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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

Expected but not Quantified

Creation Date

2008-09-12 01:46:45 UTC

Update Date

2022-11-30 19:03:24 UTC

HMDB ID

HMDB0009015

Secondary Accession Numbers

HMDB09015

Metabolite Identification

Common Name

PE(18:0/P-16:0)

Description

PE(18:0/P-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(18:0/P-16:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. 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. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.

Structure

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


  Mrv0541 02231223062D          

 49 48  0  0  1  0            999 V2000
   18.6572   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9821   -5.9431    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.3070   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3323   -5.9431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6318   -5.9431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4553   -6.7227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0074   -5.5534    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.6177   -4.8782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3972   -6.2284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6826   -5.1636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3576   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0328   -5.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7079   -5.5534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5699   -6.7524    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7713   -5.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4857   -5.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2002   -5.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9147   -5.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6292   -5.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3437   -5.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0582   -5.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7726   -5.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4871   -5.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2016   -5.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9160   -5.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6305   -5.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3450   -5.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0595   -5.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7740   -5.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4884   -5.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2029   -5.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9174   -5.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9174   -4.7056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7382   -7.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0212   -7.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3041   -6.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5871   -7.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8700   -6.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1530   -7.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4359   -6.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7303   -7.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0132   -6.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2962   -7.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5791   -6.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8621   -7.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1450   -6.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4279   -7.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7109   -6.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9935   -7.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  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
  2 14  1  1  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  2  0  0  0  0
  5 32  1  0  0  0  0
 35 34  2  0  0  0  0
 36 35  1  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 42  1  0  0  0  0
 44 43  1  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  1  0  0  0  0
 49 48  1  0  0  0  0
  6 34  1  0  0  0  0
M  END

HMDB0009015
     RDKit          3D
PE(18:0/P-16:0)
126125  0  0  0  0  0  0  0  0999 V2000
    0.2930   -3.3718    2.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694   -3.2129    1.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9107   -2.3354    2.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9112   -2.2313    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1077   -1.4002    1.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7521    0.0318    1.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0144    0.7944    2.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7903    2.2124    2.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1348    3.0507    1.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0031    4.4245    2.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4135    5.4726    1.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0792    5.3486    0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8844    5.1588    1.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7483    3.9180    2.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484    3.9072    3.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772    3.0037    2.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2070    2.0731    1.9152 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2993    1.3592    1.3231 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0177    0.5514    2.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1099   -0.1224    1.7283 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177   -0.9596    2.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6489   -1.1172    3.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0506   -1.6750    1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3646   -1.3668    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2472   -1.6931   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9102   -3.1591   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637   -3.4715   -1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4783   -4.9125   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4241   -5.5353   -2.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5135   -5.5745   -3.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734   -4.4239   -4.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4537   -3.4509   -4.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1260   -2.6718   -3.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -1.7351   -3.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2974   -2.4804   -3.8816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7181   -3.4392   -2.7872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9653   -4.1663   -3.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169   -3.2224   -3.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4754   -2.4015   -2.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039    2.4153    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271    3.1093   -0.2482 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994    4.3080   -0.9538 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.6275    3.6852   -1.5393 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8261    5.3682    0.2990 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4617    5.1269   -2.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4152    4.3458   -2.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474    5.1875   -3.5701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1420    6.3927   -2.9192 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6704   -2.4052    3.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1517   -3.9854    3.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1159   -3.9671    2.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2898   -2.7269    1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1300   -4.2060    1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4138   -2.8599    3.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5259   -1.3494    2.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1870   -3.2224    0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3811   -1.7099    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8021   -1.4493    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6528   -1.8878    2.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3431    0.5154    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378    0.0093    2.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4467    0.2894    3.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7532    0.6829    1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377    2.3656    3.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8017    2.6712    2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2192    2.6069    1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8665    3.0872    0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6936    4.4081    3.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1224    4.7486    2.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778    5.8381    0.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661    6.4033    2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9056    6.3301    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360    4.6047   -0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    6.0647    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0105    5.1666    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7735    3.0553    1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5623    3.7781    3.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318    4.6397    3.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4174    2.9620    3.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480    0.7048    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3967    1.1871    3.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3234   -0.2441    2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9196   -2.7950    1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9990   -1.4628    2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6837   -0.2909    0.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2825   -1.9551    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331   -1.1057   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6320   -1.5485   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8005   -3.7507   -0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330   -3.3656    0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9924   -3.0766   -2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9242   -2.8206   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259   -5.5417   -1.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2426   -5.0766   -0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4251   -5.2704   -1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4640   -6.6638   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252   -6.3450   -3.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820   -6.1813   -3.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5577   -4.8896   -5.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5788   -3.9180   -4.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5715   -4.0219   -4.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -2.6829   -5.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -1.9586   -3.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02231223062D          

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M  END
> <DATABASE_ID>
HMDB0009015

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)O\C=C/CCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C39H78NO7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-39(41)45-36-38(37-47-48(42,43)46-35-33-40)44-34-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h31,34,38H,3-30,32-33,35-37,40H2,1-2H3,(H,42,43)/b34-31-/t38-/m1/s1

> <INCHI_KEY>
YUQKKCLQLSQTEV-WBXWDXDJSA-N

> <FORMULA>
C39H78NO7P

> <MOLECULAR_WEIGHT>
704.0129

> <EXACT_MASS>
703.551590367

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
89.24419217496157

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-[(1Z)-hexadec-1-en-1-yloxy]-3-(octadecanoyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
9.09

> <JCHEM_LOGP>
11.732827328558812

> <ALOGPS_LOGS>
-7.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688218867348887

> <JCHEM_PKA_STRONGEST_BASIC>
9.99992933636245

> <JCHEM_POLAR_SURFACE_AREA>
117.31

> <JCHEM_REFRACTIVITY>
200.5444

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.67e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-2-[(1Z)-hexadec-1-en-1-yloxy]-3-(octadecanoyloxy)propoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0009015
     RDKit          3D
PE(18:0/P-16:0)
126125  0  0  0  0  0  0  0  0999 V2000
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   -1.5259   -1.3494    2.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1870   -3.2224    0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3811   -1.7099    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8021   -1.4493    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6528   -1.8878    2.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3431    0.5154    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378    0.0093    2.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4467    0.2894    3.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2377    2.3656    3.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8017    2.6712    2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2192    2.6069    1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8665    3.0872    0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6936    4.4081    3.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1224    4.7486    2.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778    5.8381    0.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661    6.4033    2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9056    6.3301    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360    4.6047   -0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    6.0647    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0105    5.1666    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7735    3.0553    1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5623    3.7781    3.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318    4.6397    3.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4174    2.9620    3.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480    0.7048    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3967    1.1871    3.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3234   -0.2441    2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9196   -2.7950    1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9990   -1.4628    2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6837   -0.2909    0.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2825   -1.9551    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331   -1.1057   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6320   -1.5485   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8005   -3.7507   -0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330   -3.3656    0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9924   -3.0766   -2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9242   -2.8206   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259   -5.5417   -1.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2426   -5.0766   -0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4251   -5.2704   -1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4640   -6.6638   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252   -6.3450   -3.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820   -6.1813   -3.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5577   -4.8896   -5.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5788   -3.9180   -4.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5715   -4.0219   -4.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -2.6829   -5.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -1.9586   -3.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9677   -3.1711   -2.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453   -1.2204   -2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -0.9898   -4.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0914   -1.7174   -4.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285   -3.0445   -4.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8989   -4.1968   -2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -2.9271   -1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2357   -4.9115   -2.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -4.7083   -4.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0000   -3.8587   -3.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9182   -2.6204   -4.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8425    3.5001   -3.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2264    4.5873   -3.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2971    5.4418   -4.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1875    7.1814   -3.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7279    6.6251   -2.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      34.827 -10.366   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      33.567 -11.094   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.306 -10.366   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      36.087 -11.094   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      31.046 -11.094   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      32.583 -12.549   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      37.347 -10.366   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      36.620  -9.106   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      38.075 -11.626   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      38.608  -9.639   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      39.868 -10.366   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      41.128  -9.639   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      42.388 -10.366   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      34.664 -12.604   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       7.040 -11.094   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.373 -10.324   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.707 -11.094   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.041 -10.324   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.375 -11.094   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.708 -10.324   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.042 -11.094   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.376 -10.324   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.709 -11.094   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.043 -10.324   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.377 -11.094   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.710 -10.324   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.044 -11.094   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      24.378 -10.324   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      25.711 -11.094   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      27.045 -10.324   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.379 -11.094   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      29.712 -10.324   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      29.712  -8.784   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      31.245 -13.311   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      29.906 -13.311   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      28.568 -12.549   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      27.229 -13.311   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      25.891 -12.549   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      24.552 -13.311   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      23.214 -12.549   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      21.897 -13.311   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      20.558 -12.549   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      19.220 -13.311   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      17.881 -12.549   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      16.543 -13.311   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      15.204 -12.549   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      13.865 -13.311   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      12.527 -12.549   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      11.188 -13.311   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   14                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   32                                                       
CONECT    6    2   34                                                       
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   16                                                            
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33    5                                                  
CONECT   33   32                                                            
CONECT   34   35    6                                                       
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   49                                                       
CONECT   49   48                                                            
MASTER        0    0    0    0    0    0    0    0   49    0   96    0
END

COMPND    HMDB0009015
HETATM    1  C1  UNL     1       0.293  -3.372   2.997  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.769  -3.213   1.919  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.911  -2.335   2.419  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.911  -2.231   1.302  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.108  -1.400   1.637  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.752   0.032   1.985  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.014   0.794   2.320  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.790   2.212   2.688  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.135   3.051   1.583  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.003   4.425   2.182  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.414   5.473   1.347  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.079   5.349   0.757  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.884   5.159   1.589  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.748   3.918   2.385  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.548   3.907   3.162  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.477   3.004   2.916  1.00  0.00           C  
HETATM   17  O1  UNL     1       1.207   2.073   1.915  1.00  0.00           O  
HETATM   18  C17 UNL     1       2.299   1.359   1.323  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.018   0.551   2.355  1.00  0.00           C  
HETATM   20  O2  UNL     1       4.110  -0.122   1.728  1.00  0.00           O  
HETATM   21  C19 UNL     1       4.918  -0.960   2.433  1.00  0.00           C  
HETATM   22  O3  UNL     1       4.649  -1.117   3.672  1.00  0.00           O  
HETATM   23  C20 UNL     1       6.051  -1.675   1.877  1.00  0.00           C  
HETATM   24  C21 UNL     1       6.365  -1.367   0.452  1.00  0.00           C  
HETATM   25  C22 UNL     1       5.247  -1.693  -0.467  1.00  0.00           C  
HETATM   26  C23 UNL     1       4.910  -3.159  -0.384  1.00  0.00           C  
HETATM   27  C24 UNL     1       3.764  -3.471  -1.375  1.00  0.00           C  
HETATM   28  C25 UNL     1       3.478  -4.913  -1.236  1.00  0.00           C  
HETATM   29  C26 UNL     1       2.424  -5.535  -2.058  1.00  0.00           C  
HETATM   30  C27 UNL     1       2.514  -5.574  -3.507  1.00  0.00           C  
HETATM   31  C28 UNL     1       2.573  -4.424  -4.397  1.00  0.00           C  
HETATM   32  C29 UNL     1       1.454  -3.451  -4.447  1.00  0.00           C  
HETATM   33  C30 UNL     1       1.126  -2.672  -3.244  1.00  0.00           C  
HETATM   34  C31 UNL     1      -0.046  -1.735  -3.495  1.00  0.00           C  
HETATM   35  C32 UNL     1      -1.297  -2.480  -3.882  1.00  0.00           C  
HETATM   36  C33 UNL     1      -1.718  -3.439  -2.787  1.00  0.00           C  
HETATM   37  C34 UNL     1      -2.965  -4.166  -3.191  1.00  0.00           C  
HETATM   38  C35 UNL     1      -4.117  -3.222  -3.448  1.00  0.00           C  
HETATM   39  C36 UNL     1      -4.475  -2.402  -2.236  1.00  0.00           C  
HETATM   40  C37 UNL     1       3.204   2.415   0.712  1.00  0.00           C  
HETATM   41  O4  UNL     1       2.427   3.109  -0.248  1.00  0.00           O  
HETATM   42  P1  UNL     1       3.399   4.308  -0.954  1.00  0.00           P  
HETATM   43  O5  UNL     1       4.628   3.685  -1.539  1.00  0.00           O  
HETATM   44  O6  UNL     1       3.826   5.368   0.299  1.00  0.00           O  
HETATM   45  O7  UNL     1       2.462   5.127  -2.092  1.00  0.00           O  
HETATM   46  C38 UNL     1       1.415   4.346  -2.556  1.00  0.00           C  
HETATM   47  C39 UNL     1       0.647   5.187  -3.570  1.00  0.00           C  
HETATM   48  N1  UNL     1       0.142   6.393  -2.919  1.00  0.00           N  
HETATM   49  H1  UNL     1       0.670  -2.405   3.366  1.00  0.00           H  
HETATM   50  H2  UNL     1      -0.152  -3.985   3.832  1.00  0.00           H  
HETATM   51  H3  UNL     1       1.116  -3.967   2.561  1.00  0.00           H  
HETATM   52  H4  UNL     1      -0.290  -2.727   1.064  1.00  0.00           H  
HETATM   53  H5  UNL     1      -1.130  -4.206   1.642  1.00  0.00           H  
HETATM   54  H6  UNL     1      -2.414  -2.860   3.270  1.00  0.00           H  
HETATM   55  H7  UNL     1      -1.526  -1.349   2.736  1.00  0.00           H  
HETATM   56  H8  UNL     1      -3.187  -3.222   0.919  1.00  0.00           H  
HETATM   57  H9  UNL     1      -2.381  -1.710   0.454  1.00  0.00           H  
HETATM   58  H10 UNL     1      -4.802  -1.449   0.770  1.00  0.00           H  
HETATM   59  H11 UNL     1      -4.653  -1.888   2.482  1.00  0.00           H  
HETATM   60  H12 UNL     1      -3.343   0.515   1.071  1.00  0.00           H  
HETATM   61  H13 UNL     1      -3.038   0.009   2.810  1.00  0.00           H  
HETATM   62  H14 UNL     1      -5.447   0.289   3.219  1.00  0.00           H  
HETATM   63  H15 UNL     1      -5.753   0.683   1.522  1.00  0.00           H  
HETATM   64  H16 UNL     1      -4.238   2.366   3.622  1.00  0.00           H  
HETATM   65  H17 UNL     1      -5.802   2.671   2.859  1.00  0.00           H  
HETATM   66  H18 UNL     1      -3.219   2.607   1.207  1.00  0.00           H  
HETATM   67  H19 UNL     1      -4.867   3.087   0.749  1.00  0.00           H  
HETATM   68  H20 UNL     1      -3.694   4.408   3.224  1.00  0.00           H  
HETATM   69  H21 UNL     1      -5.122   4.749   2.287  1.00  0.00           H  
HETATM   70  H22 UNL     1      -4.178   5.838   0.576  1.00  0.00           H  
HETATM   71  H23 UNL     1      -3.366   6.403   2.022  1.00  0.00           H  
HETATM   72  H24 UNL     1      -1.906   6.330   0.185  1.00  0.00           H  
HETATM   73  H25 UNL     1      -2.036   4.605  -0.096  1.00  0.00           H  
HETATM   74  H26 UNL     1      -0.714   6.065   2.244  1.00  0.00           H  
HETATM   75  H27 UNL     1       0.011   5.167   0.880  1.00  0.00           H  
HETATM   76  H28 UNL     1      -0.773   3.055   1.688  1.00  0.00           H  
HETATM   77  H29 UNL     1      -1.562   3.778   3.098  1.00  0.00           H  
HETATM   78  H30 UNL     1       0.732   4.640   3.927  1.00  0.00           H  
HETATM   79  H31 UNL     1       2.417   2.962   3.452  1.00  0.00           H  
HETATM   80  H32 UNL     1       1.948   0.705   0.525  1.00  0.00           H  
HETATM   81  H33 UNL     1       3.397   1.187   3.176  1.00  0.00           H  
HETATM   82  H34 UNL     1       2.323  -0.244   2.689  1.00  0.00           H  
HETATM   83  H35 UNL     1       5.920  -2.795   1.948  1.00  0.00           H  
HETATM   84  H36 UNL     1       6.999  -1.463   2.480  1.00  0.00           H  
HETATM   85  H37 UNL     1       6.684  -0.291   0.321  1.00  0.00           H  
HETATM   86  H38 UNL     1       7.282  -1.955   0.197  1.00  0.00           H  
HETATM   87  H39 UNL     1       4.333  -1.106  -0.311  1.00  0.00           H  
HETATM   88  H40 UNL     1       5.632  -1.548  -1.524  1.00  0.00           H  
HETATM   89  H41 UNL     1       5.801  -3.751  -0.577  1.00  0.00           H  
HETATM   90  H42 UNL     1       4.533  -3.366   0.637  1.00  0.00           H  
HETATM   91  H43 UNL     1       3.992  -3.077  -2.359  1.00  0.00           H  
HETATM   92  H44 UNL     1       2.924  -2.821  -0.982  1.00  0.00           H  
HETATM   93  H45 UNL     1       4.426  -5.542  -1.340  1.00  0.00           H  
HETATM   94  H46 UNL     1       3.243  -5.077  -0.129  1.00  0.00           H  
HETATM   95  H47 UNL     1       1.425  -5.270  -1.624  1.00  0.00           H  
HETATM   96  H48 UNL     1       2.464  -6.664  -1.734  1.00  0.00           H  
HETATM   97  H49 UNL     1       3.325  -6.345  -3.766  1.00  0.00           H  
HETATM   98  H50 UNL     1       1.582  -6.181  -3.857  1.00  0.00           H  
HETATM   99  H51 UNL     1       2.558  -4.890  -5.473  1.00  0.00           H  
HETATM  100  H52 UNL     1       3.579  -3.918  -4.448  1.00  0.00           H  
HETATM  101  H53 UNL     1       0.572  -4.022  -4.860  1.00  0.00           H  
HETATM  102  H54 UNL     1       1.623  -2.683  -5.281  1.00  0.00           H  
HETATM  103  H55 UNL     1       1.992  -1.959  -3.065  1.00  0.00           H  
HETATM  104  H56 UNL     1       0.968  -3.171  -2.305  1.00  0.00           H  
HETATM  105  H57 UNL     1      -0.245  -1.220  -2.534  1.00  0.00           H  
HETATM  106  H58 UNL     1       0.238  -0.990  -4.234  1.00  0.00           H  
HETATM  107  H59 UNL     1      -2.091  -1.717  -4.014  1.00  0.00           H  
HETATM  108  H60 UNL     1      -1.228  -3.044  -4.809  1.00  0.00           H  
HETATM  109  H61 UNL     1      -0.899  -4.197  -2.710  1.00  0.00           H  
HETATM  110  H62 UNL     1      -1.801  -2.927  -1.812  1.00  0.00           H  
HETATM  111  H63 UNL     1      -3.236  -4.911  -2.406  1.00  0.00           H  
HETATM  112  H64 UNL     1      -2.763  -4.708  -4.130  1.00  0.00           H  
HETATM  113  H65 UNL     1      -5.000  -3.859  -3.679  1.00  0.00           H  
HETATM  114  H66 UNL     1      -3.918  -2.620  -4.339  1.00  0.00           H  
HETATM  115  H67 UNL     1      -3.705  -1.643  -2.002  1.00  0.00           H  
HETATM  116  H68 UNL     1      -5.398  -1.829  -2.483  1.00  0.00           H  
HETATM  117  H69 UNL     1      -4.612  -3.084  -1.374  1.00  0.00           H  
HETATM  118  H70 UNL     1       4.099   1.987   0.238  1.00  0.00           H  
HETATM  119  H71 UNL     1       3.482   3.144   1.498  1.00  0.00           H  
HETATM  120  H72 UNL     1       4.762   5.195   0.541  1.00  0.00           H  
HETATM  121  H73 UNL     1       0.769   4.000  -1.745  1.00  0.00           H  
HETATM  122  H74 UNL     1       1.843   3.500  -3.099  1.00  0.00           H  
HETATM  123  H75 UNL     1      -0.226   4.587  -3.874  1.00  0.00           H  
HETATM  124  H76 UNL     1       1.297   5.442  -4.428  1.00  0.00           H  
HETATM  125  H77 UNL     1       0.187   7.181  -3.586  1.00  0.00           H  
HETATM  126  H78 UNL     1       0.728   6.625  -2.096  1.00  0.00           H  
CONECT    1    2   49   50   51
CONECT    2    3   52   53
CONECT    3    4   54   55
CONECT    4    5   56   57
CONECT    5    6   58   59
CONECT    6    7   60   61
CONECT    7    8   62   63
CONECT    8    9   64   65
CONECT    9   10   66   67
CONECT   10   11   68   69
CONECT   11   12   70   71
CONECT   12   13   72   73
CONECT   13   14   74   75
CONECT   14   15   76   77
CONECT   15   16   16   78
CONECT   16   17   79
CONECT   17   18
CONECT   18   19   40   80
CONECT   19   20   81   82
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   83   84
CONECT   24   25   85   86
CONECT   25   26   87   88
CONECT   26   27   89   90
CONECT   27   28   91   92
CONECT   28   29   93   94
CONECT   29   30   95   96
CONECT   30   31   97   98
CONECT   31   32   99  100
CONECT   32   33  101  102
CONECT   33   34  103  104
CONECT   34   35  105  106
CONECT   35   36  107  108
CONECT   36   37  109  110
CONECT   37   38  111  112
CONECT   38   39  113  114
CONECT   39  115  116  117
CONECT   40   41  118  119
CONECT   41   42
CONECT   42   43   43   44   45
CONECT   44  120
CONECT   45   46
CONECT   46   47  121  122
CONECT   47   48  123  124
CONECT   48  125  126
END

HMDB0009015
     RDKit          3D
PE(18:0/P-16:0)
126125  0  0  0  0  0  0  0  0999 V2000
    0.2930   -3.3718    2.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694   -3.2129    1.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9107   -2.3354    2.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9112   -2.2313    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1077   -1.4002    1.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7521    0.0318    1.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0144    0.7944    2.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7903    2.2124    2.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1348    3.0507    1.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0031    4.4245    2.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4135    5.4726    1.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0792    5.3486    0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8844    5.1588    1.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7483    3.9180    2.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484    3.9072    3.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772    3.0037    2.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2070    2.0731    1.9152 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2993    1.3592    1.3231 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0177    0.5514    2.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1099   -0.1224    1.7283 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177   -0.9596    2.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6489   -1.1172    3.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0506   -1.6750    1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3646   -1.3668    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2472   -1.6931   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9102   -3.1591   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637   -3.4715   -1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4783   -4.9125   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4241   -5.5353   -2.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5135   -5.5745   -3.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734   -4.4239   -4.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4537   -3.4509   -4.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1260   -2.6718   -3.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -1.7351   -3.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2974   -2.4804   -3.8816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7181   -3.4392   -2.7872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9653   -4.1663   -3.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169   -3.2224   -3.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4754   -2.4015   -2.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039    2.4153    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271    3.1093   -0.2482 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994    4.3080   -0.9538 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.6275    3.6852   -1.5393 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8261    5.3682    0.2990 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4617    5.1269   -2.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4152    4.3458   -2.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474    5.1875   -3.5701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1420    6.3927   -2.9192 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6704   -2.4052    3.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1517   -3.9854    3.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1159   -3.9671    2.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2898   -2.7269    1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1300   -4.2060    1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4138   -2.8599    3.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5259   -1.3494    2.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1870   -3.2224    0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3811   -1.7099    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8021   -1.4493    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6528   -1.8878    2.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3431    0.5154    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378    0.0093    2.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4467    0.2894    3.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7532    0.6829    1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377    2.3656    3.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8017    2.6712    2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2192    2.6069    1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8665    3.0872    0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6936    4.4081    3.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1224    4.7486    2.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778    5.8381    0.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661    6.4033    2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9056    6.3301    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360    4.6047   -0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    6.0647    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0105    5.1666    0.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7735    3.0553    1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5623    3.7781    3.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7318    4.6397    3.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4174    2.9620    3.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480    0.7048    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3967    1.1871    3.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3234   -0.2441    2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9196   -2.7950    1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9990   -1.4628    2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6837   -0.2909    0.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2825   -1.9551    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331   -1.1057   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6320   -1.5485   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8005   -3.7507   -0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330   -3.3656    0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9924   -3.0766   -2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9242   -2.8206   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259   -5.5417   -1.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2426   -5.0766   -0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4251   -5.2704   -1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4640   -6.6638   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252   -6.3450   -3.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820   -6.1813   -3.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5577   -4.8896   -5.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5788   -3.9180   -4.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5715   -4.0219   -4.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -2.6829   -5.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -1.9586   -3.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9677   -3.1711   -2.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453   -1.2204   -2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -0.9898   -4.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0914   -1.7174   -4.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285   -3.0445   -4.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8989   -4.1968   -2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -2.9271   -1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2357   -4.9115   -2.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -4.7083   -4.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0000   -3.8587   -3.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9182   -2.6204   -4.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048   -1.6430   -2.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3978   -1.8291   -2.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6120   -3.0841   -1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0995    1.9871    0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4821    3.1441    1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7615    5.1948    0.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7692    3.9998   -1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8425    3.5001   -3.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2264    4.5873   -3.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2971    5.4418   -4.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1875    7.1814   -3.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7279    6.6251   -2.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 48126  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Glycerophosphoethanolamine	HMDB
1-Octadecanoyl-2-(1Z-hexadecenyl)-sn-glycero-3-phosphoethanolamine	HMDB
Glycerophosphoethanolamine(18:0/p-16:0)	HMDB
PE(18:0)	HMDB
GPEtn(18:0)	HMDB
Phophatidylethanolamine(18:0)	HMDB
GPEtn(18:0/P-16:0)	HMDB
Phophatidylethanolamine(18:0/p-16:0)	HMDB
(2-Aminoethoxy)[(2R)-2-[(1Z)-hexadec-1-en-1-yloxy]-3-(octadecanoyloxy)propoxy]phosphinate	HMDB

Chemical Formula

C₃₉H₇₈NO₇P

Average Molecular Weight

704.0129

Monoisotopic Molecular Weight

703.551590367

IUPAC Name

(2-aminoethoxy)[(2R)-2-[(1Z)-hexadec-1-en-1-yloxy]-3-(octadecanoyloxy)propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-2-[(1Z)-hexadec-1-en-1-yloxy]-3-(octadecanoyloxy)propoxyphosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)O\C=C/CCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C39H78NO7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-39(41)45-36-38(37-47-48(42,43)46-35-33-40)44-34-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h31,34,38H,3-30,32-33,35-37,40H2,1-2H3,(H,42,43)/b34-31-/t38-/m1/s1

InChI Key

YUQKKCLQLSQTEV-WBXWDXDJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycerophosphoethanolamines. These are glycerolipids characterized by an ethanolamine ester of glycerophosphoric acid. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

Glycerophosphoethanolamines

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Diabetes mellitus type 2 (PMID: 30402908)
Non-alcoholic fatty liver disease (PMID: 26811286)
Parkinson's disease (PMID: 26811286)

Nervous system disorder

Central nervous system disorder

Alzheimer's Disease (PMID: 26811286)

Disposition

Biological location

Cellular substructure

Organelle

endoplasmic reticulum (HMDB: HMDB0009015)

golgi apparatus membrane (HMDB: HMDB0009015)
cell membrane (HMDB: HMDB0009015)
Membrane (HMDB: HMDB0009015)
Extracellular (HMDB: HMDB0009015)

Cell

All cells and tissues (HMDB: HMDB0009015)

Tissue

All Tissues (HMDB: HMDB0009015)

Organ

Brain (HMDB: HMDB0009015)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Biological process

Biochemical process

Lipid transport (PMID: 26811286)

Biochemical pathway

Metabolic pathway

Phosphatidylethanolamine Biosynthesis (HMDB: HMDB0009015)

Cellular process

Autophagy (PMID: 26811286)

Role

Biological role

Nutrient

Nutrient (PMID: 26811286)

Industrial application

Pharmaceutical industry

Biomarker

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

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.7e-05 g/L	ALOGPS
logP	9.09	ALOGPS
logP	11.73	ChemAxon
logS	-7	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	117.31 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	200.54 m³·mol⁻¹	ChemAxon
Polarizability	89.24 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]+	271.825	31661259
DarkChem	[M-H]-	265.18	31661259
DeepCCS	[M+H]+	270.746	30932474
DeepCCS	[M-H]-	267.984	30932474
DeepCCS	[M-2H]-	301.742	30932474
DeepCCS	[M+Na]+	278.244	30932474
AllCCS	[M+H]+	281.5	32859911
AllCCS	[M+H-H2O]+	281.2	32859911
AllCCS	[M+NH4]+	281.7	32859911
AllCCS	[M+Na]+	281.7	32859911
AllCCS	[M-H]-	270.3	32859911
AllCCS	[M+Na-2H]-	275.1	32859911
AllCCS	[M+HCOO]-	280.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PE(18:0/P-16:0)	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)O\C=C/CCCCCCCCCCCCCC	4950.8	Standard polar	33892256
PE(18:0/P-16:0)	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)O\C=C/CCCCCCCCCCCCCC	4401.1	Standard non polar	33892256
PE(18:0/P-16:0)	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)O\C=C/CCCCCCCCCCCCCC	5064.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PE(18:0/P-16:0),1TMS,isomer #1	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C	4927.2	Semi standard non polar	33892256
PE(18:0/P-16:0),1TMS,isomer #1	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C	4462.9	Standard non polar	33892256
PE(18:0/P-16:0),1TMS,isomer #1	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C	6542.3	Standard polar	33892256
PE(18:0/P-16:0),1TMS,isomer #2	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C	5022.5	Semi standard non polar	33892256
PE(18:0/P-16:0),1TMS,isomer #2	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C	4636.3	Standard non polar	33892256
PE(18:0/P-16:0),1TMS,isomer #2	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C	6376.4	Standard polar	33892256
PE(18:0/P-16:0),2TMS,isomer #1	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	4926.9	Semi standard non polar	33892256
PE(18:0/P-16:0),2TMS,isomer #1	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	4572.0	Standard non polar	33892256
PE(18:0/P-16:0),2TMS,isomer #1	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	5357.5	Standard polar	33892256
PE(18:0/P-16:0),2TMS,isomer #2	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	5267.4	Semi standard non polar	33892256
PE(18:0/P-16:0),2TMS,isomer #2	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	4608.3	Standard non polar	33892256
PE(18:0/P-16:0),2TMS,isomer #2	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	6019.9	Standard polar	33892256
PE(18:0/P-16:0),1TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	5188.1	Semi standard non polar	33892256
PE(18:0/P-16:0),1TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	4532.9	Standard non polar	33892256
PE(18:0/P-16:0),1TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	6488.6	Standard polar	33892256
PE(18:0/P-16:0),1TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	5262.8	Semi standard non polar	33892256
PE(18:0/P-16:0),1TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	4716.3	Standard non polar	33892256
PE(18:0/P-16:0),1TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	6252.8	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 10V, Positive-QTOF	splash10-0006-9030110100-991567c2507f7b79c797	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 20V, Positive-QTOF	splash10-0006-9030011000-3167ff5ded9d72f65027	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 40V, Positive-QTOF	splash10-0006-9070021000-7ee67377ed1d9560efd1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 10V, Negative-QTOF	splash10-0fsi-1190201200-104bdf9dea8a0d2a474f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 20V, Negative-QTOF	splash10-00o3-5390100000-1edf8f622f90c03fc625	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 40V, Negative-QTOF	splash10-01t9-9110000000-bbbc6893c59dc75a30ba	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 10V, Negative-QTOF	splash10-0udi-2400001900-e0d3d0e3626ff64237ea	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 20V, Negative-QTOF	splash10-0fbc-9830410300-345742799eb93243194f	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 40V, Negative-QTOF	splash10-004i-9200000000-85e8d0add00b5daa4d04	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 10V, Positive-QTOF	splash10-0udi-4100031900-9de88e501c12035fd67c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 20V, Positive-QTOF	splash10-03dl-8200093000-8dba3e97db1df2513dcd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(18:0/P-16:0) 40V, Positive-QTOF	splash10-0006-5952100000-c63a43743c53a9e081d4	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

All Tissues
Brain

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	21.393 +/- 16.136 uM	Adult (>18 years old)	Both	Normal (Upper Limit)	Concentration data updated from parsing Nick's...
Blood	2.910 +/- 0.295 uM	Adult (>18 years old)	Both	Normal (Most Probable)	Concentration data updated from parsing Nick's...

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

53479614

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

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(18:0/P-16:0) (HMDB0009015)

MOL for HMDB0009015 (PE(18:0/P-16:0))

3D MOL for HMDB0009015 (PE(18:0/P-16:0))

3D SDF for HMDB0009015 (PE(18:0/P-16:0))

3D-SDF for HMDB0009015 (PE(18:0/P-16:0))

PDB for HMDB0009015 (PE(18:0/P-16:0))

3D PDB for HMDB0009015 (PE(18:0/P-16:0))

SMILES for HMDB0009015 (PE(18:0/P-16:0))

INCHI for HMDB0009015 (PE(18:0/P-16:0))

Structure for HMDB0009015 (PE(18:0/P-16:0))

3D Structure for HMDB0009015 (PE(18:0/P-16:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra

Enzymes