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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-13 10:29:35 UTC

Update Date

2022-11-30 20:01:50 UTC

HMDB ID

HMDB0278648

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PIP(PGE2/16:2(9Z,12Z))

Description

PIP(PGE2/16:2(9Z,12Z)) 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(PGE2/16:2(9Z,12Z)), in particular, consists of one chain of Prostaglandin E2 at the C-1 position and one chain of 9Z,12Z-hexadecenoyl 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


  Mrv1652309132112292D          

 66 67  0  0  1  0            999 V2000
    0.3000    0.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155   -0.0420    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7983    0.8552    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0160    1.1174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0848    1.6615    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9090    1.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7272    2.4444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5662    3.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172    3.6223    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6099    4.3478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3349    4.2353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533    3.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8076    3.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3808    2.4998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6338    1.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0700    0.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3114    0.7394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8631   -0.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3491   -1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5528   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8195   -1.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9861   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159   -1.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5165   -0.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3097   -0.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0480   -0.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0644    0.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1704    0.5299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3312    1.1850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485    0.7321    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2757    0.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535    0.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6806   -0.0647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5054   -0.0434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5301   -0.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7523   -1.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251   -0.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3474   -0.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1968   -1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0953    2.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097    2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097    1.6748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5242    2.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2387    2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9532    2.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6676    2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3821    2.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0966    2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8110    2.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5255    2.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2400    2.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2400    3.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9545    4.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9545    4.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2400    5.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2400    6.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9545    6.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0723    2.1298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5014    2.8345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3261    2.8153    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.3069    1.9905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1046    2.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7954    2.1367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7198    1.5631    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5428    1.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 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
 14 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  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
  7 59  1  0  0  0  0
 59 60  1  6  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 61 64  2  0  0  0  0
 59 65  1  0  0  0  0
 31 65  1  0  0  0  0
 65 66  1  6  0  0  0
M  END

HMDB0278648
     RDKit          3D
PIP(PGE2/16:2(9Z,12Z))
142143  0  0  0  0  0  0  0  0999 V2000
   14.9890   -0.3421    3.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7610   -1.3998    2.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6158   -0.7302    1.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4120   -1.7513    0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3775   -1.8682   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2260   -0.9379   -0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0344   -1.7949   -0.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0337   -1.8267   -1.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8907   -1.1269   -2.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6770   -0.2772   -2.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4513    0.8311   -1.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2245    0.5200   -0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9722    1.7210    0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8578    2.6239    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4457    2.3224    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8293    1.3156   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3756    0.4733   -0.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3950    1.2494   -0.2816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7528    0.2612   -1.1037 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1527    0.9507   -2.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4962    2.3226   -2.4012 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5974    3.3419   -2.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9614    4.4279   -3.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    3.2194   -2.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6299    4.4463   -2.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241    4.1682   -2.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463    3.3159   -3.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998    2.8893   -3.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7186    3.1209   -2.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0586    1.9008   -1.2607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2680    2.1611   -0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8953    3.1787   -0.6492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6870    1.2394    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6134    0.7509    1.5511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8402    1.2215    2.8615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7014   -0.7833    1.6785 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6422   -1.1195    2.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7583   -1.8209    2.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7285   -2.1858    3.6363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6879   -1.2646    4.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1133   -2.1879    2.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4353   -0.8153    2.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7967   -0.8010    1.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8779   -1.1722    2.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1947   -1.1312    2.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3165   -1.3026    1.8555 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2532   -1.9543    3.0978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344   -2.1845    0.7526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8658   -2.9105    0.1536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6359   -4.5793    0.3116 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.9268   -5.0746    1.6894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5482   -5.3843   -0.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9966   -4.9055   -0.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0342   -1.4251   -0.3195 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7563   -1.9813   -0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6495   -0.8863   -1.0633 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9372   -0.8859   -2.5713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928    0.6344   -0.3931 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9538   -1.3755   -0.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7768   -0.4848   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7878   -1.4157   -1.6244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2637   -2.3757   -2.5228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8710   -0.0671   -2.2839 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7391   -0.2687   -3.6661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2043    0.6348   -2.0542 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9195    0.8048   -3.2278 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2305    0.4460    3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9354   -0.8086    4.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0153    0.0758    3.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8393   -1.9509    2.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6350   -2.0736    2.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9205    0.1106    1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6250   -0.2313    0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2116   -2.4964   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3571   -2.6992   -1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1569   -0.2964   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3214   -0.2695    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0396   -2.3670    0.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1867   -2.4902   -0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7599   -0.4360   -2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8830   -1.8654   -3.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7332   -0.9214   -2.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6503    0.1784   -3.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4090    1.4813   -1.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6116    1.4933   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5965   -0.3595    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2636    0.1311    0.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0154    1.3347    1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9652    2.3072    0.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0487    3.5310    1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309132112292D          

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 31 65  1  0  0  0  0
 65 66  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0278648

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]2C\C=C/CCCC(=O)OC[C@H](COP(O)(=O)O[C@@H]([C@H](O)[C@@H](O)[C@@H]2O)[C@H](OP(O)(O)=O)[C@@H]1O)OC(=O)CCCCCCC\C=C/C\C=C/CCC

> <INCHI_IDENTIFIER>
InChI=1S/C45H76O19P2/c1-3-5-7-8-9-10-11-12-13-14-15-16-22-26-39(50)62-33-30-60-38(49)25-21-18-17-20-24-34-36(47)29-37(48)35(28-27-32(46)23-19-6-4-2)41(52)44(63-65(55,56)57)45(43(54)42(53)40(34)51)64-66(58,59)61-31-33/h7-8,10-11,17,20,27-28,32-35,37,40-46,48,51-54H,3-6,9,12-16,18-19,21-26,29-31H2,1-2H3,(H,58,59)(H2,55,56,57)/b8-7-,11-10-,20-17-,28-27+/t32-,33+,34-,35-,37?,40+,41+,42-,43+,44+,45-/m0/s1

> <INCHI_KEY>
IFXOOBRJSODCLR-APUGSBEWSA-N

> <FORMULA>
C45H76O19P2

> <MOLECULAR_WEIGHT>
983.032

> <EXACT_MASS>
982.445604223

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
142

> <JCHEM_AVERAGE_POLARIZABILITY>
100.62571609275767

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(1S,6R,13Z,16R,19R,20S,21R,22R,23R,24S,25R)-6-[(9Z,12Z)-hexadeca-9,12-dienoyloxy]-3,19,21,23,24,25-hexahydroxy-20-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3,9,17-trioxo-2,4,8-trioxa-3lambda5-phosphabicyclo[14.6.3]pentacos-13-en-22-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
5.00098317166667

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.8950459059186695

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9561898376423494

> <JCHEM_PKA_STRONGEST_BASIC>
-2.961664953146589

> <JCHEM_POLAR_SURFACE_AREA>
313.57

> <JCHEM_REFRACTIVITY>
246.0806000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,6R,13Z,16R,19R,20S,21R,22R,23R,24S,25R)-6-[(9Z,12Z)-hexadeca-9,12-dienoyloxy]-3,19,21,23,24,25-hexahydroxy-20-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3,9,17-trioxo-2,4,8-trioxa-3lambda5-phosphabicyclo[14.6.3]pentacos-13-en-22-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0278648
     RDKit          3D
PIP(PGE2/16:2(9Z,12Z))
142143  0  0  0  0  0  0  0  0999 V2000
   14.9890   -0.3421    3.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7610   -1.3998    2.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6158   -0.7302    1.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4120   -1.7513    0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3775   -1.8682   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2260   -0.9379   -0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0344   -1.7949   -0.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0337   -1.8267   -1.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8907   -1.1269   -2.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6770   -0.2772   -2.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4513    0.8311   -1.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2245    0.5200   -0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9722    1.7210    0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8578    2.6239    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4457    2.3224    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4962    2.3226   -2.4012 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9614    4.4279   -3.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    3.2194   -2.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6299    4.4463   -2.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6463    3.3159   -3.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998    2.8893   -3.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7186    3.1209   -2.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0586    1.9008   -1.2607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2680    2.1611   -0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8953    3.1787   -0.6492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6870    1.2394    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6134    0.7509    1.5511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8402    1.2215    2.8615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7014   -0.7833    1.6785 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6422   -1.1195    2.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7583   -1.8209    2.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7285   -2.1858    3.6363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6879   -1.2646    4.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1133   -2.1879    2.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7768   -0.4848   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7878   -1.4157   -1.6244 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 13-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-21         0                                  
HETATM    1  O   UNK     0       0.560   0.155   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.962  -0.078   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.490   1.596   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.030   2.086   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.025   3.101   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.564   3.168   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.358   4.563   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.057   6.158   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       0.405   6.762   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       1.139   8.116   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.625   7.906   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.966   6.518   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.374   5.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.444   4.666   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.916   3.180   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.731   1.836   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.701   0.634   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.048   1.380   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.211  -0.846   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.252  -2.067   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.765  -2.505   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.396  -3.227   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.841  -3.117   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.403  -2.481   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.964  -1.657   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.445  -1.111   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -3.823  -1.799   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.987   0.406   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.318   0.989   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.618   2.212   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.211   1.367   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.381   0.366   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.833   0.880   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.004  -0.121   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.543  -0.081   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       4.723  -1.635   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.271  -2.149   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.100  -1.148   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.648  -1.662   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.367  -3.176   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       5.778   5.436   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       7.112   4.666   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       7.112   3.126   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       8.445   5.436   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.779   4.666   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      11.113   5.436   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      12.446   4.666   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      13.780   5.436   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      15.114   4.666   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      16.447   5.436   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      17.781   4.666   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      19.115   5.436   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      19.115   6.976   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      20.448   7.746   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      20.448   9.286   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      19.115  10.056   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      19.115  11.596   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      20.448  12.366   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       0.135   3.976   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0       0.936   5.291   0.000  0.00  0.00           O+0
HETATM   61  P   UNK     0       2.475   5.255   0.000  0.00  0.00           P+0
HETATM   62  O   UNK     0       2.440   3.716   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0       3.929   4.745   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0       3.351   3.989   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0       1.344   2.918   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0       2.880   3.024   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   59                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   41                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    2   26                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   65                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   14   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   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                                                            
CONECT   59    7   60   65                                                  
CONECT   60   59   61                                                       
CONECT   61   60   62   63   64                                             
CONECT   62   61                                                            
CONECT   63   61                                                            
CONECT   64   61                                                            
CONECT   65   59   31   66                                                  
CONECT   66   65                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  134    0
END

COMPND    HMDB0278648
HETATM    1  C1  UNL     1      14.989  -0.342   3.552  1.00  0.00           C  
HETATM    2  C2  UNL     1      14.761  -1.400   2.500  1.00  0.00           C  
HETATM    3  C3  UNL     1      14.616  -0.730   1.126  1.00  0.00           C  
HETATM    4  C4  UNL     1      14.412  -1.751   0.102  1.00  0.00           C  
HETATM    5  C5  UNL     1      13.377  -1.868  -0.671  1.00  0.00           C  
HETATM    6  C6  UNL     1      12.226  -0.938  -0.599  1.00  0.00           C  
HETATM    7  C7  UNL     1      11.034  -1.795  -0.308  1.00  0.00           C  
HETATM    8  C8  UNL     1      10.034  -1.827  -1.170  1.00  0.00           C  
HETATM    9  C9  UNL     1       9.891  -1.127  -2.424  1.00  0.00           C  
HETATM   10  C10 UNL     1       8.677  -0.277  -2.541  1.00  0.00           C  
HETATM   11  C11 UNL     1       8.451   0.831  -1.601  1.00  0.00           C  
HETATM   12  C12 UNL     1       8.224   0.520  -0.160  1.00  0.00           C  
HETATM   13  C13 UNL     1       7.972   1.721   0.676  1.00  0.00           C  
HETATM   14  C14 UNL     1       6.858   2.624   0.457  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.446   2.322   0.614  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.829   1.316  -0.226  1.00  0.00           C  
HETATM   17  O1  UNL     1       5.376   0.473  -0.936  1.00  0.00           O  
HETATM   18  O2  UNL     1       3.395   1.249  -0.282  1.00  0.00           O  
HETATM   19  C17 UNL     1       2.753   0.261  -1.104  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.153   0.951  -2.320  1.00  0.00           C  
HETATM   21  O3  UNL     1       2.496   2.323  -2.401  1.00  0.00           O  
HETATM   22  C19 UNL     1       1.597   3.342  -2.528  1.00  0.00           C  
HETATM   23  O4  UNL     1       1.961   4.428  -3.031  1.00  0.00           O  
HETATM   24  C20 UNL     1       0.189   3.219  -2.092  1.00  0.00           C  
HETATM   25  C21 UNL     1      -0.630   4.446  -2.419  1.00  0.00           C  
HETATM   26  C22 UNL     1      -2.124   4.168  -2.223  1.00  0.00           C  
HETATM   27  C23 UNL     1      -2.646   3.316  -3.297  1.00  0.00           C  
HETATM   28  C24 UNL     1      -3.900   2.889  -3.259  1.00  0.00           C  
HETATM   29  C25 UNL     1      -4.719   3.121  -2.080  1.00  0.00           C  
HETATM   30  C26 UNL     1      -5.059   1.901  -1.261  1.00  0.00           C  
HETATM   31  C27 UNL     1      -6.268   2.161  -0.420  1.00  0.00           C  
HETATM   32  O5  UNL     1      -6.895   3.179  -0.649  1.00  0.00           O  
HETATM   33  C28 UNL     1      -6.687   1.239   0.633  1.00  0.00           C  
HETATM   34  C29 UNL     1      -5.613   0.751   1.551  1.00  0.00           C  
HETATM   35  O6  UNL     1      -5.840   1.222   2.861  1.00  0.00           O  
HETATM   36  C30 UNL     1      -5.701  -0.783   1.678  1.00  0.00           C  
HETATM   37  C31 UNL     1      -6.642  -1.120   2.782  1.00  0.00           C  
HETATM   38  C32 UNL     1      -7.758  -1.821   2.593  1.00  0.00           C  
HETATM   39  C33 UNL     1      -8.729  -2.186   3.636  1.00  0.00           C  
HETATM   40  O7  UNL     1      -8.688  -1.265   4.673  1.00  0.00           O  
HETATM   41  C34 UNL     1     -10.113  -2.188   2.981  1.00  0.00           C  
HETATM   42  C35 UNL     1     -10.435  -0.815   2.424  1.00  0.00           C  
HETATM   43  C36 UNL     1     -11.797  -0.801   1.764  1.00  0.00           C  
HETATM   44  C37 UNL     1     -12.878  -1.172   2.769  1.00  0.00           C  
HETATM   45  C38 UNL     1     -14.195  -1.131   2.014  1.00  0.00           C  
HETATM   46  C39 UNL     1      -4.316  -1.303   1.856  1.00  0.00           C  
HETATM   47  O8  UNL     1      -4.253  -1.954   3.098  1.00  0.00           O  
HETATM   48  C40 UNL     1      -3.834  -2.184   0.753  1.00  0.00           C  
HETATM   49  O9  UNL     1      -4.866  -2.910   0.154  1.00  0.00           O  
HETATM   50  P1  UNL     1      -4.636  -4.579   0.312  1.00  0.00           P  
HETATM   51  O10 UNL     1      -4.927  -5.075   1.689  1.00  0.00           O  
HETATM   52  O11 UNL     1      -5.548  -5.384  -0.852  1.00  0.00           O  
HETATM   53  O12 UNL     1      -2.997  -4.906  -0.044  1.00  0.00           O  
HETATM   54  C41 UNL     1      -3.034  -1.425  -0.320  1.00  0.00           C  
HETATM   55  O13 UNL     1      -1.756  -1.981  -0.413  1.00  0.00           O  
HETATM   56  P2  UNL     1      -0.650  -0.886  -1.063  1.00  0.00           P  
HETATM   57  O14 UNL     1      -0.937  -0.886  -2.571  1.00  0.00           O  
HETATM   58  O15 UNL     1      -0.793   0.634  -0.393  1.00  0.00           O  
HETATM   59  O16 UNL     1       0.954  -1.375  -0.910  1.00  0.00           O  
HETATM   60  C42 UNL     1       1.777  -0.485  -0.274  1.00  0.00           C  
HETATM   61  C43 UNL     1      -3.788  -1.416  -1.624  1.00  0.00           C  
HETATM   62  O17 UNL     1      -3.264  -2.376  -2.523  1.00  0.00           O  
HETATM   63  C44 UNL     1      -3.871  -0.067  -2.284  1.00  0.00           C  
HETATM   64  O18 UNL     1      -3.739  -0.269  -3.666  1.00  0.00           O  
HETATM   65  C45 UNL     1      -5.204   0.635  -2.054  1.00  0.00           C  
HETATM   66  O19 UNL     1      -5.920   0.805  -3.228  1.00  0.00           O  
HETATM   67  H1  UNL     1      14.231   0.446   3.451  1.00  0.00           H  
HETATM   68  H2  UNL     1      14.935  -0.809   4.551  1.00  0.00           H  
HETATM   69  H3  UNL     1      16.015   0.076   3.449  1.00  0.00           H  
HETATM   70  H4  UNL     1      13.839  -1.951   2.759  1.00  0.00           H  
HETATM   71  H5  UNL     1      15.635  -2.074   2.454  1.00  0.00           H  
HETATM   72  H6  UNL     1      13.921   0.111   1.131  1.00  0.00           H  
HETATM   73  H7  UNL     1      15.625  -0.231   0.907  1.00  0.00           H  
HETATM   74  H8  UNL     1      15.212  -2.496  -0.032  1.00  0.00           H  
HETATM   75  H9  UNL     1      13.357  -2.699  -1.417  1.00  0.00           H  
HETATM   76  H10 UNL     1      12.157  -0.296  -1.462  1.00  0.00           H  
HETATM   77  H11 UNL     1      12.321  -0.270   0.306  1.00  0.00           H  
HETATM   78  H12 UNL     1      11.040  -2.367   0.612  1.00  0.00           H  
HETATM   79  H13 UNL     1       9.187  -2.490  -0.875  1.00  0.00           H  
HETATM   80  H14 UNL     1      10.760  -0.436  -2.639  1.00  0.00           H  
HETATM   81  H15 UNL     1       9.883  -1.865  -3.302  1.00  0.00           H  
HETATM   82  H16 UNL     1       7.733  -0.921  -2.537  1.00  0.00           H  
HETATM   83  H17 UNL     1       8.650   0.178  -3.596  1.00  0.00           H  
HETATM   84  H18 UNL     1       9.409   1.481  -1.669  1.00  0.00           H  
HETATM   85  H19 UNL     1       7.612   1.493  -1.962  1.00  0.00           H  
HETATM   86  H20 UNL     1       7.596  -0.360   0.027  1.00  0.00           H  
HETATM   87  H21 UNL     1       9.264   0.131   0.196  1.00  0.00           H  
HETATM   88  H22 UNL     1       8.015   1.335   1.759  1.00  0.00           H  
HETATM   89  H23 UNL     1       8.965   2.307   0.650  1.00  0.00           H  
HETATM   90  H24 UNL     1       7.049   3.531   1.176  1.00  0.00           H  
HETATM   91  H25 UNL     1       6.955   3.134  -0.586  1.00  0.00           H  
HETATM   92  H26 UNL     1       4.878   3.318   0.533  1.00  0.00           H  
HETATM   93  H27 UNL     1       5.291   2.056   1.727  1.00  0.00           H  
HETATM   94  H28 UNL     1       3.513  -0.430  -1.513  1.00  0.00           H  
HETATM   95  H29 UNL     1       2.565   0.475  -3.226  1.00  0.00           H  
HETATM   96  H30 UNL     1       1.087   0.779  -2.315  1.00  0.00           H  
HETATM   97  H31 UNL     1       0.214   3.116  -0.992  1.00  0.00           H  
HETATM   98  H32 UNL     1      -0.284   2.296  -2.499  1.00  0.00           H  
HETATM   99  H33 UNL     1      -0.345   5.311  -1.809  1.00  0.00           H  
HETATM  100  H34 UNL     1      -0.474   4.679  -3.488  1.00  0.00           H  
HETATM  101  H35 UNL     1      -2.320   3.798  -1.198  1.00  0.00           H  
HETATM  102  H36 UNL     1      -2.615   5.167  -2.296  1.00  0.00           H  
HETATM  103  H37 UNL     1      -1.966   3.053  -4.116  1.00  0.00           H  
HETATM  104  H38 UNL     1      -4.275   2.375  -4.134  1.00  0.00           H  
HETATM  105  H39 UNL     1      -4.337   3.917  -1.409  1.00  0.00           H  
HETATM  106  H40 UNL     1      -5.720   3.523  -2.425  1.00  0.00           H  
HETATM  107  H41 UNL     1      -4.213   1.754  -0.557  1.00  0.00           H  
HETATM  108  H42 UNL     1      -7.496   1.704   1.246  1.00  0.00           H  
HETATM  109  H43 UNL     1      -7.198   0.341   0.174  1.00  0.00           H  
HETATM  110  H44 UNL     1      -4.591   1.035   1.295  1.00  0.00           H  
HETATM  111  H45 UNL     1      -5.030   1.093   3.418  1.00  0.00           H  
HETATM  112  H46 UNL     1      -6.184  -1.121   0.736  1.00  0.00           H  
HETATM  113  H47 UNL     1      -6.454  -0.798   3.820  1.00  0.00           H  
HETATM  114  H48 UNL     1      -7.958  -2.146   1.568  1.00  0.00           H  
HETATM  115  H49 UNL     1      -8.537  -3.224   3.971  1.00  0.00           H  
HETATM  116  H50 UNL     1      -8.514  -0.373   4.254  1.00  0.00           H  
HETATM  117  H51 UNL     1     -10.125  -2.879   2.121  1.00  0.00           H  
HETATM  118  H52 UNL     1     -10.834  -2.491   3.756  1.00  0.00           H  
HETATM  119  H53 UNL     1      -9.671  -0.443   1.748  1.00  0.00           H  
HETATM  120  H54 UNL     1     -10.496  -0.114   3.298  1.00  0.00           H  
HETATM  121  H55 UNL     1     -12.040   0.225   1.411  1.00  0.00           H  
HETATM  122  H56 UNL     1     -11.881  -1.491   0.915  1.00  0.00           H  
HETATM  123  H57 UNL     1     -12.746  -2.203   3.141  1.00  0.00           H  
HETATM  124  H58 UNL     1     -12.916  -0.467   3.610  1.00  0.00           H  
HETATM  125  H59 UNL     1     -14.340  -2.072   1.443  1.00  0.00           H  
HETATM  126  H60 UNL     1     -15.043  -1.082   2.753  1.00  0.00           H  
HETATM  127  H61 UNL     1     -14.297  -0.260   1.366  1.00  0.00           H  
HETATM  128  H62 UNL     1      -3.559  -0.474   1.946  1.00  0.00           H  
HETATM  129  H63 UNL     1      -4.048  -1.315   3.829  1.00  0.00           H  
HETATM  130  H64 UNL     1      -3.139  -2.930   1.191  1.00  0.00           H  
HETATM  131  H65 UNL     1      -6.168  -6.001  -0.370  1.00  0.00           H  
HETATM  132  H66 UNL     1      -2.515  -5.261   0.718  1.00  0.00           H  
HETATM  133  H67 UNL     1      -2.933  -0.393   0.060  1.00  0.00           H  
HETATM  134  H68 UNL     1      -1.093   0.619   0.550  1.00  0.00           H  
HETATM  135  H69 UNL     1       1.175   0.287   0.291  1.00  0.00           H  
HETATM  136  H70 UNL     1       2.371  -0.976   0.556  1.00  0.00           H  
HETATM  137  H71 UNL     1      -4.859  -1.741  -1.481  1.00  0.00           H  
HETATM  138  H72 UNL     1      -3.966  -2.560  -3.186  1.00  0.00           H  
HETATM  139  H73 UNL     1      -3.117   0.589  -1.850  1.00  0.00           H  
HETATM  140  H74 UNL     1      -2.969   0.269  -3.965  1.00  0.00           H  
HETATM  141  H75 UNL     1      -5.797  -0.063  -1.415  1.00  0.00           H  
HETATM  142  H76 UNL     1      -6.195  -0.083  -3.575  1.00  0.00           H  
CONECT    1    2   67   68   69
CONECT    2    3   70   71
CONECT    3    4   72   73
CONECT    4    5    5   74
CONECT    5    6   75
CONECT    6    7   76   77
CONECT    7    8    8   78
CONECT    8    9   79
CONECT    9   10   80   81
CONECT   10   11   82   83
CONECT   11   12   84   85
CONECT   12   13   86   87
CONECT   13   14   88   89
CONECT   14   15   90   91
CONECT   15   16   92   93
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   60   94
CONECT   20   21   95   96
CONECT   21   22
CONECT   22   23   23   24
CONECT   24   25   97   98
CONECT   25   26   99  100
CONECT   26   27  101  102
CONECT   27   28   28  103
CONECT   28   29  104
CONECT   29   30  105  106
CONECT   30   31   65  107
CONECT   31   32   32   33
CONECT   33   34  108  109
CONECT   34   35   36  110
CONECT   35  111
CONECT   36   37   46  112
CONECT   37   38   38  113
CONECT   38   39  114
CONECT   39   40   41  115
CONECT   40  116
CONECT   41   42  117  118
CONECT   42   43  119  120
CONECT   43   44  121  122
CONECT   44   45  123  124
CONECT   45  125  126  127
CONECT   46   47   48  128
CONECT   47  129
CONECT   48   49   54  130
CONECT   49   50
CONECT   50   51   51   52   53
CONECT   52  131
CONECT   53  132
CONECT   54   55   61  133
CONECT   55   56
CONECT   56   57   57   58   59
CONECT   58  134
CONECT   59   60
CONECT   60  135  136
CONECT   61   62   63  137
CONECT   62  138
CONECT   63   64   65  139
CONECT   64  140
CONECT   65   66  141
CONECT   66  142
END

HMDB0278648
     RDKit          3D
PIP(PGE2/16:2(9Z,12Z))
142143  0  0  0  0  0  0  0  0999 V2000
   14.9890   -0.3421    3.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7610   -1.3998    2.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6158   -0.7302    1.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4120   -1.7513    0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3775   -1.8682   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2260   -0.9379   -0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0344   -1.7949   -0.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0337   -1.8267   -1.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8907   -1.1269   -2.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6770   -0.2772   -2.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4513    0.8311   -1.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2245    0.5200   -0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9722    1.7210    0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8578    2.6239    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4457    2.3224    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8293    1.3156   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3756    0.4733   -0.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3950    1.2494   -0.2816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7528    0.2612   -1.1037 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1527    0.9507   -2.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4962    2.3226   -2.4012 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5974    3.3419   -2.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9614    4.4279   -3.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    3.2194   -2.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6299    4.4463   -2.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241    4.1682   -2.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463    3.3159   -3.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998    2.8893   -3.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7186    3.1209   -2.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0586    1.9008   -1.2607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2680    2.1611   -0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8953    3.1787   -0.6492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6870    1.2394    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6134    0.7509    1.5511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8402    1.2215    2.8615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7014   -0.7833    1.6785 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6422   -1.1195    2.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7583   -1.8209    2.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7285   -2.1858    3.6363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6879   -1.2646    4.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1133   -2.1879    2.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4353   -0.8153    2.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7967   -0.8010    1.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8779   -1.1722    2.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1947   -1.1312    2.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3165   -1.3026    1.8555 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2532   -1.9543    3.0978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344   -2.1845    0.7526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8658   -2.9105    0.1536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6359   -4.5793    0.3116 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.9268   -5.0746    1.6894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5482   -5.3843   -0.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9966   -4.9055   -0.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0342   -1.4251   -0.3195 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7563   -1.9813   -0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6495   -0.8863   -1.0633 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9372   -0.8859   -2.5713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928    0.6344   -0.3931 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9538   -1.3755   -0.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7768   -0.4848   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7878   -1.4157   -1.6244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2637   -2.3757   -2.5228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8710   -0.0671   -2.2839 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7391   -0.2687   -3.6661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2043    0.6348   -2.0542 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9195    0.8048   -3.2278 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2305    0.4460    3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9354   -0.8086    4.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0153    0.0758    3.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8393   -1.9509    2.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6350   -2.0736    2.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9205    0.1106    1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6250   -0.2313    0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2116   -2.4964   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3571   -2.6992   -1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1569   -0.2964   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3214   -0.2695    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0396   -2.3670    0.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1867   -2.4902   -0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7599   -0.4360   -2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8830   -1.8654   -3.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7332   -0.9214   -2.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6503    0.1784   -3.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4090    1.4813   -1.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6116    1.4933   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5965   -0.3595    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2636    0.1311    0.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0154    1.3347    1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9652    2.3072    0.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0487    3.5310    1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9550    3.1339   -0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2912    2.0562    1.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5132   -0.4303   -1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5653    0.4750   -3.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0873    0.7794   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2137    3.1163   -0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3453    5.3108   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6146    5.1667   -2.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9657    3.0534   -4.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3374    3.9170   -1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7197    3.5227   -2.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2134    1.7545   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4957    1.7041    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1982    0.3408    0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5913    1.0348    1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0296    1.0929    3.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.1948   -0.0832   -3.5745 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{[(1S,6R,13Z,16R,20S,21R,22R,23R,24S,25R)-6-[(9Z,12Z)-hexadeca-9,12-dienoyloxy]-3,19,21,23,24,25-hexahydroxy-20-[(3S)-3-hydroxyoct-1-en-1-yl]-3,9,17-trioxo-2,4,8-trioxa-3-phosphabicyclo[14.6.3]pentacos-13-en-22-yl]oxy}phosphonate	Generator

Chemical Formula

C₄₅H₇₆O₁₉P₂

Average Molecular Weight

983.032

Monoisotopic Molecular Weight

982.445604223

IUPAC Name

{[(1S,6R,13Z,16R,19R,20S,21R,22R,23R,24S,25R)-6-[(9Z,12Z)-hexadeca-9,12-dienoyloxy]-3,19,21,23,24,25-hexahydroxy-20-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3,9,17-trioxo-2,4,8-trioxa-3lambda5-phosphabicyclo[14.6.3]pentacos-13-en-22-yl]oxy}phosphonic acid

Traditional Name

[(1S,6R,13Z,16R,19R,20S,21R,22R,23R,24S,25R)-6-[(9Z,12Z)-hexadeca-9,12-dienoyloxy]-3,19,21,23,24,25-hexahydroxy-20-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3,9,17-trioxo-2,4,8-trioxa-3lambda5-phosphabicyclo[14.6.3]pentacos-13-en-22-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]2C\C=C/CCCC(=O)OC[C@H](COP(O)(=O)O[C@@H]([C@H](O)[C@@H](O)[C@@H]2O)[C@H](OP(O)(O)=O)[C@@H]1O)OC(=O)CCCCCCC\C=C/C\C=C/CCC

InChI Identifier

InChI=1S/C45H76O19P2/c1-3-5-7-8-9-10-11-12-13-14-15-16-22-26-39(50)62-33-30-60-38(49)25-21-18-17-20-24-34-36(47)29-37(48)35(28-27-32(46)23-19-6-4-2)41(52)44(63-65(55,56)57)45(43(54)42(53)40(34)51)64-66(58,59)61-31-33/h7-8,10-11,17,20,27-28,32-35,37,40-46,48,51-54H,3-6,9,12-16,18-19,21-26,29-31H2,1-2H3,(H,58,59)(H2,55,56,57)/b8-7-,11-10-,20-17-,28-27+/t32-,33+,34-,35-,37?,40+,41+,42-,43+,44+,45-/m0/s1

InChI Key

IFXOOBRJSODCLR-APUGSBEWSA-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: HMDB0278648)

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	2.92	ALOGPS
logP	5	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	0.96	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	313.57 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	246.08 m³·mol⁻¹	ChemAxon
Polarizability	100.63 Å³	ChemAxon
Number of Rings	2	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]+	300.507	32859911
AllCCS	[M+H-H2O]+	300.919	32859911
AllCCS	[M+Na]+	299.96	32859911
AllCCS	[M+NH4]+	300.088	32859911
AllCCS	[M-H]-	300.044	32859911
AllCCS	[M+Na-2H]-	306.93	32859911
AllCCS	[M+HCOO]-	314.448	32859911
DeepCCS	[M+H]+	259.637	30932474
DeepCCS	[M-H]-	257.984	30932474
DeepCCS	[M-2H]-	292.017	30932474
DeepCCS	[M+Na]+	265.794	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(PGE2/16:2(9Z,12Z)) (HMDB0278648)

MOL for HMDB0278648 (PIP(PGE2/16:2(9Z,12Z)))

3D MOL for HMDB0278648 (PIP(PGE2/16:2(9Z,12Z)))

3D SDF for HMDB0278648 (PIP(PGE2/16:2(9Z,12Z)))

3D-SDF for HMDB0278648 (PIP(PGE2/16:2(9Z,12Z)))

PDB for HMDB0278648 (PIP(PGE2/16:2(9Z,12Z)))

3D PDB for HMDB0278648 (PIP(PGE2/16:2(9Z,12Z)))

SMILES for HMDB0278648 (PIP(PGE2/16:2(9Z,12Z)))

INCHI for HMDB0278648 (PIP(PGE2/16:2(9Z,12Z)))

Structure for HMDB0278648 (PIP(PGE2/16:2(9Z,12Z)))

3D Structure for HMDB0278648 (PIP(PGE2/16:2(9Z,12Z)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices