1.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -2.5001    1.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1578   -5.4507    3.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5417   -5.9720    0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109   -6.7271   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -8.2522    0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -7.2642   -1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2516  -10.2123    0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918   -9.3817   -0.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1395  -10.1034    2.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 48 50  1  0
 26 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  2  0
 53 55  1  0
 53 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  1  0
 58 60  1  0
 60 61  1  0
  1 62  1  0
  1 63  1  0
  1 64  1  0
  2 65  1  0
  2 66  1  0
  3 67  1  0
  4 68  1  0
  5 69  1  0
  5 70  1  0
  6 71  1  1
  7 72  1  0
  8 73  1  0
  9 74  1  0
 10 75  1  0
 11 76  1  0
 12 77  1  0
 13 78  1  0
 14 79  1  0
 15 80  1  0
 16 81  1  1
 17 82  1  0
 18 83  1  1
 19 84  1  0
 20 85  1  0
 20 86  1  0
 21 87  1  0
 21 88  1  0
 22 89  1  0
 22 90  1  0
 26 91  1  1
 27 92  1  0
 27 93  1  0
 31 94  1  0
 31 95  1  0
 32 96  1  0
 32 97  1  0
 33 98  1  0
 33 99  1  0
 34100  1  0
 34101  1  0
 35102  1  0
 35103  1  0
 36104  1  0
 36105  1  0
 37106  1  0
 37107  1  0
 38108  1  0
 38109  1  0
 39110  1  0
 39111  1  0
 40112  1  0
 40113  1  0
 41114  1  0
 41115  1  0
 42116  1  0
 42117  1  0
 43118  1  0
 43119  1  0
 44120  1  0
 44121  1  0
 45122  1  0
 45123  1  0
 46124  1  0
 46125  1  0
 47126  1  0
 47127  1  0
 48128  1  0
 49129  1  0
 49130  1  0
 49131  1  0
 50132  1  0
 50133  1  0
 50134  1  0
 51135  1  0
 51136  1  0
 55137  1  0
 57138  1  0
 57139  1  0
 58140  1  1
 59141  1  0
 60142  1  0
 60143  1  0
 61144  1  0
M  END

PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15))
  Mrv1652309122122502D          

 63 62  0  0  1  0            999 V2000
   -3.8020    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    1.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844    0.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8989    1.1846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6134    0.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2885    1.2234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3114    1.8990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4864    1.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2262    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9403    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6544    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0827    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7968    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5109    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2250    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9391    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6532    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3673    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0815    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7956    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5097    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2239    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9380    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6521    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.3662    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.0803    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.0803    1.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7679    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3660   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0801    0.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7942   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6192   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3333   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1583   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8724   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5865   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3007   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0148   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7289   -0.7679    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.7289   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4430   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1571   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9821   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6962   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4104   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  2 15  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  8 12  1  0  0  0  0
  8 11  1  6  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
 13  1  1  0  0  0  0
 14 13  1  0  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
 15 14  1  0  0  0  0
 17 40  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 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
 37 39  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  1  0  0  0
 45 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  1  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0272053

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC(C)C)OC(=O)CCC[C@@H](O)[C@H](O)\C=C/C=C\C=C\C=C\[C@@H](O)C\C=C/CC

> <INCHI_IDENTIFIER>
InChI=1S/C47H83O13P/c1-4-5-23-30-41(49)31-25-20-17-18-21-26-32-44(51)45(52)33-28-35-47(54)60-43(39-59-61(55,56)58-37-42(50)36-48)38-57-46(53)34-27-22-16-14-12-10-8-6-7-9-11-13-15-19-24-29-40(2)3/h5,17-18,20-21,23,25-26,31-32,40-45,48-52H,4,6-16,19,22,24,27-30,33-39H2,1-3H3,(H,55,56)/b20-17+,21-18-,23-5-,31-25+,32-26-/t41-,42-,43+,44+,45+/m0/s1

> <INCHI_KEY>
NPUSHGSNZJPMCT-SEEMTQMASA-N

> <FORMULA>
C47H83O13P

> <MOLECULAR_WEIGHT>
887.142

> <EXACT_MASS>
886.557129731

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
144

> <JCHEM_AVERAGE_POLARIZABILITY>
105.07556616202297

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2,3-dihydroxypropoxy][(2R)-3-[(19-methylicosanoyl)oxy]-2-{[(5R,6R,7Z,9Z,11E,13E,15S,17Z)-5,6,15-trihydroxyicosa-7,9,11,13,17-pentaenoyl]oxy}propoxy]phosphinic acid

> <ALOGPS_LOGP>
6.75

> <JCHEM_LOGP>
9.434485911333336

> <ALOGPS_LOGS>
-6.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.34868269947006

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.890911253742865

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6088474575947447

> <JCHEM_POLAR_SURFACE_AREA>
209.51

> <JCHEM_REFRACTIVITY>
246.6410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
43

