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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-12-10 02:07:45 UTC

Update Date

2022-11-30 19:03:55 UTC

HMDB ID

HMDB0011335

Secondary Accession Numbers

HMDB11335

Metabolite Identification

Common Name

PE(P-16:0/14:0)

Description

PE(P-16:0/14:0) 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(P-16:0/14:0), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of myristic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the myristic acid moiety is derived from nutmeg and butter. 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 02241201302D          

 45 44  0  0  1  0            999 V2000
   20.5135  -11.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8384  -11.4038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.1632  -11.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1886  -11.4038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4881  -11.4038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3116  -12.1834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8637  -11.0141    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.4740  -10.3389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2535  -11.6892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5388  -10.6243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2139  -11.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8891  -10.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5642  -11.0141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4261  -12.2131    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3089  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0233  -12.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7378  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4523  -12.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1668  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8813  -12.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5957  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3102  -12.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0247  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7392  -12.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4536  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1681  -12.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8826  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5971  -12.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5971  -13.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7710  -10.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0540  -10.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3369  -11.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6199  -10.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9029  -11.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1858  -10.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4687  -11.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7631  -10.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0460  -11.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3290  -10.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6119  -11.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8949  -10.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1778  -11.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4607  -10.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437  -11.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0263  -10.9959    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
 15 16  1  0  0  0  0
 16 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  6  1  0  0  0  0
 28 29  2  0  0  0  0
 31 30  2  0  0  0  0
 32 31  1  0  0  0  0
 33 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  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
  5 30  1  0  0  0  0
M  END

HMDB0011335
     RDKit          3D
PE(P-16:0/14:0)
114113  0  0  0  0  0  0  0  0999 V2000
  -11.3671    3.1247    3.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8894    3.3575    3.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0852    2.0750    3.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2621    1.3598    2.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8322    2.1916    1.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9977    1.5437   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3809    0.2663   -0.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9229    0.0552   -0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1792    0.1791    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225   -0.1071    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8556    0.7373   -0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0190    0.9888   -1.7184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0663   -0.1737   -2.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8201   -1.0688   -2.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6561   -0.2327   -2.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889   -0.2316   -2.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4295   -0.9568   -1.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1569   -2.3234   -0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0931   -2.7586   -1.6245 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2853   -4.2731   -1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479   -4.9469   -1.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -6.6061   -1.8610 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1972   -7.2302   -3.1238 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0341   -7.0065   -1.8406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3110   -7.3212   -0.5055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0711   -6.6800    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356   -7.3529    1.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1268   -6.6718    3.0991 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800   -2.1604   -1.1910 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0644   -1.3879   -2.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -1.1627   -3.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3436   -0.8007   -1.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4748   -1.2956   -0.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5933   -0.8929    0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9465   -1.2763    0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5417   -0.7718   -0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6178    0.7520   -0.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4542    1.2964    0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5468    2.8156    0.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2338    3.4799    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1997    4.9577    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7726    5.7699    1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2003    5.6151    1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5353    6.7147    2.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6331    2.4081    2.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8169    2.8943    4.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8297    4.1017    3.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7105    3.7885    4.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5542    4.0789    2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0123    2.3474    3.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3157    1.3884    4.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2934    0.9849    2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5900    0.4648    2.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5477    3.1031    1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8644    2.6613    1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7206    2.3502   -1.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1413    1.5055   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7137    0.0107   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8140   -0.5928    0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6710   -0.9600   -1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5020    0.7588   -1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6229   -0.6021    1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3273    1.1486    1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6716   -1.2067    0.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3168   -0.1621    1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9198    1.7956    0.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    0.5031   -0.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9902    1.4994   -2.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7112    1.7718   -2.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0001    0.2680   -3.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9766   -0.7665   -2.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7185   -1.4639   -1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9847   -1.8676   -3.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005    0.3926   -3.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2322    0.4237   -2.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0035   -2.5243    0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0296   -2.9147   -1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9785   -2.4779   -2.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0970   -4.5561   -2.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -4.5855   -0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814   -6.4058   -1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101   -5.6254    0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -6.6346    0.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1760   -8.4003    1.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6363   -7.2594    1.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073   -5.6819    2.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967   -7.1574    3.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1069   -1.1966   -2.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2936    0.3129   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4060   -2.4475   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4665   -1.0767    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3906   -1.3368    1.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951    0.2312    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9237   -2.4247    0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6616   -1.1862    1.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6662   -1.0526   -0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1505   -1.1735   -1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0851    0.9922   -1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6007    1.1860   -0.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4958    0.9056    0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0732    1.0642    1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3169    3.1866    0.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9486    3.0452   -0.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5662    3.1160   -0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    3.1162    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6476    5.3190   -0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0934    5.2915    0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1682    5.6894    2.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6530    6.8761    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

  Mrv0541 02241201302D          

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M  END
> <DATABASE_ID>
HMDB0011335

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](CO\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C35H70NO7P/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-30-40-32-34(33-42-44(38,39)41-31-29-36)43-35(37)28-26-24-22-20-18-14-12-10-8-6-4-2/h27,30,34H,3-26,28-29,31-33,36H2,1-2H3,(H,38,39)/b30-27-/t34-/m1/s1

> <INCHI_KEY>
RMKKROAVVNFRJY-CLCWMZMISA-N

> <FORMULA>
C35H70NO7P

> <MOLECULAR_WEIGHT>
647.9066

> <EXACT_MASS>
647.488990111

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
79.828864849616

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
8.32

> <JCHEM_LOGP>
9.954552670116573

> <ALOGPS_LOGS>
-6.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688005890409598

> <JCHEM_PKA_STRONGEST_BASIC>
9.999929336362282

> <JCHEM_POLAR_SURFACE_AREA>
117.31

> <JCHEM_REFRACTIVITY>
182.1404

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.45e-04 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011335
     RDKit          3D
PE(P-16:0/14:0)
114113  0  0  0  0  0  0  0  0999 V2000
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    1.5241   -4.5855   -0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814   -6.4058   -1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101   -5.6254    0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -6.6346    0.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1760   -8.4003    1.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6363   -7.2594    1.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073   -5.6819    2.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967   -7.1574    3.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1069   -1.1966   -2.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2936    0.3129   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4060   -2.4475   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4665   -1.0767    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3906   -1.3368    1.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951    0.2312    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9237   -2.4247    0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6616   -1.1862    1.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6662   -1.0526   -0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1505   -1.1735   -1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0851    0.9922   -1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6007    1.1860   -0.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4958    0.9056    0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0732    1.0642    1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3169    3.1866    0.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9486    3.0452   -0.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5662    3.1160   -0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    3.1162    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6476    5.3190   -0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0934    5.2915    0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1682    5.6894    2.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6530    6.8761    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8910    5.7232    0.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3695    4.6681    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6253    6.5895    2.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3835    7.6940    2.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9455    6.4930    3.4853 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
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  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  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
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 20 21  1  0
 21 22  1  0
 22 23  2  0
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 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 19 29  1  0
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 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
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  1 45  1  0
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 41106  1  0
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 44113  1  0
 44114  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      38.292 -20.560   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      37.032 -21.287   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      35.771 -20.560   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      39.552 -21.287   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      34.511 -21.287   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      36.048 -22.742   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      40.812 -20.560   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      40.085 -19.299   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      41.540 -21.820   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      42.072 -19.832   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      43.333 -20.560   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      44.593 -19.832   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      45.853 -20.560   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      38.129 -22.798   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      17.377 -22.742   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.710 -23.512   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.044 -22.742   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.378 -23.512   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.711 -22.742   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.045 -23.512   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.379 -22.742   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.712 -23.512   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.046 -22.742   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.380 -23.512   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      30.713 -22.742   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      32.047 -23.512   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      33.381 -22.742   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      34.715 -23.512   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      34.715 -25.052   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      33.173 -20.526   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      31.834 -20.526   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      30.496 -21.287   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      29.157 -20.526   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      27.819 -21.287   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      26.480 -20.526   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      25.142 -21.287   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      23.824 -20.526   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      22.486 -21.287   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      21.147 -20.526   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      19.809 -21.287   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      18.470 -20.526   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.132 -21.287   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.793 -20.526   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.455 -21.287   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      13.116 -20.526   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   30                                                       
CONECT    6    2   28                                                       
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    6   29                                                  
CONECT   29   28                                                            
CONECT   30   31    5                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
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                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   88    0
END

COMPND    HMDB0011335
HETATM    1  C1  UNL     1     -11.367   3.125   3.435  1.00  0.00           C  
HETATM    2  C2  UNL     1      -9.889   3.358   3.579  1.00  0.00           C  
HETATM    3  C3  UNL     1      -9.085   2.075   3.489  1.00  0.00           C  
HETATM    4  C4  UNL     1      -9.262   1.360   2.180  1.00  0.00           C  
HETATM    5  C5  UNL     1      -8.832   2.192   1.005  1.00  0.00           C  
HETATM    6  C6  UNL     1      -8.998   1.544  -0.305  1.00  0.00           C  
HETATM    7  C7  UNL     1      -8.381   0.266  -0.616  1.00  0.00           C  
HETATM    8  C8  UNL     1      -6.923   0.055  -0.604  1.00  0.00           C  
HETATM    9  C9  UNL     1      -6.179   0.179   0.675  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.723  -0.107   0.510  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.856   0.737  -0.285  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.019   0.989  -1.718  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.066  -0.174  -2.639  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.820  -1.069  -2.582  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.656  -0.233  -2.955  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.589  -0.232  -2.205  1.00  0.00           C  
HETATM   17  O1  UNL     1      -0.429  -0.957  -1.061  1.00  0.00           O  
HETATM   18  C17 UNL     1      -0.157  -2.323  -0.936  1.00  0.00           C  
HETATM   19  C18 UNL     1       1.093  -2.759  -1.625  1.00  0.00           C  
HETATM   20  C19 UNL     1       1.285  -4.273  -1.542  1.00  0.00           C  
HETATM   21  O2  UNL     1       0.148  -4.947  -1.944  1.00  0.00           O  
HETATM   22  P1  UNL     1       0.391  -6.606  -1.861  1.00  0.00           P  
HETATM   23  O3  UNL     1      -0.197  -7.230  -3.124  1.00  0.00           O  
HETATM   24  O4  UNL     1       2.034  -7.006  -1.841  1.00  0.00           O  
HETATM   25  O5  UNL     1      -0.311  -7.321  -0.505  1.00  0.00           O  
HETATM   26  C20 UNL     1       0.071  -6.680   0.660  1.00  0.00           C  
HETATM   27  C21 UNL     1      -0.536  -7.353   1.881  1.00  0.00           C  
HETATM   28  N1  UNL     1      -0.127  -6.672   3.099  1.00  0.00           N  
HETATM   29  O6  UNL     1       2.280  -2.160  -1.191  1.00  0.00           O  
HETATM   30  C22 UNL     1       3.064  -1.388  -2.005  1.00  0.00           C  
HETATM   31  O7  UNL     1       2.757  -1.163  -3.173  1.00  0.00           O  
HETATM   32  C23 UNL     1       4.344  -0.801  -1.449  1.00  0.00           C  
HETATM   33  C24 UNL     1       4.475  -1.296  -0.055  1.00  0.00           C  
HETATM   34  C25 UNL     1       5.593  -0.893   0.788  1.00  0.00           C  
HETATM   35  C26 UNL     1       6.946  -1.276   0.390  1.00  0.00           C  
HETATM   36  C27 UNL     1       7.542  -0.772  -0.853  1.00  0.00           C  
HETATM   37  C28 UNL     1       7.618   0.752  -0.933  1.00  0.00           C  
HETATM   38  C29 UNL     1       8.454   1.296   0.169  1.00  0.00           C  
HETATM   39  C30 UNL     1       8.547   2.816   0.062  1.00  0.00           C  
HETATM   40  C31 UNL     1       7.234   3.480   0.173  1.00  0.00           C  
HETATM   41  C32 UNL     1       7.200   4.958   0.110  1.00  0.00           C  
HETATM   42  C33 UNL     1       7.773   5.770   1.169  1.00  0.00           C  
HETATM   43  C34 UNL     1       9.200   5.615   1.526  1.00  0.00           C  
HETATM   44  C35 UNL     1       9.535   6.715   2.589  1.00  0.00           C  
HETATM   45  H1  UNL     1     -11.633   2.408   2.642  1.00  0.00           H  
HETATM   46  H2  UNL     1     -11.817   2.894   4.428  1.00  0.00           H  
HETATM   47  H3  UNL     1     -11.830   4.102   3.135  1.00  0.00           H  
HETATM   48  H4  UNL     1      -9.711   3.788   4.597  1.00  0.00           H  
HETATM   49  H5  UNL     1      -9.554   4.079   2.817  1.00  0.00           H  
HETATM   50  H6  UNL     1      -8.012   2.347   3.585  1.00  0.00           H  
HETATM   51  H7  UNL     1      -9.316   1.388   4.327  1.00  0.00           H  
HETATM   52  H8  UNL     1     -10.293   0.985   2.088  1.00  0.00           H  
HETATM   53  H9  UNL     1      -8.590   0.465   2.233  1.00  0.00           H  
HETATM   54  H10 UNL     1      -9.548   3.103   1.037  1.00  0.00           H  
HETATM   55  H11 UNL     1      -7.864   2.661   1.156  1.00  0.00           H  
HETATM   56  H12 UNL     1      -8.721   2.350  -1.080  1.00  0.00           H  
HETATM   57  H13 UNL     1     -10.141   1.506  -0.479  1.00  0.00           H  
HETATM   58  H14 UNL     1      -8.714   0.011  -1.696  1.00  0.00           H  
HETATM   59  H15 UNL     1      -8.814  -0.593   0.009  1.00  0.00           H  
HETATM   60  H16 UNL     1      -6.671  -0.960  -1.072  1.00  0.00           H  
HETATM   61  H17 UNL     1      -6.502   0.759  -1.383  1.00  0.00           H  
HETATM   62  H18 UNL     1      -6.623  -0.602   1.378  1.00  0.00           H  
HETATM   63  H19 UNL     1      -6.327   1.149   1.220  1.00  0.00           H  
HETATM   64  H20 UNL     1      -4.672  -1.207   0.216  1.00  0.00           H  
HETATM   65  H21 UNL     1      -4.317  -0.162   1.584  1.00  0.00           H  
HETATM   66  H22 UNL     1      -3.920   1.796   0.202  1.00  0.00           H  
HETATM   67  H23 UNL     1      -2.763   0.503  -0.039  1.00  0.00           H  
HETATM   68  H24 UNL     1      -2.990   1.499  -2.019  1.00  0.00           H  
HETATM   69  H25 UNL     1      -4.711   1.772  -2.043  1.00  0.00           H  
HETATM   70  H26 UNL     1      -4.000   0.268  -3.689  1.00  0.00           H  
HETATM   71  H27 UNL     1      -4.977  -0.766  -2.658  1.00  0.00           H  
HETATM   72  H28 UNL     1      -2.719  -1.464  -1.543  1.00  0.00           H  
HETATM   73  H29 UNL     1      -2.985  -1.868  -3.321  1.00  0.00           H  
HETATM   74  H30 UNL     1      -1.701   0.393  -3.877  1.00  0.00           H  
HETATM   75  H31 UNL     1       0.232   0.424  -2.557  1.00  0.00           H  
HETATM   76  H32 UNL     1       0.004  -2.524   0.175  1.00  0.00           H  
HETATM   77  H33 UNL     1      -1.030  -2.915  -1.203  1.00  0.00           H  
HETATM   78  H34 UNL     1       0.978  -2.478  -2.716  1.00  0.00           H  
HETATM   79  H35 UNL     1       2.097  -4.556  -2.216  1.00  0.00           H  
HETATM   80  H36 UNL     1       1.524  -4.586  -0.508  1.00  0.00           H  
HETATM   81  H37 UNL     1       2.581  -6.406  -1.305  1.00  0.00           H  
HETATM   82  H38 UNL     1      -0.310  -5.625   0.614  1.00  0.00           H  
HETATM   83  H39 UNL     1       1.168  -6.635   0.688  1.00  0.00           H  
HETATM   84  H40 UNL     1      -0.176  -8.400   1.934  1.00  0.00           H  
HETATM   85  H41 UNL     1      -1.636  -7.259   1.793  1.00  0.00           H  
HETATM   86  H42 UNL     1       0.107  -5.682   2.850  1.00  0.00           H  
HETATM   87  H43 UNL     1       0.597  -7.157   3.642  1.00  0.00           H  
HETATM   88  H44 UNL     1       5.107  -1.197  -2.148  1.00  0.00           H  
HETATM   89  H45 UNL     1       4.294   0.313  -1.507  1.00  0.00           H  
HETATM   90  H46 UNL     1       4.406  -2.448  -0.134  1.00  0.00           H  
HETATM   91  H47 UNL     1       3.466  -1.077   0.446  1.00  0.00           H  
HETATM   92  H48 UNL     1       5.391  -1.337   1.824  1.00  0.00           H  
HETATM   93  H49 UNL     1       5.495   0.231   0.961  1.00  0.00           H  
HETATM   94  H50 UNL     1       6.924  -2.425   0.273  1.00  0.00           H  
HETATM   95  H51 UNL     1       7.662  -1.186   1.274  1.00  0.00           H  
HETATM   96  H52 UNL     1       8.666  -1.053  -0.808  1.00  0.00           H  
HETATM   97  H53 UNL     1       7.150  -1.174  -1.761  1.00  0.00           H  
HETATM   98  H54 UNL     1       8.085   0.992  -1.904  1.00  0.00           H  
HETATM   99  H55 UNL     1       6.601   1.186  -0.928  1.00  0.00           H  
HETATM  100  H56 UNL     1       9.496   0.906   0.090  1.00  0.00           H  
HETATM  101  H57 UNL     1       8.073   1.064   1.181  1.00  0.00           H  
HETATM  102  H58 UNL     1       9.317   3.187   0.711  1.00  0.00           H  
HETATM  103  H59 UNL     1       8.949   3.045  -0.994  1.00  0.00           H  
HETATM  104  H60 UNL     1       6.566   3.116  -0.679  1.00  0.00           H  
HETATM  105  H61 UNL     1       6.690   3.116   1.106  1.00  0.00           H  
HETATM  106  H62 UNL     1       7.648   5.319  -0.884  1.00  0.00           H  
HETATM  107  H63 UNL     1       6.093   5.291   0.006  1.00  0.00           H  
HETATM  108  H64 UNL     1       7.168   5.689   2.144  1.00  0.00           H  
HETATM  109  H65 UNL     1       7.653   6.876   0.878  1.00  0.00           H  
HETATM  110  H66 UNL     1       9.891   5.723   0.695  1.00  0.00           H  
HETATM  111  H67 UNL     1       9.370   4.668   2.144  1.00  0.00           H  
HETATM  112  H68 UNL     1      10.625   6.589   2.773  1.00  0.00           H  
HETATM  113  H69 UNL     1       9.384   7.694   2.132  1.00  0.00           H  
HETATM  114  H70 UNL     1       8.946   6.493   3.485  1.00  0.00           H  
CONECT    1    2   45   46   47
CONECT    2    3   48   49
CONECT    3    4   50   51
CONECT    4    5   52   53
CONECT    5    6   54   55
CONECT    6    7   56   57
CONECT    7    8   58   59
CONECT    8    9   60   61
CONECT    9   10   62   63
CONECT   10   11   64   65
CONECT   11   12   66   67
CONECT   12   13   68   69
CONECT   13   14   70   71
CONECT   14   15   72   73
CONECT   15   16   16   74
CONECT   16   17   75
CONECT   17   18
CONECT   18   19   76   77
CONECT   19   20   29   78
CONECT   20   21   79   80
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   24   81
CONECT   25   26
CONECT   26   27   82   83
CONECT   27   28   84   85
CONECT   28   86   87
CONECT   29   30
CONECT   30   31   31   32
CONECT   32   33   88   89
CONECT   33   34   90   91
CONECT   34   35   92   93
CONECT   35   36   94   95
CONECT   36   37   96   97
CONECT   37   38   98   99
CONECT   38   39  100  101
CONECT   39   40  102  103
CONECT   40   41  104  105
CONECT   41   42  106  107
CONECT   42   43  108  109
CONECT   43   44  110  111
CONECT   44  112  113  114
END

HMDB0011335
     RDKit          3D
PE(P-16:0/14:0)
114113  0  0  0  0  0  0  0  0999 V2000
  -11.3671    3.1247    3.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8894    3.3575    3.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0852    2.0750    3.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2621    1.3598    2.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8322    2.1916    1.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9977    1.5437   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3809    0.2663   -0.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9229    0.0552   -0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1792    0.1791    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225   -0.1071    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8556    0.7373   -0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0190    0.9888   -1.7184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0663   -0.1737   -2.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8201   -1.0688   -2.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6561   -0.2327   -2.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889   -0.2316   -2.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4295   -0.9568   -1.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1569   -2.3234   -0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0931   -2.7586   -1.6245 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2853   -4.2731   -1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479   -4.9469   -1.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -6.6061   -1.8610 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1972   -7.2302   -3.1238 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0341   -7.0065   -1.8406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3110   -7.3212   -0.5055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0711   -6.6800    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356   -7.3529    1.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1268   -6.6718    3.0991 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800   -2.1604   -1.1910 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0644   -1.3879   -2.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -1.1627   -3.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3436   -0.8007   -1.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4748   -1.2956   -0.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5933   -0.8929    0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9465   -1.2763    0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5417   -0.7718   -0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6178    0.7520   -0.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4542    1.2964    0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5468    2.8156    0.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2338    3.4799    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1997    4.9577    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7726    5.7699    1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2003    5.6151    1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5353    6.7147    2.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6331    2.4081    2.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8169    2.8943    4.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8297    4.1017    3.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7105    3.7885    4.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5542    4.0789    2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0123    2.3474    3.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3157    1.3884    4.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2934    0.9849    2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5900    0.4648    2.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5477    3.1031    1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8644    2.6613    1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7206    2.3502   -1.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1413    1.5055   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7137    0.0107   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8140   -0.5928    0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6710   -0.9600   -1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5020    0.7588   -1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6229   -0.6021    1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3273    1.1486    1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6716   -1.2067    0.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3168   -0.1621    1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9198    1.7956    0.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    0.5031   -0.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9902    1.4994   -2.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7112    1.7718   -2.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0001    0.2680   -3.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9766   -0.7665   -2.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7185   -1.4639   -1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9847   -1.8676   -3.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005    0.3926   -3.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2322    0.4237   -2.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0035   -2.5243    0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0296   -2.9147   -1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9785   -2.4779   -2.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0970   -4.5561   -2.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -4.5855   -0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814   -6.4058   -1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101   -5.6254    0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -6.6346    0.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1760   -8.4003    1.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6363   -7.2594    1.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073   -5.6819    2.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967   -7.1574    3.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1069   -1.1966   -2.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2936    0.3129   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4060   -2.4475   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4665   -1.0767    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3906   -1.3368    1.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951    0.2312    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9237   -2.4247    0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6616   -1.1862    1.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6662   -1.0526   -0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1505   -1.1735   -1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0851    0.9922   -1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6007    1.1860   -0.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4958    0.9056    0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0732    1.0642    1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3169    3.1866    0.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9486    3.0452   -0.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5662    3.1160   -0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    3.1162    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6476    5.3190   -0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0934    5.2915    0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1682    5.6894    2.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6530    6.8761    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8910    5.7232    0.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3695    4.6681    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6253    6.5895    2.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3835    7.6940    2.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9455    6.4930    3.4853 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  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 19 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 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
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  3 50  1  0
  3 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
  7 58  1  0
  7 59  1  0
  8 60  1  0
  8 61  1  0
  9 62  1  0
  9 63  1  0
 10 64  1  0
 10 65  1  0
 11 66  1  0
 11 67  1  0
 12 68  1  0
 12 69  1  0
 13 70  1  0
 13 71  1  0
 14 72  1  0
 14 73  1  0
 15 74  1  0
 16 75  1  0
 18 76  1  0
 18 77  1  0
 19 78  1  6
 20 79  1  0
 20 80  1  0
 24 81  1  0
 26 82  1  0
 26 83  1  0
 27 84  1  0
 27 85  1  0
 28 86  1  0
 28 87  1  0
 32 88  1  0
 32 89  1  0
 33 90  1  0
 33 91  1  0
 34 92  1  0
 34 93  1  0
 35 94  1  0
 35 95  1  0
 36 96  1  0
 36 97  1  0
 37 98  1  0
 37 99  1  0
 38100  1  0
 38101  1  0
 39102  1  0
 39103  1  0
 40104  1  0
 40105  1  0
 41106  1  0
 41107  1  0
 42108  1  0
 42109  1  0
 43110  1  0
 43111  1  0
 44112  1  0
 44113  1  0
 44114  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(1-Enyl-palmitoyl)-2-myristoyl-sn-glycero-3-phosphoethanolamine	HMDB
1-(1Z-Hexadecenyl)-2-myristoyl-gpe	HMDB
1-(1Z-Hexadecenyl)-2-myristoyl-sn-glycero-3-phosphoethanolamine	HMDB
1-(1Z-Hexadecenyl)-2-myristoyl-sn-glycero-phosphatidylethanolamine	HMDB
GPE(16:1/14:0)	HMDB
GPE(30:1)	HMDB
GPE(O-16:1(1Z)/14:0)	HMDB
GPE(p-16:0/14:0)	HMDB
GPEtn(16:1/14:0)	HMDB
GPEtn(30:1)	HMDB
GPEtn(O-16:1(1Z)/14:0)	HMDB
GPEtn(p-16:0/14:0)	HMDB
PE(16:1/14:0)	HMDB
PE(30:1)	HMDB
PE(O-16:1(1Z)/14:0)	HMDB
Phosphatidylethanolamine(16:1/14:0)	HMDB
Phosphatidylethanolamine(30:1)	HMDB
Phosphatidylethanolamine(O-16:1(1Z)/14:0)	HMDB
Phosphatidylethanolamine(p-16:0/14:0)	HMDB

Chemical Formula

C₃₅H₇₀NO₇P

Average Molecular Weight

647.9066

Monoisotopic Molecular Weight

647.488990111

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H][C@@](CO\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC

InChI Identifier

InChI=1S/C35H70NO7P/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-30-40-32-34(33-42-44(38,39)41-31-29-36)43-35(37)28-26-24-22-20-18-14-12-10-8-6-4-2/h27,30,34H,3-26,28-29,31-33,36H2,1-2H3,(H,38,39)/b30-27-/t34-/m1/s1

InChI Key

RMKKROAVVNFRJY-CLCWMZMISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-(1z-alkenyl),2-acylglycerophosphoethanolamines. These are glycerophosphoethanolamines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one 1Z-alkenyl chain attached through an ether linkage at the O1-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

1-(1Z-alkenyl),2-acylglycerophosphoethanolamines

Alternative Parents

Substituents

1-(1z-alkenyl),2-acylglycerophosphoethanolamine
Glycerol vinyl ether
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Fatty acyl
Alkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary amine
Primary aliphatic amine
Organic oxygen compound
Amine
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-(1Z-alkenyl),2-acylglycerophosphoethanolamines (LMGP02030009 )

Ontology

Physiological effect

Health effect

Endocrine system disorder

Diabetes mellitus type 2 (PMID: 30402908)

Digestive system disorder

Hepatobiliary disorder

Hepatic disorder

Non-alcoholic fatty liver disease (PMID: 26811286)

Nervous system disorder

Central nervous system disorder

Alzheimer's Disease (PMID: 26811286)
Parkinson's disease (PMID: 26811286)

Disposition

Biological location

Cell

All cells and tissues (HMDB: HMDB0011335)

Tissue

All Tissues (HMDB: HMDB0011335)

Organ

Brain (HMDB: HMDB0011335)

Cellular substructure

Membrane (HMDB: HMDB0011335)
Extracellular (HMDB: HMDB0011335)
Golgi apparatus membrane (HMDB: HMDB0011335)
Cell membrane (HMDB: HMDB0011335)

Organelle

Endoplasmic reticulum (HMDB: HMDB0011335)

Source

Exogenous

Exogenous (HMDB: HMDB0011335)

Food

Animal origin

Poultry

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)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

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)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0011335)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylethanolamine Biosynthesis (HMDB: HMDB0011335)

Biochemical process

Lipid transport (PMID: 26811286)

Cellular process

Autophagy (PMID: 26811286)

Role

Biological role

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	0.00014 g/L	ALOGPS
logP	8.32	ALOGPS
logP	9.95	ChemAxon
logS	-6.6	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	36	ChemAxon
Refractivity	182.14 m³·mol⁻¹	ChemAxon
Polarizability	79.83 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]+	261.65	31661259
DarkChem	[M-H]-	248.259	31661259
DeepCCS	[M+H]+	258.295	30932474
DeepCCS	[M-H]-	255.937	30932474
DeepCCS	[M-2H]-	288.824	30932474
DeepCCS	[M+Na]+	265.247	30932474
AllCCS	[M+H]+	268.2	32859911
AllCCS	[M+H-H2O]+	267.8	32859911
AllCCS	[M+NH4]+	268.6	32859911
AllCCS	[M+Na]+	268.7	32859911
AllCCS	[M-H]-	256.7	32859911
AllCCS	[M+Na-2H]-	261.2	32859911
AllCCS	[M+HCOO]-	266.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PE(P-16:0/14:0)	[H][C@@](CO\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	4443.8	Standard polar	33892256
PE(P-16:0/14:0)	[H][C@@](CO\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	4234.0	Standard non polar	33892256
PE(P-16:0/14:0)	[H][C@@](CO\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	4630.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PE(P-16:0/14:0),1TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4521.8	Semi standard non polar	33892256
PE(P-16:0/14:0),1TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4080.6	Standard non polar	33892256
PE(P-16:0/14:0),1TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	6121.9	Standard polar	33892256
PE(P-16:0/14:0),1TMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4586.3	Semi standard non polar	33892256
PE(P-16:0/14:0),1TMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4245.2	Standard non polar	33892256
PE(P-16:0/14:0),1TMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	6003.0	Standard polar	33892256
PE(P-16:0/14:0),2TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4519.5	Semi standard non polar	33892256
PE(P-16:0/14:0),2TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4197.0	Standard non polar	33892256
PE(P-16:0/14:0),2TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4989.1	Standard polar	33892256
PE(P-16:0/14:0),2TMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4806.6	Semi standard non polar	33892256
PE(P-16:0/14:0),2TMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4232.8	Standard non polar	33892256
PE(P-16:0/14:0),2TMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	5654.4	Standard polar	33892256
PE(P-16:0/14:0),3TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4795.1	Semi standard non polar	33892256
PE(P-16:0/14:0),3TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4193.9	Standard non polar	33892256
PE(P-16:0/14:0),3TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCC	4804.2	Standard polar	33892256
PE(P-16:0/14:0),1TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	4763.0	Semi standard non polar	33892256
PE(P-16:0/14:0),1TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	4157.4	Standard non polar	33892256
PE(P-16:0/14:0),1TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	6078.7	Standard polar	33892256
PE(P-16:0/14:0),1TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	4815.3	Semi standard non polar	33892256
PE(P-16:0/14:0),1TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	4330.7	Standard non polar	33892256
PE(P-16:0/14:0),1TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	5889.5	Standard polar	33892256
PE(P-16:0/14:0),2TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	5017.4	Semi standard non polar	33892256
PE(P-16:0/14:0),2TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	4380.8	Standard non polar	33892256
PE(P-16:0/14:0),2TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	5031.1	Standard polar	33892256
PE(P-16:0/14:0),2TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	5327.4	Semi standard non polar	33892256
PE(P-16:0/14:0),2TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	4412.2	Standard non polar	33892256
PE(P-16:0/14:0),2TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCC	5530.8	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(P-16:0/14:0) 10V, Negative-QTOF	splash10-0002-2300009000-4797ffd903979f3c9e23	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-16:0/14:0) 20V, Negative-QTOF	splash10-002b-6681908000-8b9bf4babe7fb927192a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-16:0/14:0) 40V, Negative-QTOF	splash10-004l-9821000000-367c5ebb04f0419163f2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-16:0/14:0) 10V, Positive-QTOF	splash10-0002-2000039000-d180e22633074c974525	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-16:0/14:0) 20V, Positive-QTOF	splash10-0a4l-9000484000-07bfd752c226feb2036c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-16:0/14:0) 40V, Positive-QTOF	splash10-0006-3942000000-d89da3a1ac46d915bed8	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	5.925 +/- 6.919 uM	Adult (>18 years old)	Both	Normal (Upper Limit)	Concentration data updated from parsing Nick's...
Blood	0.179 +/- 0.132 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

24769222

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52925042

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. [PubMed:7834746 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

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(P-16:0/14:0) (HMDB0011335)

MOL for HMDB0011335 (PE(P-16:0/14:0))

3D MOL for HMDB0011335 (PE(P-16:0/14:0))

3D SDF for HMDB0011335 (PE(P-16:0/14:0))

3D-SDF for HMDB0011335 (PE(P-16:0/14:0))

PDB for HMDB0011335 (PE(P-16:0/14:0))

3D PDB for HMDB0011335 (PE(P-16:0/14:0))

SMILES for HMDB0011335 (PE(P-16:0/14:0))

INCHI for HMDB0011335 (PE(P-16:0/14:0))

Structure for HMDB0011335 (PE(P-16:0/14:0))

3D Structure for HMDB0011335 (PE(P-16:0/14:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra

Enzymes