MiMeDB: Showing metabocard for LysoPC(0:0/20:4(5Z,8Z,11Z,14Z)) (MMDBc0060116)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2023-01-31 22:25:52 UTC

Update Date

2023-01-31 22:25:52 UTC

Metabolite ID

MMDBc0060116

Metabolite Identification

Common Name

LysoPC(0:0/20:4(5Z,8Z,11Z,14Z))

Description

LysoPC(0:0/20:4(5Z,8Z,11Z,14Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. LysoPC(0:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one 5Z,8Z,11Z,14Z-eicosatetraenoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.

Structure

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

LysoPC(0:0/20:4(5Z,8Z,11Z,14Z))
  Mrv1652305062021412D          

 37 36  0  0  0  0            999 V2000
   23.3644   -6.5407    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -7.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894   -6.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9038   -6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183   -6.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3328   -6.1282    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   27.0473   -5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7453   -6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9203   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6620   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -5.7157    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.9475   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -6.5288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5185   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8041   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -7.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5185   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5185   -8.5377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8044   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0903   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3762   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6621   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8371   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1229   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4088   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5838   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8697   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1556   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3306   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6165   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9023   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0773   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3632   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6491   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9350   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2209   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5067   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 12  1  0  0  0  0
 13 16  1  6  0  0  0
 16 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  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  CHG  2   6   1  11  -1
M  END

HMDB0061699
     RDKit          3D
LysoPC(0:0/20:4(5Z,8Z,11Z,14Z))
 87 86  0  0  0  0  0  0  0  0999 V2000
   11.9443   -2.5677    2.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6444   -2.8387    1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4856   -1.5302    0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3423   -0.7772    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1065    0.5700    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7756    0.3322   -1.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6425    0.6986   -1.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5959    1.3874   -0.9481 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3409    2.7083   -1.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2043    3.1286   -1.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9654    2.3301   -1.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9702    3.0938   -1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3980    2.6195   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295    1.3127    0.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062    0.2995    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3873    0.2766    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    1.3333   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1640    0.8851   -1.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701   -0.2415   -1.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0107    0.1317   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2794    1.3083   -0.7724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518   -0.8334   -0.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218   -0.4722   -0.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1276   -1.1495    1.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -0.8339    1.9799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3696   -0.8731   -0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4838   -0.4727   -0.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9143   -0.9099   -0.9649 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.8091   -0.5071   -2.4183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0074   -2.6020   -0.8952 O   0  0  0  0  0  1  0  0  0  0  0  0
   -9.2674   -0.2613   -0.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6052   -1.0793    0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8145   -0.5150    1.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9742   -0.4101    0.7186 N   0  0  0  0  0  4  0  0  0  0  0  0
  -13.1456   -0.7058    1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0615    0.9593    0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9191   -1.2793   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7235   -3.2564    2.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0367   -2.6979    3.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3198   -1.5225    2.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7026   -3.4152    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4393   -3.4752    0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3509   -1.7442   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4479   -0.9743    0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4409   -1.4120    0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5978   -0.6336    1.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4806    1.2249    0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1467    1.0621    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5577   -0.1830   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4916    0.4791   -2.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6652    0.7508   -1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7171    1.3732    0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1817    3.4289   -1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0916    4.1646   -2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5570    2.3314   -3.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0327    1.2800   -1.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6986    4.1182   -1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7084    3.2772    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314    0.8637    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205    1.5246    1.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9623   -0.6528    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8292   -0.6797    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744    2.3326   -0.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2800    1.4673    0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887    0.7560   -2.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4230    1.7711   -2.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -1.1533   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038   -0.5061   -2.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315    0.6247    0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1944   -0.8489    1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0523   -2.2444    1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0539   -0.9623    2.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4063   -1.9717   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4112   -0.3649   -1.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7442   -0.9955    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6853   -2.1423    0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0356   -1.1433    2.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5452    0.5176    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8099   -1.4443    1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8673   -1.1454    2.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6621    0.2561    1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2806    1.6727    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8596    1.0134   -0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0966    1.2089   -0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9417   -1.3890   -0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3173   -0.7743   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5369   -2.2820   -0.2289 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
  3 43  1  0
  3 44  1  0
  4 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  6 49  1  0
  7 50  1  0
  8 51  1  0
  8 52  1  0
  9 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 16 62  1  0
 17 63  1  0
 17 64  1  0
 18 65  1  0
 18 66  1  0
 19 67  1  0
 19 68  1  0
 23 69  1  1
 24 70  1  0
 24 71  1  0
 25 72  1  0
 26 73  1  0
 26 74  1  0
 32 75  1  0
 32 76  1  0
 33 77  1  0
 33 78  1  0
 35 79  1  0
 35 80  1  0
 35 81  1  0
 36 82  1  0
 36 83  1  0
 36 84  1  0
 37 85  1  0
 37 86  1  0
 37 87  1  0
M  CHG  2  30  -1  34   1
M  END

LysoPC(0:0/20:4(5Z,8Z,11Z,14Z))
  Mrv1652305062021412D          

 37 36  0  0  0  0            999 V2000
   23.3644   -6.5407    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -7.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894   -6.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9038   -6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183   -6.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3328   -6.1282    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   27.0473   -5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7453   -6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9203   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6620   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -5.7157    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.9475   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -6.5288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5185   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8041   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -7.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5185   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5185   -8.5377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8044   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0903   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3762   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6621   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8371   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1229   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4088   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5838   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8697   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1556   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3306   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6165   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9023   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0773   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3632   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6491   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9350   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2209   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5067   -7.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 12  1  0  0  0  0
 13 16  1  6  0  0  0
 16 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  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  CHG  2   6   1  11  -1
M  END
> <DATABASE_ID>
MMDBc0060116

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)O[C@H](CO)COP([O-])(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)36-27(25-30)26-35-37(32,33)34-24-23-29(2,3)4/h9-10,12-13,15-16,18-19,27,30H,5-8,11,14,17,20-26H2,1-4H3/b10-9-,13-12-,16-15-,19-18-/t27-/m1/s1

> <INCHI_KEY>
IGJKYDBBINVMLH-JXRLJXCWSA-N

> <FORMULA>
C28H50NO7P

> <MOLECULAR_WEIGHT>
543.682

> <EXACT_MASS>
543.332489952

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
60.42075976081742

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
1.5233305101949206

> <ALOGPS_LOGS>
-6.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.579258210129904

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550617598180823

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9837581263744166

> <JCHEM_POLAR_SURFACE_AREA>
105.12

> <JCHEM_REFRACTIVITY>
165.14410000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.02e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061699
     RDKit          3D
LysoPC(0:0/20:4(5Z,8Z,11Z,14Z))
 87 86  0  0  0  0  0  0  0  0999 V2000
   11.9443   -2.5677    2.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6444   -2.8387    1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4856   -1.5302    0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3423   -0.7772    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1065    0.5700    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7756    0.3322   -1.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6425    0.6986   -1.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5959    1.3874   -0.9481 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3409    2.7083   -1.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2043    3.1286   -1.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9654    2.3301   -1.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9702    3.0938   -1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3980    2.6195   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295    1.3127    0.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062    0.2995    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3873    0.2766    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    1.3333   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1640    0.8851   -1.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701   -0.2415   -1.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0107    0.1317   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2794    1.3083   -0.7724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518   -0.8334   -0.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218   -0.4722   -0.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1276   -1.1495    1.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -0.8339    1.9799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3696   -0.8731   -0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4838   -0.4727   -0.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9143   -0.9099   -0.9649 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.8091   -0.5071   -2.4183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0074   -2.6020   -0.8952 O   0  0  0  0  0  1  0  0  0  0  0  0
   -9.2674   -0.2613   -0.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6052   -1.0793    0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8145   -0.5150    1.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9742   -0.4101    0.7186 N   0  0  0  0  0  4  0  0  0  0  0  0
  -13.1456   -0.7058    1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0615    0.9593    0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9191   -1.2793   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7235   -3.2564    2.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0367   -2.6979    3.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3198   -1.5225    2.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7026   -3.4152    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4393   -3.4752    0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3509   -1.7442   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4479   -0.9743    0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4409   -1.4120    0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5978   -0.6336    1.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4806    1.2249    0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1467    1.0621    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5577   -0.1830   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4916    0.4791   -2.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6652    0.7508   -1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7171    1.3732    0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1817    3.4289   -1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0916    4.1646   -2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5570    2.3314   -3.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0327    1.2800   -1.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6986    4.1182   -1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7084    3.2772    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314    0.8637    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205    1.5246    1.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9623   -0.6528    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8292   -0.6797    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744    2.3326   -0.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2800    1.4673    0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887    0.7560   -2.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4230    1.7711   -2.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -1.1533   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038   -0.5061   -2.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315    0.6247    0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1944   -0.8489    1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0523   -2.2444    1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0539   -0.9623    2.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4063   -1.9717   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4112   -0.3649   -1.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7442   -0.9955    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6853   -2.1423    0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0356   -1.1433    2.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5452    0.5176    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8099   -1.4443    1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8673   -1.1454    2.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6621    0.2561    1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2806    1.6727    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8596    1.0134   -0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0966    1.2089   -0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9417   -1.3890   -0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3173   -0.7743   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5369   -2.2820   -0.2289 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
  3 43  1  0
  3 44  1  0
  4 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  6 49  1  0
  7 50  1  0
  8 51  1  0
  8 52  1  0
  9 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 16 62  1  0
 17 63  1  0
 17 64  1  0
 18 65  1  0
 18 66  1  0
 19 67  1  0
 19 68  1  0
 23 69  1  1
 24 70  1  0
 24 71  1  0
 25 72  1  0
 26 73  1  0
 26 74  1  0
 32 75  1  0
 32 76  1  0
 33 77  1  0
 33 78  1  0
 35 79  1  0
 35 80  1  0
 35 81  1  0
 36 82  1  0
 36 83  1  0
 36 84  1  0
 37 85  1  0
 37 86  1  0
 37 87  1  0
M  CHG  2  30  -1  34   1
M  END

HEADER    PROTEIN                                 06-MAY-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LysoPC(0:0/20:4(5Z,8Z,11Z,14Z))                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-20         0                                  
HETATM    1  P   UNK     0      43.614 -12.209   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      43.614 -13.749   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      45.154 -12.209   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      46.487 -11.439   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      47.821 -12.209   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      49.155 -11.439   0.000  0.00  0.00           N+1
HETATM    7  C   UNK     0      50.488 -10.669   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      49.925 -12.773   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      48.385 -10.106   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      42.302 -12.187   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      43.614 -10.669   0.000  0.00  0.00           O-1
HETATM   12  C   UNK     0      40.969 -11.417   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.635 -12.187   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      38.301 -11.417   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      36.968 -12.187   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      39.635 -13.727   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      38.301 -14.497   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      38.301 -15.937   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      36.968 -13.726   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.635 -14.497   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      34.302 -13.726   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      32.969 -14.497   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.429 -14.497   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      30.096 -13.726   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      28.763 -14.497   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      27.223 -14.497   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.890 -13.726   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      24.557 -14.497   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      23.017 -14.497   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.684 -13.726   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      20.351 -14.497   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      18.811 -14.497   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.478 -13.726   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.145 -14.497   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.812 -13.726   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.479 -14.497   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.146 -13.726   0.000  0.00  0.00           C+0
CONECT    1    2    3   10   11                                             
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    1   12                                                       
CONECT   11    1                                                            
CONECT   12   13   10                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   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   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   72    0
END

COMPND    HMDB0061699
HETATM    1  C1  UNL     1      11.944  -2.568   2.469  1.00  0.00           C  
HETATM    2  C2  UNL     1      11.644  -2.839   1.010  1.00  0.00           C  
HETATM    3  C3  UNL     1      11.486  -1.530   0.260  1.00  0.00           C  
HETATM    4  C4  UNL     1      10.342  -0.777   0.898  1.00  0.00           C  
HETATM    5  C5  UNL     1      10.106   0.570   0.213  1.00  0.00           C  
HETATM    6  C6  UNL     1       9.776   0.332  -1.188  1.00  0.00           C  
HETATM    7  C7  UNL     1       8.642   0.699  -1.725  1.00  0.00           C  
HETATM    8  C8  UNL     1       7.596   1.387  -0.948  1.00  0.00           C  
HETATM    9  C9  UNL     1       7.341   2.708  -1.512  1.00  0.00           C  
HETATM   10  C10 UNL     1       6.204   3.129  -1.964  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.965   2.330  -1.982  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.970   3.094  -1.162  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.398   2.620  -0.091  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.629   1.313   0.460  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.606   0.299   0.558  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.387   0.277   0.163  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.670   1.333  -0.539  1.00  0.00           C  
HETATM   18  C18 UNL     1       0.164   0.885  -1.903  1.00  0.00           C  
HETATM   19  C19 UNL     1      -0.770  -0.242  -1.796  1.00  0.00           C  
HETATM   20  C20 UNL     1      -2.011   0.132  -1.095  1.00  0.00           C  
HETATM   21  O1  UNL     1      -2.279   1.308  -0.772  1.00  0.00           O  
HETATM   22  O2  UNL     1      -2.952  -0.833  -0.759  1.00  0.00           O  
HETATM   23  C21 UNL     1      -4.122  -0.472  -0.104  1.00  0.00           C  
HETATM   24  C22 UNL     1      -4.128  -1.150   1.264  1.00  0.00           C  
HETATM   25  O3  UNL     1      -5.267  -0.834   1.980  1.00  0.00           O  
HETATM   26  C23 UNL     1      -5.370  -0.873  -0.864  1.00  0.00           C  
HETATM   27  O4  UNL     1      -6.484  -0.473  -0.129  1.00  0.00           O  
HETATM   28  P1  UNL     1      -7.914  -0.910  -0.965  1.00  0.00           P  
HETATM   29  O5  UNL     1      -7.809  -0.507  -2.418  1.00  0.00           O  
HETATM   30  O6  UNL     1      -8.007  -2.602  -0.895  1.00  0.00           O1-
HETATM   31  O7  UNL     1      -9.267  -0.261  -0.209  1.00  0.00           O  
HETATM   32  C24 UNL     1      -9.605  -1.079   0.863  1.00  0.00           C  
HETATM   33  C25 UNL     1     -10.814  -0.515   1.551  1.00  0.00           C  
HETATM   34  N1  UNL     1     -11.974  -0.410   0.719  1.00  0.00           N1+
HETATM   35  C26 UNL     1     -13.146  -0.706   1.540  1.00  0.00           C  
HETATM   36  C27 UNL     1     -12.062   0.959   0.200  1.00  0.00           C  
HETATM   37  C28 UNL     1     -11.919  -1.279  -0.420  1.00  0.00           C  
HETATM   38  H1  UNL     1      12.724  -3.256   2.805  1.00  0.00           H  
HETATM   39  H2  UNL     1      11.037  -2.698   3.093  1.00  0.00           H  
HETATM   40  H3  UNL     1      12.320  -1.523   2.619  1.00  0.00           H  
HETATM   41  H4  UNL     1      10.703  -3.415   0.960  1.00  0.00           H  
HETATM   42  H5  UNL     1      12.439  -3.475   0.578  1.00  0.00           H  
HETATM   43  H6  UNL     1      11.351  -1.744  -0.804  1.00  0.00           H  
HETATM   44  H7  UNL     1      12.448  -0.974   0.381  1.00  0.00           H  
HETATM   45  H8  UNL     1       9.441  -1.412   0.856  1.00  0.00           H  
HETATM   46  H9  UNL     1      10.598  -0.634   1.968  1.00  0.00           H  
HETATM   47  H10 UNL     1       9.481   1.225   0.796  1.00  0.00           H  
HETATM   48  H11 UNL     1      11.147   1.062   0.279  1.00  0.00           H  
HETATM   49  H12 UNL     1      10.558  -0.183  -1.783  1.00  0.00           H  
HETATM   50  H13 UNL     1       8.492   0.479  -2.776  1.00  0.00           H  
HETATM   51  H14 UNL     1       6.665   0.751  -1.102  1.00  0.00           H  
HETATM   52  H15 UNL     1       7.717   1.373   0.143  1.00  0.00           H  
HETATM   53  H16 UNL     1       8.182   3.429  -1.565  1.00  0.00           H  
HETATM   54  H17 UNL     1       6.092   4.165  -2.385  1.00  0.00           H  
HETATM   55  H18 UNL     1       4.557   2.331  -3.066  1.00  0.00           H  
HETATM   56  H19 UNL     1       5.033   1.280  -1.753  1.00  0.00           H  
HETATM   57  H20 UNL     1       3.699   4.118  -1.475  1.00  0.00           H  
HETATM   58  H21 UNL     1       2.708   3.277   0.485  1.00  0.00           H  
HETATM   59  H22 UNL     1       4.631   0.864   0.122  1.00  0.00           H  
HETATM   60  H23 UNL     1       3.921   1.525   1.563  1.00  0.00           H  
HETATM   61  H24 UNL     1       2.962  -0.653   1.089  1.00  0.00           H  
HETATM   62  H25 UNL     1       0.829  -0.680   0.399  1.00  0.00           H  
HETATM   63  H26 UNL     1       1.074   2.333  -0.570  1.00  0.00           H  
HETATM   64  H27 UNL     1      -0.280   1.467   0.072  1.00  0.00           H  
HETATM   65  H28 UNL     1       0.989   0.756  -2.628  1.00  0.00           H  
HETATM   66  H29 UNL     1      -0.423   1.771  -2.292  1.00  0.00           H  
HETATM   67  H30 UNL     1      -0.329  -1.153  -1.315  1.00  0.00           H  
HETATM   68  H31 UNL     1      -1.104  -0.506  -2.851  1.00  0.00           H  
HETATM   69  H32 UNL     1      -4.132   0.625   0.068  1.00  0.00           H  
HETATM   70  H33 UNL     1      -3.194  -0.849   1.774  1.00  0.00           H  
HETATM   71  H34 UNL     1      -4.052  -2.244   1.068  1.00  0.00           H  
HETATM   72  H35 UNL     1      -5.054  -0.962   2.938  1.00  0.00           H  
HETATM   73  H36 UNL     1      -5.406  -1.972  -0.932  1.00  0.00           H  
HETATM   74  H37 UNL     1      -5.411  -0.365  -1.835  1.00  0.00           H  
HETATM   75  H38 UNL     1      -8.744  -0.995   1.582  1.00  0.00           H  
HETATM   76  H39 UNL     1      -9.685  -2.142   0.601  1.00  0.00           H  
HETATM   77  H40 UNL     1     -11.036  -1.143   2.439  1.00  0.00           H  
HETATM   78  H41 UNL     1     -10.545   0.518   1.902  1.00  0.00           H  
HETATM   79  H42 UNL     1     -13.810  -1.444   1.027  1.00  0.00           H  
HETATM   80  H43 UNL     1     -12.867  -1.145   2.516  1.00  0.00           H  
HETATM   81  H44 UNL     1     -13.662   0.256   1.735  1.00  0.00           H  
HETATM   82  H45 UNL     1     -12.281   1.673   1.013  1.00  0.00           H  
HETATM   83  H46 UNL     1     -12.860   1.013  -0.567  1.00  0.00           H  
HETATM   84  H47 UNL     1     -11.097   1.209  -0.283  1.00  0.00           H  
HETATM   85  H48 UNL     1     -12.942  -1.389  -0.845  1.00  0.00           H  
HETATM   86  H49 UNL     1     -11.317  -0.774  -1.220  1.00  0.00           H  
HETATM   87  H50 UNL     1     -11.537  -2.282  -0.229  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3   41   42
CONECT    3    4   43   44
CONECT    4    5   45   46
CONECT    5    6   47   48
CONECT    6    7    7   49
CONECT    7    8   50
CONECT    8    9   51   52
CONECT    9   10   10   53
CONECT   10   11   54
CONECT   11   12   55   56
CONECT   12   13   13   57
CONECT   13   14   58
CONECT   14   15   59   60
CONECT   15   16   16   61
CONECT   16   17   62
CONECT   17   18   63   64
CONECT   18   19   65   66
CONECT   19   20   67   68
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   26   69
CONECT   24   25   70   71
CONECT   25   72
CONECT   26   27   73   74
CONECT   27   28
CONECT   28   29   29   30   31
CONECT   31   32
CONECT   32   33   75   76
CONECT   33   34   77   78
CONECT   34   35   36   37
CONECT   35   79   80   81
CONECT   36   82   83   84
CONECT   37   85   86   87
END

HMDB0061699
     RDKit          3D
LysoPC(0:0/20:4(5Z,8Z,11Z,14Z))
 87 86  0  0  0  0  0  0  0  0999 V2000
   11.9443   -2.5677    2.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6444   -2.8387    1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4856   -1.5302    0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3423   -0.7772    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1065    0.5700    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7756    0.3322   -1.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6425    0.6986   -1.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5959    1.3874   -0.9481 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3409    2.7083   -1.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2043    3.1286   -1.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9654    2.3301   -1.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9702    3.0938   -1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3980    2.6195   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295    1.3127    0.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062    0.2995    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3873    0.2766    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    1.3333   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1640    0.8851   -1.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701   -0.2415   -1.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0107    0.1317   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2794    1.3083   -0.7724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518   -0.8334   -0.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218   -0.4722   -0.1036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1276   -1.1495    1.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -0.8339    1.9799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3696   -0.8731   -0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4838   -0.4727   -0.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9143   -0.9099   -0.9649 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.8091   -0.5071   -2.4183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0074   -2.6020   -0.8952 O   0  0  0  0  0  1  0  0  0  0  0  0
   -9.2674   -0.2613   -0.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6052   -1.0793    0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8145   -0.5150    1.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9742   -0.4101    0.7186 N   0  0  0  0  0  4  0  0  0  0  0  0
  -13.1456   -0.7058    1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0615    0.9593    0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9191   -1.2793   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7235   -3.2564    2.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0367   -2.6979    3.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3198   -1.5225    2.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7026   -3.4152    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4393   -3.4752    0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3509   -1.7442   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4479   -0.9743    0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4409   -1.4120    0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5978   -0.6336    1.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4806    1.2249    0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1467    1.0621    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5577   -0.1830   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4916    0.4791   -2.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6652    0.7508   -1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7171    1.3732    0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1817    3.4289   -1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0916    4.1646   -2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5570    2.3314   -3.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0327    1.2800   -1.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6986    4.1182   -1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7084    3.2772    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314    0.8637    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205    1.5246    1.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9623   -0.6528    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8292   -0.6797    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744    2.3326   -0.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2800    1.4673    0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887    0.7560   -2.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4230    1.7711   -2.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -1.1533   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038   -0.5061   -2.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315    0.6247    0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1944   -0.8489    1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0523   -2.2444    1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0539   -0.9623    2.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4063   -1.9717   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4112   -0.3649   -1.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7442   -0.9955    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6853   -2.1423    0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0356   -1.1433    2.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5452    0.5176    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8099   -1.4443    1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8673   -1.1454    2.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6621    0.2561    1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2806    1.6727    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8596    1.0134   -0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0966    1.2089   -0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9417   -1.3890   -0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3173   -0.7743   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5369   -2.2820   -0.2289 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
  3 43  1  0
  3 44  1  0
  4 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  6 49  1  0
  7 50  1  0
  8 51  1  0
  8 52  1  0
  9 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 16 62  1  0
 17 63  1  0
 17 64  1  0
 18 65  1  0
 18 66  1  0
 19 67  1  0
 19 68  1  0
 23 69  1  1
 24 70  1  0
 24 71  1  0
 25 72  1  0
 26 73  1  0
 26 74  1  0
 32 75  1  0
 32 76  1  0
 33 77  1  0
 33 78  1  0
 35 79  1  0
 35 80  1  0
 35 81  1  0
 36 82  1  0
 36 83  1  0
 36 84  1  0
 37 85  1  0
 37 86  1  0
 37 87  1  0
M  CHG  2  30  -1  34   1
M  END

Synonyms

Value	Source
2-(5Z,8Z,11Z,14Z)-Eicosatetraenoyl-sn-glycero-3-phosphocholine	ChEBI
2-(5Z,8Z,11Z,14Z)-Icosatetraenoyl-sn-glycero-3-phosphocholine	ChEBI
2-Arachidonoyl-GPC	ChEBI
2-Arachidonoyllysophosphatidylcholine	ChEBI
GPC(0:0/20:4)	ChEBI
GPC(20:4)	ChEBI
LPC(0:0/20:4(5Z,8Z,11Z,14Z))	ChEBI
PC(0:0/20:4(5Z,8Z,11Z,14Z))	ChEBI
2-ALPC	HMDB
2-Arachidonoylglycero-3-phosphocholine	HMDB
2-Arachidonoyl-lysopc	HMDB
2-Arachidonoyl-lysophosphatidylcholine	HMDB
2-Arachidonoyl-sn-glycero-3-phosphocholine	HMDB
GPC(0:0/20:4(5Z,8Z,11Z,14Z))	HMDB
GPC(0:0/20:4n6)	HMDB
GPC(0:0/20:4W6)	HMDB
GPC(20:4(5Z,8Z,11Z,14Z))	HMDB
GPC(20:4n6)	HMDB
GPC(20:4W6)	HMDB
LPC(0:0/20:4n6)	HMDB
LPC(0:0/20:4W6)	HMDB
LPC(20:4(5Z,8Z,11Z,14Z))	HMDB
LPC(20:4)	HMDB
LPC(20:4n6)	HMDB
LPC(20:4W6)	HMDB
LysoPC(0:0/20:4n6)	HMDB
LysoPC(0:0/20:4W6)	HMDB
LysoPC(20:4(5Z,8Z,11Z,14Z))	HMDB
LysoPC(20:4)	HMDB
LysoPC(20:4n6)	HMDB
LysoPC(20:4W6)	HMDB
Lysophosphatidylcholine(0:0/20:4(5Z,8Z,11Z,14Z))	HMDB
Lysophosphatidylcholine(0:0/20:4n6)	HMDB
Lysophosphatidylcholine(0:0/20:4W6)	HMDB
Lysophosphatidylcholine(20:4(5Z,8Z,11Z,14Z))	HMDB
Lysophosphatidylcholine(20:4)	HMDB
Lysophosphatidylcholine(20:4n6)	HMDB
Lysophosphatidylcholine(20:4W6)	HMDB
LysoPC(0:0/20:4(5Z,8Z,11Z,14Z))	HMDB

Molecular Formula

C₂₈H₅₀NO₇P

Average Mass

543.682

Monoisotopic Mass

543.332489952

IUPAC Name

(2-{[(2R)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)O[C@H](CO)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C28H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)36-27(25-30)26-35-37(32,33)34-24-23-29(2,3)4/h9-10,12-13,15-16,18-19,27,30H,5-8,11,14,17,20-26H2,1-4H3/b10-9-,13-12-,16-15-,19-18-/t27-/m1/s1

InChI Key

IGJKYDBBINVMLH-JXRLJXCWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphocholine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

2-acyl-sn-glycero-3-phosphocholines

Alternative Parents

Substituents

2-acyl-sn-glycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Carbonyl group
Organic salt
Amine
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

lysophosphatidylcholine 20:4 (CHEBI:76079 )
Monoacylglycerophosphocholines (LMGP01050121 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0003 g/L	ALOGPS
logP	2.41	ALOGPS
logP	1.52	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	105.12 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	165.14 m³·mol⁻¹	ChemAxon
Polarizability	60.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("LysoPC(0:0/20:4(5Z,8Z,11Z,14Z)),1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0000090000-a2148247656f403ba19d	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udl-1009270000-b010f321f313d468c81b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ufr-7209200000-dbbb21f62dfe22412f8a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0200090000-627e9903305e965c7ddd	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-1900010000-47424bbbaa438461b3df	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-008i-4900000000-3516e1a24113b9d9b18e	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

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

Microbial Sources

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

Exposure Sources

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0061699

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21403158

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52924038

PDB ID

Not Available

ChEBI ID

76079

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Showing metabocard for LysoPC(0:0/20:4(5Z,8Z,11Z,14Z)) (MMDBc0060116)

MOL for #<Metabolite:0x0000556b6ae44c08>

3D MOL for #<Metabolite:0x0000556b6ae44c08>

3D SDF for #<Metabolite:0x0000556b6ae44c08>

3D-SDF for #<Metabolite:0x0000556b6ae44c08>

PDB for #<Metabolite:0x0000556b6ae44c08>

3D PDB for #<Metabolite:0x0000556b6ae44c08>

SMILES for #<Metabolite:0x0000556b6ae44c08>

INCHI for #<Metabolite:0x0000556b6ae44c08>

Structure for #<Metabolite:0x0000556b6ae44c08>

3D Structure for #<Metabolite:0x0000556b6ae44c08>