MiMeDB: Showing metabocard for LysoPA(i-19:0/0:0) (MMDBc0056414)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-07-07 21:26:37 UTC

Update Date

2024-04-30 20:55:55 UTC

Metabolite ID

MMDBc0056414

Metabolite Identification

Common Name

LysoPA(i-19:0/0:0)

Description

LysoPA(i-19:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids 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. Fatty acids containing 16 and 18 carbons are the most common. LysoPA(i-19:0/0:0), in particular, consists of one chain of isononadecanoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.

Structure

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

LPA(i-19:0/0:0)
  Mrv1652308091922442D          

 30 29  0  0  1  0            999 V2000
    9.1943   -4.4806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0108   -3.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0277   -5.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8442   -4.4637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0193   -4.4722    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3810   -4.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6710   -4.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9522   -4.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2421   -4.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6798   -5.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233   -3.2816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0951   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3810   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5245   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1896   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9037   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3319   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0460   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4743   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1884   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9025   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6166   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6166   -3.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

HMDB0114766
     RDKit          3D
LysoPA(i-19:0/0:0)
 75 74  0  0  0  0  0  0  0  0999 V2000
    9.1217   -1.0937   -1.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4835   -0.5902   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5379    0.1148    0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3520    0.3738   -0.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2235   -0.2183   -1.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766   -1.3910   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -1.4504    0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8113   -0.5852    0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1153    0.8730    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8477    1.6134    1.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843    1.3585    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    2.0933    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0451    1.6593    2.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2152    0.2211    2.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3241   -0.4458    1.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844   -0.1386    1.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3120    1.1748    1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4940    1.7480    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3482    0.8243   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8804    0.1166   -1.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6888    0.7624   -0.0900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6285   -0.0496   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9591    0.1980   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2706    1.5320   -0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0428   -0.7339   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4455   -0.5385   -1.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6613   -1.6221   -2.2695 P   0  0  0  0  0  5  0  0  0  0  0  0
  -11.4258   -2.1359   -1.0903 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6843   -0.8832   -3.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9852   -2.9783   -3.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0244   -1.7025   -1.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4299   -1.8310   -2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3806   -0.3391   -2.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1682   -1.4799    0.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1476    0.2774    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7763    1.0851   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4210   -0.5576    0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7580    1.2202   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0419    0.7960    0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735   -0.6090   -2.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5984    0.5607   -2.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2810   -2.2950   -1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7607   -1.6921   -1.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6935   -1.4178    1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5515   -2.5266    0.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4455   -0.8740    1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9937   -0.7757   -0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8964    1.0408    1.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3901    1.2800   -0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512    2.6562    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697    1.1575    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4071    0.2792    0.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8897    1.7080   -0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6518    3.1755    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3240    1.8776   -0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303    2.2632    2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.9305    2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2748    0.0174    3.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7228   -0.3979    1.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128   -1.5748    1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2669   -0.2540    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4221   -0.8767    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8186   -0.4639    3.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220    0.9882    2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241    1.9433    2.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836    1.9832   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0849    2.6927    0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3774   -1.1242   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6640    0.3345   -1.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7843   -0.0369    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3738    1.7968   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9002   -0.6039    0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6239   -1.7749   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4147   -0.4251   -2.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6777   -3.5678   -3.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  0
 24 71  1  0
 25 72  1  0
 25 73  1  0
 29 74  1  0
 30 75  1  0
M  END

LPA(i-19:0/0:0)
  Mrv1652308091922442D          

 30 29  0  0  1  0            999 V2000
    9.1943   -4.4806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0108   -3.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0277   -5.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8442   -4.4637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0193   -4.4722    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3810   -4.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6710   -4.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9522   -4.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2421   -4.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6798   -5.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233   -3.2816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0951   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3810   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5245   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1896   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9037   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3319   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0460   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4743   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1884   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9025   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6166   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6166   -3.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0056414

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)CCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H45O7P/c1-20(2)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-22(24)28-18-21(23)19-29-30(25,26)27/h20-21,23H,3-19H2,1-2H3,(H2,25,26,27)

> <INCHI_KEY>
SOIQXDWRWSMZNF-UHFFFAOYSA-N

> <FORMULA>
C22H45O7P

> <MOLECULAR_WEIGHT>
452.569

> <EXACT_MASS>
452.290290787

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
53.38310504825362

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{2-hydroxy-3-[(17-methyloctadecanoyl)oxy]propoxy}phosphonic acid

> <ALOGPS_LOGP>
5.11

> <JCHEM_LOGP>
6.134630274666667

> <ALOGPS_LOGS>
-5.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.531115837556447

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.505317785248875

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4039997949880556

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
118.73099999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.43e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-3-[(17-methyloctadecanoyl)oxy]propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0114766
     RDKit          3D
LysoPA(i-19:0/0:0)
 75 74  0  0  0  0  0  0  0  0999 V2000
    9.1217   -1.0937   -1.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4835   -0.5902   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5379    0.1148    0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3520    0.3738   -0.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2235   -0.2183   -1.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766   -1.3910   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -1.4504    0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8113   -0.5852    0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1153    0.8730    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8477    1.6134    1.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843    1.3585    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    2.0933    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0451    1.6593    2.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2152    0.2211    2.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3241   -0.4458    1.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844   -0.1386    1.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3120    1.1748    1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4940    1.7480    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3482    0.8243   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8804    0.1166   -1.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6888    0.7624   -0.0900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6285   -0.0496   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9591    0.1980   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2706    1.5320   -0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0428   -0.7339   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4455   -0.5385   -1.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6613   -1.6221   -2.2695 P   0  0  0  0  0  5  0  0  0  0  0  0
  -11.4258   -2.1359   -1.0903 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6843   -0.8832   -3.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9852   -2.9783   -3.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0244   -1.7025   -1.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4299   -1.8310   -2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3806   -0.3391   -2.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1682   -1.4799    0.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1476    0.2774    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7763    1.0851   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4210   -0.5576    0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7580    1.2202   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0419    0.7960    0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735   -0.6090   -2.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5984    0.5607   -2.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2810   -2.2950   -1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7607   -1.6921   -1.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6935   -1.4178    1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5515   -2.5266    0.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4455   -0.8740    1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9937   -0.7757   -0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8964    1.0408    1.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3901    1.2800   -0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512    2.6562    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697    1.1575    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4071    0.2792    0.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8897    1.7080   -0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6518    3.1755    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3240    1.8776   -0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303    2.2632    2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.9305    2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2748    0.0174    3.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7228   -0.3979    1.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128   -1.5748    1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2669   -0.2540    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4221   -0.8767    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8186   -0.4639    3.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220    0.9882    2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241    1.9433    2.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836    1.9832   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0849    2.6927    0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3774   -1.1242   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6640    0.3345   -1.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7843   -0.0369    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3738    1.7968   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9002   -0.6039    0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6239   -1.7749   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4147   -0.4251   -2.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6777   -3.5678   -3.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  0
 24 71  1  0
 25 72  1  0
 25 73  1  0
 29 74  1  0
 30 75  1  0
M  END

HEADER    PROTEIN                                 09-AUG-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LPA(i-19:0/0:0)                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-AUG-19         0                                  
HETATM    1  O   UNK     0      17.163  -8.364   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      18.687  -6.808   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      18.718  -9.888   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      20.243  -8.332   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0      18.703  -8.348   0.000  0.00  0.00           P+0
HETATM    6  C   UNK     0      15.645  -7.509   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.319  -8.293   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.977  -7.537   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.652  -8.321   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      14.336  -9.833   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.310  -7.566   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.310  -6.126   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.977  -8.337   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.644  -7.566   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.311  -8.337   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.978  -7.566   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.645  -8.337   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.312  -7.566   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.979  -8.337   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.354  -7.566   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.687  -8.337   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.020  -7.566   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.353  -8.337   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.686  -7.566   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.019  -8.337   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.352  -7.566   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.685  -8.337   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -11.018  -7.566   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -12.351  -8.337   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -12.351  -6.797   0.000  0.00  0.00           C+0
CONECT    1    6    5                                                       
CONECT    2    5                                                            
CONECT    3    5                                                            
CONECT    4    5                                                            
CONECT    5    1    2    3    4                                             
CONECT    6    1    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8   11                                                       
CONECT   10    7                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    HMDB0114766
HETATM    1  C1  UNL     1       9.122  -1.094  -1.834  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.483  -0.590  -0.584  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.538   0.115   0.244  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.352   0.374  -0.808  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.224  -0.218  -1.601  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.577  -1.391  -1.038  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.957  -1.450   0.271  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.811  -0.585   0.637  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.115   0.873   0.627  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.848   1.613   1.107  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.684   1.358   0.235  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.425   2.093   0.693  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.045   1.659   2.098  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.215   0.221   2.221  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.324  -0.446   1.535  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.684  -0.139   1.965  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.312   1.175   1.865  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.494   1.748   0.485  1.00  0.00           C  
HETATM   19  C19 UNL     1      -4.348   0.824  -0.351  1.00  0.00           C  
HETATM   20  O1  UNL     1      -3.880   0.117  -1.267  1.00  0.00           O  
HETATM   21  O2  UNL     1      -5.689   0.762  -0.090  1.00  0.00           O  
HETATM   22  C20 UNL     1      -6.629  -0.050  -0.781  1.00  0.00           C  
HETATM   23  C21 UNL     1      -7.959   0.198  -0.079  1.00  0.00           C  
HETATM   24  O3  UNL     1      -8.271   1.532  -0.164  1.00  0.00           O  
HETATM   25  C22 UNL     1      -9.043  -0.734  -0.517  1.00  0.00           C  
HETATM   26  O4  UNL     1      -9.445  -0.538  -1.833  1.00  0.00           O  
HETATM   27  P1  UNL     1     -10.661  -1.622  -2.270  1.00  0.00           P  
HETATM   28  O5  UNL     1     -11.426  -2.136  -1.090  1.00  0.00           O  
HETATM   29  O6  UNL     1     -11.684  -0.883  -3.398  1.00  0.00           O  
HETATM   30  O7  UNL     1      -9.985  -2.978  -3.053  1.00  0.00           O  
HETATM   31  H1  UNL     1      10.024  -1.702  -1.531  1.00  0.00           H  
HETATM   32  H2  UNL     1       8.430  -1.831  -2.295  1.00  0.00           H  
HETATM   33  H3  UNL     1       9.381  -0.339  -2.580  1.00  0.00           H  
HETATM   34  H4  UNL     1       8.168  -1.480   0.004  1.00  0.00           H  
HETATM   35  H5  UNL     1       9.148   0.277   1.270  1.00  0.00           H  
HETATM   36  H6  UNL     1       9.776   1.085  -0.234  1.00  0.00           H  
HETATM   37  H7  UNL     1      10.421  -0.558   0.341  1.00  0.00           H  
HETATM   38  H8  UNL     1       7.758   1.220  -1.402  1.00  0.00           H  
HETATM   39  H9  UNL     1       7.042   0.796   0.161  1.00  0.00           H  
HETATM   40  H10 UNL     1       6.774  -0.609  -2.556  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.598   0.561  -2.013  1.00  0.00           H  
HETATM   42  H12 UNL     1       6.281  -2.295  -1.173  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.761  -1.692  -1.797  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.693  -1.418   1.134  1.00  0.00           H  
HETATM   45  H15 UNL     1       4.551  -2.527   0.397  1.00  0.00           H  
HETATM   46  H16 UNL     1       3.445  -0.874   1.658  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.994  -0.776  -0.116  1.00  0.00           H  
HETATM   48  H18 UNL     1       4.896   1.041   1.406  1.00  0.00           H  
HETATM   49  H19 UNL     1       4.390   1.280  -0.343  1.00  0.00           H  
HETATM   50  H20 UNL     1       3.151   2.656   1.198  1.00  0.00           H  
HETATM   51  H21 UNL     1       2.670   1.157   2.126  1.00  0.00           H  
HETATM   52  H22 UNL     1       1.407   0.279   0.157  1.00  0.00           H  
HETATM   53  H23 UNL     1       1.890   1.708  -0.796  1.00  0.00           H  
HETATM   54  H24 UNL     1       0.652   3.175   0.734  1.00  0.00           H  
HETATM   55  H25 UNL     1      -0.324   1.878  -0.067  1.00  0.00           H  
HETATM   56  H26 UNL     1      -0.830   2.263   2.371  1.00  0.00           H  
HETATM   57  H27 UNL     1       0.925   1.930   2.740  1.00  0.00           H  
HETATM   58  H28 UNL     1      -0.275   0.017   3.356  1.00  0.00           H  
HETATM   59  H29 UNL     1       0.723  -0.398   1.971  1.00  0.00           H  
HETATM   60  H30 UNL     1      -1.213  -1.575   1.568  1.00  0.00           H  
HETATM   61  H31 UNL     1      -1.267  -0.254   0.413  1.00  0.00           H  
HETATM   62  H32 UNL     1      -3.422  -0.877   1.477  1.00  0.00           H  
HETATM   63  H33 UNL     1      -2.819  -0.464   3.070  1.00  0.00           H  
HETATM   64  H34 UNL     1      -4.422   0.988   2.197  1.00  0.00           H  
HETATM   65  H35 UNL     1      -3.024   1.943   2.614  1.00  0.00           H  
HETATM   66  H36 UNL     1      -2.584   1.983  -0.052  1.00  0.00           H  
HETATM   67  H37 UNL     1      -4.085   2.693   0.604  1.00  0.00           H  
HETATM   68  H38 UNL     1      -6.377  -1.124  -0.745  1.00  0.00           H  
HETATM   69  H39 UNL     1      -6.664   0.334  -1.832  1.00  0.00           H  
HETATM   70  H40 UNL     1      -7.784  -0.037   1.016  1.00  0.00           H  
HETATM   71  H41 UNL     1      -8.374   1.797  -1.117  1.00  0.00           H  
HETATM   72  H42 UNL     1      -9.900  -0.604   0.152  1.00  0.00           H  
HETATM   73  H43 UNL     1      -8.624  -1.775  -0.401  1.00  0.00           H  
HETATM   74  H44 UNL     1     -12.415  -0.425  -2.917  1.00  0.00           H  
HETATM   75  H45 UNL     1     -10.678  -3.568  -3.391  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4   34
CONECT    3   35   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   44   45
CONECT    8    9   46   47
CONECT    9   10   48   49
CONECT   10   11   50   51
CONECT   11   12   52   53
CONECT   12   13   54   55
CONECT   13   14   56   57
CONECT   14   15   58   59
CONECT   15   16   60   61
CONECT   16   17   62   63
CONECT   17   18   64   65
CONECT   18   19   66   67
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   68   69
CONECT   23   24   25   70
CONECT   24   71
CONECT   25   26   72   73
CONECT   26   27
CONECT   27   28   28   29   30
CONECT   29   74
CONECT   30   75
END

HMDB0114766
     RDKit          3D
LysoPA(i-19:0/0:0)
 75 74  0  0  0  0  0  0  0  0999 V2000
    9.1217   -1.0937   -1.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4835   -0.5902   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5379    0.1148    0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3520    0.3738   -0.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2235   -0.2183   -1.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766   -1.3910   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -1.4504    0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8113   -0.5852    0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1153    0.8730    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8477    1.6134    1.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843    1.3585    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    2.0933    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0451    1.6593    2.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2152    0.2211    2.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3241   -0.4458    1.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844   -0.1386    1.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3120    1.1748    1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4940    1.7480    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3482    0.8243   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8804    0.1166   -1.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6888    0.7624   -0.0900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6285   -0.0496   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9591    0.1980   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2706    1.5320   -0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0428   -0.7339   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4455   -0.5385   -1.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6613   -1.6221   -2.2695 P   0  0  0  0  0  5  0  0  0  0  0  0
  -11.4258   -2.1359   -1.0903 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6843   -0.8832   -3.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9852   -2.9783   -3.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0244   -1.7025   -1.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4299   -1.8310   -2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3806   -0.3391   -2.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1682   -1.4799    0.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1476    0.2774    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7763    1.0851   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4210   -0.5576    0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7580    1.2202   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0419    0.7960    0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735   -0.6090   -2.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5984    0.5607   -2.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2810   -2.2950   -1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7607   -1.6921   -1.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6935   -1.4178    1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5515   -2.5266    0.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4455   -0.8740    1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9937   -0.7757   -0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8964    1.0408    1.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3901    1.2800   -0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512    2.6562    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697    1.1575    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4071    0.2792    0.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8897    1.7080   -0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6518    3.1755    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3240    1.8776   -0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303    2.2632    2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.9305    2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2748    0.0174    3.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7228   -0.3979    1.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128   -1.5748    1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2669   -0.2540    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4221   -0.8767    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8186   -0.4639    3.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220    0.9882    2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241    1.9433    2.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836    1.9832   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0849    2.6927    0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3774   -1.1242   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6640    0.3345   -1.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7843   -0.0369    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3738    1.7968   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9002   -0.6039    0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6239   -1.7749   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4147   -0.4251   -2.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6777   -3.5678   -3.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  0
 24 71  1  0
 25 72  1  0
 25 73  1  0
 29 74  1  0
 30 75  1  0
M  END

Synonyms

Value	Source
1-Isononadecanoyl-glycero-3-phosphate	HMDB
1-Isononadecanoyl-lysophosphatidic acid	HMDB
LPA(i-19:0)	HMDB
Lysophosphatidic acid(i-19:0/0:0)	HMDB
Lysophosphatidic acid(i-19:0)	HMDB
LPA(i-19:0/0:0)	HMDB
LPA(19:0)	HMDB
1-Isononadecanoyl-phosphatidic acid	HMDB
Lysophosphatidic acid(19:0)	HMDB

Molecular Formula

C₂₂H₄₅O₇P

Average Mass

452.569

Monoisotopic Mass

452.290290787

IUPAC Name

{2-hydroxy-3-[(17-methyloctadecanoyl)oxy]propoxy}phosphonic acid

Traditional Name

2-hydroxy-3-[(17-methyloctadecanoyl)oxy]propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CC(C)CCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O

InChI Identifier

InChI=1S/C22H45O7P/c1-20(2)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-22(24)28-18-21(23)19-29-30(25,26)27/h20-21,23H,3-19H2,1-2H3,(H2,25,26,27)

InChI Key

SOIQXDWRWSMZNF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1-acylglycerol-3-phosphates

Alternative Parents

Substituents

1-acylglycerol-3-phosphate
Fatty acid ester
Monoalkyl phosphate
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00094 g/L	ALOGPS
logP	5.11	ALOGPS
logP	6.13	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	118.73 m³·mol⁻¹	ChemAxon
Polarizability	53.38 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 (1 TMS) - 70eV, Positive	splash10-01ow-9340000000-c7f00a0fa978b16677c6	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000900000-534a35a1a7b63767450b	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0000900000-534a35a1a7b63767450b	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udj-2950600000-460a762dc9a1ac1365ac	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000900000-5988a96aed19ece05c55	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0000900000-5988a96aed19ece05c55	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00ei-0950700000-d55bf3426b66d5bbf7f0	2021-09-25	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

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0114766

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

15921348

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17786797

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Moritz A, De Graan PN, Gispen WH, Wirtz KW: Phosphatidic acid is a specific activator of phosphatidylinositol-4-phosphate kinase. J Biol Chem. 1992 Apr 15;267(11):7207-10. [PubMed:1313792 ]
Moolenaar WH, Kruijer W, Tilly BC, Verlaan I, Bierman AJ, de Laat SW: Growth factor-like action of phosphatidic acid. Nature. 1986 Sep 11-17;323(6084):171-3. doi: 10.1038/323171a0. [PubMed:3748188 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. doi: 10.1016/0092-8674(95)90409-3. [PubMed:7834746 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Yang CY, Frohman MA: Mitochondria: signaling with phosphatidic acid. Int J Biochem Cell Biol. 2012 Aug;44(8):1346-50. doi: 10.1016/j.biocel.2012.05.006. Epub 2012 May 15. [PubMed:22609101 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.

Showing metabocard for LysoPA(i-19:0/0:0) (MMDBc0056414)

MOL for #<Metabolite:0x00007fecedb74968>

3D MOL for #<Metabolite:0x00007fecedb74968>

3D SDF for #<Metabolite:0x00007fecedb74968>

3D-SDF for #<Metabolite:0x00007fecedb74968>

PDB for #<Metabolite:0x00007fecedb74968>

3D PDB for #<Metabolite:0x00007fecedb74968>

SMILES for #<Metabolite:0x00007fecedb74968>

INCHI for #<Metabolite:0x00007fecedb74968>

Structure for #<Metabolite:0x00007fecedb74968>

3D Structure for #<Metabolite:0x00007fecedb74968>