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.63e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2,3-dihydroxypropoxy((2R)-3-[(19-methylicosanoyl)oxy]-2-{[(5R,6R,7Z,9Z,11E,13E,15S,17Z)-5,6,15-trihydroxyicosa-7,9,11,13,17-pentaenoyl]oxy}propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0272053
     RDKit          3D
PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15))
144143  0  0  0  0  0  0  0  0999 V2000
  -18.6109    6.1076   -0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.1131    4.7938    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.3753    3.6420   -0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6879    2.8462    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.5634    2.9901    1.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0948    3.1829    2.2657 C   0  0  2  0  0  0  0  0  0  0  0  0
  -15.5889    4.3341    1.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2957    2.0568    1.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0142    2.2352    1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2131    1.1844    0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8988    1.4032    0.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0846    0.3565    0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8091    0.5128   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0805    1.7243    0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7787    1.8396    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0715    0.6800   -0.5606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4630    0.6381   -1.9117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5880    1.0163   -0.5929 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4419    2.2897   -1.2074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8915    0.0572   -1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9886   -1.3781   -1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4114   -1.6990    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0008   -1.3078    0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925   -0.1335    0.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254   -2.2586   -0.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6450   -1.8830   -0.0619 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1449   -2.1893   -1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2090   -1.8089   -1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8531   -2.0051   -2.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1535   -2.5303   -3.6820 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504   -1.6666   -3.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710   -0.9011   -1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3414    0.4019   -1.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9583    1.2880   -0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2302    1.9772   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4117    1.1650   -1.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6706    2.0470   -1.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8152    1.1545   -1.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1781    0.0978   -0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5879    0.8173    0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0010   -0.1638    1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1349   -1.0352    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5352   -0.7192    1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1219    0.3996    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9788    1.7736    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5415    2.7983    0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9613    2.7554   -0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9793    2.9824    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3926    2.9190    0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0668    2.0259    2.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141   -2.7832    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1588   -4.1263    0.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -5.1601    1.7488 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9897   -5.3195    1.5255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838   -4.6534    3.3364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -6.6827    1.5867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198   -6.7948    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5089   -8.1256    0.1473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0662   -8.1658   -1.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5903   -9.3026    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0432   -9.2376    1.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
  -19.4228    6.8581   -0.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6679    6.4250    0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4860    5.8608   -1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
  -19.2598    4.8862    1.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
  -20.1596    4.7041   -0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4377    3.4823   -1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1746    2.0051   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.2067    3.6956    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8419    1.9793    2.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9327    3.1642    3.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5628    4.1007    0.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7588    1.1310    1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5628    3.1640    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5846    0.2279    0.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5130    2.3614    1.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5336   -0.5911   -0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2350   -0.3092   -0.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5813    2.5577    0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2370    2.7317    0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2009   -0.2568   -0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0697    1.3569   -2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1587    1.1029    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0651    2.2618   -2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3596    0.1715   -2.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218    0.3427   -1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4196   -1.9576   -1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0192   -1.7836   -1.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4697   -2.8102    0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0071   -1.2979    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4887   -0.8263    0.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7850   -1.6432   -2.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3003   -3.2629   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203   -2.5873   -3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -1.0164   -3.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -1.6014   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0265   -0.8720   -2.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0809    0.9607   -2.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957    0.1668   -1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985    2.1087   -0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887    0.7112    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0421    2.7121   -1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4416    2.6056    0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2665    0.8274   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6213    0.3808   -0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8316    2.6230   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4872    2.7217   -2.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4991    0.6279   -2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7018    1.7578   -2.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3661   -0.6072   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0874   -0.4118   -1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3554    1.4984    0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6567    1.3266    0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2728    0.4583    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1144   -0.7505    1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8970   -1.6588    0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0485   -1.9311    2.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0728   -1.6832    0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9599   -0.7269    2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6808    0.5014   -0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2123    0.2308    0.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9904    2.0380    1.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6002    1.7139    2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9610    2.7520   -0.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2440    3.8529    0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1302    1.7390   -0.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1221    3.5141   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9510    4.0557    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.1129    3.1862    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3435    3.6898   -0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4946    1.8929   -0.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7820    0.9895    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1721    1.9295    2.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5691    2.4750    2.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4903   -2.6322    1.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -2.5001    1.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1578   -5.4507    3.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5417   -5.9720    0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109   -6.7271   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -8.2522    0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -7.2642   -1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2516  -10.2123    0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918   -9.3817   -0.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1395  -10.1034    2.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 48 50  1  0
 26 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  2  0
 53 55  1  0
 53 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  1  0
 58 60  1  0
 60 61  1  0
  1 62  1  0
  1 63  1  0
  1 64  1  0
  2 65  1  0
  2 66  1  0
  3 67  1  0
  4 68  1  0
  5 69  1  0
  5 70  1  0
  6 71  1  1
  7 72  1  0
  8 73  1  0
  9 74  1  0
 10 75  1  0
 11 76  1  0
 12 77  1  0
 13 78  1  0
 14 79  1  0
 15 80  1  0
 16 81  1  1
 17 82  1  0
 18 83  1  1
 19 84  1  0
 20 85  1  0
 20 86  1  0
 21 87  1  0
 21 88  1  0
 22 89  1  0
 22 90  1  0
 26 91  1  1
 27 92  1  0
 27 93  1  0
 31 94  1  0
 31 95  1  0
 32 96  1  0
 32 97  1  0
 33 98  1  0
 33 99  1  0
 34100  1  0
 34101  1  0
 35102  1  0
 35103  1  0
 36104  1  0
 36105  1  0
 37106  1  0
 37107  1  0
 38108  1  0
 38109  1  0
 39110  1  0
 39111  1  0
 40112  1  0
 40113  1  0
 41114  1  0
 41115  1  0
 42116  1  0
 42117  1  0
 43118  1  0
 43119  1  0
 44120  1  0
 44121  1  0
 45122  1  0
 45123  1  0
 46124  1  0
 46125  1  0
 47126  1  0
 47127  1  0
 48128  1  0
 49129  1  0
 49130  1  0
 49131  1  0
 50132  1  0
 50133  1  0
 50134  1  0
 51135  1  0
 51136  1  0
 55137  1  0
 57138  1  0
 57139  1  0
 58140  1  1
 59141  1  0
 60142  1  0
 60143  1  0
 61144  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15))    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  O   UNK     0      -7.097   0.673   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0      -0.457   1.441   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0      -1.227   2.775   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.313   0.107   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.877   2.211   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.211   1.441   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.545   2.211   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.878   1.441   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.138   2.284   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0       4.315   3.545   0.000  0.00  0.00           H+0
HETATM   12  O   UNK     0       2.775   3.545   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.113   1.440   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0      -3.677  -0.663   0.000  0.00  0.00           H+0
HETATM   17  O   UNK     0      -5.217  -0.663   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -8.423   1.436   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.423   2.876   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -9.756   0.665   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.089   1.436   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -12.422   0.665   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.755   1.436   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -15.088   0.665   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -16.421   1.436   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -17.754   0.665   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -19.087   1.436   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -20.420   0.665   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -21.753   1.436   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -23.086   0.665   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -24.419   1.436   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -25.752   0.665   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -27.085   1.436   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -28.418   0.665   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -29.751   1.436   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -31.084   0.665   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -32.417   1.436   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -33.750   0.665   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -33.750   2.205   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -6.551  -1.433   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -6.551  -2.873   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -9.217  -1.433   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -11.883  -1.433   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0     -11.883  -2.873   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0     -13.216  -0.662   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0     -13.216   0.778   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0     -14.549  -1.433   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -16.089  -1.433   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -17.422  -0.662   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -18.962  -0.662   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -20.295  -1.433   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -21.628  -0.662   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -22.961  -1.433   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -24.294  -0.662   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -25.627  -1.433   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0     -25.627  -2.873   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0     -26.960  -0.662   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0     -28.293  -1.433   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0     -29.833  -1.433   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0     -31.166  -0.662   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0     -32.499  -1.433   0.000  0.00  0.00           C+0
CONECT    1   18   13                                                       
CONECT    2   15    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   12   11    9                                             
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13    1   14                                                       
CONECT   14   13   16   17   15                                             
CONECT   15    2   14                                                       
CONECT   16   14                                                            
CONECT   17   14   40                                                       
CONECT   18    1   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   17   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   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   59                                                  
CONECT   58   57                                                            
CONECT   59   57   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  124    0
END

COMPND    HMDB0272053
HETATM    1  C1  UNL     1     -18.611   6.108  -0.382  1.00  0.00           C  
HETATM    2  C2  UNL     1     -19.113   4.794   0.243  1.00  0.00           C  
HETATM    3  C3  UNL     1     -18.375   3.642  -0.268  1.00  0.00           C  
HETATM    4  C4  UNL     1     -17.688   2.846   0.495  1.00  0.00           C  
HETATM    5  C5  UNL     1     -17.563   2.990   1.932  1.00  0.00           C  
HETATM    6  C6  UNL     1     -16.095   3.183   2.266  1.00  0.00           C  
HETATM    7  O1  UNL     1     -15.589   4.334   1.647  1.00  0.00           O  
HETATM    8  C7  UNL     1     -15.296   2.057   1.657  1.00  0.00           C  
HETATM    9  C8  UNL     1     -14.014   2.235   1.466  1.00  0.00           C  
HETATM   10  C9  UNL     1     -13.213   1.184   0.886  1.00  0.00           C  
HETATM   11  C10 UNL     1     -11.899   1.403   0.706  1.00  0.00           C  
HETATM   12  C11 UNL     1     -11.085   0.356   0.124  1.00  0.00           C  
HETATM   13  C12 UNL     1      -9.809   0.513  -0.071  1.00  0.00           C  
HETATM   14  C13 UNL     1      -9.081   1.724   0.265  1.00  0.00           C  
HETATM   15  C14 UNL     1      -7.779   1.840   0.047  1.00  0.00           C  
HETATM   16  C15 UNL     1      -7.072   0.680  -0.561  1.00  0.00           C  
HETATM   17  O2  UNL     1      -7.463   0.638  -1.912  1.00  0.00           O  
HETATM   18  C16 UNL     1      -5.588   1.016  -0.593  1.00  0.00           C  
HETATM   19  O3  UNL     1      -5.442   2.290  -1.207  1.00  0.00           O  
HETATM   20  C17 UNL     1      -4.891   0.057  -1.504  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.989  -1.378  -1.137  1.00  0.00           C  
HETATM   22  C19 UNL     1      -4.411  -1.699   0.219  1.00  0.00           C  
HETATM   23  C20 UNL     1      -3.001  -1.308   0.204  1.00  0.00           C  
HETATM   24  O4  UNL     1      -2.593  -0.134   0.408  1.00  0.00           O  
HETATM   25  O5  UNL     1      -2.025  -2.259  -0.046  1.00  0.00           O  
HETATM   26  C21 UNL     1      -0.645  -1.883  -0.062  1.00  0.00           C  
HETATM   27  C22 UNL     1      -0.145  -2.189  -1.447  1.00  0.00           C  
HETATM   28  O6  UNL     1       1.209  -1.809  -1.538  1.00  0.00           O  
HETATM   29  C23 UNL     1       1.853  -2.005  -2.740  1.00  0.00           C  
HETATM   30  O7  UNL     1       1.154  -2.530  -3.682  1.00  0.00           O  
HETATM   31  C24 UNL     1       3.250  -1.667  -3.026  1.00  0.00           C  
HETATM   32  C25 UNL     1       3.971  -0.901  -1.941  1.00  0.00           C  
HETATM   33  C26 UNL     1       3.341   0.402  -1.628  1.00  0.00           C  
HETATM   34  C27 UNL     1       3.958   1.288  -0.630  1.00  0.00           C  
HETATM   35  C28 UNL     1       5.230   1.977  -0.868  1.00  0.00           C  
HETATM   36  C29 UNL     1       6.412   1.165  -1.205  1.00  0.00           C  
HETATM   37  C30 UNL     1       7.671   2.047  -1.337  1.00  0.00           C  
HETATM   38  C31 UNL     1       8.815   1.154  -1.712  1.00  0.00           C  
HETATM   39  C32 UNL     1       9.178   0.098  -0.735  1.00  0.00           C  
HETATM   40  C33 UNL     1       9.588   0.817   0.563  1.00  0.00           C  
HETATM   41  C34 UNL     1      10.001  -0.164   1.601  1.00  0.00           C  
HETATM   42  C35 UNL     1      11.135  -1.035   1.315  1.00  0.00           C  
HETATM   43  C36 UNL     1      12.535  -0.719   1.269  1.00  0.00           C  
HETATM   44  C37 UNL     1      13.122   0.400   0.524  1.00  0.00           C  
HETATM   45  C38 UNL     1      12.979   1.774   1.125  1.00  0.00           C  
HETATM   46  C39 UNL     1      13.541   2.798   0.204  1.00  0.00           C  
HETATM   47  C40 UNL     1      14.961   2.755  -0.163  1.00  0.00           C  
HETATM   48  C41 UNL     1      15.979   2.982   0.898  1.00  0.00           C  
HETATM   49  C42 UNL     1      17.393   2.919   0.225  1.00  0.00           C  
HETATM   50  C43 UNL     1      16.067   2.026   2.028  1.00  0.00           C  
HETATM   51  C44 UNL     1       0.014  -2.783   0.964  1.00  0.00           C  
HETATM   52  O8  UNL     1      -0.159  -4.126   0.624  1.00  0.00           O  
HETATM   53  P1  UNL     1       0.521  -5.160   1.749  1.00  0.00           P  
HETATM   54  O9  UNL     1       1.990  -5.320   1.526  1.00  0.00           O  
HETATM   55  O10 UNL     1       0.184  -4.653   3.336  1.00  0.00           O  
HETATM   56  O11 UNL     1      -0.238  -6.683   1.587  1.00  0.00           O  
HETATM   57  C45 UNL     1      -0.820  -6.795   0.337  1.00  0.00           C  
HETATM   58  C46 UNL     1      -1.509  -8.126   0.147  1.00  0.00           C  
HETATM   59  O12 UNL     1      -2.066  -8.166  -1.126  1.00  0.00           O  
HETATM   60  C47 UNL     1      -0.590  -9.303   0.303  1.00  0.00           C  
HETATM   61  O13 UNL     1      -0.043  -9.238   1.596  1.00  0.00           O  
HETATM   62  H1  UNL     1     -19.423   6.858  -0.326  1.00  0.00           H  
HETATM   63  H2  UNL     1     -17.668   6.425   0.059  1.00  0.00           H  
HETATM   64  H3  UNL     1     -18.486   5.861  -1.460  1.00  0.00           H  
HETATM   65  H4  UNL     1     -19.260   4.886   1.306  1.00  0.00           H  
HETATM   66  H5  UNL     1     -20.160   4.704  -0.192  1.00  0.00           H  
HETATM   67  H6  UNL     1     -18.438   3.482  -1.374  1.00  0.00           H  
HETATM   68  H7  UNL     1     -17.175   2.005  -0.005  1.00  0.00           H  
HETATM   69  H8  UNL     1     -18.207   3.696   2.444  1.00  0.00           H  
HETATM   70  H9  UNL     1     -17.842   1.979   2.380  1.00  0.00           H  
HETATM   71  H10 UNL     1     -15.933   3.164   3.358  1.00  0.00           H  
HETATM   72  H11 UNL     1     -15.563   4.101   0.669  1.00  0.00           H  
HETATM   73  H12 UNL     1     -15.759   1.131   1.387  1.00  0.00           H  
HETATM   74  H13 UNL     1     -13.563   3.164   1.743  1.00  0.00           H  
HETATM   75  H14 UNL     1     -13.585   0.228   0.582  1.00  0.00           H  
HETATM   76  H15 UNL     1     -11.513   2.361   1.009  1.00  0.00           H  
HETATM   77  H16 UNL     1     -11.534  -0.591  -0.165  1.00  0.00           H  
HETATM   78  H17 UNL     1      -9.235  -0.309  -0.515  1.00  0.00           H  
HETATM   79  H18 UNL     1      -9.581   2.558   0.699  1.00  0.00           H  
HETATM   80  H19 UNL     1      -7.237   2.732   0.295  1.00  0.00           H  
HETATM   81  H20 UNL     1      -7.201  -0.257  -0.028  1.00  0.00           H  
HETATM   82  H21 UNL     1      -8.070   1.357  -2.151  1.00  0.00           H  
HETATM   83  H22 UNL     1      -5.159   1.103   0.402  1.00  0.00           H  
HETATM   84  H23 UNL     1      -6.065   2.262  -2.001  1.00  0.00           H  
HETATM   85  H24 UNL     1      -5.360   0.172  -2.513  1.00  0.00           H  
HETATM   86  H25 UNL     1      -3.822   0.343  -1.570  1.00  0.00           H  
HETATM   87  H26 UNL     1      -4.420  -1.958  -1.890  1.00  0.00           H  
HETATM   88  H27 UNL     1      -6.019  -1.784  -1.164  1.00  0.00           H  
HETATM   89  H28 UNL     1      -4.470  -2.810   0.319  1.00  0.00           H  
HETATM   90  H29 UNL     1      -5.007  -1.298   1.049  1.00  0.00           H  
HETATM   91  H30 UNL     1      -0.489  -0.826   0.137  1.00  0.00           H  
HETATM   92  H31 UNL     1      -0.785  -1.643  -2.172  1.00  0.00           H  
HETATM   93  H32 UNL     1      -0.300  -3.263  -1.666  1.00  0.00           H  
HETATM   94  H33 UNL     1       3.820  -2.587  -3.285  1.00  0.00           H  
HETATM   95  H34 UNL     1       3.239  -1.016  -3.947  1.00  0.00           H  
HETATM   96  H35 UNL     1       3.907  -1.601  -1.019  1.00  0.00           H  
HETATM   97  H36 UNL     1       5.026  -0.872  -2.152  1.00  0.00           H  
HETATM   98  H37 UNL     1       3.081   0.961  -2.592  1.00  0.00           H  
HETATM   99  H38 UNL     1       2.296   0.167  -1.238  1.00  0.00           H  
HETATM  100  H39 UNL     1       3.198   2.109  -0.334  1.00  0.00           H  
HETATM  101  H40 UNL     1       3.989   0.711   0.370  1.00  0.00           H  
HETATM  102  H41 UNL     1       5.042   2.712  -1.723  1.00  0.00           H  
HETATM  103  H42 UNL     1       5.442   2.606   0.059  1.00  0.00           H  
HETATM  104  H43 UNL     1       6.267   0.827  -2.287  1.00  0.00           H  
HETATM  105  H44 UNL     1       6.621   0.381  -0.506  1.00  0.00           H  
HETATM  106  H45 UNL     1       7.832   2.623  -0.418  1.00  0.00           H  
HETATM  107  H46 UNL     1       7.487   2.722  -2.209  1.00  0.00           H  
HETATM  108  H47 UNL     1       8.499   0.628  -2.660  1.00  0.00           H  
HETATM  109  H48 UNL     1       9.702   1.758  -2.032  1.00  0.00           H  
HETATM  110  H49 UNL     1       8.366  -0.607  -0.597  1.00  0.00           H  
HETATM  111  H50 UNL     1      10.087  -0.412  -1.075  1.00  0.00           H  
HETATM  112  H51 UNL     1      10.355   1.498   0.269  1.00  0.00           H  
HETATM  113  H52 UNL     1       8.657   1.327   0.913  1.00  0.00           H  
HETATM  114  H53 UNL     1      10.273   0.458   2.515  1.00  0.00           H  
HETATM  115  H54 UNL     1       9.114  -0.750   1.984  1.00  0.00           H  
HETATM  116  H55 UNL     1      10.897  -1.659   0.349  1.00  0.00           H  
HETATM  117  H56 UNL     1      11.048  -1.931   2.074  1.00  0.00           H  
HETATM  118  H57 UNL     1      13.073  -1.683   0.889  1.00  0.00           H  
HETATM  119  H58 UNL     1      12.960  -0.727   2.357  1.00  0.00           H  
HETATM  120  H59 UNL     1      12.681   0.501  -0.516  1.00  0.00           H  
HETATM  121  H60 UNL     1      14.212   0.231   0.299  1.00  0.00           H  
HETATM  122  H61 UNL     1      11.990   2.038   1.492  1.00  0.00           H  
HETATM  123  H62 UNL     1      13.600   1.714   2.088  1.00  0.00           H  
HETATM  124  H63 UNL     1      12.961   2.752  -0.785  1.00  0.00           H  
HETATM  125  H64 UNL     1      13.244   3.853   0.569  1.00  0.00           H  
HETATM  126  H65 UNL     1      15.130   1.739  -0.667  1.00  0.00           H  
HETATM  127  H66 UNL     1      15.122   3.514  -0.998  1.00  0.00           H  
HETATM  128  H67 UNL     1      15.951   4.056   1.255  1.00  0.00           H  
HETATM  129  H68 UNL     1      18.113   3.186   1.021  1.00  0.00           H  
HETATM  130  H69 UNL     1      17.343   3.690  -0.585  1.00  0.00           H  
HETATM  131  H70 UNL     1      17.495   1.893  -0.156  1.00  0.00           H  
HETATM  132  H71 UNL     1      15.782   0.989   1.818  1.00  0.00           H  
HETATM  133  H72 UNL     1      17.172   1.929   2.355  1.00  0.00           H  
HETATM  134  H73 UNL     1      15.569   2.475   2.930  1.00  0.00           H  
HETATM  135  H74 UNL     1      -0.490  -2.632   1.941  1.00  0.00           H  
HETATM  136  H75 UNL     1       1.065  -2.500   1.045  1.00  0.00           H  
HETATM  137  H76 UNL     1       0.158  -5.451   3.921  1.00  0.00           H  
HETATM  138  H77 UNL     1      -1.542  -5.972   0.172  1.00  0.00           H  
HETATM  139  H78 UNL     1      -0.011  -6.727  -0.408  1.00  0.00           H  
HETATM  140  H79 UNL     1      -2.312  -8.252   0.927  1.00  0.00           H  
HETATM  141  H80 UNL     1      -2.143  -7.264  -1.487  1.00  0.00           H  
HETATM  142  H81 UNL     1      -1.252 -10.212   0.299  1.00  0.00           H  
HETATM  143  H82 UNL     1       0.192  -9.382  -0.455  1.00  0.00           H  
HETATM  144  H83 UNL     1      -0.139 -10.103   2.070  1.00  0.00           H  
CONECT    1    2   62   63   64
CONECT    2    3   65   66
CONECT    3    4    4   67
CONECT    4    5   68
CONECT    5    6   69   70
CONECT    6    7    8   71
CONECT    7   72
CONECT    8    9    9   73
CONECT    9   10   74
CONECT   10   11   11   75
CONECT   11   12   76
CONECT   12   13   13   77
CONECT   13   14   78
CONECT   14   15   15   79
CONECT   15   16   80
CONECT   16   17   18   81
CONECT   17   82
CONECT   18   19   20   83
CONECT   19   84
CONECT   20   21   85   86
CONECT   21   22   87   88
CONECT   22   23   89   90
CONECT   23   24   24   25
CONECT   25   26
CONECT   26   27   51   91
CONECT   27   28   92   93
CONECT   28   29
CONECT   29   30   30   31
CONECT   31   32   94   95
CONECT   32   33   96   97
CONECT   33   34   98   99
CONECT   34   35  100  101
CONECT   35   36  102  103
CONECT   36   37  104  105
CONECT   37   38  106  107
CONECT   38   39  108  109
CONECT   39   40  110  111
CONECT   40   41  112  113
CONECT   41   42  114  115
CONECT   42   43  116  117
CONECT   43   44  118  119
CONECT   44   45  120  121
CONECT   45   46  122  123
CONECT   46   47  124  125
CONECT   47   48  126  127
CONECT   48   49   50  128
CONECT   49  129  130  131
CONECT   50  132  133  134
CONECT   51   52  135  136
CONECT   52   53
CONECT   53   54   54   55   56
CONECT   55  137
CONECT   56   57
CONECT   57   58  138  139
CONECT   58   59   60  140
CONECT   59  141
CONECT   60   61  142  143
CONECT   61  144
END

HMDB0272053
     RDKit          3D
PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15))
144143  0  0  0  0  0  0  0  0999 V2000
  -18.6109    6.1076   -0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.1131    4.7938    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.3753    3.6420   -0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6879    2.8462    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.5634    2.9901    1.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0948    3.1829    2.2657 C   0  0  2  0  0  0  0  0  0  0  0  0
  -15.5889    4.3341    1.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2957    2.0568    1.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0142    2.2352    1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2131    1.1844    0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8988    1.4032    0.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0846    0.3565    0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8091    0.5128   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0805    1.7243    0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7787    1.8396    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0715    0.6800   -0.5606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4630    0.6381   -1.9117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5880    1.0163   -0.5929 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4419    2.2897   -1.2074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8915    0.0572   -1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9886   -1.3781   -1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4114   -1.6990    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0008   -1.3078    0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925   -0.1335    0.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254   -2.2586   -0.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6450   -1.8830   -0.0619 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1449   -2.1893   -1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2090   -1.8089   -1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8531   -2.0051   -2.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1535   -2.5303   -3.6820 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504   -1.6666   -3.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710   -0.9011   -1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3414    0.4019   -1.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9583    1.2880   -0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2302    1.9772   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4117    1.1650   -1.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6706    2.0470   -1.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8152    1.1545   -1.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1781    0.0978   -0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5879    0.8173    0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0010   -0.1638    1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1349   -1.0352    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5352   -0.7192    1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1219    0.3996    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9788    1.7736    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5415    2.7983    0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9613    2.7554   -0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9793    2.9824    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3926    2.9190    0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0668    2.0259    2.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0141   -2.7832    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1588   -4.1263    0.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5210   -5.1601    1.7488 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9897   -5.3195    1.5255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838   -4.6534    3.3364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -6.6827    1.5867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198   -6.7948    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5089   -8.1256    0.1473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0662   -8.1658   -1.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5903   -9.3026    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0432   -9.2376    1.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
  -19.4228    6.8581   -0.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6679    6.4250    0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4860    5.8608   -1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
  -19.2598    4.8862    1.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
  -20.1596    4.7041   -0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4377    3.4823   -1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1746    2.0051   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.2067    3.6956    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8419    1.9793    2.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9327    3.1642    3.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5628    4.1007    0.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7588    1.1310    1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5628    3.1640    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5846    0.2279    0.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5130    2.3614    1.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5336   -0.5911   -0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2350   -0.3092   -0.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5813    2.5577    0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2370    2.7317    0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2009   -0.2568   -0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0697    1.3569   -2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1587    1.1029    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0651    2.2618   -2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3596    0.1715   -2.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218    0.3427   -1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4196   -1.9576   -1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0192   -1.7836   -1.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4697   -2.8102    0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0071   -1.2979    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4887   -0.8263    0.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7850   -1.6432   -2.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3003   -3.2629   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203   -2.5873   -3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -1.0164   -3.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -1.6014   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0265   -0.8720   -2.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0809    0.9607   -2.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957    0.1668   -1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985    2.1087   -0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887    0.7112    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0421    2.7121   -1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4416    2.6056    0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2665    0.8274   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6213    0.3808   -0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8316    2.6230   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4872    2.7217   -2.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4991    0.6279   -2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7018    1.7578   -2.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3661   -0.6072   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0874   -0.4118   -1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3554    1.4984    0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6567    1.3266    0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2728    0.4583    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1144   -0.7505    1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8970   -1.6588    0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0485   -1.9311    2.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0728   -1.6832    0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9599   -0.7269    2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6808    0.5014   -0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2123    0.2308    0.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9904    2.0380    1.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6002    1.7139    2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9610    2.7520   -0.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2440    3.8529    0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1302    1.7390   -0.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1221    3.5141   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9510    4.0557    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.1129    3.1862    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3435    3.6898   -0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4946    1.8929   -0.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7820    0.9895    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1721    1.9295    2.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5691    2.4750    2.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4903   -2.6322    1.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -2.5001    1.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1578   -5.4507    3.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5417   -5.9720    0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109   -6.7271   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -8.2522    0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -7.2642   -1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2516  -10.2123    0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918   -9.3817   -0.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1395  -10.1034    2.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 48 50  1  0
 26 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  2  0
 53 55  1  0
 53 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  1  0
 58 60  1  0
 60 61  1  0
  1 62  1  0
  1 63  1  0
  1 64  1  0
  2 65  1  0
  2 66  1  0
  3 67  1  0
  4 68  1  0
  5 69  1  0
  5 70  1  0
  6 71  1  1
  7 72  1  0
  8 73  1  0
  9 74  1  0
 10 75  1  0
 11 76  1  0
 12 77  1  0
 13 78  1  0
 14 79  1  0
 15 80  1  0
 16 81  1  1
 17 82  1  0
 18 83  1  1
 19 84  1  0
 20 85  1  0
 20 86  1  0
 21 87  1  0
 21 88  1  0
 22 89  1  0
 22 90  1  0
 26 91  1  1
 27 92  1  0
 27 93  1  0
 31 94  1  0
 31 95  1  0
 32 96  1  0
 32 97  1  0
 33 98  1  0
 33 99  1  0
 34100  1  0
 34101  1  0
 35102  1  0
 35103  1  0
 36104  1  0
 36105  1  0
 37106  1  0
 37107  1  0
 38108  1  0
 38109  1  0
 39110  1  0
 39111  1  0
 40112  1  0
 40113  1  0
 41114  1  0
 41115  1  0
 42116  1  0
 42117  1  0
 43118  1  0
 43119  1  0
 44120  1  0
 44121  1  0
 45122  1  0
 45123  1  0
 46124  1  0
 46125  1  0
 47126  1  0
 47127  1  0
 48128  1  0
 49129  1  0
 49130  1  0
 49131  1  0
 50132  1  0
 50133  1  0
 50134  1  0
 51135  1  0
 51136  1  0
 55137  1  0
 57138  1  0
 57139  1  0
 58140  1  1
 59141  1  0
 60142  1  0
 60143  1  0
 61144  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[(2S)-2,3-Dihydroxypropoxy][(2R)-3-[(19-methylicosanoyl)oxy]-2-{[(5R,6R,7Z,11E,13E,15S,17Z)-5,6,15-trihydroxyicosa-7,9,11,13,17-pentaenoyl]oxy}propoxy]phosphinate	Generator

Chemical Formula

C₄₇H₈₃O₁₃P

Average Molecular Weight

887.142

Monoisotopic Molecular Weight

886.557129731

IUPAC Name

[(2S)-2,3-dihydroxypropoxy][(2R)-3-[(19-methylicosanoyl)oxy]-2-{[(5R,6R,7Z,9Z,11E,13E,15S,17Z)-5,6,15-trihydroxyicosa-7,9,11,13,17-pentaenoyl]oxy}propoxy]phosphinic acid

Traditional Name

(2S)-2,3-dihydroxypropoxy((2R)-3-[(19-methylicosanoyl)oxy]-2-{[(5R,6R,7Z,9Z,11E,13E,15S,17Z)-5,6,15-trihydroxyicosa-7,9,11,13,17-pentaenoyl]oxy}propoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC(C)C)OC(=O)CCC[C@@H](O)[C@H](O)\C=C/C=C\C=C\C=C\[C@@H](O)C\C=C/CC

InChI Identifier

InChI=1S/C47H83O13P/c1-4-5-23-30-41(49)31-25-20-17-18-21-26-32-44(51)45(52)33-28-35-47(54)60-43(39-59-61(55,56)58-37-42(50)36-48)38-57-46(53)34-27-22-16-14-12-10-8-6-7-9-11-13-15-19-24-29-40(2)3/h5,17-18,20-21,23,25-26,31-32,40-45,48-52H,4,6-16,19,22,24,27-30,33-39H2,1-3H3,(H,55,56)/b20-17+,21-18-,23-5-,31-25+,32-26-/t41-,42-,43+,44+,45+/m0/s1

InChI Key

NPUSHGSNZJPMCT-SEEMTQMASA-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	6.75	ALOGPS
logP	9.43	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	1.89	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	209.51 Å²	ChemAxon
Rotatable Bond Count	43	ChemAxon
Refractivity	246.64 m³·mol⁻¹	ChemAxon
Polarizability	105.08 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	302.898	32859911
AllCCS	[M+H-H2O]+	303.039	32859911
AllCCS	[M+Na]+	302.682	32859911
AllCCS	[M+NH4]+	302.734	32859911
AllCCS	[M-H]-	302.781	32859911
AllCCS	[M+Na-2H]-	309.872	32859911
AllCCS	[M+HCOO]-	317.623	32859911
DeepCCS	[M+H]+	282.411	30932474
DeepCCS	[M-H]-	280.016	30932474
DeepCCS	[M-2H]-	313.178	30932474
DeepCCS	[M+Na]+	289.541	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15))	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC(C)C)OC(=O)CCC[C@@H](O)[C@H](O)\C=C/C=C\C=C\C=C\[C@@H](O)C\C=C/CC	6248.0	Standard polar	33892256
PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15))	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC(C)C)OC(=O)CCC[C@@H](O)[C@H](O)\C=C/C=C\C=C\C=C\[C@@H](O)C\C=C/CC	4955.1	Standard non polar	33892256
PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15))	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC(C)C)OC(=O)CCC[C@@H](O)[C@H](O)\C=C/C=C\C=C\C=C\[C@@H](O)C\C=C/CC	6467.6	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(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)) 10V, Negative-QTOF	splash10-000i-0000000090-27314340f91c3ec08dca	2021-09-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)) 20V, Negative-QTOF	splash10-002s-0009130040-f5af28038429cf950408	2021-09-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)) 40V, Negative-QTOF	splash10-002s-0109130040-75f23e0d05ab968f03da	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(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)) (HMDB0272053)

MOL for HMDB0272053 (PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)))

3D MOL for HMDB0272053 (PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)))

3D SDF for HMDB0272053 (PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)))

3D-SDF for HMDB0272053 (PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)))

PDB for HMDB0272053 (PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)))

3D PDB for HMDB0272053 (PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)))

SMILES for HMDB0272053 (PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)))

INCHI for HMDB0272053 (PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)))

Structure for HMDB0272053 (PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)))

3D Structure for HMDB0272053 (PG(i-21:0/20:5(7Z,9Z,11E,13E,17Z)-3OH(5,6,15)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra