MiMeDB: Showing metabocard for LysoPE(0:0/16:0) (MMDBc0000641)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:51:44 UTC

Update Date

2024-04-30 19:33:23 UTC

Metabolite ID

MMDBc0000641

Metabolite Identification

Common Name

LysoPE(0:0/16:0)

Description

LysoPE(0:0/16:0) is a lysophosphatidylethanolamine or 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 02241201402D          

 31 30  0  0  1  0            999 V2000
   22.8706   -6.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1956   -7.0824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.5204   -6.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5458   -7.0824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8453   -7.0824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6687   -7.8620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2209   -6.6927    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.8311   -6.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6107   -7.3678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8960   -6.3029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5711   -6.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2462   -6.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9214   -6.6927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7833   -7.8917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2372   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9517   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6662   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3806   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0951   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8096   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5240   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2385   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9530   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6674   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3819   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0964   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8109   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5253   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2398   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9543   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9543   -9.0995    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
 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 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30  6  1  0  0  0  0
 30 31  2  0  0  0  0
M  END

HMDB0011473
     RDKit          3D
LysoPE(0:0/16:0)
 74 73  0  0  0  0  0  0  0  0999 V2000
    9.6207    2.6504   -0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2625    2.5978   -1.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6447    1.2082   -1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2910    1.1992   -1.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6327   -0.1467   -1.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4361   -0.5497   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7646   -1.9165   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5632   -2.3341    1.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7138   -1.3519    2.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -1.2847    1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409   -0.3416    1.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1551   -0.0803    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910   -1.1580    1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -2.1555    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5799   -3.1703   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -2.6022   -0.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9345   -3.2932   -0.5787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0316   -1.2947   -1.0011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947   -0.8101   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1700   -0.3776   -2.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7866   -1.5022   -3.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7829    0.3486   -0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0409    0.7145   -1.1133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6923    2.0150   -0.2571 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5220    2.9504    0.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8009    2.8974   -1.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3565    1.5493    1.2017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7343    1.7498    1.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2754    1.2997    2.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7111    1.4960    2.4782 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9250    3.7135   -0.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3545    2.1375   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5608    2.1644    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6063    3.3262   -0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3435    2.8884   -2.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5757    0.9546   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3410    0.5017   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6440    1.9764   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    1.4223   -2.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2498   -0.9085   -2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308   -0.1111   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7454    0.1552    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4033   -0.6747    0.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8595   -1.8626   -0.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4467   -2.6574   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165   -3.3074    1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5496   -2.4428    1.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1433   -0.3645    2.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5400   -1.8093    3.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -2.3195    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188   -1.0369    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9580    0.6564    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -0.7635    3.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2882    0.5570    0.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.6845    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -1.6904    2.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7875   -0.6916    0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768   -1.5969   -1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5165   -2.6229   -0.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6660   -3.7964    0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2209   -3.8793   -0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0794   -1.6152   -1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1525   -0.0065   -3.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3650    0.3780   -2.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8234   -1.4601   -3.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1303    1.2575   -0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8770    0.1197    0.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5148    2.3580   -1.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0010    2.7945    0.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2190    1.1177    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0154    0.2328    2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8641    1.8886    3.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1271    0.7970    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0523    1.3720    3.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 19 62  1  6
 20 63  1  0
 20 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 26 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  1  0
M  END


  Mrv0541 02241201402D          

 31 30  0  0  1  0            999 V2000
   22.8706   -6.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1956   -7.0824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.5204   -6.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5458   -7.0824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8453   -7.0824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6687   -7.8620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2209   -6.6927    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.8311   -6.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6107   -7.3678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8960   -6.3029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5711   -6.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2462   -6.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9214   -6.6927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7833   -7.8917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2372   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9517   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6662   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3806   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0951   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8096   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5240   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2385   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9530   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6674   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3819   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0964   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8109   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5253   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2398   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9543   -8.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9543   -9.0995    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
 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 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30  6  1  0  0  0  0
 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000641

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)29-20(18-23)19-28-30(25,26)27-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/t20-/m1/s1

> <INCHI_KEY>
CKPBBEOJHAPPBT-HXUWFJFHSA-N

> <FORMULA>
C21H44NO7P

> <MOLECULAR_WEIGHT>
453.5503

> <EXACT_MASS>
453.285539279

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
52.228523233942056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-(hexadecanoyloxy)-3-hydroxypropoxy]phosphinic acid

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
3.5298614553270102

> <ALOGPS_LOGS>
-5.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.579269652388977

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688048676175866

> <JCHEM_PKA_STRONGEST_BASIC>
9.999917895738319

> <JCHEM_POLAR_SURFACE_AREA>
128.31

> <JCHEM_REFRACTIVITY>
117.41249999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-2-(hexadecanoyloxy)-3-hydroxypropoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011473
     RDKit          3D
LysoPE(0:0/16:0)
 74 73  0  0  0  0  0  0  0  0999 V2000
    9.6207    2.6504   -0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2625    2.5978   -1.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6447    1.2082   -1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2910    1.1992   -1.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6327   -0.1467   -1.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4361   -0.5497   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7646   -1.9165   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5632   -2.3341    1.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7138   -1.3519    2.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -1.2847    1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409   -0.3416    1.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1551   -0.0803    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910   -1.1580    1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -2.1555    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5799   -3.1703   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -2.6022   -0.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9345   -3.2932   -0.5787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0316   -1.2947   -1.0011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947   -0.8101   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1700   -0.3776   -2.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7866   -1.5022   -3.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7829    0.3486   -0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0409    0.7145   -1.1133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6923    2.0150   -0.2571 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5220    2.9504    0.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8009    2.8974   -1.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3565    1.5493    1.2017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7343    1.7498    1.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2754    1.2997    2.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7111    1.4960    2.4782 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9250    3.7135   -0.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3545    2.1375   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5608    2.1644    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6063    3.3262   -0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3435    2.8884   -2.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5757    0.9546   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3410    0.5017   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6440    1.9764   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    1.4223   -2.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2498   -0.9085   -2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308   -0.1111   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7454    0.1552    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4033   -0.6747    0.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8595   -1.8626   -0.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4467   -2.6574   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165   -3.3074    1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5496   -2.4428    1.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1433   -0.3645    2.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5400   -1.8093    3.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -2.3195    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188   -1.0369    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9580    0.6564    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -0.7635    3.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2882    0.5570    0.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.6845    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -1.6904    2.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7875   -0.6916    0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768   -1.5969   -1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5165   -2.6229   -0.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6660   -3.7964    0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2209   -3.8793   -0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0794   -1.6152   -1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1525   -0.0065   -3.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3650    0.3780   -2.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8234   -1.4601   -3.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1303    1.2575   -0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8770    0.1197    0.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5148    2.3580   -1.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0010    2.7945    0.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2190    1.1177    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0154    0.2328    2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8641    1.8886    3.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1271    0.7970    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0523    1.3720    3.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 19 62  1  6
 20 63  1  0
 20 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 26 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  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      42.692 -12.493   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      41.432 -13.220   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      40.171 -12.493   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      43.952 -13.220   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      38.911 -13.220   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      40.448 -14.676   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      45.212 -12.493   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      44.485 -11.233   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      45.940 -13.753   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      46.473 -11.765   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      47.733 -12.493   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      48.993 -11.765   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      50.253 -12.493   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      42.529 -14.731   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      19.109 -14.676   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.443 -15.446   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.777 -14.676   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.110 -15.446   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.444 -14.676   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.778 -15.446   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.111 -14.676   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.445 -15.446   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.779 -14.676   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      31.112 -15.446   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      32.446 -14.676   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      33.780 -15.446   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      35.114 -14.676   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      36.447 -15.446   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      37.781 -14.676   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      39.115 -15.446   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      39.115 -16.986   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                                                            
CONECT    6    2   30                                                       
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    6   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

COMPND    HMDB0011473
HETATM    1  C1  UNL     1       9.621   2.650  -0.583  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.263   2.598  -1.226  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.645   1.208  -1.089  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.291   1.199  -1.740  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.633  -0.147  -1.630  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.436  -0.550  -0.178  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.765  -1.917  -0.155  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.563  -2.334   1.265  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.714  -1.352   2.003  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.343  -1.285   1.283  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.441  -0.342   1.985  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.155  -0.080   1.353  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.791  -1.158   1.038  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.452  -2.155   0.001  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.580  -3.170  -0.135  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.854  -2.602  -0.567  1.00  0.00           C  
HETATM   17  O1  UNL     1      -3.935  -3.293  -0.579  1.00  0.00           O  
HETATM   18  O2  UNL     1      -3.032  -1.295  -1.001  1.00  0.00           O  
HETATM   19  C17 UNL     1      -4.295  -0.810  -1.409  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.170  -0.378  -2.854  1.00  0.00           C  
HETATM   21  O3  UNL     1      -3.787  -1.502  -3.607  1.00  0.00           O  
HETATM   22  C19 UNL     1      -4.783   0.349  -0.604  1.00  0.00           C  
HETATM   23  O4  UNL     1      -6.041   0.714  -1.113  1.00  0.00           O  
HETATM   24  P1  UNL     1      -6.692   2.015  -0.257  1.00  0.00           P  
HETATM   25  O5  UNL     1      -5.522   2.950   0.067  1.00  0.00           O  
HETATM   26  O6  UNL     1      -7.801   2.897  -1.143  1.00  0.00           O  
HETATM   27  O7  UNL     1      -7.356   1.549   1.202  1.00  0.00           O  
HETATM   28  C20 UNL     1      -8.734   1.750   1.149  1.00  0.00           C  
HETATM   29  C21 UNL     1      -9.275   1.300   2.497  1.00  0.00           C  
HETATM   30  N1  UNL     1     -10.711   1.496   2.478  1.00  0.00           N  
HETATM   31  H1  UNL     1       9.925   3.713  -0.492  1.00  0.00           H  
HETATM   32  H2  UNL     1      10.355   2.138  -1.263  1.00  0.00           H  
HETATM   33  H3  UNL     1       9.561   2.164   0.402  1.00  0.00           H  
HETATM   34  H4  UNL     1       7.606   3.326  -0.724  1.00  0.00           H  
HETATM   35  H5  UNL     1       8.343   2.888  -2.293  1.00  0.00           H  
HETATM   36  H6  UNL     1       7.576   0.955  -0.021  1.00  0.00           H  
HETATM   37  H7  UNL     1       8.341   0.502  -1.598  1.00  0.00           H  
HETATM   38  H8  UNL     1       5.644   1.976  -1.241  1.00  0.00           H  
HETATM   39  H9  UNL     1       6.418   1.422  -2.820  1.00  0.00           H  
HETATM   40  H10 UNL     1       6.250  -0.908  -2.125  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.631  -0.111  -2.112  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.745   0.155   0.324  1.00  0.00           H  
HETATM   43  H13 UNL     1       6.403  -0.675   0.328  1.00  0.00           H  
HETATM   44  H14 UNL     1       3.860  -1.863  -0.772  1.00  0.00           H  
HETATM   45  H15 UNL     1       5.447  -2.657  -0.695  1.00  0.00           H  
HETATM   46  H16 UNL     1       4.017  -3.307   1.278  1.00  0.00           H  
HETATM   47  H17 UNL     1       5.550  -2.443   1.806  1.00  0.00           H  
HETATM   48  H18 UNL     1       4.143  -0.364   2.166  1.00  0.00           H  
HETATM   49  H19 UNL     1       3.540  -1.809   3.028  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.951  -2.320   1.515  1.00  0.00           H  
HETATM   51  H21 UNL     1       2.419  -1.037   0.236  1.00  0.00           H  
HETATM   52  H22 UNL     1       1.958   0.656   2.162  1.00  0.00           H  
HETATM   53  H23 UNL     1       1.271  -0.763   3.020  1.00  0.00           H  
HETATM   54  H24 UNL     1       0.288   0.557   0.416  1.00  0.00           H  
HETATM   55  H25 UNL     1      -0.396   0.685   2.023  1.00  0.00           H  
HETATM   56  H26 UNL     1      -1.046  -1.690   2.023  1.00  0.00           H  
HETATM   57  H27 UNL     1      -1.787  -0.692   0.777  1.00  0.00           H  
HETATM   58  H28 UNL     1      -0.477  -1.597  -1.015  1.00  0.00           H  
HETATM   59  H29 UNL     1       0.517  -2.623  -0.006  1.00  0.00           H  
HETATM   60  H30 UNL     1      -1.666  -3.796   0.779  1.00  0.00           H  
HETATM   61  H31 UNL     1      -1.221  -3.879  -0.938  1.00  0.00           H  
HETATM   62  H32 UNL     1      -5.079  -1.615  -1.333  1.00  0.00           H  
HETATM   63  H33 UNL     1      -5.152  -0.006  -3.223  1.00  0.00           H  
HETATM   64  H34 UNL     1      -3.365   0.378  -2.939  1.00  0.00           H  
HETATM   65  H35 UNL     1      -2.823  -1.460  -3.860  1.00  0.00           H  
HETATM   66  H36 UNL     1      -4.130   1.257  -0.779  1.00  0.00           H  
HETATM   67  H37 UNL     1      -4.877   0.120   0.481  1.00  0.00           H  
HETATM   68  H38 UNL     1      -8.515   2.358  -1.561  1.00  0.00           H  
HETATM   69  H39 UNL     1      -9.001   2.794   0.938  1.00  0.00           H  
HETATM   70  H40 UNL     1      -9.219   1.118   0.373  1.00  0.00           H  
HETATM   71  H41 UNL     1      -9.015   0.233   2.677  1.00  0.00           H  
HETATM   72  H42 UNL     1      -8.864   1.889   3.335  1.00  0.00           H  
HETATM   73  H43 UNL     1     -11.127   0.797   1.820  1.00  0.00           H  
HETATM   74  H44 UNL     1     -11.052   1.372   3.458  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   44   45
CONECT    8    9   46   47
CONECT    9   10   48   49
CONECT   10   11   50   51
CONECT   11   12   52   53
CONECT   12   13   54   55
CONECT   13   14   56   57
CONECT   14   15   58   59
CONECT   15   16   60   61
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   22   62
CONECT   20   21   63   64
CONECT   21   65
CONECT   22   23   66   67
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   68
CONECT   27   28
CONECT   28   29   69   70
CONECT   29   30   71   72
CONECT   30   73   74
END

HMDB0011473
     RDKit          3D
LysoPE(0:0/16:0)
 74 73  0  0  0  0  0  0  0  0999 V2000
    9.6207    2.6504   -0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2625    2.5978   -1.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6447    1.2082   -1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2910    1.1992   -1.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6327   -0.1467   -1.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4361   -0.5497   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7646   -1.9165   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5632   -2.3341    1.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7138   -1.3519    2.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -1.2847    1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409   -0.3416    1.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1551   -0.0803    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910   -1.1580    1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -2.1555    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5799   -3.1703   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -2.6022   -0.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9345   -3.2932   -0.5787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0316   -1.2947   -1.0011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947   -0.8101   -1.4095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1700   -0.3776   -2.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7866   -1.5022   -3.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7829    0.3486   -0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0409    0.7145   -1.1133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6923    2.0150   -0.2571 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5220    2.9504    0.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8009    2.8974   -1.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3565    1.5493    1.2017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7343    1.7498    1.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2754    1.2997    2.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7111    1.4960    2.4782 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9250    3.7135   -0.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3545    2.1375   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5608    2.1644    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6063    3.3262   -0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3435    2.8884   -2.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5757    0.9546   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3410    0.5017   -1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6440    1.9764   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    1.4223   -2.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2498   -0.9085   -2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308   -0.1111   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7454    0.1552    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4033   -0.6747    0.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8595   -1.8626   -0.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4467   -2.6574   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165   -3.3074    1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5496   -2.4428    1.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1433   -0.3645    2.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5400   -1.8093    3.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -2.3195    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188   -1.0369    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9580    0.6564    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -0.7635    3.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2882    0.5570    0.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.6845    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -1.6904    2.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7875   -0.6916    0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768   -1.5969   -1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5165   -2.6229   -0.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6660   -3.7964    0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2209   -3.8793   -0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0794   -1.6152   -1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1525   -0.0065   -3.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3650    0.3780   -2.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8234   -1.4601   -3.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1303    1.2575   -0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8770    0.1197    0.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5148    2.3580   -1.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0010    2.7945    0.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2190    1.1177    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0154    0.2328    2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8641    1.8886    3.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1271    0.7970    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0523    1.3720    3.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 19 62  1  6
 20 63  1  0
 20 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 26 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  1  0
M  END

Synonyms

Value	Source
2-Palmitoyl-gpe	ChEBI
2-Palmitoyl-sn-glycero-3-phosphoethanolamine	ChEBI
Hexadecanoyl-lysophosphatidylethanolamine	ChEBI
LPE(0:0/16:0)	ChEBI
LPE(16:0)	ChEBI
LysoPE(16:0)	ChEBI
Lysophosphatidylethanolamine(0:0/16:0)	ChEBI
PE(0:0/16:0)	ChEBI
Phosphatidylethanolamine (0:0/16:0)	ChEBI
Lyso-PE(16:0)	Lipid Annotator, HMDB
Lysophosphatidylethanolamine(16:0)	Lipid Annotator, HMDB
1-hydroxy-2-palmitoyl-sn-glycero-3-phosphoethanolamine	Lipid Annotator, HMDB
LysoPE(0:0/16:0)	Lipid Annotator
Lyso-PE(0:0/16:0)	Lipid Annotator, HMDB
1-hydroxy-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine	Lipid Annotator, HMDB
2-Palmitoylglycerophosphoethanolamine	HMDB

Molecular Formula

C₂₁H₄₄NO₇P

Average Mass

453.5503

Monoisotopic Mass

453.285539279

IUPAC Name

(2-aminoethoxy)[(2R)-2-(hexadecanoyloxy)-3-hydroxypropoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-2-(hexadecanoyloxy)-3-hydroxypropoxyphosphinic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)29-20(18-23)19-28-30(25,26)27-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/t20-/m1/s1

InChI Key

CKPBBEOJHAPPBT-HXUWFJFHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-2 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

2-acyl-sn-glycero-3-phosphoethanolamines

Alternative Parents

Substituents

2-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
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Primary amine
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	4.06	ALOGPS
logP	3.53	ChemAxon
logS	-5.2	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	23	ChemAxon
Refractivity	117.41 m³·mol⁻¹	ChemAxon
Polarizability	52.23 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	splash10-01ot-7920000000-0f7021db46d5608b57fa	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00si-9680300000-35c171d3b82fe2b5f28c	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 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	splash10-0006-9120200000-a9cd2925a0ffc301065e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9120000000-98072e597f0a7dc24230	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9210000000-83089b5450c4c7d34416	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0pb9-2681900000-c10a7994dc8aff7b1a4e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004l-9530100000-f5432377675aebf08bfb	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01t9-9110000000-a2aac060ccbe1b901045	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ik9-2025900000-db34d30c9c5245cea2b4	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-4219200000-0d10de5918f13bbe863e	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9301000000-ef5306d9281b6063d830	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-1201900000-1de69307f60b11008248	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-2390100000-cec31734af78b1db0c8f	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9310000000-69c5656f6a0429420eab	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues

Tissue Locations

All Tissues

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

Not Available

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	Actinobacteria	1	Human	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0011473

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028189

KNApSAcK ID

Not Available

Chemspider ID

24769354

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53480922

PDB ID

Not Available

ChEBI ID

131743

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 ]
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(0:0/16:0) (MMDBc0000641)

MOL for #<Metabolite:0x00007f5609d12a20>

3D MOL for #<Metabolite:0x00007f5609d12a20>

3D SDF for #<Metabolite:0x00007f5609d12a20>

3D-SDF for #<Metabolite:0x00007f5609d12a20>

PDB for #<Metabolite:0x00007f5609d12a20>

3D PDB for #<Metabolite:0x00007f5609d12a20>

SMILES for #<Metabolite:0x00007f5609d12a20>

INCHI for #<Metabolite:0x00007f5609d12a20>

Structure for #<Metabolite:0x00007f5609d12a20>

3D Structure for #<Metabolite:0x00007f5609d12a20>