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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-01-08 17:23:52 UTC

Update Date

2022-11-30 19:04:00 UTC

HMDB ID

HMDB0011521

Secondary Accession Numbers

HMDB11521

Metabolite Identification

Common Name

LysoPE(22:1(13Z)/0:0)

Description

LysoPE(22:1(13Z)/0:0) 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 02241201432D          

 37 36  0  0  1  0            999 V2000
   23.3323  -16.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6572  -17.3753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.9820  -16.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0074  -17.3753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3069  -17.3753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1304  -18.1549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6825  -16.9856    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.2927  -16.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0723  -17.6607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3576  -16.5958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0327  -16.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7078  -16.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3830  -16.9856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2449  -18.1847    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5884  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0173  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7319  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4463  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1608  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8753  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5897  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3042  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0187  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7332  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4477  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1622  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8766  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5911  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3056  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0200  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7345  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4490  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1635  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8780  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5924  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5924  -16.1378    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  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36  5  1  0  0  0  0
 36 37  2  0  0  0  0
M  END

HMDB0011521
     RDKit          3D
LysoPE(22:1(13Z)/0:0)
 90 89  0  0  0  0  0  0  0  0999 V2000
  -12.9551    1.8969   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6407    1.1246   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0018   -0.2858   -0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7481   -1.1113   -0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9584   -1.1544    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7396   -1.9970    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8191   -1.4840   -0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3647   -0.0694   -0.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4689    0.3460   -1.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2022    0.6907   -1.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5151    0.7114   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3238   -0.2784   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3976    0.1691   -1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -0.5985   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982   -0.5420   -0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550   -0.9542    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111   -1.1285    2.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728   -0.0595    2.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904    0.6299    1.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2459    1.6682    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1689    2.3658    1.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0932    1.4146    0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7116    0.7907   -0.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3859    1.1952    1.0944 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3017    0.3165    0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013    0.7008   -0.9395 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1370    1.9918   -0.8954 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6100   -0.2145   -1.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7973   -0.2460   -0.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9323   -1.2778   -1.5489 P   0  0  0  0  0  5  0  0  0  0  0  0
   10.3926   -2.6685   -1.5340 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1851   -0.8399   -3.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4155   -1.1267   -0.7618 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2643   -1.0902    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5790   -0.9530    1.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1971    0.2840    0.8985 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5743    1.6737   -1.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7521    2.9789   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4652    1.5320    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0105    1.6120   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1909    1.1719    0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6924   -0.7312    0.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4566   -0.2604   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0727   -2.1323   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1274   -0.7022   -1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5925   -1.4976    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6496   -0.1153    0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9846   -3.0605    0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1432   -1.9507    1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3135   -1.5497   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9193   -2.1351   -0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2572    0.6317   -0.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237   -0.0195    0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8960    0.3637   -2.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6853    0.9909   -2.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9998    1.7036    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0825    0.4154    0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0009   -0.4792    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165   -1.2849   -0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1964    1.2745   -0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297    0.2032   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376   -1.7122   -1.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6973   -0.3236   -2.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.5450   -0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8067   -1.1303   -0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1163   -0.1285    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0774   -1.8644    0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782   -1.9660    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -1.6739    2.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126    0.7613    3.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1001   -0.4932    3.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0275   -0.0644    0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304    1.2490    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678    1.1570    3.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6068    2.4276    2.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7871    3.1019    1.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    2.9084    0.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8966   -0.7253    0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2210    0.3340    1.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7072    0.7346   -1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4800    2.3027   -1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7730    0.1458   -2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2445   -1.2579   -1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5849   -1.5618   -3.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6750   -0.1656    0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6511   -1.9298    1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2307   -1.8214    1.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3391   -0.7979    2.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4917    0.9393    0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9526    0.1497    0.2196 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  2  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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  2 41  1  0
  3 42  1  0
  3 43  1  0
  4 44  1  0
  4 45  1  0
  5 46  1  0
  5 47  1  0
  6 48  1  0
  6 49  1  0
  7 50  1  0
  7 51  1  0
  8 52  1  0
  8 53  1  0
  9 54  1  0
 10 55  1  0
 11 56  1  0
 11 57  1  0
 12 58  1  0
 12 59  1  0
 13 60  1  0
 13 61  1  0
 14 62  1  0
 14 63  1  0
 15 64  1  0
 15 65  1  0
 16 66  1  0
 16 67  1  0
 17 68  1  0
 17 69  1  0
 18 70  1  0
 18 71  1  0
 19 72  1  0
 19 73  1  0
 20 74  1  0
 20 75  1  0
 21 76  1  0
 21 77  1  0
 25 78  1  0
 25 79  1  0
 26 80  1  6
 27 81  1  0
 28 82  1  0
 28 83  1  0
 32 84  1  0
 34 85  1  0
 34 86  1  0
 35 87  1  0
 35 88  1  0
 36 89  1  0
 36 90  1  0
M  END


  Mrv0541 02241201432D          

 37 36  0  0  1  0            999 V2000
   23.3323  -16.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6572  -17.3753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.9820  -16.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0074  -17.3753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3069  -17.3753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1304  -18.1549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6825  -16.9856    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.2927  -16.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0723  -17.6607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3576  -16.5958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0327  -16.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7078  -16.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3830  -16.9856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2449  -18.1847    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5884  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0173  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7319  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4463  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1608  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8753  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5897  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3042  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0187  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7332  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4477  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1622  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8766  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5911  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3056  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0200  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7345  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4490  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1635  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8780  -17.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5924  -16.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5924  -16.1378    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  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36  5  1  0  0  0  0
 36 37  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011521

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H54NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(30)33-24-26(29)25-35-36(31,32)34-23-22-28/h9-10,26,29H,2-8,11-25,28H2,1H3,(H,31,32)/b10-9-/t26-/m1/s1

> <INCHI_KEY>
XHNHVLOJRORARF-RASRKNKNSA-N

> <FORMULA>
C27H54NO7P

> <MOLECULAR_WEIGHT>
535.6939

> <EXACT_MASS>
535.363789599

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
63.502356407991364

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-3-[(13Z)-docos-13-enoyloxy]-2-hydroxypropoxy]phosphinic acid

> <ALOGPS_LOGP>
6.05

> <JCHEM_LOGP>
5.835351759809

> <ALOGPS_LOGS>
-5.95

> <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>
146.13510000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.02e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-3-[(13Z)-docos-13-enoyloxy]-2-hydroxypropoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011521
     RDKit          3D
LysoPE(22:1(13Z)/0:0)
 90 89  0  0  0  0  0  0  0  0999 V2000
  -12.9551    1.8969   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6407    1.1246   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0018   -0.2858   -0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7481   -1.1113   -0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9584   -1.1544    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7396   -1.9970    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8191   -1.4840   -0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3647   -0.0694   -0.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4689    0.3460   -1.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2022    0.6907   -1.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5151    0.7114   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3238   -0.2784   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3976    0.1691   -1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -0.5985   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982   -0.5420   -0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550   -0.9542    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111   -1.1285    2.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728   -0.0595    2.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904    0.6299    1.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2459    1.6682    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1689    2.3658    1.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0932    1.4146    0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7116    0.7907   -0.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3859    1.1952    1.0944 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3017    0.3165    0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013    0.7008   -0.9395 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1370    1.9918   -0.8954 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6100   -0.2145   -1.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7973   -0.2460   -0.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9323   -1.2778   -1.5489 P   0  0  0  0  0  5  0  0  0  0  0  0
   10.3926   -2.6685   -1.5340 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1851   -0.8399   -3.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4155   -1.1267   -0.7618 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2643   -1.0902    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5790   -0.9530    1.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1971    0.2840    0.8985 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5743    1.6737   -1.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7521    2.9789   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4652    1.5320    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0105    1.6120   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1909    1.1719    0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6924   -0.7312    0.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4566   -0.2604   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0727   -2.1323   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1274   -0.7022   -1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5925   -1.4976    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6496   -0.1153    0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9846   -3.0605    0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1432   -1.9507    1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3135   -1.5497   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9193   -2.1351   -0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2572    0.6317   -0.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237   -0.0195    0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8960    0.3637   -2.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6853    0.9909   -2.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9998    1.7036    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0825    0.4154    0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0009   -0.4792    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165   -1.2849   -0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1964    1.2745   -0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297    0.2032   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376   -1.7122   -1.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6973   -0.3236   -2.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.5450   -0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8067   -1.1303   -0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1163   -0.1285    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0774   -1.8644    0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782   -1.9660    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -1.6739    2.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126    0.7613    3.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1001   -0.4932    3.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0275   -0.0644    0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304    1.2490    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678    1.1570    3.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6068    2.4276    2.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7871    3.1019    1.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    2.9084    0.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8966   -0.7253    0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2210    0.3340    1.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7072    0.7346   -1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4800    2.3027   -1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7730    0.1458   -2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2445   -1.2579   -1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5849   -1.5618   -3.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6750   -0.1656    0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6511   -1.9298    1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2307   -1.8214    1.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3391   -0.7979    2.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4917    0.9393    0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9526    0.1497    0.2196 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  2  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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  2 41  1  0
  3 42  1  0
  3 43  1  0
  4 44  1  0
  4 45  1  0
  5 46  1  0
  5 47  1  0
  6 48  1  0
  6 49  1  0
  7 50  1  0
  7 51  1  0
  8 52  1  0
  8 53  1  0
  9 54  1  0
 10 55  1  0
 11 56  1  0
 11 57  1  0
 12 58  1  0
 12 59  1  0
 13 60  1  0
 13 61  1  0
 14 62  1  0
 14 63  1  0
 15 64  1  0
 15 65  1  0
 16 66  1  0
 16 67  1  0
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 18 70  1  0
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 20 75  1  0
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 21 77  1  0
 25 78  1  0
 25 79  1  0
 26 80  1  6
 27 81  1  0
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 28 83  1  0
 32 84  1  0
 34 85  1  0
 34 86  1  0
 35 87  1  0
 35 88  1  0
 36 89  1  0
 36 90  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      43.554 -31.706   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      42.293 -32.434   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      41.033 -31.706   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      44.814 -32.434   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      39.773 -32.434   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      41.310 -33.889   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      46.074 -31.706   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      45.346 -30.446   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      46.802 -32.967   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      47.334 -30.979   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      48.594 -31.706   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      49.855 -30.979   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      51.115 -31.706   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      43.390 -33.945   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      10.432 -31.664   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.765 -32.434   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.099 -31.664   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.433 -32.434   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.766 -31.664   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.100 -32.434   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.434 -31.664   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.767 -32.434   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.101 -31.664   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.435 -31.664   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.769 -32.434   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.102 -31.664   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      26.436 -32.434   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.770 -31.664   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      29.103 -32.434   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      30.437 -31.664   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      31.771 -32.434   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      33.104 -31.664   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      34.438 -32.434   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      35.772 -31.664   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      37.106 -32.434   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      38.439 -31.664   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      38.439 -30.124   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   36                                                       
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                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35    5   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   72    0
END

COMPND    HMDB0011521
HETATM    1  C1  UNL     1     -12.955   1.897  -0.221  1.00  0.00           C  
HETATM    2  C2  UNL     1     -11.641   1.125  -0.311  1.00  0.00           C  
HETATM    3  C3  UNL     1     -12.002  -0.286  -0.665  1.00  0.00           C  
HETATM    4  C4  UNL     1     -10.748  -1.111  -0.780  1.00  0.00           C  
HETATM    5  C5  UNL     1      -9.958  -1.154   0.485  1.00  0.00           C  
HETATM    6  C6  UNL     1      -8.740  -1.997   0.318  1.00  0.00           C  
HETATM    7  C7  UNL     1      -7.819  -1.484  -0.758  1.00  0.00           C  
HETATM    8  C8  UNL     1      -7.365  -0.069  -0.435  1.00  0.00           C  
HETATM    9  C9  UNL     1      -6.469   0.346  -1.529  1.00  0.00           C  
HETATM   10  C10 UNL     1      -5.202   0.691  -1.343  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.515   0.711  -0.053  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.324  -0.278  -0.111  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.398   0.169  -1.162  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.170  -0.599  -1.375  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.098  -0.542  -0.356  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.455  -0.954   1.001  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.611  -1.128   2.020  1.00  0.00           C  
HETATM   18  C18 UNL     1       1.473  -0.060   2.487  1.00  0.00           C  
HETATM   19  C19 UNL     1       2.390   0.630   1.538  1.00  0.00           C  
HETATM   20  C20 UNL     1       3.246   1.668   2.298  1.00  0.00           C  
HETATM   21  C21 UNL     1       4.169   2.366   1.326  1.00  0.00           C  
HETATM   22  C22 UNL     1       5.093   1.415   0.640  1.00  0.00           C  
HETATM   23  O1  UNL     1       4.712   0.791  -0.371  1.00  0.00           O  
HETATM   24  O2  UNL     1       6.386   1.195   1.094  1.00  0.00           O  
HETATM   25  C23 UNL     1       7.302   0.316   0.494  1.00  0.00           C  
HETATM   26  C24 UNL     1       7.601   0.701  -0.940  1.00  0.00           C  
HETATM   27  O3  UNL     1       8.137   1.992  -0.895  1.00  0.00           O  
HETATM   28  C25 UNL     1       8.610  -0.214  -1.565  1.00  0.00           C  
HETATM   29  O4  UNL     1       9.797  -0.246  -0.837  1.00  0.00           O  
HETATM   30  P1  UNL     1      10.932  -1.278  -1.549  1.00  0.00           P  
HETATM   31  O5  UNL     1      10.393  -2.669  -1.534  1.00  0.00           O  
HETATM   32  O6  UNL     1      11.185  -0.840  -3.182  1.00  0.00           O  
HETATM   33  O7  UNL     1      12.416  -1.127  -0.762  1.00  0.00           O  
HETATM   34  C26 UNL     1      12.264  -1.090   0.624  1.00  0.00           C  
HETATM   35  C27 UNL     1      13.579  -0.953   1.336  1.00  0.00           C  
HETATM   36  N1  UNL     1      14.197   0.284   0.899  1.00  0.00           N  
HETATM   37  H1  UNL     1     -13.574   1.674  -1.109  1.00  0.00           H  
HETATM   38  H2  UNL     1     -12.752   2.979  -0.160  1.00  0.00           H  
HETATM   39  H3  UNL     1     -13.465   1.532   0.706  1.00  0.00           H  
HETATM   40  H4  UNL     1     -11.010   1.612  -1.053  1.00  0.00           H  
HETATM   41  H5  UNL     1     -11.191   1.172   0.705  1.00  0.00           H  
HETATM   42  H6  UNL     1     -12.692  -0.731   0.068  1.00  0.00           H  
HETATM   43  H7  UNL     1     -12.457  -0.260  -1.686  1.00  0.00           H  
HETATM   44  H8  UNL     1     -11.073  -2.132  -1.097  1.00  0.00           H  
HETATM   45  H9  UNL     1     -10.127  -0.702  -1.607  1.00  0.00           H  
HETATM   46  H10 UNL     1     -10.592  -1.498   1.333  1.00  0.00           H  
HETATM   47  H11 UNL     1      -9.650  -0.115   0.775  1.00  0.00           H  
HETATM   48  H12 UNL     1      -8.985  -3.060   0.143  1.00  0.00           H  
HETATM   49  H13 UNL     1      -8.143  -1.951   1.276  1.00  0.00           H  
HETATM   50  H14 UNL     1      -8.313  -1.550  -1.730  1.00  0.00           H  
HETATM   51  H15 UNL     1      -6.919  -2.135  -0.813  1.00  0.00           H  
HETATM   52  H16 UNL     1      -8.257   0.632  -0.505  1.00  0.00           H  
HETATM   53  H17 UNL     1      -6.924  -0.019   0.564  1.00  0.00           H  
HETATM   54  H18 UNL     1      -6.896   0.364  -2.547  1.00  0.00           H  
HETATM   55  H19 UNL     1      -4.685   0.991  -2.282  1.00  0.00           H  
HETATM   56  H20 UNL     1      -4.000   1.704   0.119  1.00  0.00           H  
HETATM   57  H21 UNL     1      -5.082   0.415   0.820  1.00  0.00           H  
HETATM   58  H22 UNL     1      -3.001  -0.479   0.890  1.00  0.00           H  
HETATM   59  H23 UNL     1      -3.817  -1.285  -0.426  1.00  0.00           H  
HETATM   60  H24 UNL     1      -2.196   1.275  -0.996  1.00  0.00           H  
HETATM   61  H25 UNL     1      -2.930   0.203  -2.187  1.00  0.00           H  
HETATM   62  H26 UNL     1      -1.438  -1.712  -1.572  1.00  0.00           H  
HETATM   63  H27 UNL     1      -0.697  -0.324  -2.396  1.00  0.00           H  
HETATM   64  H28 UNL     1       0.252   0.545  -0.396  1.00  0.00           H  
HETATM   65  H29 UNL     1       0.807  -1.130  -0.682  1.00  0.00           H  
HETATM   66  H30 UNL     1      -1.116  -0.129   1.486  1.00  0.00           H  
HETATM   67  H31 UNL     1      -1.077  -1.864   0.990  1.00  0.00           H  
HETATM   68  H32 UNL     1       1.278  -1.966   1.610  1.00  0.00           H  
HETATM   69  H33 UNL     1       0.103  -1.674   2.886  1.00  0.00           H  
HETATM   70  H34 UNL     1       0.913   0.761   3.044  1.00  0.00           H  
HETATM   71  H35 UNL     1       2.100  -0.493   3.350  1.00  0.00           H  
HETATM   72  H36 UNL     1       3.028  -0.064   0.980  1.00  0.00           H  
HETATM   73  H37 UNL     1       1.830   1.249   0.832  1.00  0.00           H  
HETATM   74  H38 UNL     1       3.868   1.157   3.050  1.00  0.00           H  
HETATM   75  H39 UNL     1       2.607   2.428   2.752  1.00  0.00           H  
HETATM   76  H40 UNL     1       4.787   3.102   1.877  1.00  0.00           H  
HETATM   77  H41 UNL     1       3.607   2.908   0.534  1.00  0.00           H  
HETATM   78  H42 UNL     1       6.897  -0.725   0.565  1.00  0.00           H  
HETATM   79  H43 UNL     1       8.221   0.334   1.108  1.00  0.00           H  
HETATM   80  H44 UNL     1       6.707   0.735  -1.570  1.00  0.00           H  
HETATM   81  H45 UNL     1       8.480   2.303  -1.752  1.00  0.00           H  
HETATM   82  H46 UNL     1       8.773   0.146  -2.609  1.00  0.00           H  
HETATM   83  H47 UNL     1       8.245  -1.258  -1.649  1.00  0.00           H  
HETATM   84  H48 UNL     1      11.585  -1.562  -3.694  1.00  0.00           H  
HETATM   85  H49 UNL     1      11.675  -0.166   0.848  1.00  0.00           H  
HETATM   86  H50 UNL     1      11.651  -1.930   1.007  1.00  0.00           H  
HETATM   87  H51 UNL     1      14.231  -1.821   1.271  1.00  0.00           H  
HETATM   88  H52 UNL     1      13.339  -0.798   2.427  1.00  0.00           H  
HETATM   89  H53 UNL     1      13.492   0.939   0.458  1.00  0.00           H  
HETATM   90  H54 UNL     1      14.953   0.150   0.220  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3   40   41
CONECT    3    4   42   43
CONECT    4    5   44   45
CONECT    5    6   46   47
CONECT    6    7   48   49
CONECT    7    8   50   51
CONECT    8    9   52   53
CONECT    9   10   10   54
CONECT   10   11   55
CONECT   11   12   56   57
CONECT   12   13   58   59
CONECT   13   14   60   61
CONECT   14   15   62   63
CONECT   15   16   64   65
CONECT   16   17   66   67
CONECT   17   18   68   69
CONECT   18   19   70   71
CONECT   19   20   72   73
CONECT   20   21   74   75
CONECT   21   22   76   77
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   26   78   79
CONECT   26   27   28   80
CONECT   27   81
CONECT   28   29   82   83
CONECT   29   30
CONECT   30   31   31   32   33
CONECT   32   84
CONECT   33   34
CONECT   34   35   85   86
CONECT   35   36   87   88
CONECT   36   89   90
END

HMDB0011521
     RDKit          3D
LysoPE(22:1(13Z)/0:0)
 90 89  0  0  0  0  0  0  0  0999 V2000
  -12.9551    1.8969   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6407    1.1246   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0018   -0.2858   -0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7481   -1.1113   -0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9584   -1.1544    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7396   -1.9970    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8191   -1.4840   -0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3647   -0.0694   -0.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4689    0.3460   -1.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2022    0.6907   -1.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5151    0.7114   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3238   -0.2784   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3976    0.1691   -1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -0.5985   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982   -0.5420   -0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550   -0.9542    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111   -1.1285    2.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728   -0.0595    2.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904    0.6299    1.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2459    1.6682    2.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1689    2.3658    1.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0932    1.4146    0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7116    0.7907   -0.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3859    1.1952    1.0944 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3017    0.3165    0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013    0.7008   -0.9395 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1370    1.9918   -0.8954 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6100   -0.2145   -1.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7973   -0.2460   -0.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9323   -1.2778   -1.5489 P   0  0  0  0  0  5  0  0  0  0  0  0
   10.3926   -2.6685   -1.5340 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1851   -0.8399   -3.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4155   -1.1267   -0.7618 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2643   -1.0902    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5790   -0.9530    1.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1971    0.2840    0.8985 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5743    1.6737   -1.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7521    2.9789   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4652    1.5320    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0105    1.6120   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1909    1.1719    0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6924   -0.7312    0.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4566   -0.2604   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0727   -2.1323   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1274   -0.7022   -1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5925   -1.4976    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6496   -0.1153    0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9846   -3.0605    0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1432   -1.9507    1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3135   -1.5497   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9193   -2.1351   -0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2572    0.6317   -0.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237   -0.0195    0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8960    0.3637   -2.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6853    0.9909   -2.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9998    1.7036    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0825    0.4154    0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0009   -0.4792    0.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165   -1.2849   -0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1964    1.2745   -0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297    0.2032   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376   -1.7122   -1.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6973   -0.3236   -2.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.5450   -0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8067   -1.1303   -0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1163   -0.1285    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0774   -1.8644    0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782   -1.9660    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -1.6739    2.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126    0.7613    3.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1001   -0.4932    3.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0275   -0.0644    0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304    1.2490    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678    1.1570    3.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6068    2.4276    2.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7871    3.1019    1.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    2.9084    0.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8966   -0.7253    0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2210    0.3340    1.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7072    0.7346   -1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4800    2.3027   -1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7730    0.1458   -2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2445   -1.2579   -1.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5849   -1.5618   -3.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6750   -0.1656    0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6511   -1.9298    1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2307   -1.8214    1.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3391   -0.7979    2.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4917    0.9393    0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9526    0.1497    0.2196 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  2  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  1  0
 19 20  1  0
 20 21  1  0
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 22 23  2  0
 22 24  1  0
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 28 29  1  0
 29 30  1  0
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 33 34  1  0
 34 35  1  0
 35 36  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  2 41  1  0
  3 42  1  0
  3 43  1  0
  4 44  1  0
  4 45  1  0
  5 46  1  0
  5 47  1  0
  6 48  1  0
  6 49  1  0
  7 50  1  0
  7 51  1  0
  8 52  1  0
  8 53  1  0
  9 54  1  0
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 36 89  1  0
 36 90  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(13Z-Docosenoyl)-lysophosphatidylethanolamine	HMDB
1-Erucoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine	HMDB
LPE(22:1)	HMDB
LPE(22:1/0:0)	HMDB
LPE(22:1n9/0:0)	HMDB
LPE(22:1W9/0:0)	HMDB
Lyso-pe(22:1)	HMDB
Lyso-pe(22:1/0:0)	HMDB
Lyso-pe(22:1n9/0:0)	HMDB
Lyso-pe(22:1W9/0:0)	HMDB
LysoPE(22:1)	HMDB
LysoPE(22:1/0:0)	HMDB
LysoPE(22:1n9/0:0)	HMDB
LysoPE(22:1W9/0:0)	HMDB
Lysophosphatidylethanolamine(22:1)	HMDB
Lysophosphatidylethanolamine(22:1/0:0)	HMDB
Lysophosphatidylethanolamine(22:1n9/0:0)	HMDB
Lysophosphatidylethanolamine(22:1W9/0:0)	HMDB
1-(13Z-Docosenoyl)-2-hydroxy-sn-glycero-3-phosphoethanolamine	HMDB
LysoPE(22:1(13Z)/0:0)	Lipid Annotator

Chemical Formula

C₂₇H₅₄NO₇P

Average Molecular Weight

535.6939

Monoisotopic Molecular Weight

535.363789599

IUPAC Name

(2-aminoethoxy)[(2R)-3-[(13Z)-docos-13-enoyloxy]-2-hydroxypropoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-3-[(13Z)-docos-13-enoyloxy]-2-hydroxypropoxyphosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OCCN

InChI Identifier

InChI=1S/C27H54NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(30)33-24-26(29)25-35-36(31,32)34-23-22-28/h9-10,26,29H,2-8,11-25,28H2,1H3,(H,31,32)/b10-9-/t26-/m1/s1

InChI Key

XHNHVLOJRORARF-RASRKNKNSA-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

Not Available

Ontology

Not Available

All Tissues (HMDB: HMDB0011521)

Cellular substructure

Membrane (HMDB: HMDB0011521)
Extracellular (HMDB: HMDB0011521)

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0006 g/L	ALOGPS
logP	6.05	ALOGPS
logP	5.84	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.31 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	146.14 m³·mol⁻¹	ChemAxon
Polarizability	63.5 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	237.551	31661259
DarkChem	[M-H]-	233.678	31661259
DeepCCS	[M+H]+	231.64	30932474
DeepCCS	[M-H]-	229.282	30932474
DeepCCS	[M-2H]-	262.17	30932474
DeepCCS	[M+Na]+	237.734	30932474
AllCCS	[M+H]+	237.3	32859911
AllCCS	[M+H-H2O]+	236.0	32859911
AllCCS	[M+NH4]+	238.5	32859911
AllCCS	[M+Na]+	238.8	32859911
AllCCS	[M-H]-	232.0	32859911
AllCCS	[M+Na-2H]-	236.2	32859911
AllCCS	[M+HCOO]-	241.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
LysoPE(22:1(13Z)/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OCCN	3789.3	Standard polar	33892256
LysoPE(22:1(13Z)/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OCCN	3567.8	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OCCN	3985.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
LysoPE(22:1(13Z)/0:0),1TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)O[Si](C)(C)C	3975.2	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),1TMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN)O[Si](C)(C)C	3963.8	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),1TMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN[Si](C)(C)C	4064.2	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C	3923.2	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C	3583.7	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C	5267.7	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)O[Si](C)(C)C	4005.7	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)O[Si](C)(C)C	3766.6	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)O[Si](C)(C)C	5158.8	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	3987.2	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	3797.7	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	4607.4	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #4	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	4261.5	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #4	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	3811.4	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TMS,isomer #4	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	5230.0	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),3TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3946.1	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3742.2	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4267.3	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),3TMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4211.2	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3797.3	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4845.2	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),3TMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4209.6	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3821.7	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4420.1	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),4TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4172.8	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),4TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3773.6	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),4TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4117.9	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),1TBDMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)O[Si](C)(C)C(C)(C)C	4213.7	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),1TBDMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	4170.7	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),1TBDMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	4286.7	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4381.8	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3807.4	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	5174.3	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4479.0	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3999.0	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	5043.0	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4456.0	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4007.0	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4648.9	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #4	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4701.1	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #4	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4030.9	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),2TBDMS,isomer #4	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	5105.8	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),3TBDMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4653.9	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TBDMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4093.7	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TBDMS,isomer #1	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4381.8	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),3TBDMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4947.8	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TBDMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4147.1	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TBDMS,isomer #2	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4762.1	Standard polar	33892256
LysoPE(22:1(13Z)/0:0),3TBDMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4898.6	Semi standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TBDMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4149.2	Standard non polar	33892256
LysoPE(22:1(13Z)/0:0),3TBDMS,isomer #3	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4486.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(22:1(13Z)/0:0) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-2911200000-83160f1d6b9b49200afe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(22:1(13Z)/0:0) GC-MS (1 TMS) - 70eV, Positive	splash10-01xx-4291210000-0e85e43fb8d5c62795f0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(22:1(13Z)/0:0) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(22:1(13Z)/0:0) GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(22:1(13Z)/0:0) GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(22:1(13Z)/0:0) GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(22:1(13Z)/0:0) GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(22:1(13Z)/0:0) GC-MS ("LysoPE(22:1(13Z)/0:0),1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 10V, Positive-QTOF	splash10-0006-9103020000-0d73609c01c3931a7e81	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 20V, Positive-QTOF	splash10-0006-9102000000-f62e3553149190d9e0db	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 40V, Positive-QTOF	splash10-0006-9022000000-4898aeb50d9c05740de4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 10V, Negative-QTOF	splash10-00li-1209230000-8eeb8d82989830778b91	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 20V, Negative-QTOF	splash10-00n3-6519000000-c61e8f4a948be059ac3f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 40V, Negative-QTOF	splash10-01t9-9101000000-8b38c8d1633394868842	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 10V, Negative-QTOF	splash10-001i-0000490000-908e7cdd0db5ba7aeac3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 20V, Negative-QTOF	splash10-001u-4917260000-213ee8fe45151d7c85a3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 40V, Negative-QTOF	splash10-000i-1409100000-e5c583e6abaa6059482e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 10V, Positive-QTOF	splash10-000i-4005090000-2e13227dd0dc62fcf3aa	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 20V, Positive-QTOF	splash10-0006-9104200000-48ce2fd3e7ff0dfed597	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(22:1(13Z)/0:0) 40V, Positive-QTOF	splash10-0006-9402000000-c9cb32b5b5b36a6dd79d	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

All Tissues

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028237

KNApSAcK ID

Not Available

Chemspider ID

24769398

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53480953

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Enzymes

Enzyme Details

1. Ectonucleotide pyrophosphatase/phosphodiesterase family member 2

General function:: Involved in catalytic activity
Specific function:: Hydrolyzes lysophospholipids to produce lysophosphatidic acid (LPA) in extracellular fluids. Major substrate is lysophosphatidylcholine. Also can act on sphingosylphosphphorylcholine producing sphingosine-1-phosphate, a modulator of cell motility. Can hydrolyze, in vitro, bis-pNPP, to some extent pNP-TMP, and barely ATP. Involved in several motility-related processes such as angiogenesis and neurite outgrowth. Acts as an angiogenic factor by stimulating migration of smooth muscle cells and microtubule formation. Stimulates migration of melanoma cells, probably via a pertussis toxin-sensitive G protein. May have a role in induction of parturition. Possible involvement in cell proliferation and adipose tissue development. Tumor cell motility-stimulating factor.
Gene Name:: ENPP2
Uniprot ID:: Q13822
Molecular weight:: 98992.78

Showing metabocard for LysoPE(22:1(13Z)/0:0) (HMDB0011521)

MOL for HMDB0011521 (LysoPE(22:1(13Z)/0:0))

3D MOL for HMDB0011521 (LysoPE(22:1(13Z)/0:0))

3D SDF for HMDB0011521 (LysoPE(22:1(13Z)/0:0))

3D-SDF for HMDB0011521 (LysoPE(22:1(13Z)/0:0))

PDB for HMDB0011521 (LysoPE(22:1(13Z)/0:0))

3D PDB for HMDB0011521 (LysoPE(22:1(13Z)/0:0))

SMILES for HMDB0011521 (LysoPE(22:1(13Z)/0:0))

INCHI for HMDB0011521 (LysoPE(22:1(13Z)/0:0))

Structure for HMDB0011521 (LysoPE(22:1(13Z)/0:0))

3D Structure for HMDB0011521 (LysoPE(22:1(13Z)/0:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes