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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-13 10:47:02 UTC

Update Date

2022-11-30 20:01:53 UTC

HMDB ID

HMDB0278778

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PIP(18:2(10E,12Z)+=O(9)/18:0)

Description

PIP(18:2(10E,12Z)+=O(9)/18:0) is an oxidized phosphatidylinositol phosphate (PIP). As other PIPs, oxidized phosphatidylinositol phosphates are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to a phosphorylated inositol (hexahydroxycyclohexane). Phosphatidylinositol phosphates are generated from phosphatidylinositols, which are phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated. Phosphatidylinositol phosphates can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PIP(18:2(10E,12Z)+=O(9)/18:0), in particular, consists of one chain of 9-oxo-octadecadienoyl at the C-1 position and one chain of octadecanoyl at the C-2 position. The most important phosphatidylinositol phosphate in both quantitative and biological terms is phosphatidylinositol 4-phosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. Phosphatidylinositol phosphates are usually present at low levels only in tissues, typically at about 1 to 3% of the concentration of phosphatidylinositol.

Structure

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

PIP(18:2(10E,12Z)+=O(9)/18:0)
  Mrv1652309132112472D          

 65 65  0  0  1  0            999 V2000
   -3.3659    0.3605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0760    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7861    0.3605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9557   -0.3495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7764   -0.3495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6557    0.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457    0.3605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0085    0.3393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7560    0.6437    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1177    0.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7560    1.3914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    0.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486    1.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7717   -0.1685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0764    0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3830   -0.1685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0566    1.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6564    0.7973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0725    1.2225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2300    1.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    0.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7412    0.8366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4140    0.4301    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.4140    1.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039   -0.2801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2060    0.2178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4962    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4962    1.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2104    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9245    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6387    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3528    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0669    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7811    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4952    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2093    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2093    1.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9235    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6376    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3518    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1768    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8909    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6050    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.3192    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0333    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7475    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202   -1.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9485   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6626   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3768   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0909   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8051   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5192   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2333   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9474   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6616   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3757   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0899   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8040   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5182   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2323   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9464   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6605   -0.3560    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 27  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  7  9  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
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 20  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14  8  1  1  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 15  1  0  0  0  0
 16 21  1  1  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  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
 45 46  1  0  0  0  0
 47  5  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
M  END

HMDB0278778
     RDKit          3D
PIP(18:2(10E,12Z)+=O(9)/18:0)
146146  0  0  0  0  0  0  0  0999 V2000
   -4.5475    4.9268    2.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634    5.9182    2.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758    5.3535    1.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9615    4.2417    1.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1514    3.6930    0.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3055    4.6966   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9993    4.6104   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7878    3.4845    0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0942    3.4765    0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152    2.4175    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1903    2.5425    0.4290 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4155    1.2202    1.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881    1.2520    2.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0984   -0.0744    3.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751   -0.3795    3.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7103    0.6318    3.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    0.2535    3.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6634    1.2223    3.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    0.9312    3.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0318    1.6143    3.6615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3040   -0.1381    2.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5786   -0.4309    1.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6160   -1.6580    1.0405 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3990   -2.9149    1.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5351   -4.0666    1.0772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2282   -5.3820    2.1307 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.5824   -4.9248    3.5207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835   -6.7615    1.6578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5847   -5.7214    1.9980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0845   -6.3042    3.1380 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7962   -7.7543    2.8006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7388   -8.1470    1.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4420   -7.8931    2.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2475   -9.2177    1.7715 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6784   -7.4811    3.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6263   -6.8094    2.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0729   -6.6563    4.2169 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0513   -6.1547    5.0575 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663   -6.7927    6.5877 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1025   -6.1580    7.5363 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6357   -6.5372    7.2249 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8193   -8.4666    6.6171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661   -5.6075    3.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928   -4.8101    2.7150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7219   -1.5223   -0.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0951   -1.2395   -1.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3027   -1.0570   -1.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0991   -1.1396   -2.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703   -0.4047   -3.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6073   -0.4416   -4.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9725    0.3198   -5.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9213    0.1283   -6.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    0.5164   -6.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3286    1.9630   -6.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1735    2.0958   -5.9492 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5739    3.4831   -5.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    3.5363   -5.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    4.9160   -5.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1086    4.7593   -4.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8430    6.0074   -4.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4985    6.6195   -3.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8309    5.6915   -2.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5010    6.3732   -0.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2868    7.6374   -0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1507    4.3026    2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2637    5.5355    3.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9661    4.3392    3.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0598    6.4248    3.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3657    6.6922    1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3680    6.1631    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    4.8986    0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6270    3.3977    1.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3037    4.4719    2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9193    3.3976   -0.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6885    2.7654    0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7685    5.5762   -0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5601    5.4106   -0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2805    2.6806    0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475    4.3582   -0.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3450    1.0036    1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9744    0.3362    0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6685    1.3375    2.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0551    2.1092    3.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345   -0.1452    4.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7284   -0.8621    2.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5418   -0.5746    1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438   -1.3549    3.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7748    0.5431    4.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776    1.6660    3.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824    0.1295    2.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

PIP(18:2(10E,12Z)+=O(9)/18:0)
  Mrv1652309132112472D          

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M  END
> <DATABASE_ID>
HMDB0278778

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COC(=O)CCCCCCCC(=O)\C=C\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](OP(O)(O)=O)C1O)OC(=O)CCCCCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C45H82O17P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-24-29-33-39(48)60-37(34-58-38(47)32-28-25-21-23-27-31-36(46)30-26-22-19-10-8-6-4-2)35-59-64(56,57)62-45-42(51)40(49)41(50)44(43(45)52)61-63(53,54)55/h19,22,26,30,37,40-45,49-52H,3-18,20-21,23-25,27-29,31-35H2,1-2H3,(H,56,57)(H2,53,54,55)/b22-19-,30-26+/t37-,40?,41?,42?,43?,44-,45+/m1/s1

> <INCHI_KEY>
MLKYAAKEYATDGK-IHFCUWRVSA-N

> <FORMULA>
C45H82O17P2

> <MOLECULAR_WEIGHT>
957.082

> <EXACT_MASS>
956.502725176

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
146

> <JCHEM_AVERAGE_POLARIZABILITY>
105.7010905558567

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(1R,5S)-2,3,4,6-tetrahydroxy-5-({hydroxy[(2R)-2-(octadecanoyloxy)-3-{[(10E,12Z)-9-oxooctadeca-10,12-dienoyl]oxy}propoxy]phosphoryl}oxy)cyclohexyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
5.82

> <JCHEM_LOGP>
9.105448626333333

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.9166525370989884

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0756811737553233

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6477611462617663

> <JCHEM_POLAR_SURFACE_AREA>
273.10999999999996

> <JCHEM_REFRACTIVITY>
242.696

> <JCHEM_ROTATABLE_BOND_COUNT>
42

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,5S)-2,3,4,6-tetrahydroxy-5-{[hydroxy((2R)-2-(octadecanoyloxy)-3-{[(10E,12Z)-9-oxooctadeca-10,12-dienoyl]oxy}propoxy)phosphoryl]oxy}cyclohexyl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0278778
     RDKit          3D
PIP(18:2(10E,12Z)+=O(9)/18:0)
146146  0  0  0  0  0  0  0  0999 V2000
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   -2.8758    5.3535    1.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 13-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PIP(18:2(10E,12Z)+=O(9)/18:0)                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-21         0                                  
HETATM    1  C   UNK     0      -6.283   0.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.609   1.436   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -8.934   0.673   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0      -5.517  -0.652   0.000  0.00  0.00           H+0
HETATM    5  O   UNK     0      -7.049  -0.652   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -4.957   1.439   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.632   0.673   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.016   0.633   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0      -1.411   1.202   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0      -2.086   0.031   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.411   2.597   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.136   1.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.704   1.884   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.440  -0.315   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.876   0.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.315  -0.315   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.572   1.884   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.225   1.488   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.869   2.282   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.029   2.342   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.010   0.241   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.850   1.562   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0      10.106   0.803   0.000  0.00  0.00           P+0
HETATM   24  O   UNK     0      10.106   2.334   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.341  -0.523   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      11.585   0.407   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0     -10.260   1.436   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -10.260   2.876   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -11.593   0.665   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -12.926   1.436   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -14.259   0.665   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -15.592   1.436   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -16.925   0.665   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -18.258   1.436   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -19.591   0.665   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -20.924   1.436   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -20.924   2.876   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -22.257   0.665   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -23.590   1.436   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -24.923   0.665   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -26.463   0.665   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -27.796   1.436   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -29.129   0.665   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -30.463   1.436   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -31.796   0.665   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -33.129   1.436   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -8.438  -1.436   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -8.438  -2.876   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -9.771  -0.665   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -11.104  -1.436   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -12.437  -0.665   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -13.770  -1.436   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -15.103  -0.665   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -16.436  -1.436   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -17.769  -0.665   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -19.102  -1.436   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -20.435  -0.665   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0     -21.768  -1.436   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0     -23.101  -0.665   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0     -24.434  -1.436   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0     -25.767  -0.665   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0     -27.101  -1.436   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0     -28.434  -0.665   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0     -29.767  -1.436   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0     -31.100  -0.665   0.000  0.00  0.00           C+0
CONECT    1    2    5    4    6                                             
CONECT    2    1    3                                                       
CONECT    3    2   27                                                       
CONECT    4    1                                                            
CONECT    5    1   47                                                       
CONECT    6    1    7                                                       
CONECT    7    6    9                                                       
CONECT    8    9   14                                                       
CONECT    9    7    8   10   11                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12   13   17   20                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15    8                                                  
CONECT   15   14   19   16                                                  
CONECT   16   17   15   21                                                  
CONECT   17   12   16   22                                                  
CONECT   18   13                                                            
CONECT   19   15                                                            
CONECT   20   12                                                            
CONECT   21   16   23                                                       
CONECT   22   17                                                            
CONECT   23   21   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23                                                            
CONECT   27    3   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   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   46                                                       
CONECT   46   45                                                            
CONECT   47    5   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  130    0
END

COMPND    HMDB0278778
HETATM    1  C1  UNL     1      -4.547   4.927   2.957  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.663   5.918   2.244  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.876   5.354   1.114  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.961   4.242   1.545  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.151   3.693   0.387  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.306   4.697  -0.235  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.999   4.610  -0.314  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.788   3.484   0.215  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.094   3.477   0.102  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.915   2.417   0.589  1.00  0.00           C  
HETATM   11  O1  UNL     1       5.190   2.542   0.429  1.00  0.00           O  
HETATM   12  C11 UNL     1       3.416   1.220   1.244  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.588   1.252   2.764  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.098  -0.074   3.312  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.675  -0.379   3.011  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.710   0.632   3.597  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.677   0.253   3.181  1.00  0.00           C  
HETATM   18  C17 UNL     1      -1.663   1.222   3.748  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.050   0.931   3.298  1.00  0.00           C  
HETATM   20  O2  UNL     1      -4.032   1.614   3.662  1.00  0.00           O  
HETATM   21  O3  UNL     1      -3.304  -0.138   2.428  1.00  0.00           O  
HETATM   22  C19 UNL     1      -4.579  -0.431   1.953  1.00  0.00           C  
HETATM   23  C20 UNL     1      -4.616  -1.658   1.041  1.00  0.00           C  
HETATM   24  C21 UNL     1      -4.399  -2.915   1.817  1.00  0.00           C  
HETATM   25  O4  UNL     1      -4.535  -4.067   1.077  1.00  0.00           O  
HETATM   26  P1  UNL     1      -4.228  -5.382   2.131  1.00  0.00           P  
HETATM   27  O5  UNL     1      -4.582  -4.925   3.521  1.00  0.00           O  
HETATM   28  O6  UNL     1      -5.083  -6.762   1.658  1.00  0.00           O  
HETATM   29  O7  UNL     1      -2.585  -5.721   1.998  1.00  0.00           O  
HETATM   30  C22 UNL     1      -2.085  -6.304   3.138  1.00  0.00           C  
HETATM   31  C23 UNL     1      -1.796  -7.754   2.801  1.00  0.00           C  
HETATM   32  O8  UNL     1      -2.739  -8.147   1.837  1.00  0.00           O  
HETATM   33  C24 UNL     1      -0.442  -7.893   2.168  1.00  0.00           C  
HETATM   34  O9  UNL     1      -0.248  -9.218   1.772  1.00  0.00           O  
HETATM   35  C25 UNL     1       0.678  -7.481   3.086  1.00  0.00           C  
HETATM   36  O10 UNL     1       1.626  -6.809   2.361  1.00  0.00           O  
HETATM   37  C26 UNL     1       0.073  -6.656   4.217  1.00  0.00           C  
HETATM   38  O11 UNL     1       1.051  -6.155   5.058  1.00  0.00           O  
HETATM   39  P2  UNL     1       1.066  -6.793   6.588  1.00  0.00           P  
HETATM   40  O12 UNL     1       0.102  -6.158   7.536  1.00  0.00           O  
HETATM   41  O13 UNL     1       2.636  -6.537   7.225  1.00  0.00           O  
HETATM   42  O14 UNL     1       0.819  -8.467   6.617  1.00  0.00           O  
HETATM   43  C27 UNL     1      -0.866  -5.608   3.701  1.00  0.00           C  
HETATM   44  O15 UNL     1      -0.293  -4.810   2.715  1.00  0.00           O  
HETATM   45  O16 UNL     1      -3.722  -1.522  -0.026  1.00  0.00           O  
HETATM   46  C28 UNL     1      -4.095  -1.240  -1.321  1.00  0.00           C  
HETATM   47  O17 UNL     1      -5.303  -1.057  -1.609  1.00  0.00           O  
HETATM   48  C29 UNL     1      -3.099  -1.140  -2.419  1.00  0.00           C  
HETATM   49  C30 UNL     1      -3.670  -0.405  -3.602  1.00  0.00           C  
HETATM   50  C31 UNL     1      -2.607  -0.442  -4.692  1.00  0.00           C  
HETATM   51  C32 UNL     1      -2.973   0.320  -5.920  1.00  0.00           C  
HETATM   52  C33 UNL     1      -1.921   0.128  -6.969  1.00  0.00           C  
HETATM   53  C34 UNL     1      -0.546   0.516  -6.600  1.00  0.00           C  
HETATM   54  C35 UNL     1      -0.329   1.963  -6.227  1.00  0.00           C  
HETATM   55  C36 UNL     1       1.174   2.096  -5.949  1.00  0.00           C  
HETATM   56  C37 UNL     1       1.574   3.483  -5.581  1.00  0.00           C  
HETATM   57  C38 UNL     1       3.081   3.536  -5.380  1.00  0.00           C  
HETATM   58  C39 UNL     1       3.588   4.916  -5.035  1.00  0.00           C  
HETATM   59  C40 UNL     1       5.109   4.759  -4.939  1.00  0.00           C  
HETATM   60  C41 UNL     1       5.843   6.007  -4.651  1.00  0.00           C  
HETATM   61  C42 UNL     1       5.498   6.619  -3.331  1.00  0.00           C  
HETATM   62  C43 UNL     1       5.831   5.691  -2.178  1.00  0.00           C  
HETATM   63  C44 UNL     1       5.501   6.373  -0.852  1.00  0.00           C  
HETATM   64  C45 UNL     1       6.287   7.637  -0.673  1.00  0.00           C  
HETATM   65  H1  UNL     1      -5.151   4.303   2.283  1.00  0.00           H  
HETATM   66  H2  UNL     1      -5.264   5.535   3.583  1.00  0.00           H  
HETATM   67  H3  UNL     1      -3.966   4.339   3.720  1.00  0.00           H  
HETATM   68  H4  UNL     1      -3.060   6.425   3.009  1.00  0.00           H  
HETATM   69  H5  UNL     1      -4.366   6.692   1.823  1.00  0.00           H  
HETATM   70  H6  UNL     1      -2.368   6.163   0.591  1.00  0.00           H  
HETATM   71  H7  UNL     1      -3.602   4.899   0.384  1.00  0.00           H  
HETATM   72  H8  UNL     1      -2.627   3.398   1.863  1.00  0.00           H  
HETATM   73  H9  UNL     1      -1.304   4.472   2.390  1.00  0.00           H  
HETATM   74  H10 UNL     1      -1.919   3.398  -0.388  1.00  0.00           H  
HETATM   75  H11 UNL     1      -0.688   2.765   0.710  1.00  0.00           H  
HETATM   76  H12 UNL     1      -0.768   5.576  -0.661  1.00  0.00           H  
HETATM   77  H13 UNL     1       1.560   5.411  -0.798  1.00  0.00           H  
HETATM   78  H14 UNL     1       1.280   2.681   0.694  1.00  0.00           H  
HETATM   79  H15 UNL     1       3.547   4.358  -0.408  1.00  0.00           H  
HETATM   80  H16 UNL     1       2.345   1.004   1.023  1.00  0.00           H  
HETATM   81  H17 UNL     1       3.974   0.336   0.855  1.00  0.00           H  
HETATM   82  H18 UNL     1       4.669   1.338   2.957  1.00  0.00           H  
HETATM   83  H19 UNL     1       3.055   2.109   3.188  1.00  0.00           H  
HETATM   84  H20 UNL     1       3.335  -0.145   4.406  1.00  0.00           H  
HETATM   85  H21 UNL     1       3.728  -0.862   2.846  1.00  0.00           H  
HETATM   86  H22 UNL     1       1.542  -0.575   1.949  1.00  0.00           H  
HETATM   87  H23 UNL     1       1.444  -1.355   3.528  1.00  0.00           H  
HETATM   88  H24 UNL     1       0.775   0.543   4.700  1.00  0.00           H  
HETATM   89  H25 UNL     1       0.978   1.666   3.241  1.00  0.00           H  
HETATM   90  H26 UNL     1      -0.782   0.130   2.078  1.00  0.00           H  
HETATM   91  H27 UNL     1      -0.883  -0.756   3.626  1.00  0.00           H  
HETATM   92  H28 UNL     1      -1.324   2.247   3.525  1.00  0.00           H  
HETATM   93  H29 UNL     1      -1.641   1.116   4.852  1.00  0.00           H  
HETATM   94  H30 UNL     1      -4.975   0.458   1.429  1.00  0.00           H  
HETATM   95  H31 UNL     1      -5.247  -0.648   2.824  1.00  0.00           H  
HETATM   96  H32 UNL     1      -5.690  -1.642   0.674  1.00  0.00           H  
HETATM   97  H33 UNL     1      -5.108  -3.010   2.680  1.00  0.00           H  
HETATM   98  H34 UNL     1      -3.386  -2.825   2.287  1.00  0.00           H  
HETATM   99  H35 UNL     1      -5.704  -6.600   0.927  1.00  0.00           H  
HETATM  100  H36 UNL     1      -2.931  -6.351   3.888  1.00  0.00           H  
HETATM  101  H37 UNL     1      -1.934  -8.419   3.670  1.00  0.00           H  
HETATM  102  H38 UNL     1      -2.540  -7.604   1.028  1.00  0.00           H  
HETATM  103  H39 UNL     1      -0.425  -7.289   1.240  1.00  0.00           H  
HETATM  104  H40 UNL     1       0.154  -9.269   0.885  1.00  0.00           H  
HETATM  105  H41 UNL     1       1.163  -8.379   3.562  1.00  0.00           H  
HETATM  106  H42 UNL     1       1.900  -5.936   2.771  1.00  0.00           H  
HETATM  107  H43 UNL     1      -0.527  -7.376   4.812  1.00  0.00           H  
HETATM  108  H44 UNL     1       2.685  -6.776   8.174  1.00  0.00           H  
HETATM  109  H45 UNL     1      -0.165  -8.646   6.531  1.00  0.00           H  
HETATM  110  H46 UNL     1      -1.210  -5.017   4.574  1.00  0.00           H  
HETATM  111  H47 UNL     1      -0.701  -4.961   1.820  1.00  0.00           H  
HETATM  112  H48 UNL     1      -2.153  -0.673  -2.057  1.00  0.00           H  
HETATM  113  H49 UNL     1      -2.871  -2.185  -2.742  1.00  0.00           H  
HETATM  114  H50 UNL     1      -4.024   0.606  -3.367  1.00  0.00           H  
HETATM  115  H51 UNL     1      -4.545  -0.956  -4.020  1.00  0.00           H  
HETATM  116  H52 UNL     1      -2.481  -1.514  -4.969  1.00  0.00           H  
HETATM  117  H53 UNL     1      -1.628  -0.093  -4.309  1.00  0.00           H  
HETATM  118  H54 UNL     1      -3.148   1.397  -5.742  1.00  0.00           H  
HETATM  119  H55 UNL     1      -3.925  -0.107  -6.350  1.00  0.00           H  
HETATM  120  H56 UNL     1      -2.241   0.616  -7.947  1.00  0.00           H  
HETATM  121  H57 UNL     1      -1.880  -0.970  -7.278  1.00  0.00           H  
HETATM  122  H58 UNL     1       0.196   0.289  -7.432  1.00  0.00           H  
HETATM  123  H59 UNL     1      -0.221  -0.158  -5.767  1.00  0.00           H  
HETATM  124  H60 UNL     1      -0.611   2.566  -7.114  1.00  0.00           H  
HETATM  125  H61 UNL     1      -0.928   2.272  -5.351  1.00  0.00           H  
HETATM  126  H62 UNL     1       1.662   1.791  -6.914  1.00  0.00           H  
HETATM  127  H63 UNL     1       1.420   1.389  -5.156  1.00  0.00           H  
HETATM  128  H64 UNL     1       1.031   3.799  -4.675  1.00  0.00           H  
HETATM  129  H65 UNL     1       1.343   4.233  -6.364  1.00  0.00           H  
HETATM  130  H66 UNL     1       3.569   3.233  -6.332  1.00  0.00           H  
HETATM  131  H67 UNL     1       3.397   2.799  -4.591  1.00  0.00           H  
HETATM  132  H68 UNL     1       3.189   5.298  -4.094  1.00  0.00           H  
HETATM  133  H69 UNL     1       3.393   5.577  -5.894  1.00  0.00           H  
HETATM  134  H70 UNL     1       5.258   3.982  -4.153  1.00  0.00           H  
HETATM  135  H71 UNL     1       5.432   4.379  -5.945  1.00  0.00           H  
HETATM  136  H72 UNL     1       6.959   5.815  -4.729  1.00  0.00           H  
HETATM  137  H73 UNL     1       5.678   6.801  -5.442  1.00  0.00           H  
HETATM  138  H74 UNL     1       6.050   7.588  -3.186  1.00  0.00           H  
HETATM  139  H75 UNL     1       4.434   6.852  -3.265  1.00  0.00           H  
HETATM  140  H76 UNL     1       6.899   5.400  -2.180  1.00  0.00           H  
HETATM  141  H77 UNL     1       5.249   4.760  -2.258  1.00  0.00           H  
HETATM  142  H78 UNL     1       5.716   5.661  -0.018  1.00  0.00           H  
HETATM  143  H79 UNL     1       4.428   6.612  -0.853  1.00  0.00           H  
HETATM  144  H80 UNL     1       6.631   7.676   0.389  1.00  0.00           H  
HETATM  145  H81 UNL     1       5.642   8.512  -0.869  1.00  0.00           H  
HETATM  146  H82 UNL     1       7.184   7.681  -1.324  1.00  0.00           H  
CONECT    1    2   65   66   67
CONECT    2    3   68   69
CONECT    3    4   70   71
CONECT    4    5   72   73
CONECT    5    6   74   75
CONECT    6    7    7   76
CONECT    7    8   77
CONECT    8    9    9   78
CONECT    9   10   79
CONECT   10   11   11   12
CONECT   12   13   80   81
CONECT   13   14   82   83
CONECT   14   15   84   85
CONECT   15   16   86   87
CONECT   16   17   88   89
CONECT   17   18   90   91
CONECT   18   19   92   93
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   94   95
CONECT   23   24   45   96
CONECT   24   25   97   98
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   99
CONECT   29   30
CONECT   30   31   43  100
CONECT   31   32   33  101
CONECT   32  102
CONECT   33   34   35  103
CONECT   34  104
CONECT   35   36   37  105
CONECT   36  106
CONECT   37   38   43  107
CONECT   38   39
CONECT   39   40   40   41   42
CONECT   41  108
CONECT   42  109
CONECT   43   44  110
CONECT   44  111
CONECT   45   46
CONECT   46   47   47   48
CONECT   48   49  112  113
CONECT   49   50  114  115
CONECT   50   51  116  117
CONECT   51   52  118  119
CONECT   52   53  120  121
CONECT   53   54  122  123
CONECT   54   55  124  125
CONECT   55   56  126  127
CONECT   56   57  128  129
CONECT   57   58  130  131
CONECT   58   59  132  133
CONECT   59   60  134  135
CONECT   60   61  136  137
CONECT   61   62  138  139
CONECT   62   63  140  141
CONECT   63   64  142  143
CONECT   64  144  145  146
END

HMDB0278778
     RDKit          3D
PIP(18:2(10E,12Z)+=O(9)/18:0)
146146  0  0  0  0  0  0  0  0999 V2000
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    3.0942    3.4765    0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6263   -6.8094    2.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0729   -6.6563    4.2169 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.7159    5.6612   -0.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6420    8.5124   -0.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1839    7.6813   -1.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{[(1R,5S)-2,3,4,6-tetrahydroxy-5-({hydroxy[(2R)-2-(octadecanoyloxy)-3-{[(10E,12Z)-9-oxooctadeca-10,12-dienoyl]oxy}propoxy]phosphoryl}oxy)cyclohexyl]oxy}phosphonate	Generator

Chemical Formula

C₄₅H₈₂O₁₇P₂

Average Molecular Weight

957.082

Monoisotopic Molecular Weight

956.502725176

IUPAC Name

{[(1R,5S)-2,3,4,6-tetrahydroxy-5-({hydroxy[(2R)-2-(octadecanoyloxy)-3-{[(10E,12Z)-9-oxooctadeca-10,12-dienoyl]oxy}propoxy]phosphoryl}oxy)cyclohexyl]oxy}phosphonic acid

Traditional Name

[(1R,5S)-2,3,4,6-tetrahydroxy-5-{[hydroxy((2R)-2-(octadecanoyloxy)-3-{[(10E,12Z)-9-oxooctadeca-10,12-dienoyl]oxy}propoxy)phosphoryl]oxy}cyclohexyl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCC(=O)\C=C\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](OP(O)(O)=O)C1O)OC(=O)CCCCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C45H82O17P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-24-29-33-39(48)60-37(34-58-38(47)32-28-25-21-23-27-31-36(46)30-26-22-19-10-8-6-4-2)35-59-64(56,57)62-45-42(51)40(49)41(50)44(43(45)52)61-63(53,54)55/h19,22,26,30,37,40-45,49-52H,3-18,20-21,23-25,27-29,31-35H2,1-2H3,(H,56,57)(H2,53,54,55)/b22-19-,30-26+/t37-,40?,41?,42?,43?,44-,45+/m1/s1

InChI Key

MLKYAAKEYATDGK-IHFCUWRVSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Physiological effect

Disposition

Biological location

Cellular substructure

Organelle

endoplasmic reticulum (PMID: 20519312)

golgi apparatus membrane (PMID: 20519312)
cell membrane (PMID: 20519312)

Cell

All cells and tissues (HMDB: HMDB0278778)

Process

Naturally occurring process

Apoptosis (PMID: 11042212)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.82	ALOGPS
logP	9.11	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	1.08	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	273.11 Å²	ChemAxon
Rotatable Bond Count	42	ChemAxon
Refractivity	242.7 m³·mol⁻¹	ChemAxon
Polarizability	105.7 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	307.561	32859911
AllCCS	[M+H-H2O]+	308.0	32859911
AllCCS	[M+Na]+	306.985	32859911
AllCCS	[M+NH4]+	307.119	32859911
AllCCS	[M-H]-	305.924	32859911
AllCCS	[M+Na-2H]-	311.831	32859911
AllCCS	[M+HCOO]-	318.309	32859911
DeepCCS	[M+H]+	280.227	30932474
DeepCCS	[M-H]-	278.402	30932474
DeepCCS	[M-2H]-	311.874	30932474
DeepCCS	[M+Na]+	285.833	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for PIP(18:2(10E,12Z)+=O(9)/18:0) (HMDB0278778)

MOL for HMDB0278778 (PIP(18:2(10E,12Z)+=O(9)/18:0))

3D MOL for HMDB0278778 (PIP(18:2(10E,12Z)+=O(9)/18:0))

3D SDF for HMDB0278778 (PIP(18:2(10E,12Z)+=O(9)/18:0))

3D-SDF for HMDB0278778 (PIP(18:2(10E,12Z)+=O(9)/18:0))

PDB for HMDB0278778 (PIP(18:2(10E,12Z)+=O(9)/18:0))

3D PDB for HMDB0278778 (PIP(18:2(10E,12Z)+=O(9)/18:0))

SMILES for HMDB0278778 (PIP(18:2(10E,12Z)+=O(9)/18:0))

INCHI for HMDB0278778 (PIP(18:2(10E,12Z)+=O(9)/18:0))

Structure for HMDB0278778 (PIP(18:2(10E,12Z)+=O(9)/18:0))

3D Structure for HMDB0278778 (PIP(18:2(10E,12Z)+=O(9)/18:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices