MiMeDB: Showing metabocard for LysoPE(17:0/0:0) (MMDBc0060356)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2023-02-09 19:29:46 UTC

Update Date

2023-02-09 19:29:46 UTC

Metabolite ID

MMDBc0060356

Metabolite Identification

Common Name

LysoPE(17:0/0:0)

Description

1-Heptadecanoylglycerophosphoethanolamine, also known as lysophosphatidylethanolamine zwitterion 17:0 or PE(17:0/0:0), 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. Thus, 1-heptadecanoylglycerophosphoethanolamine is considered to be a glycerophosphoethanolamine lipid molecule. 1-Heptadecanoylglycerophosphoethanolamine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

PE(17:0/0:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE(17:0/0:0), in particular, consists of two heptadecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.
  Mrv0541 04161413452D          

 31 30  0  0  1  0            999 V2000
    6.1362    6.8427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8507    7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5651    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2796    7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9941    6.8427    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.5816    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4066    7.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7086    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    6.4302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8520    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5664    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9954    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4243    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1388    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8533    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5677    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2822    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9967    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7112    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4256    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1401    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8546    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5690    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2835    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9980    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 31  1  1  0  0  0
M  END

HMDB0061691
     RDKit          3D
1-Heptadecanoylglycerophosphoethanolamine
 77 76  0  0  0  0  0  0  0  0999 V2000
  -10.3625   -1.1713    1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7004    0.2822    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3342    0.9910    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5669    0.2671   -0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0772    0.7274   -0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5513    0.6820    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0721    0.5733    1.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -0.7836    0.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1823   -0.9724   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7575   -0.8191   -1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9403    0.3311   -0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531    0.8730    0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0880   -0.1751    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188   -0.8612    0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3927   -0.2428    0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    0.9312    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620    0.9798    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628    1.9203    0.4779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9374   -0.2933    0.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391   -0.7784    0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -0.4035   -0.1152 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3073   -1.3658    0.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2956   -0.3570   -1.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6284   -0.4278   -2.0689 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3364    1.1715   -2.0604 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.3032    2.1858   -2.1146 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4625    1.2352   -3.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1115    1.1472   -0.5067 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4962    1.2164   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1107   -0.0264    0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8620   -0.2045    1.3846 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3413   -1.2031    1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4258   -1.8483    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0904   -1.4966    1.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2960    0.2949   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2092    0.7331    1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5393    2.0175    0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8753    0.9871    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5693   -0.8210   -0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9468    0.4130   -1.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0342    1.7452   -0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6251    0.0234   -1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8254    1.6742    1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9916   -0.1551    1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306    0.7772    2.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6175    1.3669    0.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334   -1.4935    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9005   -1.1929    1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5228   -1.9879   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908   -0.2426   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2748   -1.8162   -0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7702   -0.8863   -2.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652    1.2182   -1.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035    0.2225   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4124    1.4363    0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8060    1.6376    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -0.9042    1.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    0.3884    2.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0742   -1.4342   -0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2231   -1.7611    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363   -0.1703    1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0934   -1.0917    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783    0.8857   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4877    1.8643    0.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0444   -1.9318    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4415   -0.6885    1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7118    0.6299    0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0394   -2.2397   -0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6916    0.4168   -2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8806   -1.3700   -1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2605    0.4786   -3.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9165    1.5187   -1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7742    2.0486    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6904   -0.9455   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2025   -0.0039   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6013   -1.1801    1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3263    0.3538    2.0649 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  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 20 65  1  0
 20 66  1  0
 21 67  1  1
 22 68  1  0
 23 69  1  0
 23 70  1  0
 27 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 31 76  1  0
 31 77  1  0
M  END

PE(17:0/0:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE(17:0/0:0), in particular, consists of two heptadecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.
  Mrv0541 04161413452D          

 31 30  0  0  1  0            999 V2000
    6.1362    6.8427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8507    7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5651    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2796    7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9941    6.8427    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.5816    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4066    7.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7086    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    6.4302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8520    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5664    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9954    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4243    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1388    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8533    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5677    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2822    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9967    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7112    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4256    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1401    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8546    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5690    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2835    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9980    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 31  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0060356

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23/h21,24H,2-20,23H2,1H3,(H,26,27)/t21-/m1/s1

> <INCHI_KEY>
RVNBVQKDPQVSOY-OAQYLSRUSA-N

> <FORMULA>
C22H46NO7P

> <MOLECULAR_WEIGHT>
467.5769

> <EXACT_MASS>
467.301189343

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
54.04261533186947

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
3.9744300914756647

> <ALOGPS_LOGS>
-5.39

> <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>
122.0135

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.92e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061691
     RDKit          3D
1-Heptadecanoylglycerophosphoethanolamine
 77 76  0  0  0  0  0  0  0  0999 V2000
  -10.3625   -1.1713    1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7004    0.2822    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3342    0.9910    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5669    0.2671   -0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0772    0.7274   -0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5513    0.6820    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0721    0.5733    1.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -0.7836    0.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1823   -0.9724   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7575   -0.8191   -1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9403    0.3311   -0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531    0.8730    0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0880   -0.1751    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188   -0.8612    0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3927   -0.2428    0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    0.9312    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620    0.9798    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628    1.9203    0.4779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9374   -0.2933    0.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391   -0.7784    0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -0.4035   -0.1152 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3073   -1.3658    0.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2956   -0.3570   -1.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6284   -0.4278   -2.0689 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3364    1.1715   -2.0604 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.3032    2.1858   -2.1146 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4625    1.2352   -3.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1115    1.1472   -0.5067 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4962    1.2164   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1107   -0.0264    0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8620   -0.2045    1.3846 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3413   -1.2031    1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4258   -1.8483    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0904   -1.4966    1.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2960    0.2949   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2092    0.7331    1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5393    2.0175    0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8753    0.9871    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5693   -0.8210   -0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9468    0.4130   -1.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0342    1.7452   -0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6251    0.0234   -1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8254    1.6742    1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9916   -0.1551    1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306    0.7772    2.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6175    1.3669    0.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334   -1.4935    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9005   -1.1929    1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5228   -1.9879   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908   -0.2426   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2748   -1.8162   -0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7702   -0.8863   -2.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652    1.2182   -1.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035    0.2225   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4124    1.4363    0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8060    1.6376    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -0.9042    1.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    0.3884    2.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0742   -1.4342   -0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2231   -1.7611    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363   -0.1703    1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0934   -1.0917    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783    0.8857   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4877    1.8643    0.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0444   -1.9318    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4415   -0.6885    1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7118    0.6299    0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0394   -2.2397   -0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6916    0.4168   -2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8806   -1.3700   -1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2605    0.4786   -3.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9165    1.5187   -1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7742    2.0486    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6904   -0.9455   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2025   -0.0039   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6013   -1.1801    1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3263    0.3538    2.0649 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  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 20 65  1  0
 20 66  1  0
 21 67  1  1
 22 68  1  0
 23 69  1  0
 23 70  1  0
 27 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 31 76  1  0
 31 77  1  0
M  END

HEADER    PROTEIN                                 16-APR-14   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PE(17:0/0:0) is a phosphatidylethanolamine. It is 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-14         0                                  
HETATM    1  N   UNK     0      11.454  12.773   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      12.788  13.543   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.122  12.773   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      15.455  13.543   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0      16.789  12.773   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0      16.019  11.439   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      17.559  14.107   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      18.123  12.003   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      19.456  12.773   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.790  12.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.124  12.773   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      23.457  12.003   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      24.791  12.773   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      24.791  14.313   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      26.125  12.003   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.458  12.773   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.792  12.003   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.126  12.773   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.459  12.003   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      32.793  12.773   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      34.127  12.003   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      35.461  12.773   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      36.794  12.003   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      38.128  12.773   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      39.462  12.003   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      40.795  12.773   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      42.129  12.003   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      43.463  12.773   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      44.796  12.003   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      46.130  12.773   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      20.790  10.463   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   31                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   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                                                            
CONECT   31   10                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

COMPND    HMDB0061691
HETATM    1  C1  UNL     1     -10.363  -1.171   1.122  1.00  0.00           C  
HETATM    2  C2  UNL     1     -10.700   0.282   0.728  1.00  0.00           C  
HETATM    3  C3  UNL     1      -9.334   0.991   0.579  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.567   0.267  -0.462  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.077   0.727  -0.564  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.551   0.682   0.799  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.072   0.573   1.013  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.615  -0.784   0.515  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.182  -0.972  -0.863  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.757  -0.819  -1.222  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.940   0.331  -0.972  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.653   0.873   0.384  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.088  -0.175   1.306  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.119  -0.861   0.881  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.393  -0.243   0.787  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.827   0.931   0.008  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.362   0.980   0.293  1.00  0.00           C  
HETATM   18  O1  UNL     1       4.063   1.920   0.478  1.00  0.00           O  
HETATM   19  O2  UNL     1       3.937  -0.293   0.354  1.00  0.00           O  
HETATM   20  C18 UNL     1       5.139  -0.778   0.607  1.00  0.00           C  
HETATM   21  C19 UNL     1       6.388  -0.404  -0.115  1.00  0.00           C  
HETATM   22  O3  UNL     1       7.307  -1.366   0.291  1.00  0.00           O  
HETATM   23  C20 UNL     1       6.296  -0.357  -1.600  1.00  0.00           C  
HETATM   24  O4  UNL     1       7.628  -0.428  -2.069  1.00  0.00           O  
HETATM   25  P1  UNL     1       8.336   1.171  -2.060  1.00  0.00           P  
HETATM   26  O5  UNL     1       7.303   2.186  -2.115  1.00  0.00           O  
HETATM   27  O6  UNL     1       9.463   1.235  -3.287  1.00  0.00           O  
HETATM   28  O7  UNL     1       9.111   1.147  -0.507  1.00  0.00           O  
HETATM   29  C21 UNL     1      10.496   1.216  -0.681  1.00  0.00           C  
HETATM   30  C22 UNL     1      11.111  -0.026   0.020  1.00  0.00           C  
HETATM   31  N1  UNL     1      10.862  -0.204   1.385  1.00  0.00           N  
HETATM   32  H1  UNL     1      -9.341  -1.203   1.585  1.00  0.00           H  
HETATM   33  H2  UNL     1     -10.426  -1.848   0.248  1.00  0.00           H  
HETATM   34  H3  UNL     1     -11.090  -1.497   1.867  1.00  0.00           H  
HETATM   35  H4  UNL     1     -11.296   0.295  -0.167  1.00  0.00           H  
HETATM   36  H5  UNL     1     -11.209   0.733   1.574  1.00  0.00           H  
HETATM   37  H6  UNL     1      -9.539   2.017   0.272  1.00  0.00           H  
HETATM   38  H7  UNL     1      -8.875   0.987   1.572  1.00  0.00           H  
HETATM   39  H8  UNL     1      -8.569  -0.821  -0.245  1.00  0.00           H  
HETATM   40  H9  UNL     1      -8.947   0.413  -1.491  1.00  0.00           H  
HETATM   41  H10 UNL     1      -7.034   1.745  -0.978  1.00  0.00           H  
HETATM   42  H11 UNL     1      -6.625   0.023  -1.246  1.00  0.00           H  
HETATM   43  H12 UNL     1      -6.825   1.674   1.343  1.00  0.00           H  
HETATM   44  H13 UNL     1      -6.992  -0.155   1.410  1.00  0.00           H  
HETATM   45  H14 UNL     1      -4.831   0.777   2.060  1.00  0.00           H  
HETATM   46  H15 UNL     1      -4.618   1.367   0.377  1.00  0.00           H  
HETATM   47  H16 UNL     1      -5.533  -1.494   0.718  1.00  0.00           H  
HETATM   48  H17 UNL     1      -3.901  -1.193   1.243  1.00  0.00           H  
HETATM   49  H18 UNL     1      -4.523  -1.988  -1.233  1.00  0.00           H  
HETATM   50  H19 UNL     1      -4.691  -0.243  -1.590  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.275  -1.816  -0.926  1.00  0.00           H  
HETATM   52  H21 UNL     1      -2.770  -0.886  -2.413  1.00  0.00           H  
HETATM   53  H22 UNL     1      -2.365   1.218  -1.566  1.00  0.00           H  
HETATM   54  H23 UNL     1      -0.903   0.223  -1.477  1.00  0.00           H  
HETATM   55  H24 UNL     1      -2.412   1.436   0.894  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.806   1.638   0.237  1.00  0.00           H  
HETATM   57  H26 UNL     1      -1.880  -0.904   1.619  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.889   0.388   2.301  1.00  0.00           H  
HETATM   59  H28 UNL     1      -0.074  -1.434  -0.126  1.00  0.00           H  
HETATM   60  H29 UNL     1       0.223  -1.761   1.631  1.00  0.00           H  
HETATM   61  H30 UNL     1       1.936  -0.170   1.802  1.00  0.00           H  
HETATM   62  H31 UNL     1       2.093  -1.092   0.323  1.00  0.00           H  
HETATM   63  H32 UNL     1       1.678   0.886  -1.055  1.00  0.00           H  
HETATM   64  H33 UNL     1       1.488   1.864   0.458  1.00  0.00           H  
HETATM   65  H34 UNL     1       5.044  -1.932   0.572  1.00  0.00           H  
HETATM   66  H35 UNL     1       5.441  -0.689   1.725  1.00  0.00           H  
HETATM   67  H36 UNL     1       6.712   0.630   0.225  1.00  0.00           H  
HETATM   68  H37 UNL     1       7.039  -2.240  -0.027  1.00  0.00           H  
HETATM   69  H38 UNL     1       5.692   0.417  -2.057  1.00  0.00           H  
HETATM   70  H39 UNL     1       5.881  -1.370  -1.993  1.00  0.00           H  
HETATM   71  H40 UNL     1       9.261   0.479  -3.910  1.00  0.00           H  
HETATM   72  H41 UNL     1      10.917   1.519  -1.590  1.00  0.00           H  
HETATM   73  H42 UNL     1      10.774   2.049   0.094  1.00  0.00           H  
HETATM   74  H43 UNL     1      10.690  -0.946  -0.564  1.00  0.00           H  
HETATM   75  H44 UNL     1      12.203  -0.004  -0.197  1.00  0.00           H  
HETATM   76  H45 UNL     1      10.601  -1.180   1.600  1.00  0.00           H  
HETATM   77  H46 UNL     1      11.326   0.354   2.065  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   41   42
CONECT    6    7   43   44
CONECT    7    8   45   46
CONECT    8    9   47   48
CONECT    9   10   49   50
CONECT   10   11   51   52
CONECT   11   12   53   54
CONECT   12   13   55   56
CONECT   13   14   57   58
CONECT   14   15   59   60
CONECT   15   16   61   62
CONECT   16   17   63   64
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   21   65   66
CONECT   21   22   23   67
CONECT   22   68
CONECT   23   24   69   70
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   71
CONECT   28   29
CONECT   29   30   72   73
CONECT   30   31   74   75
CONECT   31   76   77
END

HMDB0061691
     RDKit          3D
1-Heptadecanoylglycerophosphoethanolamine
 77 76  0  0  0  0  0  0  0  0999 V2000
  -10.3625   -1.1713    1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7004    0.2822    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3342    0.9910    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5669    0.2671   -0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0772    0.7274   -0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5513    0.6820    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0721    0.5733    1.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -0.7836    0.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1823   -0.9724   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7575   -0.8191   -1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9403    0.3311   -0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531    0.8730    0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0880   -0.1751    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188   -0.8612    0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3927   -0.2428    0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    0.9312    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620    0.9798    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628    1.9203    0.4779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9374   -0.2933    0.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391   -0.7784    0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -0.4035   -0.1152 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3073   -1.3658    0.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2956   -0.3570   -1.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6284   -0.4278   -2.0689 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3364    1.1715   -2.0604 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.3032    2.1858   -2.1146 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4625    1.2352   -3.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1115    1.1472   -0.5067 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4962    1.2164   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1107   -0.0264    0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8620   -0.2045    1.3846 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3413   -1.2031    1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4258   -1.8483    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0904   -1.4966    1.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2960    0.2949   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2092    0.7331    1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5393    2.0175    0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8753    0.9871    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5693   -0.8210   -0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9468    0.4130   -1.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0342    1.7452   -0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6251    0.0234   -1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8254    1.6742    1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9916   -0.1551    1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306    0.7772    2.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6175    1.3669    0.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334   -1.4935    0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9005   -1.1929    1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5228   -1.9879   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908   -0.2426   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2748   -1.8162   -0.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7702   -0.8863   -2.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652    1.2182   -1.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035    0.2225   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4124    1.4363    0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8060    1.6376    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -0.9042    1.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    0.3884    2.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0742   -1.4342   -0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2231   -1.7611    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363   -0.1703    1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0934   -1.0917    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783    0.8857   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4877    1.8643    0.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0444   -1.9318    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4415   -0.6885    1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7118    0.6299    0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0394   -2.2397   -0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6916    0.4168   -2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8806   -1.3700   -1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2605    0.4786   -3.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9165    1.5187   -1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7742    2.0486    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6904   -0.9455   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2025   -0.0039   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6013   -1.1801    1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3263    0.3538    2.0649 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  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 20 65  1  0
 20 66  1  0
 21 67  1  1
 22 68  1  0
 23 69  1  0
 23 70  1  0
 27 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 31 76  1  0
 31 77  1  0
M  END

Synonyms

Value	Source
1-Heptadecanoyl-sn-glycero-3-phosphoethanolamine	ChEBI
Lysophosphatidylethanolamine zwitterion 17:0	ChEBI
PE(17:0/0:0)	ChEBI

Molecular Formula

C₂₂H₄₆NO₇P

Average Mass

467.5769

Monoisotopic Mass

467.301189343

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23/h21,24H,2-20,23H2,1H3,(H,26,27)/t21-/m1/s1

InChI Key

RVNBVQKDPQVSOY-OAQYLSRUSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

1-acyl-sn-glycero-3-phosphoethanolamines

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-acyl-sn-glycero-3-phosphoethanolamine (CHEBI:85409 )
Monoacylglycerophosphoethanolamines (LMGP02050030 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0019 g/L	ALOGPS
logP	4.39	ALOGPS
logP	3.97	ChemAxon
logS	-5.4	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	24	ChemAxon
Refractivity	122.01 m³·mol⁻¹	ChemAxon
Polarizability	54.04 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0ufu-9740210000-46999c6d8cbadfd6d93e	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9121200000-3256e8273792e584fa2a	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9121000000-3fd912124999e0a6b228	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9120000000-e59fcf3d6928748ac150	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-1290500000-c5d5db6e75f3fc512438	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fvi-6490100000-3683faa78be6a589fee0	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01t9-9110000000-604e02b1bcf66c4bba4c	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0030900000-497623f43f4bbfe0fe60	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-1290000000-8cd6b2b34407ba4b600d	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-1090000000-cd5dbc84afd223f543f1	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-5003900000-a09ecd1d400844c7af4e	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-4109100000-022fb8e92981e370300d	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9200000000-3d54e85b60078c61526e	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0038315	PE(17:0/16:0)	LysoPE(17:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038316	PE(17:0/17:0)	Heptadecanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038317	PE(17:0/19:0)	LysoPE(17:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038326	PE(17:0/14:0)	LysoPE(17:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038329	PE(17:0/16:1(9Z))	(9Z)-hexadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038331	PE(17:0/18:1(11Z))	11Z-Octadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0061691

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

52925149

PDB ID

Not Available

ChEBI ID

84490

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Showing metabocard for LysoPE(17:0/0:0) (MMDBc0060356)

MOL for #<Metabolite:0x00007fa489166f90>

3D MOL for #<Metabolite:0x00007fa489166f90>

3D SDF for #<Metabolite:0x00007fa489166f90>

3D-SDF for #<Metabolite:0x00007fa489166f90>

PDB for #<Metabolite:0x00007fa489166f90>

3D PDB for #<Metabolite:0x00007fa489166f90>

SMILES for #<Metabolite:0x00007fa489166f90>

INCHI for #<Metabolite:0x00007fa489166f90>

Structure for #<Metabolite:0x00007fa489166f90>

3D Structure for #<Metabolite:0x00007fa489166f90>