MiMeDB: Showing metabocard for LysoPE(18:0/0:0) (MMDBc0000637)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:51:39 UTC

Update Date

2024-04-30 19:33:22 UTC

Metabolite ID

MMDBc0000637

Metabolite Identification

Common Name

LysoPE(18:0/0:0)

Description

LysoPE(18:0/0:0) or LPE(18:0/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.

Structure

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


  Mrv0541 02241201202D          

 33 32  0  0  1  0            999 V2000
   21.2599   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5848   -3.3797    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.9097   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9350   -3.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2345   -3.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0580   -4.1593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6101   -2.9899    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2204   -2.3147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9999   -3.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2852   -2.6001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9603   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6355   -2.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3106   -2.9899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1725   -4.1890    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3740   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0884   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8029   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5174   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2318   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9464   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6608   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3753   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0898   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8042   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5187   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2332   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9477   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6622   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3766   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0911   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8056   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5201   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5201   -2.1422    0.0000 O   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
M  END

HMDB0011130
     RDKit          3D
LysoPE(18:0/0:0)
 80 79  0  0  0  0  0  0  0  0999 V2000
   -9.3543    1.2373    1.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2855   -0.1847    2.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2983   -1.2232    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1897   -1.2769    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9993   -0.0564   -0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8627   -0.3018   -1.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539   -0.5964   -1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378    0.4932   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8336    1.7989   -0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8554    1.7552   -2.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667    1.3255   -1.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8922    2.2725   -0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098    1.8595   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670    0.4825    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8728    0.1215    0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242   -1.2333    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1057   -1.7931    1.9630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227   -1.9433    0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -1.6265   -0.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868   -2.4121    1.0829 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3245   -2.5481    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8401   -1.3938   -0.6467 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9152   -0.6662   -1.3814 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7599   -0.4942    0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4573    0.3504   -0.7391 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5017    1.3751    0.1008 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.6974    2.1105    1.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1381    2.4780   -1.0117 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7173    0.4243    0.7908 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4510   -0.1163   -0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5544   -0.9812    0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4135   -0.1875    1.1772 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4094    1.8156    1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7856    1.4501    0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0884    1.7493    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3507   -0.3085    2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1615   -0.4025    2.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2734   -1.1270    0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4156   -2.2185    1.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2265   -1.5756    0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3923   -2.1718   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7160    0.7720   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9046    0.1459   -1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8360    0.5153   -2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1733   -1.2165   -2.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -1.5580   -0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8339   -0.8021   -1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    0.1723    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7920    0.6483    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7915    2.1774   -1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4990    2.5348   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7567    2.7805   -2.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940    1.1112   -2.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4319    0.2914   -1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8377    1.3800   -2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5315    2.2938    0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9186    3.3311   -0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0412    2.6007    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758    1.7477   -1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.4701    1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -0.3069   -0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433    0.9244    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4522    0.2168   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746   -1.1891    2.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209   -1.9050    0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -1.1567    2.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693   -2.7772    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2343   -3.0271    0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0612   -3.3350   -0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5302   -1.8258   -1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2331    0.2514   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2070    0.1984    0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4727   -1.0697    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8175    3.0270   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8799    0.7247   -0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8230   -0.7212   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0812   -1.7677    0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1297   -1.4394   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8521   -0.7872    1.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1292    0.3092    0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 17 67  1  0
 21 68  1  0
 21 69  1  0
 22 70  1  6
 23 71  1  0
 24 72  1  0
 24 73  1  0
 28 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  0
 32 80  1  0
M  END


  Mrv0541 02241201202D          

 33 32  0  0  1  0            999 V2000
   21.2599   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5848   -3.3797    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.9097   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9350   -3.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2345   -3.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0580   -4.1593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6101   -2.9899    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2204   -2.3147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9999   -3.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2852   -2.6001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9603   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6355   -2.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3106   -2.9899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1725   -4.1890    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3740   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0884   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8029   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5174   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2318   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9464   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6608   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3753   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0898   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8042   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5187   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2332   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9477   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6622   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3766   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0911   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8056   -3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5201   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5201   -2.1422    0.0000 O   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
M  END
> <DATABASE_ID>
MMDBc0000637

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)/t22-/m1/s1

> <INCHI_KEY>
BBYWOYAFBUOUFP-JOCHJYFZSA-N

> <FORMULA>
C23H48NO7P

> <MOLECULAR_WEIGHT>
481.6035

> <EXACT_MASS>
481.316839407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
56.248962309439094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-hydroxy-3-(octadecanoyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
4.72

> <JCHEM_LOGP>
4.418998756475665

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.655705215902849

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8690837557474262

> <JCHEM_PKA_STRONGEST_BASIC>
9.999833383834863

> <JCHEM_POLAR_SURFACE_AREA>
128.31

> <JCHEM_REFRACTIVITY>
126.61449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-2-hydroxy-3-(octadecanoyloxy)propoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011130
     RDKit          3D
LysoPE(18:0/0:0)
 80 79  0  0  0  0  0  0  0  0999 V2000
   -9.3543    1.2373    1.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2855   -0.1847    2.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2983   -1.2232    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1897   -1.2769    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9993   -0.0564   -0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8627   -0.3018   -1.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539   -0.5964   -1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378    0.4932   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8336    1.7989   -0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8554    1.7552   -2.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667    1.3255   -1.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8922    2.2725   -0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098    1.8595   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670    0.4825    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8728    0.1215    0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242   -1.2333    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1057   -1.7931    1.9630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227   -1.9433    0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -1.6265   -0.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868   -2.4121    1.0829 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3245   -2.5481    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8401   -1.3938   -0.6467 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9152   -0.6662   -1.3814 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7599   -0.4942    0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4573    0.3504   -0.7391 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5017    1.3751    0.1008 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.6974    2.1105    1.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1381    2.4780   -1.0117 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7173    0.4243    0.7908 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4510   -0.1163   -0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5544   -0.9812    0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4135   -0.1875    1.1772 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4094    1.8156    1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7856    1.4501    0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0884    1.7493    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3507   -0.3085    2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1615   -0.4025    2.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2734   -1.1270    0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4156   -2.2185    1.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2265   -1.5756    0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3923   -2.1718   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7160    0.7720   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9046    0.1459   -1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8360    0.5153   -2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1733   -1.2165   -2.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -1.5580   -0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8339   -0.8021   -1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    0.1723    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7920    0.6483    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7915    2.1774   -1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4990    2.5348   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7567    2.7805   -2.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940    1.1112   -2.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4319    0.2914   -1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8377    1.3800   -2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5315    2.2938    0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9186    3.3311   -0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0412    2.6007    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758    1.7477   -1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.4701    1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -0.3069   -0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433    0.9244    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4522    0.2168   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746   -1.1891    2.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209   -1.9050    0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -1.1567    2.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693   -2.7772    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2343   -3.0271    0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0612   -3.3350   -0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5302   -1.8258   -1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2331    0.2514   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2070    0.1984    0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4727   -1.0697    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8175    3.0270   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8799    0.7247   -0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8230   -0.7212   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0812   -1.7677    0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1297   -1.4394   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8521   -0.7872    1.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1292    0.3092    0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 17 67  1  0
 21 68  1  0
 21 69  1  0
 22 70  1  6
 23 71  1  0
 24 72  1  0
 24 73  1  0
 28 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  0
 32 80  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      39.685  -5.581   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      38.425  -6.309   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.165  -5.581   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      40.945  -6.309   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      35.904  -6.309   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      37.442  -7.764   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      42.206  -5.581   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      41.478  -4.321   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      42.933  -6.841   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      43.466  -4.854   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      44.726  -5.581   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      45.986  -4.854   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      47.246  -5.581   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      39.522  -7.819   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      11.898  -6.309   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.232  -5.539   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.565  -6.309   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.899  -5.539   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.233  -6.309   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.567  -5.539   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.900  -6.309   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.234  -5.539   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.568  -6.309   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      23.901  -5.539   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      25.235  -6.309   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.569  -5.539   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      27.902  -6.309   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      29.236  -5.539   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      30.570  -6.309   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      31.903  -5.539   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      33.237  -6.309   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      34.571  -5.539   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      34.571  -3.999   0.000  0.00  0.00           O+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                                                            
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                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

COMPND    HMDB0011130
HETATM    1  C1  UNL     1      -9.354   1.237   1.689  1.00  0.00           C  
HETATM    2  C2  UNL     1      -9.285  -0.185   2.096  1.00  0.00           C  
HETATM    3  C3  UNL     1      -9.298  -1.223   1.050  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.190  -1.277   0.072  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.999  -0.056  -0.774  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.863  -0.302  -1.765  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.554  -0.596  -1.137  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.038   0.493  -0.238  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.834   1.799  -0.932  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.855   1.755  -2.062  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.467   1.326  -1.635  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.892   2.273  -0.607  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.510   1.859  -0.184  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.567   0.482   0.430  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.873   0.122   0.859  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.824  -1.233   1.467  1.00  0.00           C  
HETATM   17  C17 UNL     1       2.106  -1.793   1.963  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.123  -1.943   0.894  1.00  0.00           C  
HETATM   19  O1  UNL     1       2.822  -1.626  -0.256  1.00  0.00           O  
HETATM   20  O2  UNL     1       4.387  -2.412   1.083  1.00  0.00           O  
HETATM   21  C19 UNL     1       5.324  -2.548   0.110  1.00  0.00           C  
HETATM   22  C20 UNL     1       5.840  -1.394  -0.647  1.00  0.00           C  
HETATM   23  O3  UNL     1       4.915  -0.666  -1.381  1.00  0.00           O  
HETATM   24  C21 UNL     1       6.760  -0.494   0.153  1.00  0.00           C  
HETATM   25  O4  UNL     1       7.457   0.350  -0.739  1.00  0.00           O  
HETATM   26  P1  UNL     1       8.502   1.375   0.101  1.00  0.00           P  
HETATM   27  O5  UNL     1       7.697   2.111   1.139  1.00  0.00           O  
HETATM   28  O6  UNL     1       9.138   2.478  -1.012  1.00  0.00           O  
HETATM   29  O7  UNL     1       9.717   0.424   0.791  1.00  0.00           O  
HETATM   30  C22 UNL     1      10.451  -0.116  -0.277  1.00  0.00           C  
HETATM   31  C23 UNL     1      11.554  -0.981   0.334  1.00  0.00           C  
HETATM   32  N1  UNL     1      12.413  -0.188   1.177  1.00  0.00           N  
HETATM   33  H1  UNL     1      -8.409   1.816   1.854  1.00  0.00           H  
HETATM   34  H2  UNL     1      -9.786   1.450   0.704  1.00  0.00           H  
HETATM   35  H3  UNL     1     -10.088   1.749   2.406  1.00  0.00           H  
HETATM   36  H4  UNL     1      -8.351  -0.309   2.711  1.00  0.00           H  
HETATM   37  H5  UNL     1     -10.161  -0.402   2.780  1.00  0.00           H  
HETATM   38  H6  UNL     1     -10.273  -1.127   0.478  1.00  0.00           H  
HETATM   39  H7  UNL     1      -9.416  -2.219   1.574  1.00  0.00           H  
HETATM   40  H8  UNL     1      -7.226  -1.576   0.576  1.00  0.00           H  
HETATM   41  H9  UNL     1      -8.392  -2.172  -0.601  1.00  0.00           H  
HETATM   42  H10 UNL     1      -7.716   0.772  -0.088  1.00  0.00           H  
HETATM   43  H11 UNL     1      -8.905   0.146  -1.375  1.00  0.00           H  
HETATM   44  H12 UNL     1      -6.836   0.515  -2.513  1.00  0.00           H  
HETATM   45  H13 UNL     1      -7.173  -1.217  -2.335  1.00  0.00           H  
HETATM   46  H14 UNL     1      -5.608  -1.558  -0.598  1.00  0.00           H  
HETATM   47  H15 UNL     1      -4.834  -0.802  -1.984  1.00  0.00           H  
HETATM   48  H16 UNL     1      -4.113   0.172   0.266  1.00  0.00           H  
HETATM   49  H17 UNL     1      -5.792   0.648   0.561  1.00  0.00           H  
HETATM   50  H18 UNL     1      -5.792   2.177  -1.336  1.00  0.00           H  
HETATM   51  H19 UNL     1      -4.499   2.535  -0.172  1.00  0.00           H  
HETATM   52  H20 UNL     1      -3.757   2.780  -2.473  1.00  0.00           H  
HETATM   53  H21 UNL     1      -4.194   1.111  -2.897  1.00  0.00           H  
HETATM   54  H22 UNL     1      -2.432   0.291  -1.297  1.00  0.00           H  
HETATM   55  H23 UNL     1      -1.838   1.380  -2.558  1.00  0.00           H  
HETATM   56  H24 UNL     1      -2.531   2.294   0.319  1.00  0.00           H  
HETATM   57  H25 UNL     1      -1.919   3.331  -0.971  1.00  0.00           H  
HETATM   58  H26 UNL     1      -0.041   2.601   0.482  1.00  0.00           H  
HETATM   59  H27 UNL     1       0.076   1.748  -1.142  1.00  0.00           H  
HETATM   60  H28 UNL     1      -1.170   0.470   1.359  1.00  0.00           H  
HETATM   61  H29 UNL     1      -0.836  -0.307  -0.283  1.00  0.00           H  
HETATM   62  H30 UNL     1       1.143   0.924   1.597  1.00  0.00           H  
HETATM   63  H31 UNL     1       1.452   0.217  -0.076  1.00  0.00           H  
HETATM   64  H32 UNL     1       0.075  -1.189   2.304  1.00  0.00           H  
HETATM   65  H33 UNL     1       0.321  -1.905   0.710  1.00  0.00           H  
HETATM   66  H34 UNL     1       2.503  -1.157   2.768  1.00  0.00           H  
HETATM   67  H35 UNL     1       1.869  -2.777   2.444  1.00  0.00           H  
HETATM   68  H36 UNL     1       6.234  -3.027   0.597  1.00  0.00           H  
HETATM   69  H37 UNL     1       5.061  -3.335  -0.669  1.00  0.00           H  
HETATM   70  H38 UNL     1       6.530  -1.826  -1.441  1.00  0.00           H  
HETATM   71  H39 UNL     1       5.233   0.251  -1.484  1.00  0.00           H  
HETATM   72  H40 UNL     1       6.207   0.198   0.820  1.00  0.00           H  
HETATM   73  H41 UNL     1       7.473  -1.070   0.743  1.00  0.00           H  
HETATM   74  H42 UNL     1       9.817   3.027  -0.567  1.00  0.00           H  
HETATM   75  H43 UNL     1      10.880   0.725  -0.821  1.00  0.00           H  
HETATM   76  H44 UNL     1       9.823  -0.721  -0.934  1.00  0.00           H  
HETATM   77  H45 UNL     1      11.081  -1.768   0.974  1.00  0.00           H  
HETATM   78  H46 UNL     1      12.130  -1.439  -0.501  1.00  0.00           H  
HETATM   79  H47 UNL     1      12.852  -0.787   1.917  1.00  0.00           H  
HETATM   80  H48 UNL     1      13.129   0.309   0.591  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   36   37
CONECT    3    4   38   39
CONECT    4    5   40   41
CONECT    5    6   42   43
CONECT    6    7   44   45
CONECT    7    8   46   47
CONECT    8    9   48   49
CONECT    9   10   50   51
CONECT   10   11   52   53
CONECT   11   12   54   55
CONECT   12   13   56   57
CONECT   13   14   58   59
CONECT   14   15   60   61
CONECT   15   16   62   63
CONECT   16   17   64   65
CONECT   17   18   66   67
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   68   69
CONECT   22   23   24   70
CONECT   23   71
CONECT   24   25   72   73
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   74
CONECT   29   30
CONECT   30   31   75   76
CONECT   31   32   77   78
CONECT   32   79   80
END

HMDB0011130
     RDKit          3D
LysoPE(18:0/0:0)
 80 79  0  0  0  0  0  0  0  0999 V2000
   -9.3543    1.2373    1.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2855   -0.1847    2.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2983   -1.2232    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1897   -1.2769    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9993   -0.0564   -0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8627   -0.3018   -1.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539   -0.5964   -1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378    0.4932   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8336    1.7989   -0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8554    1.7552   -2.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667    1.3255   -1.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8922    2.2725   -0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098    1.8595   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670    0.4825    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8728    0.1215    0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242   -1.2333    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1057   -1.7931    1.9630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227   -1.9433    0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -1.6265   -0.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868   -2.4121    1.0829 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3245   -2.5481    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8401   -1.3938   -0.6467 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9152   -0.6662   -1.3814 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7599   -0.4942    0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4573    0.3504   -0.7391 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5017    1.3751    0.1008 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.6974    2.1105    1.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1381    2.4780   -1.0117 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7173    0.4243    0.7908 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4510   -0.1163   -0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5544   -0.9812    0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4135   -0.1875    1.1772 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4094    1.8156    1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7856    1.4501    0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0884    1.7493    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3507   -0.3085    2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1615   -0.4025    2.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2734   -1.1270    0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4156   -2.2185    1.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2265   -1.5756    0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3923   -2.1718   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7160    0.7720   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9046    0.1459   -1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8360    0.5153   -2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1733   -1.2165   -2.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -1.5580   -0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8339   -0.8021   -1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    0.1723    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7920    0.6483    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7915    2.1774   -1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4990    2.5348   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7567    2.7805   -2.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940    1.1112   -2.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4319    0.2914   -1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8377    1.3800   -2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5315    2.2938    0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9186    3.3311   -0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0412    2.6007    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758    1.7477   -1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.4701    1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -0.3069   -0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433    0.9244    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4522    0.2168   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746   -1.1891    2.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209   -1.9050    0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -1.1567    2.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693   -2.7772    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2343   -3.0271    0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0612   -3.3350   -0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5302   -1.8258   -1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2331    0.2514   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2070    0.1984    0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4727   -1.0697    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8175    3.0270   -0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8799    0.7247   -0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8230   -0.7212   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0812   -1.7677    0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1297   -1.4394   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8521   -0.7872    1.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1292    0.3092    0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 17 67  1  0
 21 68  1  0
 21 69  1  0
 22 70  1  6
 23 71  1  0
 24 72  1  0
 24 73  1  0
 28 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  0
 32 80  1  0
M  END

Synonyms

Value	Source
1-C18:0-Phosphatidylethanolamine zwitterion	ChEBI
1-Octadecanoyl-sn-glycero-3-phosphoethanolamine	ChEBI
1-Octadecanoyl-sn-glycero-3-phosphoethanolamine zwitterion	ChEBI
2-Azaniumylethyl (2R)-2-hydroxy-3-(stearoyloxy)propyl phosphate	ChEBI
2-Azaniumylethyl (2R)-2-hydroxy-3-(stearoyloxy)propyl phosphoric acid	Generator
octadecanoyl-lysophosphatidylethanolamine	Lipid Annotator, HMDB
1-stearoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine	Lipid Annotator, HMDB
LPE(18:0)	Lipid Annotator, HMDB
LPE(18:0/0:0)	Lipid Annotator, HMDB
Lysophosphatidylethanolamine(18:0/0:0)	Lipid Annotator, HMDB
Lysophosphatidylethanolamine(18:0)	Lipid Annotator, HMDB
Lyso-PE(18:0/0:0)	Lipid Annotator, HMDB
Lyso-PE(18:0)	Lipid Annotator, HMDB
LysoPE(18:0/0:0)	Lipid Annotator
1-octadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine	Lipid Annotator, HMDB
LysoPE(18:0)	Lipid Annotator, HMDB
Stearoyl phosphatidylethanolamine	HMDB
1-Octadecanoylglycerophosphoethanolamine	HMDB
1-Octadecanoyl-2-hydroxy-sn-glycerol-3-phosphatidyl ethanolamine	HMDB
1-Stearoyl-3-glycerylphosphorylethanolamine	HMDB
1-Stearoylglycerophosphoethanolamine	HMDB
Stearoyl lysophophatidylethanolamine	HMDB
1-Stearoyl-GPE	HMDB
1-Stearoyl-lysophosphatidylethanolamine	HMDB
1-Stearoyl-sn-glycero-3-phosphoethanolamine	HMDB
GPE(18:0)	HMDB
GPE(18:0/0:0)	HMDB

Molecular Formula

C₂₃H₄₈NO₇P

Average Mass

481.6035

Monoisotopic Mass

481.316839407

IUPAC Name

(2-aminoethoxy)[(2R)-2-hydroxy-3-(octadecanoyloxy)propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-2-hydroxy-3-(octadecanoyloxy)propoxyphosphinic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)/t22-/m1/s1

InChI Key

BBYWOYAFBUOUFP-JOCHJYFZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphoethanolamine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

1-acyl-sn-glycero-3-phosphoethanolamines

Alternative Parents

Substituents

1-monoacyl-sn-glycero-3-phosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Organooxygen compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-acyl-sn-glycero-3-phosphoethanolamine (CHEBI:83047 )
Monoacylglycerophosphoethanolamines (LMGP02050001 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0015 g/L	ALOGPS
logP	4.72	ALOGPS
logP	4.42	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.31 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	126.61 m³·mol⁻¹	ChemAxon
Polarizability	56.25 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udu-3940200000-708255d7f203656bccb8	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fa6-9650030000-578345aff8fc04704aa2	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9121200000-0cc3db284eda8ba9bf93	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9121000000-c3045d676cec69c82c2c	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9120000000-c6389552dc63301a44b5	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00lr-1290500000-5cb171232cddea4bcd41	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00o3-6490100000-990e3741062f22dda9f8	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01t9-9110000000-b787134651d069f7710e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-3003900000-80b41628e9438152c12f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9104200000-dbc3c048c121ba2954d1	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9300000000-7c39510d12d6cdac8016	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0000900000-270fd00e9abe947aaec1	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1390400000-cfd942fee43ce80548cc	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-1390000000-0af873e0b2e5ea7259d2	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces
Placenta

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191838	Ectonucleotide pyrophosphatase/phosphodiesterase family member 2	Unknown	Q13822	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	6	Human stool; Human ; Human feces; Human saliva; Human urine; Human sputum; Human subgingival plaque; Human vaginal fluid; Human supragingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Actinobacteria	1	Human ; Human supragingival plaque; Human subgingival plaque; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0011130

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027909

KNApSAcK ID

Not Available

Chemspider ID

7826018

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9547068

PDB ID

Not Available

ChEBI ID

75036

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. doi: 10.1016/0092-8674(95)90409-3. [PubMed:7834746 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [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. doi: 10.1194/jlr.R600022-JLR200. 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. doi: 10.1194/jlr.R700005-JLR200. 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 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
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.

Showing metabocard for LysoPE(18:0/0:0) (MMDBc0000637)

MOL for #<Metabolite:0x0000556b6af08fe0>

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