MiMeDB: Showing metabocard for LysoPG(16:0/0:0) (MMDBc0000758)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:54:19 UTC

Update Date

2024-04-30 19:33:37 UTC

Metabolite ID

MMDBc0000758

Metabolite Identification

Common Name

LysoPG(16:0/0:0)

Description

LysoPG(16:0/0:0) is a lysophosphatidylglycerol. It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. 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. Lysophosphatidylglycerols can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPG(16:0/0:0), in particular, consists of one chain of palmitic acid at the C-1 position.

Structure

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

LysoPG(16:0/0:0)
  Mrv1652312021917142D          

 32 31  0  0  0  0            999 V2000
   22.8986   -8.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1841   -8.9715    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4696   -8.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6132   -8.9715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7551   -8.9715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3276   -8.5591    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.9152   -7.8445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7402   -9.2736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0422   -8.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7567   -8.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4712   -8.1465    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.1857   -8.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8608   -8.1077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1841   -9.7965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4712   -7.3215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9989   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9989   -7.7635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2848   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5707   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8565   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1424   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4283   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7142   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0001   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2859   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5718   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8577   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1436   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4294   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7153   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0012   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2871   -8.9480    0.0000 C   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
  6  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 16  5  1  0  0  0  0
  2 14  1  6  0  0  0
 11 15  1  1  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

HMDB0240601
     RDKit          3D
LysoPG(16:0/0:0)
 77 76  0  0  0  0  0  0  0  0999 V2000
   11.3992    0.5555   -1.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6378   -0.1145   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4806    0.7898   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5108   -0.0271    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2618    0.7223    1.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413   -0.3177    1.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0142   -1.4157    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831   -1.2699   -0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8438   -0.8113   -0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874    0.5514   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1346    0.8911    0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782    0.1634    1.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7525   -1.2046    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0461   -1.0214   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671    0.0668   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1412    0.1816    0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754    0.9637    1.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2344   -0.6507    0.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534   -0.5818    0.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803    0.7842    0.1863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7953    0.6533   -1.2525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4744    0.7379    0.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8113    0.1958    1.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0465   -0.8412    1.3422 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.7539   -2.0857    2.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5208   -1.6757   -0.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5561   -0.6229    1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0667    0.2563    0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8459   -0.7048   -0.7477 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.6088   -1.5207    0.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7085    0.1426   -1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9194    1.0043   -2.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6866    0.4118   -2.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3268    0.0452   -1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4526    1.6304   -1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3232   -0.0604    0.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4167   -1.1324   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9952    1.2705   -1.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8332    1.6154    0.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9648   -0.4821    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1375   -0.8648   -0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5564    1.4112    1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8034    1.3110    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590    0.1243    2.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0342   -0.7730    2.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9037   -2.1312    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3509   -2.1395    1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3201   -2.1842   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8169   -0.5091   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464   -1.0946   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4898   -1.4720    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065    1.2816   -0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293    0.9796    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563    0.6856   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0112    1.9883    0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -0.0838    2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4419    0.7542    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162   -1.5193    1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410   -2.0012    0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5713   -1.0505   -1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6504   -2.0043   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3289    0.3166   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4109    1.0802   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445   -0.5057    1.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0857   -1.4056    0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3928    1.5582    0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307    0.8421   -1.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0398    0.6769   -0.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6857    1.9134    0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5953   -0.9776   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4064    0.8620   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8955    0.8394    0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1271   -1.2832   -1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0374   -1.7509    0.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3484    0.7414   -0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3298   -0.5483   -2.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0861    0.6356   -2.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 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
 19 64  1  0
 19 65  1  0
 20 66  1  1
 21 67  1  0
 22 68  1  0
 22 69  1  0
 26 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  6
 30 74  1  0
 31 75  1  0
 31 76  1  0
 32 77  1  0
M  END

LysoPG(16:0/0:0)
  Mrv1652312021917142D          

 32 31  0  0  0  0            999 V2000
   22.8986   -8.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1841   -8.9715    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4696   -8.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6132   -8.9715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7551   -8.9715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3276   -8.5591    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.9152   -7.8445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7402   -9.2736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0422   -8.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7567   -8.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4712   -8.1465    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.1857   -8.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8608   -8.1077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1841   -9.7965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4712   -7.3215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9989   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9989   -7.7635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2848   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5707   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8565   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1424   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4283   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7142   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0001   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2859   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5718   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8577   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1436   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4294   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7153   -8.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0012   -8.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2871   -8.9480    0.0000 C   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
  6  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 16  5  1  0  0  0  0
  2 14  1  6  0  0  0
 11 15  1  1  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000758

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H45O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)29-17-21(25)19-31-32(27,28)30-18-20(24)16-23/h20-21,23-25H,2-19H2,1H3,(H,27,28)/t20-,21+/m0/s1

> <INCHI_KEY>
BVJSKAUUFXBDOB-LEWJYISDSA-N

> <FORMULA>
C22H45O9P

> <MOLECULAR_WEIGHT>
484.567

> <EXACT_MASS>
484.280120027

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
54.09668162834908

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2,3-dihydroxypropoxy][(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy]phosphinic acid

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
4.015997617000001

> <ALOGPS_LOGS>
-5.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.347338041770165

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8910572097593832

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9689647678483553

> <JCHEM_POLAR_SURFACE_AREA>
142.75000000000003

> <JCHEM_REFRACTIVITY>
121.7175

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2,3-dihydroxypropoxy((2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240601
     RDKit          3D
LysoPG(16:0/0:0)
 77 76  0  0  0  0  0  0  0  0999 V2000
   11.3992    0.5555   -1.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6378   -0.1145   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4806    0.7898   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5108   -0.0271    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2618    0.7223    1.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413   -0.3177    1.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0142   -1.4157    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831   -1.2699   -0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8438   -0.8113   -0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874    0.5514   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1346    0.8911    0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782    0.1634    1.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7525   -1.2046    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0461   -1.0214   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671    0.0668   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1412    0.1816    0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754    0.9637    1.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2344   -0.6507    0.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534   -0.5818    0.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803    0.7842    0.1863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7953    0.6533   -1.2525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4744    0.7379    0.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8113    0.1958    1.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0465   -0.8412    1.3422 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.7539   -2.0857    2.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5208   -1.6757   -0.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5561   -0.6229    1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0667    0.2563    0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8459   -0.7048   -0.7477 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.6088   -1.5207    0.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7085    0.1426   -1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9194    1.0043   -2.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6866    0.4118   -2.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3268    0.0452   -1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4526    1.6304   -1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3232   -0.0604    0.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4167   -1.1324   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9952    1.2705   -1.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8332    1.6154    0.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9648   -0.4821    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1375   -0.8648   -0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5564    1.4112    1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8034    1.3110    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590    0.1243    2.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0342   -0.7730    2.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9037   -2.1312    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3509   -2.1395    1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3201   -2.1842   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8169   -0.5091   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464   -1.0946   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4898   -1.4720    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065    1.2816   -0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293    0.9796    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563    0.6856   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0112    1.9883    0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -0.0838    2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4419    0.7542    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162   -1.5193    1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410   -2.0012    0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5713   -1.0505   -1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6504   -2.0043   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3289    0.3166   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4109    1.0802   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445   -0.5057    1.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0857   -1.4056    0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3928    1.5582    0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307    0.8421   -1.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0398    0.6769   -0.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6857    1.9134    0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5953   -0.9776   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4064    0.8620   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8955    0.8394    0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1271   -1.2832   -1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0374   -1.7509    0.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3484    0.7414   -0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3298   -0.5483   -2.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0861    0.6356   -2.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 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
 19 64  1  0
 19 65  1  0
 20 66  1  1
 21 67  1  0
 22 68  1  0
 22 69  1  0
 26 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  6
 30 74  1  0
 31 75  1  0
 31 76  1  0
 32 77  1  0
M  END

HEADER    PROTEIN                                 02-DEC-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LysoPG(16:0/0:0)                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-DEC-19         0                                  
HETATM    1  C   UNK     0      42.744 -15.977   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      41.410 -16.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      40.077 -15.977   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      44.078 -16.747   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      38.743 -16.747   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      45.412 -15.977   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      44.642 -14.643   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      46.182 -17.311   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      46.745 -15.207   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      48.079 -15.977   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      49.413 -15.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      50.747 -15.977   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      52.007 -15.134   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      41.410 -18.287   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      49.413 -13.667   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      37.331 -15.932   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      37.331 -14.492   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      35.998 -16.703   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.665 -15.932   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.332 -16.703   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      31.999 -15.932   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.666 -16.703   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.333 -15.932   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      28.000 -16.703   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.667 -15.932   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.334 -16.703   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.001 -15.932   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      22.668 -16.703   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.335 -15.932   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.002 -16.703   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.669 -15.932   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.336 -16.703   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    5                                                       
CONECT    4    1    6                                                       
CONECT    5    3   16                                                       
CONECT    6    4    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    2                                                            
CONECT   15   11                                                            
CONECT   16    5   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   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                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

COMPND    HMDB0240601
HETATM    1  C1  UNL     1      11.399   0.555  -1.695  1.00  0.00           C  
HETATM    2  C2  UNL     1      10.638  -0.115  -0.549  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.481   0.790  -0.207  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.511  -0.027   0.608  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.262   0.722   1.004  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.341  -0.318   1.649  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.014  -1.416   0.739  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.283  -1.270  -0.524  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.844  -0.811  -0.430  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.587   0.551  -0.014  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.135   0.891   0.133  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.278   0.163   1.065  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.752  -1.205   0.715  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.046  -1.021  -0.599  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.967   0.067  -0.502  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.141   0.182   0.363  1.00  0.00           C  
HETATM   17  O1  UNL     1      -2.275   0.964   1.334  1.00  0.00           O  
HETATM   18  O2  UNL     1      -3.234  -0.651   0.066  1.00  0.00           O  
HETATM   19  C17 UNL     1      -4.453  -0.582   0.756  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.980   0.784   0.186  1.00  0.00           C  
HETATM   21  O3  UNL     1      -4.795   0.653  -1.253  1.00  0.00           O  
HETATM   22  C19 UNL     1      -6.474   0.738   0.346  1.00  0.00           C  
HETATM   23  O4  UNL     1      -6.811   0.196   1.610  1.00  0.00           O  
HETATM   24  P1  UNL     1      -8.047  -0.841   1.342  1.00  0.00           P  
HETATM   25  O5  UNL     1      -7.754  -2.086   2.238  1.00  0.00           O  
HETATM   26  O6  UNL     1      -7.521  -1.676  -0.239  1.00  0.00           O  
HETATM   27  O7  UNL     1      -9.556  -0.623   1.155  1.00  0.00           O  
HETATM   28  C20 UNL     1     -10.067   0.256   0.191  1.00  0.00           C  
HETATM   29  C21 UNL     1     -10.846  -0.705  -0.748  1.00  0.00           C  
HETATM   30  O8  UNL     1     -11.609  -1.521   0.073  1.00  0.00           O  
HETATM   31  C22 UNL     1     -11.708   0.143  -1.634  1.00  0.00           C  
HETATM   32  O9  UNL     1     -10.919   1.004  -2.356  1.00  0.00           O  
HETATM   33  H1  UNL     1      10.687   0.412  -2.602  1.00  0.00           H  
HETATM   34  H2  UNL     1      12.327   0.045  -1.959  1.00  0.00           H  
HETATM   35  H3  UNL     1      11.453   1.630  -1.560  1.00  0.00           H  
HETATM   36  H4  UNL     1      11.323  -0.060   0.364  1.00  0.00           H  
HETATM   37  H5  UNL     1      10.417  -1.132  -0.818  1.00  0.00           H  
HETATM   38  H6  UNL     1       8.995   1.270  -1.045  1.00  0.00           H  
HETATM   39  H7  UNL     1       9.833   1.615   0.477  1.00  0.00           H  
HETATM   40  H8  UNL     1       8.965  -0.482   1.481  1.00  0.00           H  
HETATM   41  H9  UNL     1       8.137  -0.865  -0.048  1.00  0.00           H  
HETATM   42  H10 UNL     1       7.556   1.411   1.850  1.00  0.00           H  
HETATM   43  H11 UNL     1       6.803   1.311   0.231  1.00  0.00           H  
HETATM   44  H12 UNL     1       5.559   0.124   2.242  1.00  0.00           H  
HETATM   45  H13 UNL     1       7.034  -0.773   2.457  1.00  0.00           H  
HETATM   46  H14 UNL     1       6.904  -2.131   0.611  1.00  0.00           H  
HETATM   47  H15 UNL     1       5.351  -2.140   1.385  1.00  0.00           H  
HETATM   48  H16 UNL     1       5.320  -2.184  -1.143  1.00  0.00           H  
HETATM   49  H17 UNL     1       5.817  -0.509  -1.231  1.00  0.00           H  
HETATM   50  H18 UNL     1       3.246  -1.095  -1.319  1.00  0.00           H  
HETATM   51  H19 UNL     1       3.490  -1.472   0.464  1.00  0.00           H  
HETATM   52  H20 UNL     1       3.906   1.282  -0.895  1.00  0.00           H  
HETATM   53  H21 UNL     1       4.129   0.980   0.838  1.00  0.00           H  
HETATM   54  H22 UNL     1       1.756   0.686  -0.970  1.00  0.00           H  
HETATM   55  H23 UNL     1       2.011   1.988   0.286  1.00  0.00           H  
HETATM   56  H24 UNL     1       1.885  -0.084   2.034  1.00  0.00           H  
HETATM   57  H25 UNL     1       0.442   0.754   1.483  1.00  0.00           H  
HETATM   58  H26 UNL     1       0.016  -1.519   1.472  1.00  0.00           H  
HETATM   59  H27 UNL     1       1.441  -2.001   0.533  1.00  0.00           H  
HETATM   60  H28 UNL     1       0.571  -1.051  -1.487  1.00  0.00           H  
HETATM   61  H29 UNL     1      -0.650  -2.004  -0.668  1.00  0.00           H  
HETATM   62  H30 UNL     1      -1.329   0.317  -1.569  1.00  0.00           H  
HETATM   63  H31 UNL     1      -0.411   1.080  -0.298  1.00  0.00           H  
HETATM   64  H32 UNL     1      -4.344  -0.506   1.848  1.00  0.00           H  
HETATM   65  H33 UNL     1      -5.086  -1.406   0.500  1.00  0.00           H  
HETATM   66  H34 UNL     1      -4.393   1.558   0.520  1.00  0.00           H  
HETATM   67  H35 UNL     1      -3.931   0.842  -1.554  1.00  0.00           H  
HETATM   68  H36 UNL     1      -7.040   0.677  -0.489  1.00  0.00           H  
HETATM   69  H37 UNL     1      -6.686   1.913   0.654  1.00  0.00           H  
HETATM   70  H38 UNL     1      -7.595  -0.978  -0.899  1.00  0.00           H  
HETATM   71  H39 UNL     1      -9.406   0.862  -0.339  1.00  0.00           H  
HETATM   72  H40 UNL     1     -10.896   0.839   0.680  1.00  0.00           H  
HETATM   73  H41 UNL     1     -10.127  -1.283  -1.350  1.00  0.00           H  
HETATM   74  H42 UNL     1     -11.037  -1.751   0.909  1.00  0.00           H  
HETATM   75  H43 UNL     1     -12.348   0.741  -0.944  1.00  0.00           H  
HETATM   76  H44 UNL     1     -12.330  -0.548  -2.276  1.00  0.00           H  
HETATM   77  H45 UNL     1     -10.086   0.636  -2.682  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   17   18
CONECT   18   19
CONECT   19   20   64   65
CONECT   20   21   22   66
CONECT   21   67
CONECT   22   23   68   69
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   70
CONECT   27   28
CONECT   28   29   71   72
CONECT   29   30   31   73
CONECT   30   74
CONECT   31   32   75   76
CONECT   32   77
END

HMDB0240601
     RDKit          3D
LysoPG(16:0/0:0)
 77 76  0  0  0  0  0  0  0  0999 V2000
   11.3992    0.5555   -1.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6378   -0.1145   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4806    0.7898   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5108   -0.0271    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2618    0.7223    1.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413   -0.3177    1.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0142   -1.4157    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831   -1.2699   -0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8438   -0.8113   -0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874    0.5514   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1346    0.8911    0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782    0.1634    1.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7525   -1.2046    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0461   -1.0214   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671    0.0668   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1412    0.1816    0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754    0.9637    1.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2344   -0.6507    0.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534   -0.5818    0.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803    0.7842    0.1863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7953    0.6533   -1.2525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4744    0.7379    0.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8113    0.1958    1.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0465   -0.8412    1.3422 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.7539   -2.0857    2.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5208   -1.6757   -0.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5561   -0.6229    1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0667    0.2563    0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8459   -0.7048   -0.7477 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.6088   -1.5207    0.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7085    0.1426   -1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9194    1.0043   -2.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6866    0.4118   -2.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3268    0.0452   -1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4526    1.6304   -1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3232   -0.0604    0.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4167   -1.1324   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9952    1.2705   -1.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8332    1.6154    0.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9648   -0.4821    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1375   -0.8648   -0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5564    1.4112    1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8034    1.3110    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590    0.1243    2.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0342   -0.7730    2.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9037   -2.1312    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3509   -2.1395    1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3201   -2.1842   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8169   -0.5091   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464   -1.0946   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4898   -1.4720    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065    1.2816   -0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293    0.9796    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563    0.6856   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0112    1.9883    0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -0.0838    2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4419    0.7542    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162   -1.5193    1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410   -2.0012    0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5713   -1.0505   -1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6504   -2.0043   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3289    0.3166   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4109    1.0802   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445   -0.5057    1.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0857   -1.4056    0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3928    1.5582    0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307    0.8421   -1.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0398    0.6769   -0.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6857    1.9134    0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5953   -0.9776   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4064    0.8620   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8955    0.8394    0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1271   -1.2832   -1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0374   -1.7509    0.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3484    0.7414   -0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3298   -0.5483   -2.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0861    0.6356   -2.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 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
 19 64  1  0
 19 65  1  0
 20 66  1  1
 21 67  1  0
 22 68  1  0
 22 69  1  0
 26 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  6
 30 74  1  0
 31 75  1  0
 31 76  1  0
 32 77  1  0
M  END

Synonyms

Value	Source
1-Palmitoyl-sn-glycero-3-phospho-(1'-sn-glycerol)	ChEBI
LPG(16:0/0:0)	ChEBI
PG(16:0/0:0)	ChEBI
1-Palmitoyl-GPG	HMDB
1-Palmitoyl-lysophosphatidylglycerol	HMDB
1-Palmitoyl-sn-glycero-3-phospho-(1’-sn-glycerol)	HMDB
1-Palmitoyl-sn-glycero-3-phosphoglycerol	HMDB
GPG(16:0)	HMDB
GPG(16:0/0:0)	HMDB
LPG(16:0)	HMDB
LysoPG(16:0)	HMDB
Lysophosphatidylglycerol(16:0)	HMDB
Lysophosphatidylglycerol(16:0/0:0)	HMDB
LysoPG(16:0/0:0)	HMDB

Molecular Formula

C₂₂H₄₅O₉P

Average Mass

484.567

Monoisotopic Mass

484.280120027

IUPAC Name

[(2S)-2,3-dihydroxypropoxy][(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy]phosphinic acid

Traditional Name

(2S)-2,3-dihydroxypropoxy((2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H45O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)29-17-21(25)19-31-32(27,28)30-18-20(24)16-23/h20-21,23-25H,2-19H2,1H3,(H,27,28)/t20-,21+/m0/s1

InChI Key

BVJSKAUUFXBDOB-LEWJYISDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lysophosphatidylglycerols. These are glycerophosphoglycerols (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoglycerols

Direct Parent

Lysophosphatidylglycerols

Alternative Parents

Substituents

Monoacylglycerophosphoglycerol
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) (CHEBI:75376 )
Monoacylglycerophosphoglycerols (LMGP04050008 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0019 g/L	ALOGPS
logP	3.24	ALOGPS
logP	4.02	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	1.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	121.72 m³·mol⁻¹	ChemAxon
Polarizability	54.1 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0000900000-6601011f138ae3d70cc1	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0000900000-6601011f138ae3d70cc1	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a59-0191700000-7ec41cf244350dc72884	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Placenta

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	2	Human ; Human feces; Human saliva; Human supragingival plaque; Human sputum; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0240601

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24823104

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42607483

PDB ID

Not Available

ChEBI ID

75376

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 ]

Showing metabocard for LysoPG(16:0/0:0) (MMDBc0000758)

MOL for #<Metabolite:0x00007fdb588b2910>

3D MOL for #<Metabolite:0x00007fdb588b2910>

3D SDF for #<Metabolite:0x00007fdb588b2910>

3D-SDF for #<Metabolite:0x00007fdb588b2910>

PDB for #<Metabolite:0x00007fdb588b2910>

3D PDB for #<Metabolite:0x00007fdb588b2910>

SMILES for #<Metabolite:0x00007fdb588b2910>

INCHI for #<Metabolite:0x00007fdb588b2910>

Structure for #<Metabolite:0x00007fdb588b2910>

3D Structure for #<Metabolite:0x00007fdb588b2910>