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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-10-29 08:43:47 UTC

Update Date

2022-11-30 19:03:55 UTC

HMDB ID

HMDB0011129

Secondary Accession Numbers

HMDB11129

Metabolite Identification

Common Name

LysoPE(0:0/18:0)

Description

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

Structure

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


  Mrv0541 02241201202D          

 33 32  0  0  1  0            999 V2000
   21.2599   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5848   -3.3797    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.9097   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9350   -3.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2345   -3.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0580   -4.1593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6101   -2.9899    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2204   -2.3147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9999   -3.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2852   -2.6001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9603   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6355   -2.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3106   -2.9899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1725   -4.1890    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1974   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9119   -4.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6264   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3408   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0553   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7698   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4843   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1988   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9132   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6277   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3422   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0566   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7712   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4856   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2001   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9146   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6290   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3435   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3435   -5.3968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  2 14  1  1  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  2  0  0  0  0
  6 32  1  0  0  0  0
M  END

HMDB0011129
     RDKit          3D
LysoPE(0:0/18:0)
 80 79  0  0  0  0  0  0  0  0999 V2000
   11.2762   -0.2293    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2275    0.4039    2.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4235    1.4647    1.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6987    0.8915    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8833    1.9678   -0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8480    2.5548    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8620    1.5525    1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1304    0.9469   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1399   -0.0741    0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4150   -0.6501   -0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3953   -1.7031   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3707   -1.1375    0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970   -2.1343    0.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4613   -2.6203   -0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1451   -1.4918   -1.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9149   -1.8909   -2.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132   -2.8676   -1.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9754   -2.3060   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -2.2155    0.1896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2005   -1.8233   -1.5163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1618   -1.2719   -0.6153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4698   -2.0417   -0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0171   -1.9937   -1.9684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4031    0.1490   -1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3330    0.7986   -0.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6346    2.3714   -0.7404 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.3489    3.1724   -0.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1105    2.4345   -2.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7659    3.0689    0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9216    2.2889    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8664    2.9839    1.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2479    3.1028    2.6630 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8663   -1.1686    0.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6340    0.4512    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1554   -0.4981    1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6946    0.9108    3.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5649   -0.3759    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7356    1.9191    2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1067    2.2966    1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4675    0.5550   -0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0888    0.0245    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5928    2.7563   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4274    1.5401   -1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2880    3.1961    1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2601    3.2824   -0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0738    2.0855    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2821    0.7820    1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5860    1.7622   -0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7960    0.4578   -0.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5002    0.5013    1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532   -0.8594    1.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9665    0.1683   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081   -1.0986   -1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9593   -2.5589    0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9384   -2.0775   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207   -0.2524    0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010   -0.9043    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4096   -1.6433    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127   -3.0344    1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521   -3.3058    0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2346   -3.1840   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125   -0.9585   -0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4082   -0.7072   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2597   -2.2854   -3.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851   -0.9803   -2.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6524   -3.8794   -1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5335   -3.0201   -2.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -1.3216    0.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1427   -1.7370    0.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2413   -3.1327   -0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3008   -1.8781   -2.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8356    0.0752   -2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4409    0.6908   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0672    2.2074   -2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3818    2.1171   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6574    1.2983    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8223    2.4169    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1402    3.9967    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9133    2.7780    3.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4034    2.4975    2.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 17 67  1  0
 21 68  1  1
 22 69  1  0
 22 70  1  0
 23 71  1  0
 24 72  1  0
 24 73  1  0
 28 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  0
 32 80  1  0
M  END


  Mrv0541 02241201202D          

 33 32  0  0  1  0            999 V2000
   21.2599   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5848   -3.3797    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.9097   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9350   -3.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2345   -3.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0580   -4.1593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6101   -2.9899    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2204   -2.3147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9999   -3.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2852   -2.6001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9603   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6355   -2.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3106   -2.9899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1725   -4.1890    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1974   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9119   -4.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6264   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3408   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0553   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7698   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4843   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1988   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9132   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6277   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3422   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0566   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7712   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4856   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2001   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9146   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6290   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3435   -4.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3435   -5.3968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  2 14  1  1  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  2  0  0  0  0
  6 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011129

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
KIHAGWUUUHJRMS-JOCHJYFZSA-N

> <FORMULA>
C23H48NO7P

> <MOLECULAR_WEIGHT>
481.6035

> <EXACT_MASS>
481.316839407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
56.554014981328024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.74

> <JCHEM_LOGP>
4.418998785327011

> <ALOGPS_LOGS>
-5.52

> <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>
126.61449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011129
     RDKit          3D
LysoPE(0:0/18:0)
 80 79  0  0  0  0  0  0  0  0999 V2000
   11.2762   -0.2293    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2275    0.4039    2.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4235    1.4647    1.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6987    0.8915    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8833    1.9678   -0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8480    2.5548    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8620    1.5525    1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1304    0.9469   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1399   -0.0741    0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4150   -0.6501   -0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3953   -1.7031   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3707   -1.1375    0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970   -2.1343    0.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4613   -2.6203   -0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1451   -1.4918   -1.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9149   -1.8909   -2.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132   -2.8676   -1.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9754   -2.3060   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -2.2155    0.1896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2005   -1.8233   -1.5163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1618   -1.2719   -0.6153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4698   -2.0417   -0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0171   -1.9937   -1.9684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4031    0.1490   -1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3330    0.7986   -0.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6346    2.3714   -0.7404 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.3489    3.1724   -0.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1105    2.4345   -2.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7659    3.0689    0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9216    2.2889    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8664    2.9839    1.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2479    3.1028    2.6630 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8663   -1.1686    0.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6340    0.4512    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1554   -0.4981    1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6946    0.9108    3.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5649   -0.3759    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7356    1.9191    2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1067    2.2966    1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4675    0.5550   -0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0888    0.0245    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5928    2.7563   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4274    1.5401   -1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2880    3.1961    1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2601    3.2824   -0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0738    2.0855    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2821    0.7820    1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5860    1.7622   -0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7960    0.4578   -0.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5002    0.5013    1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532   -0.8594    1.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9665    0.1683   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081   -1.0986   -1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9593   -2.5589    0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9384   -2.0775   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207   -0.2524    0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010   -0.9043    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4096   -1.6433    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127   -3.0344    1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521   -3.3058    0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2346   -3.1840   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125   -0.9585   -0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4082   -0.7072   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2597   -2.2854   -3.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851   -0.9803   -2.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6524   -3.8794   -1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5335   -3.0201   -2.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -1.3216    0.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1427   -1.7370    0.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2413   -3.1327   -0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3008   -1.8781   -2.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8356    0.0752   -2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4409    0.6908   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0672    2.2074   -2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3818    2.1171   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6574    1.2983    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8223    2.4169    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1402    3.9967    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9133    2.7780    3.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4034    2.4975    2.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 17 67  1  0
 21 68  1  1
 22 69  1  0
 22 70  1  0
 23 71  1  0
 24 72  1  0
 24 73  1  0
 28 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  0
 32 80  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      39.685  -5.581   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      38.425  -6.309   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.165  -5.581   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      40.945  -6.309   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      35.904  -6.309   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      37.442  -7.764   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      42.206  -5.581   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      41.478  -4.321   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      42.933  -6.841   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      43.466  -4.854   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      44.726  -5.581   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      45.986  -4.854   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      47.246  -5.581   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      39.522  -7.819   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      13.435  -7.764   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.769  -8.534   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.103  -7.764   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.436  -8.534   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.770  -7.764   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.104  -8.534   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.437  -7.764   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.771  -8.534   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.105  -7.764   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.438  -8.534   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.772  -7.764   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      28.106  -8.534   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      29.440  -7.764   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      30.773  -8.534   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.107  -7.764   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      33.441  -8.534   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      34.774  -7.764   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      36.108  -8.534   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      36.108 -10.074   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   32                                                       
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    6                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

COMPND    HMDB0011129
HETATM    1  C1  UNL     1      11.276  -0.229   1.371  1.00  0.00           C  
HETATM    2  C2  UNL     1      10.227   0.404   2.248  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.423   1.465   1.543  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.699   0.891   0.338  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.883   1.968  -0.357  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.848   2.555   0.539  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.862   1.552   1.038  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.130   0.947  -0.130  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.140  -0.074   0.441  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.415  -0.650  -0.729  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.395  -1.703  -0.388  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.371  -1.137   0.530  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.297  -2.134   0.904  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.461  -2.620  -0.314  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.145  -1.492  -1.033  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.915  -1.891  -2.242  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.013  -2.868  -1.996  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.975  -2.306  -1.052  1.00  0.00           C  
HETATM   19  O1  UNL     1      -3.793  -2.215   0.190  1.00  0.00           O  
HETATM   20  O2  UNL     1      -5.201  -1.823  -1.516  1.00  0.00           O  
HETATM   21  C19 UNL     1      -6.162  -1.272  -0.615  1.00  0.00           C  
HETATM   22  C20 UNL     1      -7.470  -2.042  -0.695  1.00  0.00           C  
HETATM   23  O3  UNL     1      -8.017  -1.994  -1.968  1.00  0.00           O  
HETATM   24  C21 UNL     1      -6.403   0.149  -1.076  1.00  0.00           C  
HETATM   25  O4  UNL     1      -7.333   0.799  -0.269  1.00  0.00           O  
HETATM   26  P1  UNL     1      -7.635   2.371  -0.740  1.00  0.00           P  
HETATM   27  O5  UNL     1      -6.349   3.172  -0.584  1.00  0.00           O  
HETATM   28  O6  UNL     1      -8.110   2.435  -2.342  1.00  0.00           O  
HETATM   29  O7  UNL     1      -8.766   3.069   0.310  1.00  0.00           O  
HETATM   30  C22 UNL     1      -9.922   2.289   0.390  1.00  0.00           C  
HETATM   31  C23 UNL     1     -10.866   2.984   1.354  1.00  0.00           C  
HETATM   32  N1  UNL     1     -10.248   3.103   2.663  1.00  0.00           N  
HETATM   33  H1  UNL     1      10.866  -1.169   0.912  1.00  0.00           H  
HETATM   34  H2  UNL     1      11.634   0.451   0.562  1.00  0.00           H  
HETATM   35  H3  UNL     1      12.155  -0.498   1.986  1.00  0.00           H  
HETATM   36  H4  UNL     1      10.695   0.911   3.135  1.00  0.00           H  
HETATM   37  H5  UNL     1       9.565  -0.376   2.663  1.00  0.00           H  
HETATM   38  H6  UNL     1       8.736   1.919   2.277  1.00  0.00           H  
HETATM   39  H7  UNL     1      10.107   2.297   1.228  1.00  0.00           H  
HETATM   40  H8  UNL     1       9.468   0.555  -0.384  1.00  0.00           H  
HETATM   41  H9  UNL     1       8.089   0.025   0.617  1.00  0.00           H  
HETATM   42  H10 UNL     1       8.593   2.756  -0.693  1.00  0.00           H  
HETATM   43  H11 UNL     1       7.427   1.540  -1.243  1.00  0.00           H  
HETATM   44  H12 UNL     1       7.288   3.196   1.343  1.00  0.00           H  
HETATM   45  H13 UNL     1       6.260   3.282  -0.095  1.00  0.00           H  
HETATM   46  H14 UNL     1       5.074   2.086   1.645  1.00  0.00           H  
HETATM   47  H15 UNL     1       6.282   0.782   1.714  1.00  0.00           H  
HETATM   48  H16 UNL     1       4.586   1.762  -0.647  1.00  0.00           H  
HETATM   49  H17 UNL     1       5.796   0.458  -0.871  1.00  0.00           H  
HETATM   50  H18 UNL     1       3.500   0.501   1.137  1.00  0.00           H  
HETATM   51  H19 UNL     1       4.653  -0.859   1.001  1.00  0.00           H  
HETATM   52  H20 UNL     1       2.966   0.168  -1.340  1.00  0.00           H  
HETATM   53  H21 UNL     1       4.208  -1.099  -1.396  1.00  0.00           H  
HETATM   54  H22 UNL     1       2.959  -2.559   0.063  1.00  0.00           H  
HETATM   55  H23 UNL     1       1.938  -2.078  -1.338  1.00  0.00           H  
HETATM   56  H24 UNL     1       0.921  -0.252   0.090  1.00  0.00           H  
HETATM   57  H25 UNL     1       1.901  -0.904   1.501  1.00  0.00           H  
HETATM   58  H26 UNL     1      -0.410  -1.643   1.581  1.00  0.00           H  
HETATM   59  H27 UNL     1       0.713  -3.034   1.395  1.00  0.00           H  
HETATM   60  H28 UNL     1      -1.252  -3.306   0.052  1.00  0.00           H  
HETATM   61  H29 UNL     1       0.235  -3.184  -0.932  1.00  0.00           H  
HETATM   62  H30 UNL     1      -1.812  -0.959  -0.326  1.00  0.00           H  
HETATM   63  H31 UNL     1      -0.408  -0.707  -1.378  1.00  0.00           H  
HETATM   64  H32 UNL     1      -1.260  -2.285  -3.060  1.00  0.00           H  
HETATM   65  H33 UNL     1      -2.385  -0.980  -2.696  1.00  0.00           H  
HETATM   66  H34 UNL     1      -2.652  -3.879  -1.716  1.00  0.00           H  
HETATM   67  H35 UNL     1      -3.533  -3.020  -2.980  1.00  0.00           H  
HETATM   68  H36 UNL     1      -5.739  -1.322   0.386  1.00  0.00           H  
HETATM   69  H37 UNL     1      -8.143  -1.737   0.109  1.00  0.00           H  
HETATM   70  H38 UNL     1      -7.241  -3.133  -0.505  1.00  0.00           H  
HETATM   71  H39 UNL     1      -7.301  -1.878  -2.648  1.00  0.00           H  
HETATM   72  H40 UNL     1      -6.836   0.075  -2.094  1.00  0.00           H  
HETATM   73  H41 UNL     1      -5.441   0.691  -1.154  1.00  0.00           H  
HETATM   74  H42 UNL     1      -9.067   2.207  -2.480  1.00  0.00           H  
HETATM   75  H43 UNL     1     -10.382   2.117  -0.592  1.00  0.00           H  
HETATM   76  H44 UNL     1      -9.657   1.298   0.814  1.00  0.00           H  
HETATM   77  H45 UNL     1     -11.822   2.417   1.441  1.00  0.00           H  
HETATM   78  H46 UNL     1     -11.140   3.997   1.019  1.00  0.00           H  
HETATM   79  H47 UNL     1     -10.913   2.778   3.384  1.00  0.00           H  
HETATM   80  H48 UNL     1      -9.403   2.498   2.696  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   36   37
CONECT    3    4   38   39
CONECT    4    5   40   41
CONECT    5    6   42   43
CONECT    6    7   44   45
CONECT    7    8   46   47
CONECT    8    9   48   49
CONECT    9   10   50   51
CONECT   10   11   52   53
CONECT   11   12   54   55
CONECT   12   13   56   57
CONECT   13   14   58   59
CONECT   14   15   60   61
CONECT   15   16   62   63
CONECT   16   17   64   65
CONECT   17   18   66   67
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   24   68
CONECT   22   23   69   70
CONECT   23   71
CONECT   24   25   72   73
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   74
CONECT   29   30
CONECT   30   31   75   76
CONECT   31   32   77   78
CONECT   32   79   80
END

HMDB0011129
     RDKit          3D
LysoPE(0:0/18:0)
 80 79  0  0  0  0  0  0  0  0999 V2000
   11.2762   -0.2293    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2275    0.4039    2.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4235    1.4647    1.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6987    0.8915    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8833    1.9678   -0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8480    2.5548    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8620    1.5525    1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1304    0.9469   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1399   -0.0741    0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4150   -0.6501   -0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3953   -1.7031   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3707   -1.1375    0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970   -2.1343    0.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4613   -2.6203   -0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1451   -1.4918   -1.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9149   -1.8909   -2.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132   -2.8676   -1.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9754   -2.3060   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -2.2155    0.1896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2005   -1.8233   -1.5163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1618   -1.2719   -0.6153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4698   -2.0417   -0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0171   -1.9937   -1.9684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4031    0.1490   -1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3330    0.7986   -0.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6346    2.3714   -0.7404 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.3489    3.1724   -0.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1105    2.4345   -2.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7659    3.0689    0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9216    2.2889    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8664    2.9839    1.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2479    3.1028    2.6630 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8663   -1.1686    0.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6340    0.4512    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1554   -0.4981    1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6946    0.9108    3.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5649   -0.3759    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7356    1.9191    2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1067    2.2966    1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4675    0.5550   -0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0888    0.0245    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5928    2.7563   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4274    1.5401   -1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2880    3.1961    1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2601    3.2824   -0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0738    2.0855    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2821    0.7820    1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5860    1.7622   -0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7960    0.4578   -0.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5002    0.5013    1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532   -0.8594    1.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9665    0.1683   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081   -1.0986   -1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9593   -2.5589    0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9384   -2.0775   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207   -0.2524    0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010   -0.9043    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4096   -1.6433    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127   -3.0344    1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521   -3.3058    0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2346   -3.1840   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125   -0.9585   -0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4082   -0.7072   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2597   -2.2854   -3.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851   -0.9803   -2.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6524   -3.8794   -1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5335   -3.0201   -2.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -1.3216    0.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1427   -1.7370    0.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2413   -3.1327   -0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3008   -1.8781   -2.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8356    0.0752   -2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4409    0.6908   -1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0672    2.2074   -2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3818    2.1171   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6574    1.2983    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8223    2.4169    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1402    3.9967    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9133    2.7780    3.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4034    2.4975    2.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 17 67  1  0
 21 68  1  1
 22 69  1  0
 22 70  1  0
 23 71  1  0
 24 72  1  0
 24 73  1  0
 28 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  0
 32 80  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
octadecanoyl-lysophosphatidylethanolamine	Lipid Annotator, HMDB
1-hydroxy-2-stearoyl-sn-glycero-3-phosphoethanolamine	Lipid Annotator, HMDB
LPE(0:0/18:0)	Lipid Annotator, HMDB
Lysophosphatidylethanolamine(0:0/18:0)	Lipid Annotator, HMDB
Lysophosphatidylethanolamine(18:0)	Lipid Annotator, HMDB
Lyso-PE(0:0/18:0)	Lipid Annotator, HMDB
Lyso-PE(18:0)	Lipid Annotator, HMDB
LPE(18:0)	Lipid Annotator, HMDB
LysoPE(0:0/18:0)	Lipid Annotator
1-hydroxy-2-octadecanoyl-sn-glycero-3-phosphoethanolamine	Lipid Annotator, HMDB
LysoPE(18:0)	Lipid Annotator, HMDB
2-Stearoyl-gpe	ChEBI
2-Stearoyl-gpe (18:0)	ChEBI
2-Stearoyl-sn-glycero-3-phosphoethanolamine zwitterion	ChEBI
GPE(0:0/18:0)	ChEBI
GPE(18:0)	ChEBI
Lysophosphatidylethanolamine zwitterion (0:0/18:0)	ChEBI
Lysophosphatidylethanolamine zwitterion (18:0)	ChEBI
PE(0:0/18:0)	ChEBI
PE(18:0)	ChEBI
Phosphatidylethanolamine zwitterion (0:0/18:0)	ChEBI
Phosphatidylethanolamine zwitterion (18:0)	ChEBI
1-Hydroxyl-2-stearoyl-sn-glycero-3-phosphoethanolamine	HMDB
Stearoyl phosphatidylethanolamine	HMDB
2-Stearoyl-3-glycerylphosphorylethanolamine	HMDB
2-Stearoyl-lysophosphatidylethanolamine	HMDB
2-Stearoyl-sn-glycero-3-phosphoethanolamine	HMDB

Chemical Formula

C₂₃H₄₈NO₇P

Average Molecular Weight

481.6035

Monoisotopic Molecular Weight

481.316839407

IUPAC Name

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

Traditional Name

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

CAS Registry Number

899443-67-5

SMILES

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

InChI Identifier

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

InChI Key

KIHAGWUUUHJRMS-JOCHJYFZSA-N

Chemical Taxonomy

Description

This compound 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

Ontology

Physiological effect

Organoleptic effect

Touch

Smooth (HMDB: HMDB0011129)

Disposition

Biological location

Cell membrane (HMDB: HMDB0011129)
Intracellular membrane (HMDB: HMDB0011129)

Biofluid or Excreta

Blood (HMDB: HMDB0011129)

Organ

Placenta (HMDB: HMDB0011129)

Cellular substructure

Extracellular (HMDB: HMDB0011129)
Membrane (HMDB: HMDB0011129)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0011129)

Source

Endogenous

Endogenous (HMDB: HMDB0011129)

Animal

Animal (HMDB: HMDB0011129)

Exogenous

Food

Food (HMDB: HMDB0011129)

Animal origin

Poultry

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0011129)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0011129)

Cellular process

Cell signaling (HMDB: HMDB0011129)

Biochemical pathway

Glycerophospholipid metabolism (HMDB: HMDB0011129)

Role

Biological role

Energy source (HMDB: HMDB0011129)

Industrial application

Food and nutrition

Food additive

Nutritional supplement

Nutritional supplement (HMDB: HMDB0011129)

Food additive (HMDB: HMDB0011129)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0011129)

Emulsifier (HMDB: HMDB0011129)

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	0.0014 g/L	ALOGPS
logP	4.74	ALOGPS
logP	4.42	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.31 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	126.61 m³·mol⁻¹	ChemAxon
Polarizability	56.55 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	222.061	31661259
DarkChem	[M-H]-	218.559	31661259
DeepCCS	[M+H]+	174.502	30932474
DeepCCS	[M-H]-	172.206	30932474
DeepCCS	[M-2H]-	206.124	30932474
DeepCCS	[M+Na]+	181.074	30932474
AllCCS	[M+H]+	224.6	32859911
AllCCS	[M+H-H2O]+	223.1	32859911
AllCCS	[M+NH4]+	226.1	32859911
AllCCS	[M+Na]+	226.5	32859911
AllCCS	[M-H]-	218.4	32859911
AllCCS	[M+Na-2H]-	221.1	32859911
AllCCS	[M+HCOO]-	224.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
LysoPE(0:0/18:0)	[H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	3485.7	Standard polar	33892256
LysoPE(0:0/18:0)	[H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	3304.3	Standard non polar	33892256
LysoPE(0:0/18:0)	[H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	3573.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
LysoPE(0:0/18:0),1TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(O)OCCN	3532.7	Semi standard non polar	33892256
LysoPE(0:0/18:0),1TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN)O[Si](C)(C)C	3515.7	Semi standard non polar	33892256
LysoPE(0:0/18:0),1TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(O)OCCN[Si](C)(C)C	3592.9	Semi standard non polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(OCCN)O[Si](C)(C)C	3527.4	Semi standard non polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(OCCN)O[Si](C)(C)C	3304.9	Standard non polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(OCCN)O[Si](C)(C)C	4980.0	Standard polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(O)OCCN[Si](C)(C)C	3602.6	Semi standard non polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(O)OCCN[Si](C)(C)C	3466.1	Standard non polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(O)OCCN[Si](C)(C)C	4863.1	Standard polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	3582.6	Semi standard non polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	3511.0	Standard non polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	4310.9	Standard polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	3797.9	Semi standard non polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	3519.6	Standard non polar	33892256
LysoPE(0:0/18:0),2TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	4905.0	Standard polar	33892256
LysoPE(0:0/18:0),3TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	3587.9	Semi standard non polar	33892256
LysoPE(0:0/18:0),3TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	3460.3	Standard non polar	33892256
LysoPE(0:0/18:0),3TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	4010.0	Standard polar	33892256
LysoPE(0:0/18:0),3TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	3798.8	Semi standard non polar	33892256
LysoPE(0:0/18:0),3TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	3507.8	Standard non polar	33892256
LysoPE(0:0/18:0),3TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	4552.3	Standard polar	33892256
LysoPE(0:0/18:0),3TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3798.7	Semi standard non polar	33892256
LysoPE(0:0/18:0),3TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3546.9	Standard non polar	33892256
LysoPE(0:0/18:0),3TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4112.6	Standard polar	33892256
LysoPE(0:0/18:0),4TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3809.0	Semi standard non polar	33892256
LysoPE(0:0/18:0),4TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3503.5	Standard non polar	33892256
LysoPE(0:0/18:0),4TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3857.3	Standard polar	33892256
LysoPE(0:0/18:0),1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(O)OCCN	3792.3	Semi standard non polar	33892256
LysoPE(0:0/18:0),1TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	3753.1	Semi standard non polar	33892256
LysoPE(0:0/18:0),1TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	3849.7	Semi standard non polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	4010.7	Semi standard non polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	3550.4	Standard non polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	4905.0	Standard polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	4075.3	Semi standard non polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	3722.6	Standard non polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	4796.8	Standard polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4057.7	Semi standard non polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3740.5	Standard non polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4360.1	Standard polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4254.2	Semi standard non polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3747.8	Standard non polar	33892256
LysoPE(0:0/18:0),2TBDMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4825.8	Standard polar	33892256
LysoPE(0:0/18:0),3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4297.4	Semi standard non polar	33892256
LysoPE(0:0/18:0),3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3818.9	Standard non polar	33892256
LysoPE(0:0/18:0),3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4160.0	Standard polar	33892256
LysoPE(0:0/18:0),3TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4541.6	Semi standard non polar	33892256
LysoPE(0:0/18:0),3TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3866.4	Standard non polar	33892256
LysoPE(0:0/18:0),3TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO[Si](C)(C)C(C)(C)C)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4518.1	Standard polar	33892256
LysoPE(0:0/18:0),3TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)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	4486.8	Semi standard non polar	33892256
LysoPE(0:0/18:0),3TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)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	3881.5	Standard non polar	33892256
LysoPE(0:0/18:0),3TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)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	4216.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(0:0/18:0) GC-MS (Non-derivatized) - 70eV, Positive	splash10-001d-9850200000-9b9f225929fb8e136b36	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(0:0/18:0) GC-MS (1 TMS) - 70eV, Positive	splash10-00si-9580120000-5a4035d56eb935326c3a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(0:0/18:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(0:0/18:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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(0:0/18:0) 10V, Positive-QTOF	splash10-0006-9130200000-4e9fcf520a02df956d4f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 20V, Positive-QTOF	splash10-0006-9120000000-ebc5c409f172dc421d5c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 40V, Positive-QTOF	splash10-0006-9030000000-0bdf8499750e6dda288d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 10V, Negative-QTOF	splash10-001i-2570900000-31f74f210efc7e13ed67	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 20V, Negative-QTOF	splash10-004l-9530200000-e28d9aa3600567215b60	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 40V, Negative-QTOF	splash10-01t9-9110000000-74478f12c2118e94bb91	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 10V, Positive-QTOF	splash10-0016-2015900000-40d2fd876ff57a908546	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 20V, Positive-QTOF	splash10-0006-3219300000-5daa0fce87d456c97f31	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 40V, Positive-QTOF	splash10-0006-9400000000-81df7f2f8b12479ce3e1	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 10V, Negative-QTOF	splash10-001i-0100900000-0741d2952848d7dcefa2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 20V, Negative-QTOF	splash10-001i-2390100000-c6402cf49dc5678ece72	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(0:0/18:0) 40V, Negative-QTOF	splash10-004i-9310000000-85beb15cc8fab41135cd	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Placenta

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

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(0:0/18:0) (HMDB0011129)

MOL for HMDB0011129 (LysoPE(0:0/18:0))

3D MOL for HMDB0011129 (LysoPE(0:0/18:0))

3D SDF for HMDB0011129 (LysoPE(0:0/18:0))

3D-SDF for HMDB0011129 (LysoPE(0:0/18:0))

PDB for HMDB0011129 (LysoPE(0:0/18:0))

3D PDB for HMDB0011129 (LysoPE(0:0/18:0))

SMILES for HMDB0011129 (LysoPE(0:0/18:0))

INCHI for HMDB0011129 (LysoPE(0:0/18:0))

Structure for HMDB0011129 (LysoPE(0:0/18:0))

3D Structure for HMDB0011129 (LysoPE(0:0/18:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes