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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (43) Show 43 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2008-09-12 01:45:12 UTC

Update Date

2022-11-30 19:03:22 UTC

HMDB ID

HMDB0008923

Secondary Accession Numbers

HMDB0005317
HMDB05317
HMDB08923

Metabolite Identification

Common Name

PE(16:0/16:0)

Description

PE(16:0/16:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/16:0), in particular, consists of two chains of palmitic acid at the C-1 and C-2 positions. The palmitic acid moieties are derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.

Structure

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

PE(16:0/16:0)
  Mrv1652303302020002D          

 48 47  0  0  1  0            999 V2000
   19.3839   -5.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7088   -5.9135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0337   -5.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0590   -5.9135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3586   -5.9135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1819   -6.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7340   -5.5239    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.3443   -4.8487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1238   -6.1990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4092   -5.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0843   -5.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7594   -5.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4345   -5.5239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2965   -6.7228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6440   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6440   -4.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9299   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2157   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5016   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7875   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0734   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3593   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6452   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9311   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2170   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5028   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7887   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0746   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3605   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6463   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9322   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4675   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4675   -7.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7534   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0392   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3251   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6110   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8969   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1828   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4686   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7545   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0404   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3263   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6122   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8981   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1840   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7557   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  6  1  0  0  0  0
  2 14  1  1  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  5 15  1  0  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  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
 32  6  1  0  0  0  0
 32 33  2  0  0  0  0
 32 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
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END

HMDB0008923
     RDKit          3D
PE(16:0/16:0)
121120  0  0  0  0  0  0  0  0999 V2000
   13.6052    5.7251   -0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1525    4.3118    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5725    3.6611   -1.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1337    2.2440   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5625    1.6324   -2.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0929    0.2180   -1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0084    0.1010   -0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6354   -1.3450   -0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5816   -1.6636    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2890   -0.9424    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2374   -1.2778    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8786   -2.7415    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3288   -3.2065   -0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771   -2.4440   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863   -2.6385    0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7825   -1.8515    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6714   -0.6320    0.4235 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7519   -2.3439   -0.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3960   -1.6402   -1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2470   -1.1908    0.0690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6076   -2.4237    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4312   -2.2322    1.9077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7987   -3.6703    2.7062 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0341   -4.8437    2.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4443   -3.9839    2.4739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5474   -3.4621    4.3492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187   -4.4538    4.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6918   -4.0723    6.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892   -3.9600    7.0646 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562   -0.5003   -0.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212    0.8214   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278    1.4655    0.4834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105    1.5566   -0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7592    2.9350   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7503    3.9495   -0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0701    4.3422   -2.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7332    3.5618   -3.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1396    3.1936   -2.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5684    2.2143   -1.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0035    0.8686   -2.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2662   -0.1984   -1.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5881   -0.7342   -0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6326    0.1225   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8272   -0.8353   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9503   -0.0722    0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4490    1.0560   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9726    0.6091   -1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5323    5.9263    0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7928    6.4270    0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8343    5.7919   -1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0412    3.7230    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4106    4.3078    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6942    4.2662   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3426    3.6696   -1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9755    1.6648   -0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3003    2.3624   -0.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4375    1.5580   -2.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8297    2.2644   -2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9748   -0.4214   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7367   -0.1490   -2.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1178    0.6443   -1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3382    0.5108    0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5698   -1.9035   -0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3871   -1.6937   -1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4193   -2.7757    0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9709   -1.4678    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8942   -1.0588   -0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4983    0.1536    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6556   -0.9962    2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3698   -0.6275    0.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1647   -2.9404    1.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7929   -3.3250    1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0462   -3.1299   -1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0400   -4.2693   -0.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062   -2.8866   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2669   -1.3715   -0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2802   -2.3336    1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6830   -3.7036    0.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0536   -0.7550   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979   -2.3296   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -0.5657    0.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0830   -3.1787    0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6517   -2.8825    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6027   -4.8570    2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942   -4.4735    4.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903   -5.4625    4.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -4.8075    7.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -3.0897    6.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -2.9515    7.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7420   -4.4295    6.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6781    1.4117   -1.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751    0.9944   -0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910    2.8878    0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279    3.3858   -0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    4.9458   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7004    3.7951   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1841    4.9055   -2.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7645    5.2765   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1626    2.6191   -3.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6062    4.1622   -4.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4532    2.6938   -3.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8351    4.0936   -2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3159    2.4364   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6985    2.2054   -1.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4058    0.5658   -3.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9162    0.9254   -2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6259   -1.1266   -1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7891    0.0630   -0.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3959   -1.5737   -0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0323   -1.3392   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2902    0.5183    0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9863    0.8862   -1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4371   -1.5757    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1116   -1.3627   -0.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7908   -0.7782    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6457    0.3631    1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3172    1.5058    0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7031    1.8807   -0.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4430   -0.2592   -2.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0670    0.3817   -1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8987    1.4488   -2.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 20 30  1  0
 30 31  1  0
 31 32  2  0
 31 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
  1 48  1  0
  1 49  1  0
  1 50  1  0
  2 51  1  0
  2 52  1  0
  3 53  1  0
  3 54  1  0
  4 55  1  0
  4 56  1  0
  5 57  1  0
  5 58  1  0
  6 59  1  0
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  7 61  1  0
  7 62  1  0
  8 63  1  0
  8 64  1  0
  9 65  1  0
  9 66  1  0
 10 67  1  0
 10 68  1  0
 11 69  1  0
 11 70  1  0
 12 71  1  0
 12 72  1  0
 13 73  1  0
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 14 75  1  0
 14 76  1  0
 15 77  1  0
 15 78  1  0
 19 79  1  0
 19 80  1  0
 20 81  1  1
 21 82  1  0
 21 83  1  0
 25 84  1  0
 27 85  1  0
 27 86  1  0
 28 87  1  0
 28 88  1  0
 29 89  1  0
 29 90  1  0
 33 91  1  0
 33 92  1  0
 34 93  1  0
 34 94  1  0
 35 95  1  0
 35 96  1  0
 36 97  1  0
 36 98  1  0
 37 99  1  0
 37100  1  0
 38101  1  0
 38102  1  0
 39103  1  0
 39104  1  0
 40105  1  0
 40106  1  0
 41107  1  0
 41108  1  0
 42109  1  0
 42110  1  0
 43111  1  0
 43112  1  0
 44113  1  0
 44114  1  0
 45115  1  0
 45116  1  0
 46117  1  0
 46118  1  0
 47119  1  0
 47120  1  0
 47121  1  0
M  END

PE(16:0/16:0)
  Mrv1652303302020002D          

 48 47  0  0  1  0            999 V2000
   19.3839   -5.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7088   -5.9135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0337   -5.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0590   -5.9135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3586   -5.9135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1819   -6.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7340   -5.5239    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.3443   -4.8487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1238   -6.1990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4092   -5.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0843   -5.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7594   -5.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4345   -5.5239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2965   -6.7228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6440   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6440   -4.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9299   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2157   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5016   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7875   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0734   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3593   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6452   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9311   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2170   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5028   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7887   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0746   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3605   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6463   -5.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9322   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4675   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4675   -7.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7534   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0392   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3251   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6110   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8969   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1828   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4686   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7545   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0404   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3263   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6122   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8981   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1840   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -7.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7557   -6.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  6  1  0  0  0  0
  2 14  1  1  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  5 15  1  0  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  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
 32  6  1  0  0  0  0
 32 33  2  0  0  0  0
 32 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
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0008923

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)/t35-/m1/s1

> <INCHI_KEY>
SLKDGVPOSSLUAI-PGUFJCEWSA-N

> <FORMULA>
C37H74NO8P

> <MOLECULAR_WEIGHT>
691.972

> <EXACT_MASS>
691.515205345

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
121

> <JCHEM_AVERAGE_POLARIZABILITY>
85.5861854463454

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2,3-bis(hexadecanoyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
8.08

> <JCHEM_LOGP>
10.450915359136756

> <ALOGPS_LOGS>
-6.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688003136581992

> <JCHEM_PKA_STRONGEST_BASIC>
9.999929336362278

> <JCHEM_POLAR_SURFACE_AREA>
134.38

> <JCHEM_REFRACTIVITY>
191.00390000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
39

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.45e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
DPPE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0008923
     RDKit          3D
PE(16:0/16:0)
121120  0  0  0  0  0  0  0  0999 V2000
   13.6052    5.7251   -0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1525    4.3118    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5725    3.6611   -1.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1337    2.2440   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5625    1.6324   -2.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0929    0.2180   -1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0084    0.1010   -0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6354   -1.3450   -0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5816   -1.6636    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2890   -0.9424    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2374   -1.2778    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8786   -2.7415    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3288   -3.2065   -0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771   -2.4440   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863   -2.6385    0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7825   -1.8515    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6714   -0.6320    0.4235 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7519   -2.3439   -0.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3960   -1.6402   -1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2470   -1.1908    0.0690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6076   -2.4237    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4312   -2.2322    1.9077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7987   -3.6703    2.7062 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0341   -4.8437    2.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4443   -3.9839    2.4739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5474   -3.4621    4.3492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187   -4.4538    4.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6918   -4.0723    6.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892   -3.9600    7.0646 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562   -0.5003   -0.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212    0.8214   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278    1.4655    0.4834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105    1.5566   -0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7592    2.9350   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7503    3.9495   -0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0701    4.3422   -2.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7332    3.5618   -3.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1396    3.1936   -2.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5684    2.2143   -1.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0035    0.8686   -2.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2662   -0.1984   -1.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5881   -0.7342   -0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6326    0.1225   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8272   -0.8353   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9503   -0.0722    0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4490    1.0560   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9726    0.6091   -1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5323    5.9263    0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7928    6.4270    0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8343    5.7919   -1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0412    3.7230    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4106    4.3078    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6942    4.2662   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3426    3.6696   -1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9755    1.6648   -0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3003    2.3624   -0.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4375    1.5580   -2.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8297    2.2644   -2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9748   -0.4214   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7367   -0.1490   -2.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1178    0.6443   -1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3382    0.5108    0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5698   -1.9035   -0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3871   -1.6937   -1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4193   -2.7757    0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9709   -1.4678    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8942   -1.0588   -0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4983    0.1536    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6556   -0.9962    2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3698   -0.6275    0.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1647   -2.9404    1.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7929   -3.3250    1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0462   -3.1299   -1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0400   -4.2693   -0.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062   -2.8866   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2669   -1.3715   -0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2802   -2.3336    1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6830   -3.7036    0.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0536   -0.7550   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979   -2.3296   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -0.5657    0.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0830   -3.1787    0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6517   -2.8825    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6027   -4.8570    2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942   -4.4735    4.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903   -5.4625    4.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -4.8075    7.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -3.0897    6.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -2.9515    7.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7420   -4.4295    6.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6781    1.4117   -1.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751    0.9944   -0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910    2.8878    0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279    3.3858   -0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    4.9458   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7004    3.7951   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1841    4.9055   -2.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7645    5.2765   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1626    2.6191   -3.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6062    4.1622   -4.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4532    2.6938   -3.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8351    4.0936   -2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3159    2.4364   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6985    2.2054   -1.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4058    0.5658   -3.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9162    0.9254   -2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6259   -1.1266   -1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7891    0.0630   -0.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3959   -1.5737   -0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0323   -1.3392   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2902    0.5183    0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9863    0.8862   -1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4371   -1.5757    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1116   -1.3627   -0.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7908   -0.7782    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6457    0.3631    1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3172    1.5058    0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7031    1.8807   -0.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4430   -0.2592   -2.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0670    0.3817   -1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8987    1.4488   -2.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 20 30  1  0
 30 31  1  0
 31 32  2  0
 31 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
  1 48  1  0
  1 49  1  0
  1 50  1  0
  2 51  1  0
  2 52  1  0
  3 53  1  0
  3 54  1  0
  4 55  1  0
  4 56  1  0
  5 57  1  0
  5 58  1  0
  6 59  1  0
  6 60  1  0
  7 61  1  0
  7 62  1  0
  8 63  1  0
  8 64  1  0
  9 65  1  0
  9 66  1  0
 10 67  1  0
 10 68  1  0
 11 69  1  0
 11 70  1  0
 12 71  1  0
 12 72  1  0
 13 73  1  0
 13 74  1  0
 14 75  1  0
 14 76  1  0
 15 77  1  0
 15 78  1  0
 19 79  1  0
 19 80  1  0
 20 81  1  1
 21 82  1  0
 21 83  1  0
 25 84  1  0
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 27 86  1  0
 28 87  1  0
 28 88  1  0
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 33 91  1  0
 33 92  1  0
 34 93  1  0
 34 94  1  0
 35 95  1  0
 35 96  1  0
 36 97  1  0
 36 98  1  0
 37 99  1  0
 37100  1  0
 38101  1  0
 38102  1  0
 39103  1  0
 39104  1  0
 40105  1  0
 40106  1  0
 41107  1  0
 41108  1  0
 42109  1  0
 42110  1  0
 43111  1  0
 43112  1  0
 44113  1  0
 44114  1  0
 45115  1  0
 45116  1  0
 46117  1  0
 46118  1  0
 47119  1  0
 47120  1  0
 47121  1  0
M  END

HEADER    PROTEIN                                 30-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PE(16:0/16:0)                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-MAR-20         0                                  
HETATM    1  C   UNK     0      36.183 -10.311   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      34.923 -11.039   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.663 -10.311   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      37.443 -11.039   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      32.403 -11.039   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      33.940 -12.494   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      38.703 -10.311   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      37.976  -9.051   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      39.431 -11.571   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      39.964  -9.584   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      41.224 -10.311   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      42.484  -9.584   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      43.744 -10.311   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      36.020 -12.549   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      31.069 -10.269   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      31.069  -8.829   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      29.736 -11.040   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.403 -10.269   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.070 -11.040   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.737 -10.269   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.404 -11.040   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.071 -10.269   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.738 -11.040   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.405 -10.269   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.072 -11.040   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.739 -10.269   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.406 -11.040   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.073 -10.269   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.740 -11.040   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.406 -10.269   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.073 -11.040   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      32.606 -13.264   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      32.606 -14.704   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      31.273 -12.493   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      29.940 -13.264   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      28.607 -12.493   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      27.274 -13.264   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      25.941 -12.493   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      24.608 -13.264   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      23.275 -12.493   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      21.942 -13.264   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      20.609 -12.493   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      19.276 -13.264   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      17.943 -12.493   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      16.610 -13.264   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      15.277 -12.493   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      13.944 -13.264   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      12.611 -12.493   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    6   14    3                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   15                                                       
CONECT    6    2   32                                                       
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    2                                                            
CONECT   15    5   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                                                            
CONECT   32    6   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   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                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0   94    0
END

COMPND    HMDB0008923
HETATM    1  C1  UNL     1      13.605   5.725  -0.162  1.00  0.00           C  
HETATM    2  C2  UNL     1      13.153   4.312   0.134  1.00  0.00           C  
HETATM    3  C3  UNL     1      12.573   3.661  -1.115  1.00  0.00           C  
HETATM    4  C4  UNL     1      12.134   2.244  -0.779  1.00  0.00           C  
HETATM    5  C5  UNL     1      11.562   1.632  -2.040  1.00  0.00           C  
HETATM    6  C6  UNL     1      11.093   0.218  -1.841  1.00  0.00           C  
HETATM    7  C7  UNL     1      10.008   0.101  -0.779  1.00  0.00           C  
HETATM    8  C8  UNL     1       9.635  -1.345  -0.700  1.00  0.00           C  
HETATM    9  C9  UNL     1       8.582  -1.664   0.309  1.00  0.00           C  
HETATM   10  C10 UNL     1       7.289  -0.942   0.071  1.00  0.00           C  
HETATM   11  C11 UNL     1       6.237  -1.278   1.103  1.00  0.00           C  
HETATM   12  C12 UNL     1       5.879  -2.742   1.124  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.329  -3.207  -0.206  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.077  -2.444  -0.586  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.986  -2.638   0.442  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.782  -1.852   0.039  1.00  0.00           C  
HETATM   17  O1  UNL     1       1.671  -0.632   0.424  1.00  0.00           O  
HETATM   18  O2  UNL     1       0.752  -2.344  -0.733  1.00  0.00           O  
HETATM   19  C17 UNL     1      -0.396  -1.640  -1.126  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.247  -1.191   0.069  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.608  -2.424   0.821  1.00  0.00           C  
HETATM   22  O3  UNL     1      -2.431  -2.232   1.908  1.00  0.00           O  
HETATM   23  P1  UNL     1      -2.799  -3.670   2.706  1.00  0.00           P  
HETATM   24  O4  UNL     1      -2.034  -4.844   2.157  1.00  0.00           O  
HETATM   25  O5  UNL     1      -4.444  -3.984   2.474  1.00  0.00           O  
HETATM   26  O6  UNL     1      -2.547  -3.462   4.349  1.00  0.00           O  
HETATM   27  C20 UNL     1      -1.819  -4.454   4.956  1.00  0.00           C  
HETATM   28  C21 UNL     1      -1.692  -4.072   6.438  1.00  0.00           C  
HETATM   29  N1  UNL     1      -2.989  -3.960   7.065  1.00  0.00           N  
HETATM   30  O7  UNL     1      -2.356  -0.500  -0.468  1.00  0.00           O  
HETATM   31  C22 UNL     1      -2.621   0.821  -0.244  1.00  0.00           C  
HETATM   32  O8  UNL     1      -1.828   1.466   0.483  1.00  0.00           O  
HETATM   33  C23 UNL     1      -3.810   1.557  -0.816  1.00  0.00           C  
HETATM   34  C24 UNL     1      -3.759   2.935  -0.353  1.00  0.00           C  
HETATM   35  C25 UNL     1      -4.750   3.950  -0.687  1.00  0.00           C  
HETATM   36  C26 UNL     1      -5.070   4.342  -2.040  1.00  0.00           C  
HETATM   37  C27 UNL     1      -5.733   3.562  -3.079  1.00  0.00           C  
HETATM   38  C28 UNL     1      -7.140   3.194  -2.948  1.00  0.00           C  
HETATM   39  C29 UNL     1      -7.568   2.214  -1.905  1.00  0.00           C  
HETATM   40  C30 UNL     1      -7.003   0.869  -2.243  1.00  0.00           C  
HETATM   41  C31 UNL     1      -7.266  -0.198  -1.284  1.00  0.00           C  
HETATM   42  C32 UNL     1      -8.588  -0.734  -0.952  1.00  0.00           C  
HETATM   43  C33 UNL     1      -9.633   0.122  -0.332  1.00  0.00           C  
HETATM   44  C34 UNL     1     -10.827  -0.835  -0.055  1.00  0.00           C  
HETATM   45  C35 UNL     1     -11.950  -0.072   0.582  1.00  0.00           C  
HETATM   46  C36 UNL     1     -12.449   1.056  -0.285  1.00  0.00           C  
HETATM   47  C37 UNL     1     -12.973   0.609  -1.612  1.00  0.00           C  
HETATM   48  H1  UNL     1      14.532   5.926   0.410  1.00  0.00           H  
HETATM   49  H2  UNL     1      12.793   6.427   0.119  1.00  0.00           H  
HETATM   50  H3  UNL     1      13.834   5.792  -1.256  1.00  0.00           H  
HETATM   51  H4  UNL     1      14.041   3.723   0.436  1.00  0.00           H  
HETATM   52  H5  UNL     1      12.411   4.308   0.959  1.00  0.00           H  
HETATM   53  H6  UNL     1      11.694   4.266  -1.438  1.00  0.00           H  
HETATM   54  H7  UNL     1      13.343   3.670  -1.910  1.00  0.00           H  
HETATM   55  H8  UNL     1      12.975   1.665  -0.403  1.00  0.00           H  
HETATM   56  H9  UNL     1      11.300   2.362  -0.042  1.00  0.00           H  
HETATM   57  H10 UNL     1      12.437   1.558  -2.746  1.00  0.00           H  
HETATM   58  H11 UNL     1      10.830   2.264  -2.543  1.00  0.00           H  
HETATM   59  H12 UNL     1      11.975  -0.421  -1.571  1.00  0.00           H  
HETATM   60  H13 UNL     1      10.737  -0.149  -2.824  1.00  0.00           H  
HETATM   61  H14 UNL     1       9.118   0.644  -1.213  1.00  0.00           H  
HETATM   62  H15 UNL     1      10.338   0.511   0.174  1.00  0.00           H  
HETATM   63  H16 UNL     1      10.570  -1.903  -0.422  1.00  0.00           H  
HETATM   64  H17 UNL     1       9.387  -1.694  -1.722  1.00  0.00           H  
HETATM   65  H18 UNL     1       8.419  -2.776   0.262  1.00  0.00           H  
HETATM   66  H19 UNL     1       8.971  -1.468   1.328  1.00  0.00           H  
HETATM   67  H20 UNL     1       6.894  -1.059  -0.938  1.00  0.00           H  
HETATM   68  H21 UNL     1       7.498   0.154   0.197  1.00  0.00           H  
HETATM   69  H22 UNL     1       6.656  -0.996   2.091  1.00  0.00           H  
HETATM   70  H23 UNL     1       5.370  -0.628   0.896  1.00  0.00           H  
HETATM   71  H24 UNL     1       5.165  -2.940   1.944  1.00  0.00           H  
HETATM   72  H25 UNL     1       6.793  -3.325   1.330  1.00  0.00           H  
HETATM   73  H26 UNL     1       6.046  -3.130  -1.018  1.00  0.00           H  
HETATM   74  H27 UNL     1       5.040  -4.269  -0.089  1.00  0.00           H  
HETATM   75  H28 UNL     1       3.706  -2.887  -1.534  1.00  0.00           H  
HETATM   76  H29 UNL     1       4.267  -1.372  -0.789  1.00  0.00           H  
HETATM   77  H30 UNL     1       3.280  -2.334   1.455  1.00  0.00           H  
HETATM   78  H31 UNL     1       2.683  -3.704   0.455  1.00  0.00           H  
HETATM   79  H32 UNL     1      -0.054  -0.755  -1.706  1.00  0.00           H  
HETATM   80  H33 UNL     1      -0.998  -2.330  -1.762  1.00  0.00           H  
HETATM   81  H34 UNL     1      -0.608  -0.566   0.692  1.00  0.00           H  
HETATM   82  H35 UNL     1      -2.083  -3.179   0.162  1.00  0.00           H  
HETATM   83  H36 UNL     1      -0.652  -2.882   1.177  1.00  0.00           H  
HETATM   84  H37 UNL     1      -4.603  -4.857   2.031  1.00  0.00           H  
HETATM   85  H38 UNL     1      -0.794  -4.473   4.552  1.00  0.00           H  
HETATM   86  H39 UNL     1      -2.290  -5.462   4.912  1.00  0.00           H  
HETATM   87  H40 UNL     1      -1.091  -4.807   7.001  1.00  0.00           H  
HETATM   88  H41 UNL     1      -1.172  -3.090   6.518  1.00  0.00           H  
HETATM   89  H42 UNL     1      -3.286  -2.952   7.134  1.00  0.00           H  
HETATM   90  H43 UNL     1      -3.742  -4.430   6.529  1.00  0.00           H  
HETATM   91  H44 UNL     1      -3.678   1.412  -1.914  1.00  0.00           H  
HETATM   92  H45 UNL     1      -4.675   0.994  -0.412  1.00  0.00           H  
HETATM   93  H46 UNL     1      -3.691   2.888   0.792  1.00  0.00           H  
HETATM   94  H47 UNL     1      -2.728   3.386  -0.583  1.00  0.00           H  
HETATM   95  H48 UNL     1      -4.399   4.946  -0.174  1.00  0.00           H  
HETATM   96  H49 UNL     1      -5.700   3.795  -0.089  1.00  0.00           H  
HETATM   97  H50 UNL     1      -4.184   4.906  -2.534  1.00  0.00           H  
HETATM   98  H51 UNL     1      -5.764   5.276  -1.913  1.00  0.00           H  
HETATM   99  H52 UNL     1      -5.163   2.619  -3.359  1.00  0.00           H  
HETATM  100  H53 UNL     1      -5.606   4.162  -4.054  1.00  0.00           H  
HETATM  101  H54 UNL     1      -7.453   2.694  -3.940  1.00  0.00           H  
HETATM  102  H55 UNL     1      -7.835   4.094  -2.959  1.00  0.00           H  
HETATM  103  H56 UNL     1      -7.316   2.436  -0.875  1.00  0.00           H  
HETATM  104  H57 UNL     1      -8.698   2.205  -1.948  1.00  0.00           H  
HETATM  105  H58 UNL     1      -7.406   0.566  -3.292  1.00  0.00           H  
HETATM  106  H59 UNL     1      -5.916   0.925  -2.460  1.00  0.00           H  
HETATM  107  H60 UNL     1      -6.626  -1.127  -1.549  1.00  0.00           H  
HETATM  108  H61 UNL     1      -6.789   0.063  -0.254  1.00  0.00           H  
HETATM  109  H62 UNL     1      -8.396  -1.574  -0.188  1.00  0.00           H  
HETATM  110  H63 UNL     1      -9.032  -1.339  -1.815  1.00  0.00           H  
HETATM  111  H64 UNL     1      -9.290   0.518   0.634  1.00  0.00           H  
HETATM  112  H65 UNL     1      -9.986   0.886  -1.021  1.00  0.00           H  
HETATM  113  H66 UNL     1     -10.437  -1.576   0.668  1.00  0.00           H  
HETATM  114  H67 UNL     1     -11.112  -1.363  -0.973  1.00  0.00           H  
HETATM  115  H68 UNL     1     -12.791  -0.778   0.724  1.00  0.00           H  
HETATM  116  H69 UNL     1     -11.646   0.363   1.546  1.00  0.00           H  
HETATM  117  H70 UNL     1     -13.317   1.506   0.269  1.00  0.00           H  
HETATM  118  H71 UNL     1     -11.703   1.881  -0.365  1.00  0.00           H  
HETATM  119  H72 UNL     1     -12.443  -0.259  -2.046  1.00  0.00           H  
HETATM  120  H73 UNL     1     -14.067   0.382  -1.555  1.00  0.00           H  
HETATM  121  H74 UNL     1     -12.899   1.449  -2.358  1.00  0.00           H  
CONECT    1    2   48   49   50
CONECT    2    3   51   52
CONECT    3    4   53   54
CONECT    4    5   55   56
CONECT    5    6   57   58
CONECT    6    7   59   60
CONECT    7    8   61   62
CONECT    8    9   63   64
CONECT    9   10   65   66
CONECT   10   11   67   68
CONECT   11   12   69   70
CONECT   12   13   71   72
CONECT   13   14   73   74
CONECT   14   15   75   76
CONECT   15   16   77   78
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   79   80
CONECT   20   21   30   81
CONECT   21   22   82   83
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   84
CONECT   26   27
CONECT   27   28   85   86
CONECT   28   29   87   88
CONECT   29   89   90
CONECT   30   31
CONECT   31   32   32   33
CONECT   33   34   91   92
CONECT   34   35   93   94
CONECT   35   36   95   96
CONECT   36   37   97   98
CONECT   37   38   99  100
CONECT   38   39  101  102
CONECT   39   40  103  104
CONECT   40   41  105  106
CONECT   41   42  107  108
CONECT   42   43  109  110
CONECT   43   44  111  112
CONECT   44   45  113  114
CONECT   45   46  115  116
CONECT   46   47  117  118
CONECT   47  119  120  121
END

HMDB0008923
     RDKit          3D
PE(16:0/16:0)
121120  0  0  0  0  0  0  0  0999 V2000
   13.6052    5.7251   -0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1525    4.3118    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5725    3.6611   -1.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1337    2.2440   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5625    1.6324   -2.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0929    0.2180   -1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0084    0.1010   -0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6354   -1.3450   -0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5816   -1.6636    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2890   -0.9424    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2374   -1.2778    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8786   -2.7415    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3288   -3.2065   -0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771   -2.4440   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863   -2.6385    0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7825   -1.8515    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6714   -0.6320    0.4235 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7519   -2.3439   -0.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3960   -1.6402   -1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2470   -1.1908    0.0690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6076   -2.4237    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4312   -2.2322    1.9077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7987   -3.6703    2.7062 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0341   -4.8437    2.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4443   -3.9839    2.4739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5474   -3.4621    4.3492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187   -4.4538    4.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6918   -4.0723    6.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892   -3.9600    7.0646 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562   -0.5003   -0.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212    0.8214   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278    1.4655    0.4834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105    1.5566   -0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7592    2.9350   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7503    3.9495   -0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0701    4.3422   -2.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7332    3.5618   -3.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1396    3.1936   -2.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5684    2.2143   -1.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0035    0.8686   -2.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2662   -0.1984   -1.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5881   -0.7342   -0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6326    0.1225   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8272   -0.8353   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9503   -0.0722    0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4490    1.0560   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9726    0.6091   -1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5323    5.9263    0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7928    6.4270    0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8343    5.7919   -1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0412    3.7230    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4106    4.3078    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6942    4.2662   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3426    3.6696   -1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9755    1.6648   -0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3003    2.3624   -0.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4375    1.5580   -2.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8297    2.2644   -2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9748   -0.4214   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7367   -0.1490   -2.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1178    0.6443   -1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3382    0.5108    0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5698   -1.9035   -0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3871   -1.6937   -1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4193   -2.7757    0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9709   -1.4678    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8942   -1.0588   -0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4983    0.1536    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6556   -0.9962    2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3698   -0.6275    0.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1647   -2.9404    1.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7929   -3.3250    1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0462   -3.1299   -1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0400   -4.2693   -0.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062   -2.8866   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2669   -1.3715   -0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2802   -2.3336    1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6830   -3.7036    0.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0536   -0.7550   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979   -2.3296   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -0.5657    0.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0830   -3.1787    0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6517   -2.8825    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6027   -4.8570    2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942   -4.4735    4.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903   -5.4625    4.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -4.8075    7.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -3.0897    6.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -2.9515    7.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7420   -4.4295    6.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6781    1.4117   -1.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751    0.9944   -0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910    2.8878    0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279    3.3858   -0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    4.9458   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7004    3.7951   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1841    4.9055   -2.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7645    5.2765   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1626    2.6191   -3.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6062    4.1622   -4.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4532    2.6938   -3.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8351    4.0936   -2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3159    2.4364   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6985    2.2054   -1.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4058    0.5658   -3.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9162    0.9254   -2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6259   -1.1266   -1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7891    0.0630   -0.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3959   -1.5737   -0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0323   -1.3392   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2902    0.5183    0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9863    0.8862   -1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4371   -1.5757    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1116   -1.3627   -0.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7908   -0.7782    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6457    0.3631    1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3172    1.5058    0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7031    1.8807   -0.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4430   -0.2592   -2.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0670    0.3817   -1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8987    1.4488   -2.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 20 30  1  0
 30 31  1  0
 31 32  2  0
 31 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
  1 48  1  0
  1 49  1  0
  1 50  1  0
  2 51  1  0
  2 52  1  0
  3 53  1  0
  3 54  1  0
  4 55  1  0
  4 56  1  0
  5 57  1  0
  5 58  1  0
  6 59  1  0
  6 60  1  0
  7 61  1  0
  7 62  1  0
  8 63  1  0
  8 64  1  0
  9 65  1  0
  9 66  1  0
 10 67  1  0
 10 68  1  0
 11 69  1  0
 11 70  1  0
 12 71  1  0
 12 72  1  0
 13 73  1  0
 13 74  1  0
 14 75  1  0
 14 76  1  0
 15 77  1  0
 15 78  1  0
 19 79  1  0
 19 80  1  0
 20 81  1  1
 21 82  1  0
 21 83  1  0
 25 84  1  0
 27 85  1  0
 27 86  1  0
 28 87  1  0
 28 88  1  0
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 33 91  1  0
 33 92  1  0
 34 93  1  0
 34 94  1  0
 35 95  1  0
 35 96  1  0
 36 97  1  0
 36 98  1  0
 37 99  1  0
 37100  1  0
 38101  1  0
 38102  1  0
 39103  1  0
 39104  1  0
 40105  1  0
 40106  1  0
 41107  1  0
 41108  1  0
 42109  1  0
 42110  1  0
 43111  1  0
 43112  1  0
 44113  1  0
 44114  1  0
 45115  1  0
 45116  1  0
 46117  1  0
 46118  1  0
 47119  1  0
 47120  1  0
 47121  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2-Dihexadecanoyl-sn-glycero-3-phosphoethanolamine	ChEBI
1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine zwitterion	ChEBI
2-Ammonioethyl (2R)-2,3-bis(palmitoyloxy)propyl phosphate	ChEBI
2-Ammonioethyl (2R)-2,3-bis(palmitoyloxy)propyl phosphoric acid	Generator
1,2-Dipalmitoyl-rac-glycerophosphoethanolamine	HMDB
DHPE	HMDB
DPPE	HMDB
1,2-Dihexadecyl-sn-glycero-3-phosphoethanolamine	HMDB
1,2-Dipalmitoyl-3-phosphatidylethanolamine	HMDB
1,2-Dipalmitoyl-3-phosphatidylethanolamine, (+-)-isomer	HMDB
1,2-Dipalmitoyl-3-phosphatidylethanolamine, ion(1-)	HMDB
Dipalmitoyl cephalin	HMDB
Phosphatidylethanolamine dipalmitoate	HMDB
1,2-Dipalmitoyl-3-phosphatidylethanolamine, (R)-isomer	HMDB
Dipalmitoyl phosphatidylethanolamine	HMDB
PE(32:0)	HMDB
Phophatidylethanolamine(16:0/16:0)	HMDB
1,2-Dipalmitoyl-rac-glycero-3-phosphoethanolamine	HMDB
GPEtn(32:0)	HMDB
Phophatidylethanolamine(32:0)	HMDB
1,2-Dihexadecanoyl-rac-glycero-3-phosphoethanolamine	HMDB
GPEtn(16:0/16:0)	HMDB
1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine	HMDB
PE(16:0/16:0)	Lipid Annotator
1,2-Dipalmitoyl-glycero-3-phosphoethanolamine	HMDB

Chemical Formula

C₃₇H₇₄NO₈P

Average Molecular Weight

691.972

Monoisotopic Molecular Weight

691.515205345

IUPAC Name

(2-aminoethoxy)[(2R)-2,3-bis(hexadecanoyloxy)propoxy]phosphinic acid

Traditional Name

DPPE

CAS Registry Number

923-61-5

SMILES

[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)/t35-/m1/s1

InChI Key

SLKDGVPOSSLUAI-PGUFJCEWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

Phosphatidylethanolamines

Alternative Parents

Substituents

Diacylglycero-3-phosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Primary aliphatic amine
Organic nitrogen compound
Primary amine
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1,2-diacyl-sn-glycero-3-phosphoethanolamine (CHEBI:73127 )
Diacylglycerophosphoethanolamines (LMGP02010037 )

Ontology

Not Available

Physical Properties

State

Solid

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	261.5	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002143

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.4e-05 g/L	ALOGPS
logP	8.08	ALOGPS
logP	10.45	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	134.38 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	191 m³·mol⁻¹	ChemAxon
Polarizability	85.59 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
DarkChem	[M+H]+	270.108	31661259
DarkChem	[M-H]-	260.398	31661259
DeepCCS	[M+H]+	257.864	30932474
DeepCCS	[M-H]-	255.506	30932474
DeepCCS	[M-2H]-	288.392	30932474
DeepCCS	[M+Na]+	263.958	30932474
AllCCS	[M+H]+	277.8	32859911
AllCCS	[M+H-H2O]+	277.6	32859911
AllCCS	[M+NH4]+	278.0	32859911
AllCCS	[M+Na]+	278.0	32859911
AllCCS	[M-H]-	264.8	32859911
AllCCS	[M+Na-2H]-	269.4	32859911
AllCCS	[M+HCOO]-	274.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	10.35 minutes	32390414
Predicted by Siyang on May 30, 2022	27.121 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.04 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	87.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4407.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	307.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	327.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	182.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	898.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1416.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1160.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	515.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2792.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	966.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2488.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1118.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	633.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	497.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	405.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PE(16:0/16:0)	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	4436.6	Standard polar	33892256
PE(16:0/16:0)	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	4353.2	Standard non polar	33892256
PE(16:0/16:0)	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	4904.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PE(16:0/16:0),1TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4784.7	Semi standard non polar	33892256
PE(16:0/16:0),1TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4398.6	Standard non polar	33892256
PE(16:0/16:0),1TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6839.7	Standard polar	33892256
PE(16:0/16:0),1TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4855.5	Semi standard non polar	33892256
PE(16:0/16:0),1TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4571.5	Standard non polar	33892256
PE(16:0/16:0),1TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6623.0	Standard polar	33892256
PE(16:0/16:0),2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4796.9	Semi standard non polar	33892256
PE(16:0/16:0),2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4523.1	Standard non polar	33892256
PE(16:0/16:0),2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5523.4	Standard polar	33892256
PE(16:0/16:0),2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5152.8	Semi standard non polar	33892256
PE(16:0/16:0),2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4561.8	Standard non polar	33892256
PE(16:0/16:0),2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6201.9	Standard polar	33892256
PE(16:0/16:0),1TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5113.2	Semi standard non polar	33892256
PE(16:0/16:0),1TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4474.4	Standard non polar	33892256
PE(16:0/16:0),1TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6769.0	Standard polar	33892256
PE(16:0/16:0),1TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5138.9	Semi standard non polar	33892256
PE(16:0/16:0),1TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4663.7	Standard non polar	33892256
PE(16:0/16:0),1TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6478.5	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

All Tissues
Brain

Pathways

Name	SMPDB/PathBank	KEGG
Phospholipid Biosynthesis
Phosphatidylcholine Biosynthesis PC(16:0/16:0)		Not Available
Phosphatidylethanolamine Biosynthesis PE(16:0/16:0)		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Newborn (0-30 days old)	Not Specified	Premature neonates	23210743	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Metastatic melanoma	28923537	details

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	4.493 +/- 2.736 uM	Adult (>18 years old)	Both	Normal (Most Probable)	Calculated using MetaboAnalyst
Blood	26.067 +/- 10.829 uM	Adult (>18 years old)	Both	Normal (Upper Limit)	Calculated using MetaboAnalyst

Associated Disorders and Diseases

Disease References

Metastatic melanoma
Frankel AE, Coughlin LA, Kim J, Froehlich TW, Xie Y, Frenkel EP, Koh AY: Metagenomic Shotgun Sequencing and Unbiased Metabolomic Profiling Identify Specific Human Gut Microbiota and Metabolites Associated with Immune Checkpoint Therapy Efficacy in Melanoma Patients. Neoplasia. 2017 Oct;19(10):848-855. doi: 10.1016/j.neo.2017.08.004. Epub 2017 Sep 15. [PubMed:28923537 ]

Associated OMIM IDs

None

External Links

DrugBank ID

DB01728

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB026113

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

445468

PDB ID

PEF

ChEBI ID

73005

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

Not Available

Only showing the first 10 proteins. There are 43 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Calcium-dependent phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. This isozyme hydrolyzes more efficiently L-alpha-1-palmitoyl-2-oleoyl phosphatidylcholine than L-alpha-1-palmitoyl-2-arachidonyl phosphatidylcholine, L-alpha-1-palmitoyl-2-arachidonyl phosphatidylethanolamine, or L-alpha-1-stearoyl-2-arachidonyl phosphatidylinositol. May be involved in the production of lung surfactant, the remodeling or regulation of cardiac muscle.
Gene Name:: PLA2G5
Uniprot ID:: P39877
Molecular weight:: 15674.065

Enzyme Details

2. Group IIF secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Hydrolyzes phosphatidylglycerol versus phosphatidylcholine with a 15-fold preference.
Gene Name:: PLA2G2F
Uniprot ID:: Q9BZM2
Molecular weight:: 23256.29

Enzyme Details

3. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

Enzyme Details

4. Phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:: PLA2G1B
Uniprot ID:: P04054
Molecular weight:: 16359.535

Enzyme Details

5. Group XIIB secretory phospholipase A2-like protein

General function:: Involved in phospholipase A2 activity
Specific function:: Not known; does not seem to have catalytic activity.
Gene Name:: PLA2G12B
Uniprot ID:: Q9BX93
Molecular weight:: Not Available

Enzyme Details

6. Group 10 secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a powerful potency for releasing arachidonic acid from cell membrane phospholipids. Prefers phosphatidylethanolamine and phosphatidylcholine liposomes to those of phosphatidylserine.
Gene Name:: PLA2G10
Uniprot ID:: O15496
Molecular weight:: 18153.04

Enzyme Details

7. Group IIE secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
Gene Name:: PLA2G2E
Uniprot ID:: Q9NZK7
Molecular weight:: 15988.525

Enzyme Details

8. 85/88 kDa calcium-independent phospholipase A2

General function:: Involved in metabolic process
Specific function:: Catalyzes the release of fatty acids from phospholipids. It has been implicated in normal phospholipid remodeling, nitric oxide-induced or vasopressin-induced arachidonic acid release and in leukotriene and prostaglandin production. May participate in fas mediated apoptosis and in regulating transmembrane ion flux in glucose-stimulated B-cells. Has a role in cardiolipin (CL) deacylation. Required for both speed and directionality of monocyte MCP1/CCL2-induced chemotaxis through regulation of F-actin polymerization at the pseudopods. Isoform ankyrin-iPLA2-1 and isoform ankyrin-iPLA2-2, which lack the catalytic domain, are probably involved in the negative regulation of iPLA2 activity.
Gene Name:: PLA2G6
Uniprot ID:: O60733
Molecular weight:: 84092.635

Enzyme Details

9. Group IID secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. L-alpha-1-palmitoyl-2-linoleoyl phosphatidylethanolamine is more efficiently hydrolyzed than the other phospholipids examined.
Gene Name:: PLA2G2D
Uniprot ID:: Q9UNK4
Molecular weight:: 16546.1

Enzyme Details

10. Phospholipase D2

General function:: Involved in protein binding
Specific function:: May have a role in signal-induced cytoskeletal regulation and/or endocytosis (By similarity).
Gene Name:: PLD2
Uniprot ID:: O14939
Molecular weight:: 104656.485

Only showing the first 10 proteins. There are 43 proteins in total.

Show all enzymes and transporters

Showing metabocard for PE(16:0/16:0) (HMDB0008923)

MOL for HMDB0008923 (PE(16:0/16:0))

3D MOL for HMDB0008923 (PE(16:0/16:0))

3D SDF for HMDB0008923 (PE(16:0/16:0))

3D-SDF for HMDB0008923 (PE(16:0/16:0))

PDB for HMDB0008923 (PE(16:0/16:0))

3D PDB for HMDB0008923 (PE(16:0/16:0))

SMILES for HMDB0008923 (PE(16:0/16:0))

INCHI for HMDB0008923 (PE(16:0/16:0))

Structure for HMDB0008923 (PE(16:0/16:0))

3D Structure for HMDB0008923 (PE(16:0/16:0))

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes