MiMeDB: Showing metabocard for PA(16:1(9Z)/16:0) (MMDBc0056421)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-07-07 21:26:51 UTC

Update Date

2024-04-30 20:56:03 UTC

Metabolite ID

MMDBc0056421

Metabolite Identification

Common Name

PA(16:1(9Z)/16:0)

Description

PA(16:1(9Z)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/16:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.

Structure

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

PA(16:1(9Z)/16:0)
  Mrv1652308091923492D          

 45 44  0  0  1  0            999 V2000
   -0.1691    0.3607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8792    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414   -0.3494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5796   -0.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5412    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2514    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0097    0.3436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    0.6480    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9002    0.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    1.3958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996    1.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0137    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7278    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4419    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1560    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8701    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5843    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2984    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0125    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8375    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5516    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2657    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9799    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6940    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4081    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1222    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3235   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3235   -1.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0376   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7517   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4659   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1800   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8941   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3223   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0364   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7505   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4646   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1788   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8929   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6070   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3212   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0353   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  4  1  1  0  0  0
  2  3  1  0  0  0  0
  3 12  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9  7  1  0  0  0  0
 12 13  2  0  0  0  0
 12 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  2  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
 29  5  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  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
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END

HMDB0114855
     RDKit          3D
PA(16:1(9Z)/16:0)
111110  0  0  0  0  0  0  0  0999 V2000
   12.8938   -1.7846    1.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8622   -1.2282    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2625    0.0964    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8275    0.3165    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4277    0.0499    2.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9321    0.3726    2.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6420    0.0792    3.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7515   -0.7751    4.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8847   -1.5830    3.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4186   -1.3730    3.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8897   -0.0070    3.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0088    0.4397    1.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4809    1.8312    1.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426    2.0234    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    1.1807    1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1520    1.4266   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9991    2.2150   -0.7654 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3126    0.8007   -1.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.0551   -2.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4044    0.2975   -3.4072 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7073    0.5124   -4.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1076   -0.2574   -5.6916 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579   -0.0000   -7.3259 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.7736    0.1474   -7.4035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3934    1.4108   -7.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1643   -1.3720   -8.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000    0.6396   -3.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8652   -0.1910   -2.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4937   -1.3605   -2.3699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2891    0.2680   -2.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5199    1.5272   -3.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944    2.2230   -3.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0765    1.6060   -3.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5497    0.4138   -2.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6040    0.8034   -1.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0517   -0.3116   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0122    0.1892    1.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9280    1.3259    1.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3585    1.2133    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1414    0.2465    1.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8145   -1.1839    1.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8020   -1.9553    2.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5005   -3.4208    2.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4821   -4.1481    3.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9247   -2.2635    2.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7970   -1.0603    2.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2005   -2.6244    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3023   -1.9930   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9214   -1.2289    0.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8458    0.8187    1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5168    0.5302   -0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5145    1.3543    0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2252   -0.4068   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5379   -1.0430    2.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0756    0.5896    2.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8566    1.4721    2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3222   -0.1083    1.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2027    0.5997    4.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6039   -0.9349    5.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0839   -1.5639    2.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0748   -2.6621    3.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1919   -1.6958    4.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8470   -2.1300    2.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8064    0.0291    3.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3806    0.7696    3.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -0.2839    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764    0.4619    1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0434    2.5021    2.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8276    2.1405    0.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8078    3.1022    1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9505    1.9464    2.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2649    0.0952    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0497    1.4229    1.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    2.1368   -2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4207    0.6429   -2.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6126   -0.7834   -3.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436    0.1085   -5.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7693    1.5704   -5.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772    1.6395   -7.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8092   -1.9553   -7.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4113    0.3878   -1.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9640   -0.5151   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628    1.2956   -4.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6768    2.2482   -2.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8284    2.7193   -2.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7136    3.1598   -3.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9323    2.3628   -3.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0512    1.3356   -4.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.5471   -2.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6667    0.3074   -2.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4010    1.6044   -1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6403    1.1813   -0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0407   -0.7136   -0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3129   -1.1486   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9332   -0.5718    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9422    0.6906    1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7728    1.7856    2.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5155    2.1831    0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8652    2.2393    1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4769    1.0445   -0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9317    0.5015    2.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2562    0.3810    1.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0748   -1.5848    0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8411   -1.4809    2.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8287   -1.7687    2.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5962   -1.6107    3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6397   -3.7811    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4632   -3.6574    2.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4549   -4.3438    2.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6321   -3.4774    4.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0096   -5.1085    3.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 20 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  3 50  1  0
  3 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
  7 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
 10 62  1  0
 10 63  1  0
 11 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 13 68  1  0
 13 69  1  0
 14 70  1  0
 14 71  1  0
 15 72  1  0
 15 73  1  0
 19 74  1  0
 19 75  1  0
 20 76  1  1
 21 77  1  0
 21 78  1  0
 25 79  1  0
 26 80  1  0
 30 81  1  0
 30 82  1  0
 31 83  1  0
 31 84  1  0
 32 85  1  0
 32 86  1  0
 33 87  1  0
 33 88  1  0
 34 89  1  0
 34 90  1  0
 35 91  1  0
 35 92  1  0
 36 93  1  0
 36 94  1  0
 37 95  1  0
 37 96  1  0
 38 97  1  0
 38 98  1  0
 39 99  1  0
 39100  1  0
 40101  1  0
 40102  1  0
 41103  1  0
 41104  1  0
 42105  1  0
 42106  1  0
 43107  1  0
 43108  1  0
 44109  1  0
 44110  1  0
 44111  1  0
M  END

PA(16:1(9Z)/16:0)
  Mrv1652308091923492D          

 45 44  0  0  1  0            999 V2000
   -0.1691    0.3607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8792    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414   -0.3494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5796   -0.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5412    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2514    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0097    0.3436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    0.6480    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9002    0.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    1.3958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996    1.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0137    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7278    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4419    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1560    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8701    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5843    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2984    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0125    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8375    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5516    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2657    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9799    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6940    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4081    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1222    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3235   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3235   -1.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0376   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7517   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4659   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1800   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8941   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3223   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0364   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7505   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4646   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1788   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8929   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6070   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3212   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0353   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  4  1  1  0  0  0
  2  3  1  0  0  0  0
  3 12  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9  7  1  0  0  0  0
 12 13  2  0  0  0  0
 12 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  2  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
 29  5  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  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
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0056421

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,33H,3-12,14,16-32H2,1-2H3,(H2,38,39,40)/b15-13-/t33-/m1/s1

> <INCHI_KEY>
RCNDQKSBSIYZCH-AVKQKRQHSA-N

> <FORMULA>
C35H67O8P

> <MOLECULAR_WEIGHT>
646.887

> <EXACT_MASS>
646.457356115

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
111

> <JCHEM_AVERAGE_POLARIZABILITY>
79.23316559128304

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(hexadecanoyloxy)propoxy]phosphonic acid

> <ALOGPS_LOGP>
8.54

> <JCHEM_LOGP>
11.517606093999998

> <ALOGPS_LOGS>
-6.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.343234649149876

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3174060830586427

> <JCHEM_PKA_STRONGEST_BASIC>
-6.744159310865181

> <JCHEM_POLAR_SURFACE_AREA>
119.35999999999999

> <JCHEM_REFRACTIVITY>
179.6884

> <JCHEM_ROTATABLE_BOND_COUNT>
35

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.89e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(hexadecanoyloxy)propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0114855
     RDKit          3D
PA(16:1(9Z)/16:0)
111110  0  0  0  0  0  0  0  0999 V2000
   12.8938   -1.7846    1.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8622   -1.2282    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2625    0.0964    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8275    0.3165    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4277    0.0499    2.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9321    0.3726    2.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6420    0.0792    3.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7515   -0.7751    4.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8847   -1.5830    3.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4186   -1.3730    3.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8897   -0.0070    3.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0088    0.4397    1.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4809    1.8312    1.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426    2.0234    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    1.1807    1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1520    1.4266   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9991    2.2150   -0.7654 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3126    0.8007   -1.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.0551   -2.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4044    0.2975   -3.4072 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7073    0.5124   -4.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1076   -0.2574   -5.6916 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579   -0.0000   -7.3259 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.7736    0.1474   -7.4035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3934    1.4108   -7.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1643   -1.3720   -8.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000    0.6396   -3.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8652   -0.1910   -2.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4937   -1.3605   -2.3699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2891    0.2680   -2.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5199    1.5272   -3.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944    2.2230   -3.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0765    1.6060   -3.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5497    0.4138   -2.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6040    0.8034   -1.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0517   -0.3116   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0122    0.1892    1.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9280    1.3259    1.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3585    1.2133    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1414    0.2465    1.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8145   -1.1839    1.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8020   -1.9553    2.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5005   -3.4208    2.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4821   -4.1481    3.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9247   -2.2635    2.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7970   -1.0603    2.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2005   -2.6244    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3023   -1.9930   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9214   -1.2289    0.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8458    0.8187    1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5168    0.5302   -0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5145    1.3543    0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2252   -0.4068   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5379   -1.0430    2.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0756    0.5896    2.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8566    1.4721    2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3222   -0.1083    1.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2027    0.5997    4.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6039   -0.9349    5.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0839   -1.5639    2.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0748   -2.6621    3.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1919   -1.6958    4.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8470   -2.1300    2.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8064    0.0291    3.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3806    0.7696    3.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -0.2839    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764    0.4619    1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0434    2.5021    2.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8276    2.1405    0.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8078    3.1022    1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9505    1.9464    2.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2649    0.0952    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0497    1.4229    1.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    2.1368   -2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4207    0.6429   -2.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6126   -0.7834   -3.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436    0.1085   -5.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7693    1.5704   -5.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772    1.6395   -7.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8092   -1.9553   -7.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4113    0.3878   -1.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9640   -0.5151   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628    1.2956   -4.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6768    2.2482   -2.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8284    2.7193   -2.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7136    3.1598   -3.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9323    2.3628   -3.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0512    1.3356   -4.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.5471   -2.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6667    0.3074   -2.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4010    1.6044   -1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6403    1.1813   -0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0407   -0.7136   -0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3129   -1.1486   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9332   -0.5718    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9422    0.6906    1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7728    1.7856    2.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5155    2.1831    0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8652    2.2393    1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4769    1.0445   -0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9317    0.5015    2.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2562    0.3810    1.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0748   -1.5848    0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8411   -1.4809    2.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8287   -1.7687    2.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5962   -1.6107    3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6397   -3.7811    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4632   -3.6574    2.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4549   -4.3438    2.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6321   -3.4774    4.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0096   -5.1085    3.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 20 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  3 50  1  0
  3 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
  7 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
 10 62  1  0
 10 63  1  0
 11 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 13 68  1  0
 13 69  1  0
 14 70  1  0
 14 71  1  0
 15 72  1  0
 15 73  1  0
 19 74  1  0
 19 75  1  0
 20 76  1  1
 21 77  1  0
 21 78  1  0
 25 79  1  0
 26 80  1  0
 30 81  1  0
 30 82  1  0
 31 83  1  0
 31 84  1  0
 32 85  1  0
 32 86  1  0
 33 87  1  0
 33 88  1  0
 34 89  1  0
 34 90  1  0
 35 91  1  0
 35 92  1  0
 36 93  1  0
 36 94  1  0
 37 95  1  0
 37 96  1  0
 38 97  1  0
 38 98  1  0
 39 99  1  0
 39100  1  0
 40101  1  0
 40102  1  0
 41103  1  0
 41104  1  0
 42105  1  0
 42106  1  0
 43107  1  0
 43108  1  0
 44109  1  0
 44110  1  0
 44111  1  0
M  END

HEADER    PROTEIN                                 09-AUG-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PA(16:1(9Z)/16:0)                                 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-AUG-19         0                                  
HETATM    1  C   UNK     0      -0.316   0.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.641   1.436   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.967   0.673   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0       0.451  -0.652   0.000  0.00  0.00           H+0
HETATM    5  O   UNK     0      -1.082  -0.652   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.010   1.439   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.336   0.673   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       5.618   0.641   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       4.222   1.210   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       3.547   0.039   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.222   2.605   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.293   1.436   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.293   2.876   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -5.626   0.665   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.959   1.436   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.292   0.665   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.625   1.436   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.958   0.665   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -12.291   1.436   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -13.624   0.665   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -14.957   1.436   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.497   1.436   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -17.830   0.665   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -19.163   1.436   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -20.496   0.665   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -21.829   1.436   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -23.162   0.665   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -24.495   1.436   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.471  -1.436   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.471  -2.876   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.804  -0.665   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.137  -1.436   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.470  -0.665   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -7.803  -1.436   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -9.136  -0.665   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -10.469  -1.436   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -11.802  -0.665   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -13.135  -1.436   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -14.468  -0.665   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -15.801  -1.436   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -17.134  -0.665   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -18.467  -1.436   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -19.800  -0.665   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -21.133  -1.436   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -22.466  -0.665   0.000  0.00  0.00           C+0
CONECT    1    2    5    4    6                                             
CONECT    2    1    3                                                       
CONECT    3    2   12                                                       
CONECT    4    1                                                            
CONECT    5    1   29                                                       
CONECT    6    1    7                                                       
CONECT    7    6    9                                                       
CONECT    8    9                                                            
CONECT    9    8   10   11    7                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    3   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   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                                                            
CONECT   29    5   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   88    0
END

COMPND    HMDB0114855
HETATM    1  C1  UNL     1      12.894  -1.785   1.913  1.00  0.00           C  
HETATM    2  C2  UNL     1      12.862  -1.228   0.519  1.00  0.00           C  
HETATM    3  C3  UNL     1      12.263   0.096   0.335  1.00  0.00           C  
HETATM    4  C4  UNL     1      10.827   0.317   0.617  1.00  0.00           C  
HETATM    5  C5  UNL     1      10.428   0.050   2.011  1.00  0.00           C  
HETATM    6  C6  UNL     1       8.932   0.373   2.242  1.00  0.00           C  
HETATM    7  C7  UNL     1       8.642   0.079   3.648  1.00  0.00           C  
HETATM    8  C8  UNL     1       7.752  -0.775   4.018  1.00  0.00           C  
HETATM    9  C9  UNL     1       6.885  -1.583   3.161  1.00  0.00           C  
HETATM   10  C10 UNL     1       5.419  -1.373   3.430  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.890  -0.007   3.217  1.00  0.00           C  
HETATM   12  C12 UNL     1       5.009   0.440   1.798  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.481   1.831   1.550  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.043   2.023   1.874  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.061   1.181   1.151  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.152   1.427  -0.305  1.00  0.00           C  
HETATM   17  O1  UNL     1       2.999   2.215  -0.765  1.00  0.00           O  
HETATM   18  O2  UNL     1       1.313   0.801  -1.223  1.00  0.00           O  
HETATM   19  C17 UNL     1       1.442   1.055  -2.612  1.00  0.00           C  
HETATM   20  C18 UNL     1       0.404   0.298  -3.407  1.00  0.00           C  
HETATM   21  C19 UNL     1       0.707   0.512  -4.867  1.00  0.00           C  
HETATM   22  O3  UNL     1      -0.108  -0.257  -5.692  1.00  0.00           O  
HETATM   23  P1  UNL     1       0.258  -0.000  -7.326  1.00  0.00           P  
HETATM   24  O4  UNL     1       1.774   0.147  -7.403  1.00  0.00           O  
HETATM   25  O5  UNL     1      -0.393   1.411  -7.934  1.00  0.00           O  
HETATM   26  O6  UNL     1      -0.164  -1.372  -8.176  1.00  0.00           O  
HETATM   27  O7  UNL     1      -0.900   0.640  -3.146  1.00  0.00           O  
HETATM   28  C20 UNL     1      -1.865  -0.191  -2.625  1.00  0.00           C  
HETATM   29  O8  UNL     1      -1.494  -1.360  -2.370  1.00  0.00           O  
HETATM   30  C21 UNL     1      -3.289   0.268  -2.370  1.00  0.00           C  
HETATM   31  C22 UNL     1      -3.520   1.527  -3.154  1.00  0.00           C  
HETATM   32  C23 UNL     1      -4.794   2.223  -3.040  1.00  0.00           C  
HETATM   33  C24 UNL     1      -6.077   1.606  -3.396  1.00  0.00           C  
HETATM   34  C25 UNL     1      -6.550   0.414  -2.643  1.00  0.00           C  
HETATM   35  C26 UNL     1      -6.604   0.803  -1.174  1.00  0.00           C  
HETATM   36  C27 UNL     1      -7.052  -0.312  -0.269  1.00  0.00           C  
HETATM   37  C28 UNL     1      -7.012   0.189   1.159  1.00  0.00           C  
HETATM   38  C29 UNL     1      -7.928   1.326   1.341  1.00  0.00           C  
HETATM   39  C30 UNL     1      -9.358   1.213   1.041  1.00  0.00           C  
HETATM   40  C31 UNL     1     -10.141   0.246   1.830  1.00  0.00           C  
HETATM   41  C32 UNL     1      -9.814  -1.184   1.690  1.00  0.00           C  
HETATM   42  C33 UNL     1     -10.802  -1.955   2.609  1.00  0.00           C  
HETATM   43  C34 UNL     1     -10.501  -3.421   2.496  1.00  0.00           C  
HETATM   44  C35 UNL     1     -11.482  -4.148   3.417  1.00  0.00           C  
HETATM   45  H1  UNL     1      13.925  -2.264   2.104  1.00  0.00           H  
HETATM   46  H2  UNL     1      12.797  -1.060   2.718  1.00  0.00           H  
HETATM   47  H3  UNL     1      12.201  -2.624   2.074  1.00  0.00           H  
HETATM   48  H4  UNL     1      12.302  -1.993  -0.108  1.00  0.00           H  
HETATM   49  H5  UNL     1      13.921  -1.229   0.107  1.00  0.00           H  
HETATM   50  H6  UNL     1      12.846   0.819   1.020  1.00  0.00           H  
HETATM   51  H7  UNL     1      12.517   0.530  -0.689  1.00  0.00           H  
HETATM   52  H8  UNL     1      10.515   1.354   0.284  1.00  0.00           H  
HETATM   53  H9  UNL     1      10.225  -0.407  -0.028  1.00  0.00           H  
HETATM   54  H10 UNL     1      10.538  -1.043   2.217  1.00  0.00           H  
HETATM   55  H11 UNL     1      11.076   0.590   2.710  1.00  0.00           H  
HETATM   56  H12 UNL     1       8.857   1.472   2.102  1.00  0.00           H  
HETATM   57  H13 UNL     1       8.322  -0.108   1.493  1.00  0.00           H  
HETATM   58  H14 UNL     1       9.203   0.600   4.458  1.00  0.00           H  
HETATM   59  H15 UNL     1       7.604  -0.935   5.107  1.00  0.00           H  
HETATM   60  H16 UNL     1       7.084  -1.564   2.090  1.00  0.00           H  
HETATM   61  H17 UNL     1       7.075  -2.662   3.464  1.00  0.00           H  
HETATM   62  H18 UNL     1       5.192  -1.696   4.490  1.00  0.00           H  
HETATM   63  H19 UNL     1       4.847  -2.130   2.820  1.00  0.00           H  
HETATM   64  H20 UNL     1       3.806   0.029   3.533  1.00  0.00           H  
HETATM   65  H21 UNL     1       5.381   0.770   3.842  1.00  0.00           H  
HETATM   66  H22 UNL     1       4.493  -0.284   1.129  1.00  0.00           H  
HETATM   67  H23 UNL     1       6.076   0.462   1.533  1.00  0.00           H  
HETATM   68  H24 UNL     1       5.043   2.502   2.276  1.00  0.00           H  
HETATM   69  H25 UNL     1       4.828   2.140   0.572  1.00  0.00           H  
HETATM   70  H26 UNL     1       2.808   3.102   1.629  1.00  0.00           H  
HETATM   71  H27 UNL     1       2.950   1.946   2.986  1.00  0.00           H  
HETATM   72  H28 UNL     1       2.265   0.095   1.302  1.00  0.00           H  
HETATM   73  H29 UNL     1       1.050   1.423   1.569  1.00  0.00           H  
HETATM   74  H30 UNL     1       1.474   2.137  -2.848  1.00  0.00           H  
HETATM   75  H31 UNL     1       2.421   0.643  -2.919  1.00  0.00           H  
HETATM   76  H32 UNL     1       0.613  -0.783  -3.169  1.00  0.00           H  
HETATM   77  H33 UNL     1       1.744   0.108  -5.023  1.00  0.00           H  
HETATM   78  H34 UNL     1       0.769   1.570  -5.151  1.00  0.00           H  
HETATM   79  H35 UNL     1      -1.277   1.640  -7.552  1.00  0.00           H  
HETATM   80  H36 UNL     1      -0.809  -1.955  -7.665  1.00  0.00           H  
HETATM   81  H37 UNL     1      -3.411   0.388  -1.296  1.00  0.00           H  
HETATM   82  H38 UNL     1      -3.964  -0.515  -2.769  1.00  0.00           H  
HETATM   83  H39 UNL     1      -3.263   1.296  -4.247  1.00  0.00           H  
HETATM   84  H40 UNL     1      -2.677   2.248  -2.872  1.00  0.00           H  
HETATM   85  H41 UNL     1      -4.828   2.719  -2.017  1.00  0.00           H  
HETATM   86  H42 UNL     1      -4.714   3.160  -3.714  1.00  0.00           H  
HETATM   87  H43 UNL     1      -6.932   2.363  -3.391  1.00  0.00           H  
HETATM   88  H44 UNL     1      -6.051   1.336  -4.511  1.00  0.00           H  
HETATM   89  H45 UNL     1      -6.129  -0.547  -2.850  1.00  0.00           H  
HETATM   90  H46 UNL     1      -7.667   0.307  -2.939  1.00  0.00           H  
HETATM   91  H47 UNL     1      -7.401   1.604  -1.134  1.00  0.00           H  
HETATM   92  H48 UNL     1      -5.640   1.181  -0.792  1.00  0.00           H  
HETATM   93  H49 UNL     1      -8.041  -0.714  -0.539  1.00  0.00           H  
HETATM   94  H50 UNL     1      -6.313  -1.149  -0.322  1.00  0.00           H  
HETATM   95  H51 UNL     1      -6.933  -0.572   1.928  1.00  0.00           H  
HETATM   96  H52 UNL     1      -5.942   0.691   1.273  1.00  0.00           H  
HETATM   97  H53 UNL     1      -7.773   1.786   2.390  1.00  0.00           H  
HETATM   98  H54 UNL     1      -7.516   2.183   0.705  1.00  0.00           H  
HETATM   99  H55 UNL     1      -9.865   2.239   1.226  1.00  0.00           H  
HETATM  100  H56 UNL     1      -9.477   1.044  -0.078  1.00  0.00           H  
HETATM  101  H57 UNL     1      -9.932   0.501   2.928  1.00  0.00           H  
HETATM  102  H58 UNL     1     -11.256   0.381   1.685  1.00  0.00           H  
HETATM  103  H59 UNL     1     -10.075  -1.585   0.664  1.00  0.00           H  
HETATM  104  H60 UNL     1      -8.841  -1.481   2.026  1.00  0.00           H  
HETATM  105  H61 UNL     1     -11.829  -1.769   2.254  1.00  0.00           H  
HETATM  106  H62 UNL     1     -10.596  -1.611   3.623  1.00  0.00           H  
HETATM  107  H63 UNL     1     -10.640  -3.781   1.440  1.00  0.00           H  
HETATM  108  H64 UNL     1      -9.463  -3.657   2.770  1.00  0.00           H  
HETATM  109  H65 UNL     1     -12.455  -4.344   2.916  1.00  0.00           H  
HETATM  110  H66 UNL     1     -11.632  -3.477   4.295  1.00  0.00           H  
HETATM  111  H67 UNL     1     -11.010  -5.109   3.704  1.00  0.00           H  
CONECT    1    2   45   46   47
CONECT    2    3   48   49
CONECT    3    4   50   51
CONECT    4    5   52   53
CONECT    5    6   54   55
CONECT    6    7   56   57
CONECT    7    8    8   58
CONECT    8    9   59
CONECT    9   10   60   61
CONECT   10   11   62   63
CONECT   11   12   64   65
CONECT   12   13   66   67
CONECT   13   14   68   69
CONECT   14   15   70   71
CONECT   15   16   72   73
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   74   75
CONECT   20   21   27   76
CONECT   21   22   77   78
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   79
CONECT   26   80
CONECT   27   28
CONECT   28   29   29   30
CONECT   30   31   81   82
CONECT   31   32   83   84
CONECT   32   33   85   86
CONECT   33   34   87   88
CONECT   34   35   89   90
CONECT   35   36   91   92
CONECT   36   37   93   94
CONECT   37   38   95   96
CONECT   38   39   97   98
CONECT   39   40   99  100
CONECT   40   41  101  102
CONECT   41   42  103  104
CONECT   42   43  105  106
CONECT   43   44  107  108
CONECT   44  109  110  111
END

HMDB0114855
     RDKit          3D
PA(16:1(9Z)/16:0)
111110  0  0  0  0  0  0  0  0999 V2000
   12.8938   -1.7846    1.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8622   -1.2282    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2625    0.0964    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8275    0.3165    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4277    0.0499    2.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9321    0.3726    2.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6420    0.0792    3.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7515   -0.7751    4.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8847   -1.5830    3.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4186   -1.3730    3.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8897   -0.0070    3.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0088    0.4397    1.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4809    1.8312    1.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426    2.0234    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    1.1807    1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1520    1.4266   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9991    2.2150   -0.7654 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3126    0.8007   -1.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    1.0551   -2.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4044    0.2975   -3.4072 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7073    0.5124   -4.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1076   -0.2574   -5.6916 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579   -0.0000   -7.3259 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.7736    0.1474   -7.4035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3934    1.4108   -7.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1643   -1.3720   -8.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000    0.6396   -3.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8652   -0.1910   -2.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4937   -1.3605   -2.3699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2891    0.2680   -2.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5199    1.5272   -3.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944    2.2230   -3.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0765    1.6060   -3.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5497    0.4138   -2.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6040    0.8034   -1.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0517   -0.3116   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0122    0.1892    1.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9280    1.3259    1.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3585    1.2133    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1414    0.2465    1.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8145   -1.1839    1.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8020   -1.9553    2.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5005   -3.4208    2.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4821   -4.1481    3.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9247   -2.2635    2.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7970   -1.0603    2.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2005   -2.6244    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3023   -1.9930   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9214   -1.2289    0.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8458    0.8187    1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5168    0.5302   -0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5145    1.3543    0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2252   -0.4068   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5379   -1.0430    2.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0756    0.5896    2.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8566    1.4721    2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3222   -0.1083    1.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2027    0.5997    4.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6039   -0.9349    5.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0839   -1.5639    2.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0748   -2.6621    3.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1919   -1.6958    4.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8470   -2.1300    2.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8064    0.0291    3.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3806    0.7696    3.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -0.2839    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764    0.4619    1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0434    2.5021    2.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8276    2.1405    0.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8078    3.1022    1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9505    1.9464    2.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2649    0.0952    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0497    1.4229    1.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    2.1368   -2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4207    0.6429   -2.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6126   -0.7834   -3.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436    0.1085   -5.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7693    1.5704   -5.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772    1.6395   -7.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8092   -1.9553   -7.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4113    0.3878   -1.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9640   -0.5151   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628    1.2956   -4.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6768    2.2482   -2.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8284    2.7193   -2.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7136    3.1598   -3.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9323    2.3628   -3.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0512    1.3356   -4.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.5471   -2.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6667    0.3074   -2.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4010    1.6044   -1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6403    1.1813   -0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0407   -0.7136   -0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3129   -1.1486   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9332   -0.5718    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9422    0.6906    1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7728    1.7856    2.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5155    2.1831    0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8652    2.2393    1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4769    1.0445   -0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9317    0.5015    2.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2562    0.3810    1.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0748   -1.5848    0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8411   -1.4809    2.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8287   -1.7687    2.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5962   -1.6107    3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6397   -3.7811    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4632   -3.6574    2.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4549   -4.3438    2.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6321   -3.4774    4.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0096   -5.1085    3.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 20 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  3 50  1  0
  3 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
  7 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
 10 62  1  0
 10 63  1  0
 11 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 13 68  1  0
 13 69  1  0
 14 70  1  0
 14 71  1  0
 15 72  1  0
 15 73  1  0
 19 74  1  0
 19 75  1  0
 20 76  1  1
 21 77  1  0
 21 78  1  0
 25 79  1  0
 26 80  1  0
 30 81  1  0
 30 82  1  0
 31 83  1  0
 31 84  1  0
 32 85  1  0
 32 86  1  0
 33 87  1  0
 33 88  1  0
 34 89  1  0
 34 90  1  0
 35 91  1  0
 35 92  1  0
 36 93  1  0
 36 94  1  0
 37 95  1  0
 37 96  1  0
 38 97  1  0
 38 98  1  0
 39 99  1  0
 39100  1  0
 40101  1  0
 40102  1  0
 41103  1  0
 41104  1  0
 42105  1  0
 42106  1  0
 43107  1  0
 43108  1  0
 44109  1  0
 44110  1  0
 44111  1  0
M  END

Synonyms

Value	Source
1-Palmitoleoyl-2-palmitoyl-sn-glycero-3-phosphate	HMDB
1-Palmitoleoyl-2-palmitoyl-sn-phosphatidic acid	HMDB
PA(16:1/16:0)	HMDB
PA(16:1N7/16:0)	HMDB
PA(16:1W7/16:0)	HMDB
PA(32:1)	HMDB
Phosphatidic acid(16:1(9Z)/16:0)	HMDB
Phosphatidic acid(16:1/16:0)	HMDB
Phosphatidic acid(16:1n7/16:0)	HMDB
Phosphatidic acid(16:1W7/16:0)	HMDB
Phosphatidic acid(32:1)	HMDB
Phosphatidate(16:1(9Z)/16:0)	HMDB
Phosphatidate(16:1/16:0)	HMDB
Phosphatidate(16:1N7/16:0)	HMDB
Phosphatidate(16:1W7/16:0)	HMDB
Phosphatidate(32:1)	HMDB
1-palmitoleoyl-2-palmitoyl-sn-glycero-3-phosphate	SMPDB, HMDB
1-palmitoleoyl-2-palmitoyl-sn-phosphatidic acid	SMPDB, HMDB
PA(16:1/16:0)	SMPDB, HMDB
PA(16:1n7/16:0)	SMPDB, HMDB
PA(16:1w7/16:0)	SMPDB, HMDB
PA(32:1)	SMPDB, HMDB
Phosphatidic acid(16:1(9Z)/16:0)	SMPDB, HMDB
Phosphatidic acid(16:1/16:0)	SMPDB, HMDB
Phosphatidic acid(16:1n7/16:0)	SMPDB, HMDB
Phosphatidic acid(16:1w7/16:0)	SMPDB, HMDB
Phosphatidic acid(32:1)	SMPDB, HMDB
Phosphatidate(16:1(9Z)/16:0)	SMPDB, HMDB
Phosphatidate(16:1/16:0)	SMPDB, HMDB
Phosphatidate(16:1n7/16:0)	SMPDB, HMDB
Phosphatidate(16:1w7/16:0)	SMPDB, HMDB
PA(16:1(9Z)/16:0)	SMPDB

Molecular Formula

C₃₅H₆₇O₈P

Average Mass

646.887

Monoisotopic Mass

646.457356115

IUPAC Name

[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(hexadecanoyloxy)propoxy]phosphonic acid

Traditional Name

(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(hexadecanoyloxy)propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,33H,3-12,14,16-32H2,1-2H3,(H2,38,39,40)/b15-13-/t33-/m1/s1

InChI Key

RCNDQKSBSIYZCH-AVKQKRQHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-diacylglycerol-3-phosphates. These are glycerol-3-phosphates in which the glycerol moiety is bonded to two aliphatic chains through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1,2-diacylglycerol-3-phosphates

Alternative Parents

Substituents

1,2-diacylglycerol-3-phosphate
Fatty acid ester
Monoalkyl phosphate
Dicarboxylic acid or derivatives
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Diacylglycerophosphates (LMGP10010205 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	9.9e-05 g/L	ALOGPS
logP	8.54	ALOGPS
logP	11.52	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	1.32	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	35	ChemAxon
Refractivity	179.69 m³·mol⁻¹	ChemAxon
Polarizability	79.23 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	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000e-1196125000-f46a672a3257d273f644	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000e-2394021000-567ad89c99d247ba1c3c	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ot-1495040000-01b801ea16c7d0338fd9	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f9j-4092103000-cad1cf807351ab7ec896	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9050000000-ef75aac50734ddba16b4	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-1f197b7e2eef01f43569	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000009000-0ab9fd427082c3838b54	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pbm-0079105000-076c36de092759162170	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zfr-0091100000-60af01275db119a6dedc	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0000009000-68d9eff9380c09c32c60	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01i0-0000099000-412a368143e5b3dea3a3	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0159-0000923000-ebccd22b37402ad168d1	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-0000009000-fe3f98cdf50d340263f5	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0000059000-0982be7016176f1b3903	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0007-0009062000-0fc70d7e4ee22daf1ee4	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
MMDBp0191753	Phospholipase D2	Enzyme	O14939	Homo sapiens
MMDBp0191890	Diacylglycerol kinase theta	Unknown	P52824	Homo sapiens
MMDBp0191895	Diacylglycerol kinase gamma	Unknown	P49619	Homo sapiens
MMDBp0191901	Lipid phosphate phosphohydrolase 2	Unknown	O43688	Homo sapiens
MMDBp0191903	Diacylglycerol kinase alpha	Unknown	P23743	Homo sapiens
MMDBp0191904	Diacylglycerol kinase delta	Unknown	Q16760	Homo sapiens
MMDBp0191907	Lipid phosphate phosphohydrolase 1	Unknown	O14494	Homo sapiens
MMDBp0191908	Diacylglycerol kinase beta	Unknown	Q9Y6T7	Homo sapiens
MMDBp0191910	Diacylglycerol kinase iota	Unknown	O75912	Homo sapiens
MMDBp0191912	Lipid phosphate phosphohydrolase 3	Unknown	O14495	Homo sapiens
MMDBp0191916	Diacylglycerol kinase zeta	Unknown	Q13574	Homo sapiens
MMDBp0192176	Phospholipase DDHD1	Enzyme	Q8NEL9	Homo sapiens
MMDBp0192278	cAMP-specific 3',5'-cyclic phosphodiesterase 4D	Unknown	Q08499	Homo sapiens
MMDBp0192377	Phosphatidate cytidylyltransferase 2	Enzyme	O95674	Homo sapiens
MMDBp0192386	Phosphatidate cytidylyltransferase 1	Unknown	Q92903	Homo sapiens
MMDBp0192735	Probable phospholipid-transporting ATPase IG	Unknown	Q8NB49	Homo sapiens
MMDBp0192736	Probable phospholipid-transporting ATPase IH	Unknown	P98196	Homo sapiens
MMDBp0192769	Probable phospholipid-transporting ATPase VA	Unknown	O60312	Homo sapiens
MMDBp0192790	Probable phospholipid-transporting ATPase IC	Unknown	O43520	Homo sapiens
MMDBp0192817	Probable phospholipid-transporting ATPase IIA	Unknown	O75110	Homo sapiens
MMDBp0192834	Probable phospholipid-transporting ATPase VD	Unknown	Q9P241	Homo sapiens
MMDBp0192842	Probable phospholipid-transporting ATPase IB	Unknown	Q9NTI2	Homo sapiens
MMDBp0192939	Probable phospholipid-transporting ATPase IA	Unknown	Q9Y2Q0	Homo sapiens
MMDBp0193026	Probable phospholipid-transporting ATPase IM	Unknown	Q8TF62	Homo sapiens
MMDBp0193046	Probable phospholipid-transporting ATPase IF	Unknown	Q9Y2G3	Homo sapiens
MMDBp0193050	Probable phospholipid-transporting ATPase IK	Unknown	O60423	Homo sapiens
MMDBp0193131	1-acyl-sn-glycerol-3-phosphate acyltransferase gamma	Enzyme	Q9NRZ7	Homo sapiens
MMDBp0193133	1-acyl-sn-glycerol-3-phosphate acyltransferase beta	Enzyme	O15120	Homo sapiens
MMDBp0193135	1-acyl-sn-glycerol-3-phosphate acyltransferase alpha	Enzyme	Q99943	Homo sapiens
MMDBp0193139	Phosphatidylinositol-glycan-specific phospholipase D	Enzyme	P80108	Homo sapiens
MMDBp0193154	Arf-GAP with GTPase, ANK repeat and PH domain-containing protein 2	Unknown	Q99490	Homo sapiens
MMDBp0193576	Phospholipid transfer protein	Unknown	P55058	Homo sapiens
MMDBp0193760	1-acyl-sn-glycerol-3-phosphate acyltransferase epsilon	Enzyme	Q9NUQ2	Homo sapiens
MMDBp0193807	2-acylglycerol O-acyltransferase 2	Enzyme	Q3SYC2	Homo sapiens
MMDBp0193963	Diacylglycerol kinase eta	Unknown	Q86XP1	Homo sapiens
MMDBp0193977	1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-3	Unknown	Q8N3E9	Homo sapiens
MMDBp0193980	1-acyl-sn-glycerol-3-phosphate acyltransferase delta	Enzyme	Q9NRZ5	Homo sapiens
MMDBp0194081	Diacylglycerol kinase kappa	Unknown	Q5KSL6	Homo sapiens
MMDBp0194094	Probable phospholipid-transporting ATPase VB	Unknown	O94823	Homo sapiens
MMDBp0194095	Probable phospholipid-transporting ATPase ID	Unknown	P98198	Homo sapiens
MMDBp0194099	N-acyl-phosphatidylethanolamine-hydrolyzing phospholipase D	Unknown	Q6IQ20	Homo sapiens
MMDBp0194104	Lysocardiolipin acyltransferase 1	Enzyme	Q6UWP7	Homo sapiens
MMDBp0194111	Lipase member H	Unknown	Q8WWY8	Homo sapiens
MMDBp0194112	Lipase member I	Unknown	Q6XZB0	Homo sapiens
MMDBp0194113	Lipid phosphate phosphatase-related protein type 4	Enzyme	Q7Z2D5	Homo sapiens
MMDBp0194114	Lipid phosphate phosphatase-related protein type 5	Enzyme	Q32ZL2	Homo sapiens
MMDBp0194115	Presqualene diphosphate phosphatase	Enzyme	Q8IY26	Homo sapiens
MMDBp0194116	Probable lipid phosphate phosphatase PPAPDC3	Enzyme	Q8NBV4	Homo sapiens
MMDBp0194117	Phosphatidate phosphatase PPAPDC1A	Enzyme	Q5VZY2	Homo sapiens
MMDBp0194118	Phosphatidate phosphatase PPAPDC1B	Enzyme	Q8NEB5	Homo sapiens
MMDBp0195098	Arf-GAP with coiled-coil, ANK repeat and PH domain-containing protein 1	Unknown	Q15027	Homo sapiens
MMDBp0195309	Rab11 family-interacting protein 2	Unknown	Q7L804	Homo sapiens
MMDBp0195471	Acylglycerol kinase, mitochondrial	Unknown	Q53H12	Homo sapiens
MMDBp0196031	Phospholipase D1 variant	Enzyme	Q59EA4	Homo sapiens
MMDBp0196049	1-acylglycerol-3-phosphate O-acyltransferase 6 (Lysophosphatidic acid acyltransferase, zeta), isoform CRA_b	Enzyme	Q2TU73	Homo sapiens
MMDBp0196050	Diacylglycerol kinase, epsilon 64kDa	Enzyme	A1L4Q0	Homo sapiens
MMDBp0196320	Arf-GAP with GTPase, ANK repeat and PH domain-containing protein 1	Unknown	Q9UPQ3	Homo sapiens
MMDBp0196464	Phospholipase DDHD2	Enzyme	O94830	Homo sapiens
MMDBp0196491	Oxysterol-binding protein-related protein 2	Unknown	Q9H1P3	Homo sapiens
MMDBp0196492	Oxysterol-binding protein-related protein 1	Unknown	Q9BXW6	Homo sapiens
MMDBp0196493	Arf-GAP with coiled-coil, ANK repeat and PH domain-containing protein 2	Unknown	Q15057	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0020834	palmitoyl-CoA	Coenzyme A	1-acyl-sn-glycerol-3-phosphate acyltransferase	Acylation	PathBank	31602464
MMDBr0020835	Hydrogen Ion	Pyrophosphate	Phosphatidate cytidylyltransferase	Transfer of a cytidylyl group	PathBank	31602464
MMDBr0020839	LPA(16:1(9Z)/0:0)	PA(16:1(9Z)/16:0)	1-acyl-sn-glycerol-3-phosphate acyltransferase	Acylation	PathBank	31602464

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

HMDB0114855

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74876619

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52928798

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 PA(16:1(9Z)/16:0) (MMDBc0056421)

MOL for #<Metabolite:0x00007fd10845a138>

3D MOL for #<Metabolite:0x00007fd10845a138>

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3D-SDF for #<Metabolite:0x00007fd10845a138>

PDB for #<Metabolite:0x00007fd10845a138>

3D PDB for #<Metabolite:0x00007fd10845a138>

SMILES for #<Metabolite:0x00007fd10845a138>

INCHI for #<Metabolite:0x00007fd10845a138>

Structure for #<Metabolite:0x00007fd10845a138>

3D Structure for #<Metabolite:0x00007fd10845a138>