MiMeDB: Showing metabocard for LysoPS(16:0/0:0) (MMDBc0000760)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:54:22 UTC

Update Date

2024-04-30 19:33:37 UTC

Metabolite ID

MMDBc0000760

Metabolite Identification

Common Name

LysoPS(16:0/0:0)

Description

LysoPS(16:0/0:0) is a lysophosphatidylserine. It is a glycerophospholipid in which a phosphorylserine 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. Lysophosphatidylserines 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. LysoPS(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

LysoPS(16:0/0:0)
  Mrv1652312031923432D          

 33 32  0  0  0  0            999 V2000
   18.2283   -4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5532   -4.5893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8780   -4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9034   -4.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2028   -4.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5785   -4.1995    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.1887   -3.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9683   -4.8746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2536   -3.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9287   -4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6038   -3.8097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.6037   -2.9847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3182   -4.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3183   -5.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0327   -3.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5532   -5.4143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4884   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4884   -3.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7742   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0601   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3460   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6319   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9177   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2036   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4895   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7754   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0613   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3471   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6330   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9189   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2048   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4907   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7765   -4.5899    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
 11 13  1  0  0  0  0
 11 12  1  6  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  2 16  1  6  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 32 33  1  0  0  0  0
M  END

HMDB0240605
     RDKit          3D
LysoPS(16:0/0:0)
 77 76  0  0  0  0  0  0  0  0999 V2000
   -9.8295    1.4377   -0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4357    0.0074   -0.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5468    0.1202    0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0961   -1.2318    1.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2016   -1.2472    2.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7968   -0.8866    2.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2317    0.3370    1.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1370    0.2811    0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6043    1.5719   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369    1.9222    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997    0.8332   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1046    0.6316   -1.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2642   -0.4176   -2.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1599   -0.4400   -1.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926   -0.7376   -0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091   -0.7150   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    0.1877    0.1157 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -1.6638   -1.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1224   -1.9198   -1.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0370   -1.0173   -1.9914 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6873   -0.6587   -3.2694 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6842    0.0755   -1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9873   -0.4189    0.1189 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7170    0.7617    1.0690 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.5797    2.1393    0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125    0.7796    2.6242 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3316    0.3105    1.2634 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1835    1.0008    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6283    0.5659    0.6150 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5278    1.2729   -0.2512 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7414   -0.9134    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0067   -1.7035    0.9733 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6607   -1.3895   -0.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9834    1.9377   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7118    1.4958   -1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0849    1.9515    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3163   -0.6146   -0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8437   -0.3635   -1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2994    0.5046    1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8063    0.8746    0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6392   -1.7353    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0372   -1.7999    1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7343   -0.6712    3.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2579   -2.3161    2.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4577   -0.9673    3.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2324   -1.8088    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2091    0.5369    2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8304    1.2467    2.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980   -0.4838    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9794   -0.0833   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7320    1.5417   -1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2949    2.4087    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219    2.0525    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    2.8473   -0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3611   -0.0516    0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545    1.3386    0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653    0.5242   -1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8023    1.6489   -1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3947   -0.4351   -3.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678   -1.4587   -1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7395   -1.1489   -2.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6732    0.5569   -2.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057   -1.7647   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846   -0.0694    0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6259   -2.1340   -0.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838   -2.9392   -1.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9612   -1.6932   -2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2118    0.1948   -3.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0588    0.9633   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6229    0.3986   -1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446    1.1486    3.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1041    2.0949    0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9159    0.7092   -0.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9766    0.7231    1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0666    2.0057    0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0308    1.6899   -1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4273   -1.9549   -0.2010 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  2  0
 31 33  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
  9 52  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  0
 15 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  6
 21 68  1  0
 22 69  1  0
 22 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  1
 30 75  1  0
 30 76  1  0
 33 77  1  0
M  END

LysoPS(16:0/0:0)
  Mrv1652312031923432D          

 33 32  0  0  0  0            999 V2000
   18.2283   -4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5532   -4.5893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8780   -4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9034   -4.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2028   -4.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5785   -4.1995    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.1887   -3.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9683   -4.8746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2536   -3.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9287   -4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6038   -3.8097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.6037   -2.9847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3182   -4.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3183   -5.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0327   -3.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5532   -5.4143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4884   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4884   -3.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7742   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0601   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3460   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6319   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9177   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2036   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4895   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7754   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0613   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3471   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6330   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9189   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2048   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4907   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7765   -4.5899    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
 11 13  1  0  0  0  0
 11 12  1  6  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  2 16  1  6  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000760

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)30-16-19(24)17-31-33(28,29)32-18-20(23)22(26)27/h19-20,24H,2-18,23H2,1H3,(H,26,27)(H,28,29)/t19-,20+/m1/s1

> <INCHI_KEY>
XIVOBOJQPNEUSC-UXHICEINSA-N

> <FORMULA>
C22H44NO9P

> <MOLECULAR_WEIGHT>
497.5598

> <EXACT_MASS>
497.275368523

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
54.854662609743656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-({[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy](hydroxy)phosphoryl}oxy)propanoic acid

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
2.6124365290915454

> <ALOGPS_LOGS>
-5.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.2134287109159314

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5080063842116909

> <JCHEM_PKA_STRONGEST_BASIC>
9.376581814113422

> <JCHEM_POLAR_SURFACE_AREA>
165.60999999999999

> <JCHEM_REFRACTIVITY>
123.24239999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-3-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy(hydroxy)phosphoryl]oxy}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240605
     RDKit          3D
LysoPS(16:0/0:0)
 77 76  0  0  0  0  0  0  0  0999 V2000
   -9.8295    1.4377   -0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4357    0.0074   -0.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5468    0.1202    0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0961   -1.2318    1.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2016   -1.2472    2.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7968   -0.8866    2.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2317    0.3370    1.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1370    0.2811    0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6043    1.5719   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369    1.9222    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997    0.8332   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1046    0.6316   -1.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2642   -0.4176   -2.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1599   -0.4400   -1.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926   -0.7376   -0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091   -0.7150   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    0.1877    0.1157 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -1.6638   -1.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1224   -1.9198   -1.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0370   -1.0173   -1.9914 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6873   -0.6587   -3.2694 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6842    0.0755   -1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9873   -0.4189    0.1189 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7170    0.7617    1.0690 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.5797    2.1393    0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125    0.7796    2.6242 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3316    0.3105    1.2634 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1835    1.0008    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6283    0.5659    0.6150 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5278    1.2729   -0.2512 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7414   -0.9134    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0067   -1.7035    0.9733 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6607   -1.3895   -0.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9834    1.9377   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7118    1.4958   -1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0849    1.9515    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3163   -0.6146   -0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8437   -0.3635   -1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2994    0.5046    1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8063    0.8746    0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6392   -1.7353    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0372   -1.7999    1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7343   -0.6712    3.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2579   -2.3161    2.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4577   -0.9673    3.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2324   -1.8088    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2091    0.5369    2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8304    1.2467    2.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980   -0.4838    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9794   -0.0833   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7320    1.5417   -1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2949    2.4087    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219    2.0525    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    2.8473   -0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3611   -0.0516    0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545    1.3386    0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653    0.5242   -1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8023    1.6489   -1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3947   -0.4351   -3.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678   -1.4587   -1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7395   -1.1489   -2.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6732    0.5569   -2.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057   -1.7647   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846   -0.0694    0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6259   -2.1340   -0.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838   -2.9392   -1.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9612   -1.6932   -2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2118    0.1948   -3.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0588    0.9633   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6229    0.3986   -1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446    1.1486    3.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1041    2.0949    0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9159    0.7092   -0.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9766    0.7231    1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0666    2.0057    0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0308    1.6899   -1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4273   -1.9549   -0.2010 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  2  0
 31 33  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
  9 52  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  0
 15 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  6
 21 68  1  0
 22 69  1  0
 22 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  1
 30 75  1  0
 30 76  1  0
 33 77  1  0
M  END

HEADER    PROTEIN                                 03-DEC-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LysoPS(16:0/0:0)                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-DEC-19         0                                  
HETATM    1  C   UNK     0      34.026  -7.839   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.766  -8.567   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      31.506  -7.839   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      35.286  -8.567   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      30.245  -8.567   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      36.547  -7.839   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      35.819  -6.579   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      37.274  -9.099   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      37.807  -7.111   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      39.067  -7.839   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      40.327  -7.111   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      40.327  -5.571   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      41.661  -7.881   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      41.661  -9.421   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      42.994  -7.111   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      32.766 -10.107   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      28.912  -7.797   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      28.912  -6.357   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      27.579  -8.568   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.246  -7.797   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.913  -8.568   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.580  -7.797   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.246  -8.568   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.913  -7.797   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.580  -8.568   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.247  -7.797   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.914  -8.568   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.581  -7.797   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.248  -8.568   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.915  -7.797   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.582  -8.568   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.249  -7.797   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.916  -8.568   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3   16                                                  
CONECT    3    2    5                                                       
CONECT    4    1    6                                                       
CONECT    5    3   17                                                       
CONECT    6    4    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    2                                                            
CONECT   17    5   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

COMPND    HMDB0240605
HETATM    1  C1  UNL     1      -9.829   1.438  -0.704  1.00  0.00           C  
HETATM    2  C2  UNL     1      -9.436   0.007  -0.375  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.547   0.120   0.870  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.096  -1.232   1.315  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.202  -1.247   2.465  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.797  -0.887   2.482  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.232   0.337   1.902  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.137   0.281   0.416  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.604   1.572  -0.183  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.237   1.922   0.302  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.200   0.833  -0.015  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.105   0.632  -1.465  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.264  -0.418  -2.037  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.160  -0.440  -1.756  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.593  -0.738  -0.358  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.109  -0.715  -0.416  1.00  0.00           C  
HETATM   17  O1  UNL     1       2.751   0.188   0.116  1.00  0.00           O  
HETATM   18  O2  UNL     1       2.831  -1.664  -1.045  1.00  0.00           O  
HETATM   19  C17 UNL     1       4.122  -1.920  -1.271  1.00  0.00           C  
HETATM   20  C18 UNL     1       5.037  -1.017  -1.991  1.00  0.00           C  
HETATM   21  O3  UNL     1       4.687  -0.659  -3.269  1.00  0.00           O  
HETATM   22  C19 UNL     1       5.684   0.076  -1.173  1.00  0.00           C  
HETATM   23  O4  UNL     1       5.987  -0.419   0.119  1.00  0.00           O  
HETATM   24  P1  UNL     1       6.717   0.762   1.069  1.00  0.00           P  
HETATM   25  O5  UNL     1       6.580   2.139   0.496  1.00  0.00           O  
HETATM   26  O6  UNL     1       6.012   0.780   2.624  1.00  0.00           O  
HETATM   27  O7  UNL     1       8.332   0.310   1.263  1.00  0.00           O  
HETATM   28  C20 UNL     1       9.184   1.001   0.419  1.00  0.00           C  
HETATM   29  C21 UNL     1      10.628   0.566   0.615  1.00  0.00           C  
HETATM   30  N1  UNL     1      11.528   1.273  -0.251  1.00  0.00           N  
HETATM   31  C22 UNL     1      10.741  -0.913   0.354  1.00  0.00           C  
HETATM   32  O8  UNL     1      10.007  -1.704   0.973  1.00  0.00           O  
HETATM   33  O9  UNL     1      11.661  -1.390  -0.574  1.00  0.00           O  
HETATM   34  H1  UNL     1      -8.983   1.938  -1.202  1.00  0.00           H  
HETATM   35  H2  UNL     1     -10.712   1.496  -1.379  1.00  0.00           H  
HETATM   36  H3  UNL     1     -10.085   1.952   0.259  1.00  0.00           H  
HETATM   37  H4  UNL     1     -10.316  -0.615  -0.145  1.00  0.00           H  
HETATM   38  H5  UNL     1      -8.844  -0.363  -1.244  1.00  0.00           H  
HETATM   39  H6  UNL     1      -9.299   0.505   1.657  1.00  0.00           H  
HETATM   40  H7  UNL     1      -7.806   0.875   0.701  1.00  0.00           H  
HETATM   41  H8  UNL     1      -7.639  -1.735   0.413  1.00  0.00           H  
HETATM   42  H9  UNL     1      -9.037  -1.800   1.582  1.00  0.00           H  
HETATM   43  H10 UNL     1      -7.734  -0.671   3.327  1.00  0.00           H  
HETATM   44  H11 UNL     1      -7.258  -2.316   2.912  1.00  0.00           H  
HETATM   45  H12 UNL     1      -5.458  -0.967   3.592  1.00  0.00           H  
HETATM   46  H13 UNL     1      -5.232  -1.809   2.064  1.00  0.00           H  
HETATM   47  H14 UNL     1      -4.209   0.537   2.330  1.00  0.00           H  
HETATM   48  H15 UNL     1      -5.830   1.247   2.216  1.00  0.00           H  
HETATM   49  H16 UNL     1      -4.298  -0.484   0.183  1.00  0.00           H  
HETATM   50  H17 UNL     1      -5.979  -0.083  -0.136  1.00  0.00           H  
HETATM   51  H18 UNL     1      -4.732   1.542  -1.270  1.00  0.00           H  
HETATM   52  H19 UNL     1      -5.295   2.409   0.154  1.00  0.00           H  
HETATM   53  H20 UNL     1      -3.222   2.053   1.410  1.00  0.00           H  
HETATM   54  H21 UNL     1      -2.883   2.847  -0.158  1.00  0.00           H  
HETATM   55  H22 UNL     1      -2.361  -0.052   0.605  1.00  0.00           H  
HETATM   56  H23 UNL     1      -1.255   1.339   0.354  1.00  0.00           H  
HETATM   57  H24 UNL     1      -3.165   0.524  -1.889  1.00  0.00           H  
HETATM   58  H25 UNL     1      -1.802   1.649  -1.901  1.00  0.00           H  
HETATM   59  H26 UNL     1      -1.395  -0.435  -3.182  1.00  0.00           H  
HETATM   60  H27 UNL     1      -1.668  -1.459  -1.737  1.00  0.00           H  
HETATM   61  H28 UNL     1       0.739  -1.149  -2.430  1.00  0.00           H  
HETATM   62  H29 UNL     1       0.673   0.557  -2.005  1.00  0.00           H  
HETATM   63  H30 UNL     1       0.306  -1.765  -0.027  1.00  0.00           H  
HETATM   64  H31 UNL     1       0.285  -0.069   0.432  1.00  0.00           H  
HETATM   65  H32 UNL     1       4.626  -2.134  -0.277  1.00  0.00           H  
HETATM   66  H33 UNL     1       4.184  -2.939  -1.775  1.00  0.00           H  
HETATM   67  H34 UNL     1       5.961  -1.693  -2.198  1.00  0.00           H  
HETATM   68  H35 UNL     1       4.212   0.195  -3.354  1.00  0.00           H  
HETATM   69  H36 UNL     1       5.059   0.963  -0.996  1.00  0.00           H  
HETATM   70  H37 UNL     1       6.623   0.399  -1.683  1.00  0.00           H  
HETATM   71  H38 UNL     1       6.645   1.149   3.297  1.00  0.00           H  
HETATM   72  H39 UNL     1       9.104   2.095   0.534  1.00  0.00           H  
HETATM   73  H40 UNL     1       8.916   0.709  -0.619  1.00  0.00           H  
HETATM   74  H41 UNL     1      10.977   0.723   1.655  1.00  0.00           H  
HETATM   75  H42 UNL     1      12.067   2.006   0.286  1.00  0.00           H  
HETATM   76  H43 UNL     1      11.031   1.690  -1.074  1.00  0.00           H  
HETATM   77  H44 UNL     1      12.427  -1.955  -0.201  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4   39   40
CONECT    4    5   41   42
CONECT    5    6   43   44
CONECT    6    7   45   46
CONECT    7    8   47   48
CONECT    8    9   49   50
CONECT    9   10   51   52
CONECT   10   11   53   54
CONECT   11   12   55   56
CONECT   12   13   57   58
CONECT   13   14   59   60
CONECT   14   15   61   62
CONECT   15   16   63   64
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   65   66
CONECT   20   21   22   67
CONECT   21   68
CONECT   22   23   69   70
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   71
CONECT   27   28
CONECT   28   29   72   73
CONECT   29   30   31   74
CONECT   30   75   76
CONECT   31   32   32   33
CONECT   33   77
END

HMDB0240605
     RDKit          3D
LysoPS(16:0/0:0)
 77 76  0  0  0  0  0  0  0  0999 V2000
   -9.8295    1.4377   -0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4357    0.0074   -0.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5468    0.1202    0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0961   -1.2318    1.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2016   -1.2472    2.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7968   -0.8866    2.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2317    0.3370    1.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1370    0.2811    0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6043    1.5719   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369    1.9222    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997    0.8332   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1046    0.6316   -1.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2642   -0.4176   -2.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1599   -0.4400   -1.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926   -0.7376   -0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091   -0.7150   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    0.1877    0.1157 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -1.6638   -1.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1224   -1.9198   -1.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0370   -1.0173   -1.9914 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6873   -0.6587   -3.2694 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6842    0.0755   -1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9873   -0.4189    0.1189 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7170    0.7617    1.0690 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.5797    2.1393    0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125    0.7796    2.6242 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3316    0.3105    1.2634 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1835    1.0008    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6283    0.5659    0.6150 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5278    1.2729   -0.2512 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7414   -0.9134    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0067   -1.7035    0.9733 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6607   -1.3895   -0.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9834    1.9377   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7118    1.4958   -1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0849    1.9515    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3163   -0.6146   -0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8437   -0.3635   -1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2994    0.5046    1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8063    0.8746    0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6392   -1.7353    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0372   -1.7999    1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7343   -0.6712    3.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2579   -2.3161    2.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4577   -0.9673    3.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2324   -1.8088    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2091    0.5369    2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8304    1.2467    2.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980   -0.4838    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9794   -0.0833   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7320    1.5417   -1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2949    2.4087    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219    2.0525    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    2.8473   -0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3611   -0.0516    0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545    1.3386    0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653    0.5242   -1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8023    1.6489   -1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3947   -0.4351   -3.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678   -1.4587   -1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7395   -1.1489   -2.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6732    0.5569   -2.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057   -1.7647   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846   -0.0694    0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6259   -2.1340   -0.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838   -2.9392   -1.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9612   -1.6932   -2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2118    0.1948   -3.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0588    0.9633   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6229    0.3986   -1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446    1.1486    3.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1041    2.0949    0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9159    0.7092   -0.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9766    0.7231    1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0666    2.0057    0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0308    1.6899   -1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4273   -1.9549   -0.2010 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  2  0
 31 33  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
  9 52  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  0
 15 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  6
 21 68  1  0
 22 69  1  0
 22 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  1
 30 75  1  0
 30 76  1  0
 33 77  1  0
M  END

Synonyms

Value	Source
1-Hexadecanoyl-sn-glycero-3-phosphoserine	HMDB
1-Palmitoyl-GPS	HMDB
1-Palmitoyl-lysophosphatidylserine	HMDB
1-Palmitoyl-sn-glycero-3-phosphoserine	HMDB
GPS(16:0)	HMDB
GPS(16:0/0:0)	HMDB
LPS(16:0)	HMDB
LPS(16:0/0:0)	HMDB
LysoPS(16:0)	HMDB
LysoPS(16:0/0:0)	HMDB
Lysophosphatidylserine(16:0)	HMDB
Lysophosphatidylserine(16:0/0:0)	HMDB

Molecular Formula

C₂₂H₄₄NO₉P

Average Mass

497.5598

Monoisotopic Mass

497.275368523

IUPAC Name

(2S)-2-amino-3-({[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy](hydroxy)phosphoryl}oxy)propanoic acid

Traditional Name

(2S)-2-amino-3-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy(hydroxy)phosphoryl]oxy}propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)30-16-19(24)17-31-33(28,29)32-18-20(23)22(26)27/h19-20,24H,2-18,23H2,1H3,(H,26,27)(H,28,29)/t19-,20+/m1/s1

InChI Key

XIVOBOJQPNEUSC-UXHICEINSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl-glycerol-3-phosphoserines. These are monoacylglycerol-3-phosphoserines with a fatty acyl chain linked to the O1-atom of the glycerol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoserines

Direct Parent

1-acyl-glycerol-3-phosphoserines

Alternative Parents

Substituents

1-monoacyl-glycerol-3-phosphoserine
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Dicarboxylic acid or derivatives
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Amino acid
Carboxylic acid ester
Secondary alcohol
Amino acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Monoacylglycerophosphoserines (LMGP03050002 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0024 g/L	ALOGPS
logP	1.05	ALOGPS
logP	2.61	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	9.38	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	165.61 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	123.24 m³·mol⁻¹	ChemAxon
Polarizability	54.85 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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000l-9021400000-ac832aa467c09f510bd7	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-9010100000-e5d32ef14df27bbcb4ed	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000l-9210000000-c1bd50dfdf7b626ca329	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4r-2190500000-694fe3c52336fe1e7128	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-5390100000-0da6949ff19580ac57d8	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9010000000-47cfddd39e0179aa4562	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-1002900000-d0a3aeb79e52048188ae	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0009100000-aaf2ff8dabccdd8cf531	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4m-9300000000-e1b54bd7199ac837aec9	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zfr-0800900000-c79fc83b8d297704ed4d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-2590400000-c074491b6218e0938485	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6r-6090000000-70636c41ebee62c3ed06	2021-09-22	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	Bacteroidetes	1	Human feces; Human stool; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0240605

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

7826050

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9547100

PDB ID

Not Available

ChEBI ID

Not Available

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 LysoPS(16:0/0:0) (MMDBc0000760)

MOL for #<Metabolite:0x00007fd0d3aed7f0>

3D MOL for #<Metabolite:0x00007fd0d3aed7f0>

3D SDF for #<Metabolite:0x00007fd0d3aed7f0>

3D-SDF for #<Metabolite:0x00007fd0d3aed7f0>

PDB for #<Metabolite:0x00007fd0d3aed7f0>

3D PDB for #<Metabolite:0x00007fd0d3aed7f0>

SMILES for #<Metabolite:0x00007fd0d3aed7f0>

INCHI for #<Metabolite:0x00007fd0d3aed7f0>

Structure for #<Metabolite:0x00007fd0d3aed7f0>

3D Structure for #<Metabolite:0x00007fd0d3aed7f0>