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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-12 20:09:51 UTC

Update Date

2022-11-30 19:58:36 UTC

HMDB ID

HMDB0271702

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PG(i-18:0/PGF2alpha)

Description

PG(i-18:0/PGF2alpha) 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-18:0/PGF2alpha), in particular, consists of one chain of one 16-methylheptadecanoyl at the C-1 position and one chain of Prostaglandin F2alpha 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


  Mrv1652309122122102D          

 58 58  0  0  1  0            999 V2000
   -4.3890   -1.1765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3890   -2.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -2.4140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9600   -2.0015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -3.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600   -3.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600   -4.4765    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1350   -4.4765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7850   -4.4765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600   -5.3015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -5.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -6.5390    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3890   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1035   -6.5390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8179   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8179   -7.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5324   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2469   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9613   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6758   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3903   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1048   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8192   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5337   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2482   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9626   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6771   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3916   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1061   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8205   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.5350   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2495   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.5350   -5.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600   -6.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456   -5.7140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1022   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6123   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3268   -6.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0412   -6.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0412   -5.7140    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3738   -5.2290    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5892   -5.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6287   -4.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537   -4.4444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9387   -3.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7087   -5.2290    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4933   -5.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648   -6.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4495   -6.5459    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6210   -7.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -5.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8472   -6.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4603   -5.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2449   -5.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8580   -5.3997    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  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
 31 33  1  0  0  0  0
 12 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 43 42  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  1  1  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  0  0  0  0
 43 49  1  0  0  0  0
 49 50  1  6  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  6  0  0  0
 52 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
M  END

HMDB0271702
     RDKit          3D
PG(i-18:0/PGF2alpha)
139139  0  0  0  0  0  0  0  0999 V2000
  -11.7864    2.8535   -6.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2578    4.1338   -5.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8098    4.0763   -4.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8947    3.6956   -3.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4217    3.6992   -1.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2678    2.7357   -1.6642 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.7674    1.4614   -2.0188 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0352    2.6794   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0079    2.1156    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8168    2.0798    1.8904 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9922    2.6739    2.6299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8705    4.0335    2.7222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8662    1.9664    3.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8217    0.5136    3.4510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.3980   -0.2755    4.5037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7370    0.6160    2.3483 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4271    0.3705    2.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100    0.5933    2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3765   -0.4204    1.9698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1296   -0.3871    1.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7173    0.9441    0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157    0.6837    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5049    0.2307    1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8063    0.7757    2.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5051   -0.6847    1.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1785   -1.0941    2.3620 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5771   -0.7620    2.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196   -1.0817    1.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1613   -2.2388    1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545   -3.3070    1.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -2.1655    0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8393   -3.5000    0.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1117   -3.6603   -0.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4071   -2.9286   -1.8994 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5051   -1.4426   -1.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5465   -0.9758   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9203   -1.4872   -1.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9528   -1.0910   -0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1177    0.3614    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5629    1.1837   -1.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9235    0.7716   -1.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9840    0.8465   -0.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1743    2.1924   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5597    3.2819   -0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8450    3.0560   -1.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0415    2.9070   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0726    4.3012   -2.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389   -2.4336    2.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2922   -3.4612    1.9662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0004   -4.8717    2.6070 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4274   -6.0521    1.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7489   -4.9269    4.2699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -4.7219    2.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9952   -5.3472    1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544   -5.2416    0.8285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7339   -5.8900   -0.3597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2893   -5.7210    1.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1552   -7.0615    2.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2505    2.1793   -5.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5887    3.0933   -7.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9966    2.2748   -6.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0851    4.9017   -5.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3961    4.4559   -6.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4221    5.0678   -4.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9501    3.3437   -4.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3471    2.6958   -3.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6906    4.4698   -3.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2379    3.4791   -1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0448    4.7091   -1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3799    2.9365   -2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6913    1.4267   -1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7690    3.1562    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2593    1.6565   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9162    2.6436    2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9809    2.3543    2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3259    4.3779    1.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7497    2.0603    4.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9054    2.2135    4.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7976    0.2381    3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6396   -1.2145    4.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9795   -0.0705    1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4347   -0.6618    3.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3450    1.0504    3.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9594    1.5641    1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7075   -1.3824    2.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1455   -1.1306    0.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3245   -0.7620    1.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6574    1.6913    1.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3893    1.3021   -0.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3644   -0.0435   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9579    1.6530   -0.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3603   -0.3977    3.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8609   -1.1363    3.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064    0.3839    2.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590   -1.6825    1.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448   -1.5360   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309122122102D          

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M  END
> <DATABASE_ID>
HMDB0271702

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C44H81O13P/c1-4-5-18-24-36(46)28-29-40-39(41(48)30-42(40)49)25-20-16-17-22-27-44(51)57-38(34-56-58(52,53)55-32-37(47)31-45)33-54-43(50)26-21-15-13-11-9-7-6-8-10-12-14-19-23-35(2)3/h16,20,28-29,35-42,45-49H,4-15,17-19,21-27,30-34H2,1-3H3,(H,52,53)/b20-16+,29-28+/t36-,37-,38+,39+,40+,41-,42+/m0/s1

> <INCHI_KEY>
RRXCXVFPFADURH-MDIDZQCXSA-N

> <FORMULA>
C44H81O13P

> <MOLECULAR_WEIGHT>
849.093

> <EXACT_MASS>
848.541479666

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
139

> <JCHEM_AVERAGE_POLARIZABILITY>
98.6708892365257

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2-{[(5E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoyl]oxy}-3-[(16-methylheptadecanoyl)oxy]propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid

> <ALOGPS_LOGP>
5.83

> <JCHEM_LOGP>
8.023110920333338

> <ALOGPS_LOGS>
-6.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.586611668457564

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8909057941327645

> <JCHEM_PKA_STRONGEST_BASIC>
-1.626443561075083

> <JCHEM_POLAR_SURFACE_AREA>
209.50999999999996

> <JCHEM_REFRACTIVITY>
227.84560000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
39

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.52e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-{[(5E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoyl]oxy}-3-[(16-methylheptadecanoyl)oxy]propoxy((2S)-2,3-dihydroxypropoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0271702
     RDKit          3D
PG(i-18:0/PGF2alpha)
139139  0  0  0  0  0  0  0  0999 V2000
  -11.7864    2.8535   -6.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2578    4.1338   -5.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8098    4.0763   -4.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8947    3.6956   -3.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4217    3.6992   -1.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2678    2.7357   -1.6642 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.7674    1.4614   -2.0188 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0352    2.6794   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0079    2.1156    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8168    2.0798    1.8904 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9922    2.6739    2.6299 C   0  0  2  0  0  0  0  0  0  0  0  0
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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                                  
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HETATM   33  C   UNK     0     -30.865 -10.666   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -5.525 -12.976   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -4.192 -12.206   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.192 -10.666   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -2.858 -12.976   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.524 -12.206   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.191 -12.976   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.143 -12.206   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.477 -12.976   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.810 -12.206   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.810 -10.666   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.564  -9.761   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       1.100 -10.237   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       3.040  -8.296   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.580  -8.296   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       5.486  -7.050   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       5.056  -9.761   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       6.521 -10.237   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       6.841 -11.743   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       8.306 -12.219   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       8.626 -13.725   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       9.450 -11.189   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      10.915 -11.664   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      12.059 -10.634   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      13.524 -11.110   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      14.668 -10.079   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   34                                                  
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                                                       
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   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   12   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   49                                                  
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   43   50                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  116    0
END

COMPND    HMDB0271702
HETATM    1  C1  UNL     1     -11.786   2.853  -6.269  1.00  0.00           C  
HETATM    2  C2  UNL     1     -11.258   4.134  -5.723  1.00  0.00           C  
HETATM    3  C3  UNL     1     -10.810   4.076  -4.293  1.00  0.00           C  
HETATM    4  C4  UNL     1     -11.895   3.696  -3.340  1.00  0.00           C  
HETATM    5  C5  UNL     1     -11.422   3.699  -1.920  1.00  0.00           C  
HETATM    6  C6  UNL     1     -10.268   2.736  -1.664  1.00  0.00           C  
HETATM    7  O1  UNL     1     -10.767   1.461  -2.019  1.00  0.00           O  
HETATM    8  C7  UNL     1     -10.035   2.679  -0.189  1.00  0.00           C  
HETATM    9  C8  UNL     1      -9.008   2.116   0.403  1.00  0.00           C  
HETATM   10  C9  UNL     1      -8.817   2.080   1.890  1.00  0.00           C  
HETATM   11  C10 UNL     1      -9.992   2.674   2.630  1.00  0.00           C  
HETATM   12  O2  UNL     1      -9.871   4.033   2.722  1.00  0.00           O  
HETATM   13  C11 UNL     1      -9.866   1.966   3.981  1.00  0.00           C  
HETATM   14  C12 UNL     1      -9.822   0.514   3.451  1.00  0.00           C  
HETATM   15  O3  UNL     1      -9.398  -0.276   4.504  1.00  0.00           O  
HETATM   16  C13 UNL     1      -8.737   0.616   2.348  1.00  0.00           C  
HETATM   17  C14 UNL     1      -7.427   0.371   2.997  1.00  0.00           C  
HETATM   18  C15 UNL     1      -6.210   0.593   2.199  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.377  -0.420   1.970  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.130  -0.387   1.217  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.717   0.944   0.660  1.00  0.00           C  
HETATM   22  C19 UNL     1      -2.316   0.684   0.032  1.00  0.00           C  
HETATM   23  C20 UNL     1      -1.505   0.231   1.183  1.00  0.00           C  
HETATM   24  O4  UNL     1      -1.806   0.776   2.300  1.00  0.00           O  
HETATM   25  O5  UNL     1      -0.505  -0.685   1.218  1.00  0.00           O  
HETATM   26  C21 UNL     1       0.178  -1.094   2.362  1.00  0.00           C  
HETATM   27  C22 UNL     1       1.577  -0.762   2.578  1.00  0.00           C  
HETATM   28  O6  UNL     1       2.620  -1.082   1.789  1.00  0.00           O  
HETATM   29  C23 UNL     1       3.161  -2.239   1.355  1.00  0.00           C  
HETATM   30  O7  UNL     1       2.654  -3.307   1.672  1.00  0.00           O  
HETATM   31  C24 UNL     1       4.401  -2.165   0.486  1.00  0.00           C  
HETATM   32  C25 UNL     1       4.839  -3.500   0.033  1.00  0.00           C  
HETATM   33  C26 UNL     1       6.112  -3.660  -0.668  1.00  0.00           C  
HETATM   34  C27 UNL     1       6.407  -2.929  -1.899  1.00  0.00           C  
HETATM   35  C28 UNL     1       6.505  -1.443  -1.851  1.00  0.00           C  
HETATM   36  C29 UNL     1       7.546  -0.976  -0.851  1.00  0.00           C  
HETATM   37  C30 UNL     1       8.920  -1.487  -1.236  1.00  0.00           C  
HETATM   38  C31 UNL     1       9.953  -1.091  -0.205  1.00  0.00           C  
HETATM   39  C32 UNL     1      10.118   0.361   0.021  1.00  0.00           C  
HETATM   40  C33 UNL     1      10.563   1.184  -1.130  1.00  0.00           C  
HETATM   41  C34 UNL     1      11.924   0.772  -1.660  1.00  0.00           C  
HETATM   42  C35 UNL     1      12.984   0.847  -0.615  1.00  0.00           C  
HETATM   43  C36 UNL     1      13.174   2.192  -0.016  1.00  0.00           C  
HETATM   44  C37 UNL     1      13.560   3.282  -0.960  1.00  0.00           C  
HETATM   45  C38 UNL     1      14.845   3.056  -1.687  1.00  0.00           C  
HETATM   46  C39 UNL     1      16.042   2.907  -0.819  1.00  0.00           C  
HETATM   47  C40 UNL     1      15.073   4.301  -2.554  1.00  0.00           C  
HETATM   48  C41 UNL     1      -0.339  -2.434   2.860  1.00  0.00           C  
HETATM   49  O8  UNL     1      -0.292  -3.461   1.966  1.00  0.00           O  
HETATM   50  P1  UNL     1      -1.000  -4.872   2.607  1.00  0.00           P  
HETATM   51  O9  UNL     1      -0.427  -6.052   1.906  1.00  0.00           O  
HETATM   52  O10 UNL     1      -0.749  -4.927   4.270  1.00  0.00           O  
HETATM   53  O11 UNL     1      -2.689  -4.722   2.369  1.00  0.00           O  
HETATM   54  C42 UNL     1      -2.995  -5.347   1.167  1.00  0.00           C  
HETATM   55  C43 UNL     1      -4.454  -5.242   0.828  1.00  0.00           C  
HETATM   56  O12 UNL     1      -4.734  -5.890  -0.360  1.00  0.00           O  
HETATM   57  C44 UNL     1      -5.289  -5.721   1.969  1.00  0.00           C  
HETATM   58  O13 UNL     1      -5.155  -7.061   2.260  1.00  0.00           O  
HETATM   59  H1  UNL     1     -12.251   2.179  -5.545  1.00  0.00           H  
HETATM   60  H2  UNL     1     -12.589   3.093  -7.015  1.00  0.00           H  
HETATM   61  H3  UNL     1     -10.997   2.275  -6.804  1.00  0.00           H  
HETATM   62  H4  UNL     1     -12.085   4.902  -5.774  1.00  0.00           H  
HETATM   63  H5  UNL     1     -10.396   4.456  -6.365  1.00  0.00           H  
HETATM   64  H6  UNL     1     -10.422   5.068  -4.005  1.00  0.00           H  
HETATM   65  H7  UNL     1      -9.950   3.344  -4.234  1.00  0.00           H  
HETATM   66  H8  UNL     1     -12.347   2.696  -3.604  1.00  0.00           H  
HETATM   67  H9  UNL     1     -12.691   4.470  -3.414  1.00  0.00           H  
HETATM   68  H10 UNL     1     -12.238   3.479  -1.199  1.00  0.00           H  
HETATM   69  H11 UNL     1     -11.045   4.709  -1.676  1.00  0.00           H  
HETATM   70  H12 UNL     1      -9.380   2.936  -2.249  1.00  0.00           H  
HETATM   71  H13 UNL     1     -11.691   1.427  -1.646  1.00  0.00           H  
HETATM   72  H14 UNL     1     -10.769   3.156   0.491  1.00  0.00           H  
HETATM   73  H15 UNL     1      -8.259   1.657  -0.226  1.00  0.00           H  
HETATM   74  H16 UNL     1      -7.916   2.644   2.157  1.00  0.00           H  
HETATM   75  H17 UNL     1     -10.981   2.354   2.230  1.00  0.00           H  
HETATM   76  H18 UNL     1      -9.326   4.378   1.970  1.00  0.00           H  
HETATM   77  H19 UNL     1     -10.750   2.060   4.610  1.00  0.00           H  
HETATM   78  H20 UNL     1      -8.905   2.214   4.445  1.00  0.00           H  
HETATM   79  H21 UNL     1     -10.798   0.238   3.031  1.00  0.00           H  
HETATM   80  H22 UNL     1      -9.640  -1.214   4.288  1.00  0.00           H  
HETATM   81  H23 UNL     1      -8.980  -0.070   1.533  1.00  0.00           H  
HETATM   82  H24 UNL     1      -7.435  -0.662   3.437  1.00  0.00           H  
HETATM   83  H25 UNL     1      -7.345   1.050   3.910  1.00  0.00           H  
HETATM   84  H26 UNL     1      -5.959   1.564   1.783  1.00  0.00           H  
HETATM   85  H27 UNL     1      -5.707  -1.382   2.420  1.00  0.00           H  
HETATM   86  H28 UNL     1      -4.146  -1.131   0.360  1.00  0.00           H  
HETATM   87  H29 UNL     1      -3.324  -0.762   1.881  1.00  0.00           H  
HETATM   88  H30 UNL     1      -3.657   1.691   1.454  1.00  0.00           H  
HETATM   89  H31 UNL     1      -4.389   1.302  -0.131  1.00  0.00           H  
HETATM   90  H32 UNL     1      -2.364  -0.043  -0.777  1.00  0.00           H  
HETATM   91  H33 UNL     1      -1.958   1.653  -0.337  1.00  0.00           H  
HETATM   92  H34 UNL     1      -0.360  -0.398   3.192  1.00  0.00           H  
HETATM   93  H35 UNL     1       1.861  -1.136   3.652  1.00  0.00           H  
HETATM   94  H36 UNL     1       1.606   0.384   2.818  1.00  0.00           H  
HETATM   95  H37 UNL     1       5.159  -1.682   1.106  1.00  0.00           H  
HETATM   96  H38 UNL     1       4.045  -1.536  -0.371  1.00  0.00           H  
HETATM   97  H39 UNL     1       4.847  -4.158   0.976  1.00  0.00           H  
HETATM   98  H40 UNL     1       3.968  -3.973  -0.534  1.00  0.00           H  
HETATM   99  H41 UNL     1       6.985  -3.580   0.084  1.00  0.00           H  
HETATM  100  H42 UNL     1       6.217  -4.776  -0.941  1.00  0.00           H  
HETATM  101  H43 UNL     1       5.601  -3.170  -2.647  1.00  0.00           H  
HETATM  102  H44 UNL     1       7.355  -3.334  -2.347  1.00  0.00           H  
HETATM  103  H45 UNL     1       6.896  -1.163  -2.911  1.00  0.00           H  
HETATM  104  H46 UNL     1       5.566  -0.918  -1.803  1.00  0.00           H  
HETATM  105  H47 UNL     1       7.244  -1.339   0.146  1.00  0.00           H  
HETATM  106  H48 UNL     1       7.518   0.148  -0.769  1.00  0.00           H  
HETATM  107  H49 UNL     1       9.205  -1.193  -2.252  1.00  0.00           H  
HETATM  108  H50 UNL     1       8.862  -2.593  -1.211  1.00  0.00           H  
HETATM  109  H51 UNL     1      10.894  -1.607  -0.501  1.00  0.00           H  
HETATM  110  H52 UNL     1       9.639  -1.627   0.739  1.00  0.00           H  
HETATM  111  H53 UNL     1       9.103   0.767   0.327  1.00  0.00           H  
HETATM  112  H54 UNL     1      10.740   0.506   0.936  1.00  0.00           H  
HETATM  113  H55 UNL     1       9.839   0.988  -1.974  1.00  0.00           H  
HETATM  114  H56 UNL     1      10.475   2.242  -0.880  1.00  0.00           H  
HETATM  115  H57 UNL     1      11.880  -0.222  -2.105  1.00  0.00           H  
HETATM  116  H58 UNL     1      12.184   1.482  -2.476  1.00  0.00           H  
HETATM  117  H59 UNL     1      13.909   0.406  -1.039  1.00  0.00           H  
HETATM  118  H60 UNL     1      12.693   0.157   0.235  1.00  0.00           H  
HETATM  119  H61 UNL     1      12.185   2.500   0.438  1.00  0.00           H  
HETATM  120  H62 UNL     1      13.855   2.132   0.871  1.00  0.00           H  
HETATM  121  H63 UNL     1      12.743   3.379  -1.709  1.00  0.00           H  
HETATM  122  H64 UNL     1      13.577   4.231  -0.386  1.00  0.00           H  
HETATM  123  H65 UNL     1      14.734   2.210  -2.414  1.00  0.00           H  
HETATM  124  H66 UNL     1      16.797   3.715  -0.960  1.00  0.00           H  
HETATM  125  H67 UNL     1      16.571   1.955  -1.122  1.00  0.00           H  
HETATM  126  H68 UNL     1      15.844   2.848   0.269  1.00  0.00           H  
HETATM  127  H69 UNL     1      14.149   4.540  -3.136  1.00  0.00           H  
HETATM  128  H70 UNL     1      15.169   5.143  -1.828  1.00  0.00           H  
HETATM  129  H71 UNL     1      15.969   4.202  -3.169  1.00  0.00           H  
HETATM  130  H72 UNL     1       0.169  -2.666   3.827  1.00  0.00           H  
HETATM  131  H73 UNL     1      -1.429  -2.334   3.158  1.00  0.00           H  
HETATM  132  H74 UNL     1       0.130  -4.604   4.547  1.00  0.00           H  
HETATM  133  H75 UNL     1      -2.367  -4.844   0.380  1.00  0.00           H  
HETATM  134  H76 UNL     1      -2.721  -6.422   1.181  1.00  0.00           H  
HETATM  135  H77 UNL     1      -4.721  -4.150   0.679  1.00  0.00           H  
HETATM  136  H78 UNL     1      -5.484  -6.520  -0.330  1.00  0.00           H  
HETATM  137  H79 UNL     1      -5.062  -5.154   2.904  1.00  0.00           H  
HETATM  138  H80 UNL     1      -6.363  -5.553   1.677  1.00  0.00           H  
HETATM  139  H81 UNL     1      -5.275  -7.613   1.459  1.00  0.00           H  
CONECT    1    2   59   60   61
CONECT    2    3   62   63
CONECT    3    4   64   65
CONECT    4    5   66   67
CONECT    5    6   68   69
CONECT    6    7    8   70
CONECT    7   71
CONECT    8    9    9   72
CONECT    9   10   73
CONECT   10   11   16   74
CONECT   11   12   13   75
CONECT   12   76
CONECT   13   14   77   78
CONECT   14   15   16   79
CONECT   15   80
CONECT   16   17   81
CONECT   17   18   82   83
CONECT   18   19   19   84
CONECT   19   20   85
CONECT   20   21   86   87
CONECT   21   22   88   89
CONECT   22   23   90   91
CONECT   23   24   24   25
CONECT   25   26
CONECT   26   27   48   92
CONECT   27   28   93   94
CONECT   28   29
CONECT   29   30   30   31
CONECT   31   32   95   96
CONECT   32   33   97   98
CONECT   33   34   99  100
CONECT   34   35  101  102
CONECT   35   36  103  104
CONECT   36   37  105  106
CONECT   37   38  107  108
CONECT   38   39  109  110
CONECT   39   40  111  112
CONECT   40   41  113  114
CONECT   41   42  115  116
CONECT   42   43  117  118
CONECT   43   44  119  120
CONECT   44   45  121  122
CONECT   45   46   47  123
CONECT   46  124  125  126
CONECT   47  127  128  129
CONECT   48   49  130  131
CONECT   49   50
CONECT   50   51   51   52   53
CONECT   52  132
CONECT   53   54
CONECT   54   55  133  134
CONECT   55   56   57  135
CONECT   56  136
CONECT   57   58  137  138
CONECT   58  139
END

HMDB0271702
     RDKit          3D
PG(i-18:0/PGF2alpha)
139139  0  0  0  0  0  0  0  0999 V2000
  -11.7864    2.8535   -6.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2578    4.1338   -5.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[(2R)-2-{[(5E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoyl]oxy}-3-[(16-methylheptadecanoyl)oxy]propoxy][(2S)-2,3-dihydroxypropoxy]phosphinate	Generator

Chemical Formula

C₄₄H₈₁O₁₃P

Average Molecular Weight

849.093

Monoisotopic Molecular Weight

848.541479666

IUPAC Name

[(2R)-2-{[(5E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoyl]oxy}-3-[(16-methylheptadecanoyl)oxy]propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid

Traditional Name

(2R)-2-{[(5E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoyl]oxy}-3-[(16-methylheptadecanoyl)oxy]propoxy((2S)-2,3-dihydroxypropoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@H](O)CO

InChI Identifier

InChI=1S/C44H81O13P/c1-4-5-18-24-36(46)28-29-40-39(41(48)30-42(40)49)25-20-16-17-22-27-44(51)57-38(34-56-58(52,53)55-32-37(47)31-45)33-54-43(50)26-21-15-13-11-9-7-6-8-10-12-14-19-23-35(2)3/h16,20,28-29,35-42,45-49H,4-15,17-19,21-27,30-34H2,1-3H3,(H,52,53)/b20-16+,29-28+/t36-,37-,38+,39+,40+,41-,42+/m0/s1

InChI Key

RRXCXVFPFADURH-MDIDZQCXSA-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	5.83	ALOGPS
logP	8.02	ChemAxon
logS	-6.1	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	39	ChemAxon
Refractivity	227.85 m³·mol⁻¹	ChemAxon
Polarizability	98.67 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]+	294.743	32859911
AllCCS	[M+H-H2O]+	294.973	32859911
AllCCS	[M+Na]+	294.416	32859911
AllCCS	[M+NH4]+	294.494	32859911
AllCCS	[M-H]-	290.368	32859911
AllCCS	[M+Na-2H]-	296.762	32859911
AllCCS	[M+HCOO]-	303.795	32859911
DeepCCS	[M+H]+	287.164	30932474
DeepCCS	[M-H]-	285.242	30932474
DeepCCS	[M-2H]-	319.086	30932474
DeepCCS	[M+Na]+	293.266	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PG(i-18:0/PGF2alpha)	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@H](O)CO	5248.3	Standard polar	33892256
PG(i-18:0/PGF2alpha)	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@H](O)CO	4596.2	Standard non polar	33892256
PG(i-18:0/PGF2alpha)	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@H](O)CO	6061.6	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-18:0/PGF2alpha) 10V, Negative-QTOF	splash10-0002-0000000090-db108c3ed67d5fbf2f73	2021-09-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PG(i-18:0/PGF2alpha) 20V, Negative-QTOF	splash10-0uf1-0199440090-d507a0618eb7774ed686	2021-09-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PG(i-18:0/PGF2alpha) 40V, Negative-QTOF	splash10-0uea-0399440090-108060bee9d698278362	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-18:0/PGF2alpha) (HMDB0271702)

MOL for HMDB0271702 (PG(i-18:0/PGF2alpha))

3D MOL for HMDB0271702 (PG(i-18:0/PGF2alpha))

3D SDF for HMDB0271702 (PG(i-18:0/PGF2alpha))

3D-SDF for HMDB0271702 (PG(i-18:0/PGF2alpha))

PDB for HMDB0271702 (PG(i-18:0/PGF2alpha))

3D PDB for HMDB0271702 (PG(i-18:0/PGF2alpha))

SMILES for HMDB0271702 (PG(i-18:0/PGF2alpha))

INCHI for HMDB0271702 (PG(i-18:0/PGF2alpha))

Structure for HMDB0271702 (PG(i-18:0/PGF2alpha))

3D Structure for HMDB0271702 (PG(i-18:0/PGF2alpha))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra