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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-12 01:11:50 UTC

Update Date

2022-11-30 19:53:43 UTC

HMDB ID

HMDB0260457

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S))

Description

PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)) 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(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)), in particular, consists of one chain of hexadecanoyl at the C-1 position and one chain of 14,15-epoxyeicosatrienoyl 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(16:0/20:3(5Z,8Z,11Z)-O(14R,15S))
  Mrv1652309122103122D          

 65 66  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
  -11.9235    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
  -14.0659    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7800    0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4942    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2083    0.3563    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
   -8.2018   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9159   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6301   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4551   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1692   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8833   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7084   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4225   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1367   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1367   -1.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8508   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5649   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2790   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.9932   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7073   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4215   -0.7691    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  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 44  5  1  0  0  0  0
 44 45  2  0  0  0  0
 44 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  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  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
 58 60  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

HMDB0260457
     RDKit          3D
PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S))
144145  0  0  0  0  0  0  0  0999 V2000
   -3.0561    5.8491    0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2249    5.8114   -0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9970    6.2359   -2.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1874    5.3557   -2.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8221    3.9093   -2.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    3.1271   -2.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8155    1.6513   -3.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1257    1.0408   -1.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9643    1.1780   -0.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3178    0.6017    0.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141   -0.8785    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3577   -1.3146    1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0395   -2.7963    1.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3936   -3.1789    3.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1196   -2.4452    3.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0542   -2.6950    2.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6873   -3.7105    2.5022 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2117   -1.9702    1.1782 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1794   -2.1479    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1865   -3.4106   -0.5748 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0105   -3.5266   -1.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   -4.5530   -2.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -4.5536   -3.4191 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.4505   -5.2162   -2.7633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8980   -5.4115   -4.8193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588   -2.9534   -3.8273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251   -2.6718   -5.1623 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8307   -1.8919   -5.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7680   -0.5574   -5.1144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8685   -1.7732   -7.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5686   -0.6311   -7.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951   -1.7287   -7.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1069   -3.0049   -8.1533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4404   -1.1722   -6.7968 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4858    0.2141   -6.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9063    0.9428   -7.3158 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.9169    0.7847   -8.8124 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841    2.5804   -6.8948 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3192    0.2433   -6.7013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4251   -1.7402   -5.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4902   -0.7685   -4.4265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3768   -4.5979    0.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5036   -5.3613    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214   -4.9705   -0.6896 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6703   -6.5912    0.8946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0982   -6.2379    2.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868   -5.4350    2.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6767   -5.1017    3.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7370   -3.8899    4.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5010   -2.7239    3.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6613   -1.8090    3.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5124   -0.5433    3.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2562    0.1101    3.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9693    1.1723    2.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8496    2.4461    3.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9846    3.0208    4.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7083    3.7088    4.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3164    4.7986    4.0824 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488    4.9894    5.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5718    6.0161    5.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896    5.6787    6.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3325    5.2963    8.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4778    4.0857    8.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2529    3.8878    9.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1720    4.8288    0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557    6.2910    0.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5431    6.4459    1.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771    6.5491   -0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7400    4.8286   -1.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3762    7.2605   -1.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3072    6.2693   -3.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6521    5.7111   -3.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9625    5.4769   -1.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1038    3.8250   -3.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    3.4652   -1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5602    3.5056   -3.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7659    3.3269   -2.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7230    1.0953   -3.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1295    1.5725   -3.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198    1.4447   -1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0235   -0.0566   -2.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2303    2.2233   -0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9218    0.6348   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3598    1.0941    0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9884    0.7385    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8818   -1.4999    0.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2619   -1.0120   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4131   -0.7352    1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S))
  Mrv1652309122103122D          

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M  END
> <DATABASE_ID>
HMDB0260457

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](OP(O)(O)=O)C1O)OC(=O)CCC\C=C/C\C=C/C\C=C/CC1OC1CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C45H80O17P2/c1-3-5-7-8-9-10-11-12-13-17-20-23-27-31-38(46)57-33-35(34-58-64(55,56)62-45-42(50)40(48)41(49)44(43(45)51)61-63(52,53)54)59-39(47)32-28-24-21-18-15-14-16-19-22-26-30-37-36(60-37)29-25-6-4-2/h14,16,18,21-22,26,35-37,40-45,48-51H,3-13,15,17,19-20,23-25,27-34H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-,21-18-,26-22-/t35-,36?,37?,40?,41?,42?,43?,44-,45+/m1/s1

> <INCHI_KEY>
PDDNXGQAIVSFLL-MAYQWUJDSA-N

> <FORMULA>
C45H80O17P2

> <MOLECULAR_WEIGHT>
955.066

> <EXACT_MASS>
954.487075112

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
144

> <JCHEM_AVERAGE_POLARIZABILITY>
105.15978411362228

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(1R,3S)-3-({[(2R)-3-(hexadecanoyloxy)-2-{[(5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2,4,5,6-tetrahydroxycyclohexyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
6.03

> <JCHEM_LOGP>
8.263080987000002

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.9166527260814306

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0756822951973617

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6477611462617663

> <JCHEM_POLAR_SURFACE_AREA>
268.56999999999994

> <JCHEM_REFRACTIVITY>
242.71540000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,3S)-3-{[(2R)-3-(hexadecanoyloxy)-2-{[(5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoyl]oxy}propoxy(hydroxy)phosphoryl]oxy}-2,4,5,6-tetrahydroxycyclohexyl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260457
     RDKit          3D
PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S))
144145  0  0  0  0  0  0  0  0999 V2000
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M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S))              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-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  C   UNK     0     -22.257   0.665   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -23.590   1.436   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -24.923   0.665   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -26.256   1.436   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -27.589   0.665   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -28.923   1.436   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -30.256   0.665   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -8.438  -1.436   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -8.438  -2.876   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -9.771  -0.665   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -11.104  -1.436   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -12.437  -0.665   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -13.770  -1.436   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -15.310  -1.436   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -16.643  -0.665   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -17.976  -1.436   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -19.516  -1.436   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -20.849  -0.665   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -22.182  -1.436   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -23.722  -1.436   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -25.055  -0.665   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0     -26.388  -1.436   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0     -26.388  -2.876   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0     -27.721  -0.665   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0     -29.055  -1.436   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0     -30.388  -0.665   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0     -31.721  -1.436   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0     -33.054  -0.665   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0     -34.387  -1.436   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   44                                                       
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                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44    5   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   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   59   60                                                  
CONECT   59   58   60                                                       
CONECT   60   58   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  132    0
END

COMPND    HMDB0260457
HETATM    1  C1  UNL     1      -3.056   5.849   0.277  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.225   5.811  -0.968  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.997   6.236  -2.196  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.187   5.356  -2.451  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.822   3.909  -2.664  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.091   3.127  -2.907  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.815   1.651  -3.126  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.126   1.041  -1.923  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.964   1.178  -0.675  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.318   0.602   0.532  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.014  -0.879   0.442  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.358  -1.315   1.746  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.040  -2.796   1.716  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.394  -3.179   3.034  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.120  -2.445   3.295  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.054  -2.695   2.286  1.00  0.00           C  
HETATM   17  O1  UNL     1       0.687  -3.711   2.502  1.00  0.00           O  
HETATM   18  O2  UNL     1       0.212  -1.970   1.178  1.00  0.00           O  
HETATM   19  C17 UNL     1       1.179  -2.148   0.223  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.186  -3.411  -0.575  1.00  0.00           C  
HETATM   21  C19 UNL     1       0.011  -3.527  -1.494  1.00  0.00           C  
HETATM   22  O3  UNL     1       0.107  -4.553  -2.427  1.00  0.00           O  
HETATM   23  P1  UNL     1      -1.296  -4.554  -3.419  1.00  0.00           P  
HETATM   24  O4  UNL     1      -2.451  -5.216  -2.763  1.00  0.00           O  
HETATM   25  O5  UNL     1      -0.898  -5.412  -4.819  1.00  0.00           O  
HETATM   26  O6  UNL     1      -1.559  -2.953  -3.827  1.00  0.00           O  
HETATM   27  C20 UNL     1      -1.625  -2.672  -5.162  1.00  0.00           C  
HETATM   28  C21 UNL     1      -2.831  -1.892  -5.583  1.00  0.00           C  
HETATM   29  O7  UNL     1      -2.768  -0.557  -5.114  1.00  0.00           O  
HETATM   30  C22 UNL     1      -2.869  -1.773  -7.086  1.00  0.00           C  
HETATM   31  O8  UNL     1      -3.569  -0.631  -7.472  1.00  0.00           O  
HETATM   32  C23 UNL     1      -1.495  -1.729  -7.699  1.00  0.00           C  
HETATM   33  O9  UNL     1      -1.107  -3.005  -8.153  1.00  0.00           O  
HETATM   34  C24 UNL     1      -0.440  -1.172  -6.797  1.00  0.00           C  
HETATM   35  O10 UNL     1      -0.486   0.214  -6.699  1.00  0.00           O  
HETATM   36  P2  UNL     1       0.906   0.943  -7.316  1.00  0.00           P  
HETATM   37  O11 UNL     1       0.917   0.785  -8.812  1.00  0.00           O  
HETATM   38  O12 UNL     1       0.884   2.580  -6.895  1.00  0.00           O  
HETATM   39  O13 UNL     1       2.319   0.243  -6.701  1.00  0.00           O  
HETATM   40  C25 UNL     1      -0.425  -1.740  -5.424  1.00  0.00           C  
HETATM   41  O14 UNL     1      -0.490  -0.769  -4.426  1.00  0.00           O  
HETATM   42  O15 UNL     1       1.377  -4.598   0.178  1.00  0.00           O  
HETATM   43  C26 UNL     1       2.504  -5.361   0.101  1.00  0.00           C  
HETATM   44  O16 UNL     1       3.421  -4.971  -0.690  1.00  0.00           O  
HETATM   45  C27 UNL     1       2.670  -6.591   0.895  1.00  0.00           C  
HETATM   46  C28 UNL     1       3.098  -6.238   2.284  1.00  0.00           C  
HETATM   47  C29 UNL     1       4.387  -5.435   2.311  1.00  0.00           C  
HETATM   48  C30 UNL     1       4.677  -5.102   3.696  1.00  0.00           C  
HETATM   49  C31 UNL     1       4.737  -3.890   4.154  1.00  0.00           C  
HETATM   50  C32 UNL     1       4.501  -2.724   3.250  1.00  0.00           C  
HETATM   51  C33 UNL     1       5.661  -1.809   3.191  1.00  0.00           C  
HETATM   52  C34 UNL     1       5.512  -0.543   3.512  1.00  0.00           C  
HETATM   53  C35 UNL     1       4.256   0.110   3.946  1.00  0.00           C  
HETATM   54  C36 UNL     1       3.969   1.172   2.929  1.00  0.00           C  
HETATM   55  C37 UNL     1       3.850   2.446   3.171  1.00  0.00           C  
HETATM   56  C38 UNL     1       3.985   3.021   4.513  1.00  0.00           C  
HETATM   57  C39 UNL     1       2.708   3.709   4.936  1.00  0.00           C  
HETATM   58  O17 UNL     1       2.316   4.799   4.082  1.00  0.00           O  
HETATM   59  C40 UNL     1       2.549   4.989   5.535  1.00  0.00           C  
HETATM   60  C41 UNL     1       3.572   6.016   5.807  1.00  0.00           C  
HETATM   61  C42 UNL     1       4.690   5.679   6.722  1.00  0.00           C  
HETATM   62  C43 UNL     1       4.332   5.296   8.114  1.00  0.00           C  
HETATM   63  C44 UNL     1       3.478   4.086   8.275  1.00  0.00           C  
HETATM   64  C45 UNL     1       3.253   3.888   9.774  1.00  0.00           C  
HETATM   65  H1  UNL     1      -3.172   4.829   0.728  1.00  0.00           H  
HETATM   66  H2  UNL     1      -4.056   6.291   0.144  1.00  0.00           H  
HETATM   67  H3  UNL     1      -2.543   6.446   1.075  1.00  0.00           H  
HETATM   68  H4  UNL     1      -1.377   6.549  -0.873  1.00  0.00           H  
HETATM   69  H5  UNL     1      -1.740   4.829  -1.091  1.00  0.00           H  
HETATM   70  H6  UNL     1      -3.376   7.261  -1.993  1.00  0.00           H  
HETATM   71  H7  UNL     1      -2.307   6.269  -3.044  1.00  0.00           H  
HETATM   72  H8  UNL     1      -4.652   5.711  -3.404  1.00  0.00           H  
HETATM   73  H9  UNL     1      -4.963   5.477  -1.670  1.00  0.00           H  
HETATM   74  H10 UNL     1      -3.104   3.825  -3.498  1.00  0.00           H  
HETATM   75  H11 UNL     1      -3.326   3.465  -1.776  1.00  0.00           H  
HETATM   76  H12 UNL     1      -5.560   3.506  -3.850  1.00  0.00           H  
HETATM   77  H13 UNL     1      -5.766   3.327  -2.072  1.00  0.00           H  
HETATM   78  H14 UNL     1      -5.723   1.095  -3.374  1.00  0.00           H  
HETATM   79  H15 UNL     1      -4.129   1.573  -3.991  1.00  0.00           H  
HETATM   80  H16 UNL     1      -3.120   1.445  -1.855  1.00  0.00           H  
HETATM   81  H17 UNL     1      -4.024  -0.057  -2.158  1.00  0.00           H  
HETATM   82  H18 UNL     1      -5.230   2.223  -0.456  1.00  0.00           H  
HETATM   83  H19 UNL     1      -5.922   0.635  -0.841  1.00  0.00           H  
HETATM   84  H20 UNL     1      -3.360   1.094   0.805  1.00  0.00           H  
HETATM   85  H21 UNL     1      -4.988   0.739   1.404  1.00  0.00           H  
HETATM   86  H22 UNL     1      -4.882  -1.500   0.224  1.00  0.00           H  
HETATM   87  H23 UNL     1      -3.262  -1.012  -0.354  1.00  0.00           H  
HETATM   88  H24 UNL     1      -2.413  -0.735   1.845  1.00  0.00           H  
HETATM   89  H25 UNL     1      -4.037  -1.047   2.558  1.00  0.00           H  
HETATM   90  H26 UNL     1      -3.978  -3.376   1.628  1.00  0.00           H  
HETATM   91  H27 UNL     1      -2.376  -3.072   0.902  1.00  0.00           H  
HETATM   92  H28 UNL     1      -3.105  -2.890   3.835  1.00  0.00           H  
HETATM   93  H29 UNL     1      -2.210  -4.260   3.118  1.00  0.00           H  
HETATM   94  H30 UNL     1      -1.299  -1.356   3.435  1.00  0.00           H  
HETATM   95  H31 UNL     1      -0.732  -2.796   4.275  1.00  0.00           H  
HETATM   96  H32 UNL     1       2.222  -2.016   0.613  1.00  0.00           H  
HETATM   97  H33 UNL     1       1.076  -1.313  -0.522  1.00  0.00           H  
HETATM   98  H34 UNL     1       2.138  -3.336  -1.203  1.00  0.00           H  
HETATM   99  H35 UNL     1      -0.048  -2.532  -2.032  1.00  0.00           H  
HETATM  100  H36 UNL     1      -0.916  -3.586  -0.902  1.00  0.00           H  
HETATM  101  H37 UNL     1      -0.354  -6.197  -4.544  1.00  0.00           H  
HETATM  102  H38 UNL     1      -1.550  -3.573  -5.808  1.00  0.00           H  
HETATM  103  H39 UNL     1      -3.795  -2.290  -5.249  1.00  0.00           H  
HETATM  104  H40 UNL     1      -2.794  -0.552  -4.135  1.00  0.00           H  
HETATM  105  H41 UNL     1      -3.405  -2.638  -7.533  1.00  0.00           H  
HETATM  106  H42 UNL     1      -3.825  -0.142  -6.654  1.00  0.00           H  
HETATM  107  H43 UNL     1      -1.546  -1.084  -8.600  1.00  0.00           H  
HETATM  108  H44 UNL     1      -1.923  -3.490  -8.377  1.00  0.00           H  
HETATM  109  H45 UNL     1       0.549  -1.423  -7.276  1.00  0.00           H  
HETATM  110  H46 UNL     1       1.669   2.821  -6.357  1.00  0.00           H  
HETATM  111  H47 UNL     1       3.026   0.956  -6.672  1.00  0.00           H  
HETATM  112  H48 UNL     1       0.468  -2.352  -5.204  1.00  0.00           H  
HETATM  113  H49 UNL     1       0.299  -0.169  -4.426  1.00  0.00           H  
HETATM  114  H50 UNL     1       3.467  -7.208   0.403  1.00  0.00           H  
HETATM  115  H51 UNL     1       1.709  -7.124   0.943  1.00  0.00           H  
HETATM  116  H52 UNL     1       2.292  -5.809   2.862  1.00  0.00           H  
HETATM  117  H53 UNL     1       3.354  -7.220   2.783  1.00  0.00           H  
HETATM  118  H54 UNL     1       4.457  -4.682   1.548  1.00  0.00           H  
HETATM  119  H55 UNL     1       5.183  -6.210   2.002  1.00  0.00           H  
HETATM  120  H56 UNL     1       4.858  -5.927   4.405  1.00  0.00           H  
HETATM  121  H57 UNL     1       4.953  -3.656   5.182  1.00  0.00           H  
HETATM  122  H58 UNL     1       4.227  -2.976   2.226  1.00  0.00           H  
HETATM  123  H59 UNL     1       3.604  -2.221   3.693  1.00  0.00           H  
HETATM  124  H60 UNL     1       6.628  -2.221   2.874  1.00  0.00           H  
HETATM  125  H61 UNL     1       6.405   0.103   3.453  1.00  0.00           H  
HETATM  126  H62 UNL     1       4.476   0.514   4.960  1.00  0.00           H  
HETATM  127  H63 UNL     1       3.380  -0.515   4.012  1.00  0.00           H  
HETATM  128  H64 UNL     1       3.859   0.809   1.913  1.00  0.00           H  
HETATM  129  H65 UNL     1       3.638   3.114   2.317  1.00  0.00           H  
HETATM  130  H66 UNL     1       4.739   3.880   4.429  1.00  0.00           H  
HETATM  131  H67 UNL     1       4.402   2.348   5.223  1.00  0.00           H  
HETATM  132  H68 UNL     1       1.864   2.971   5.018  1.00  0.00           H  
HETATM  133  H69 UNL     1       1.517   5.216   5.949  1.00  0.00           H  
HETATM  134  H70 UNL     1       4.031   6.437   4.873  1.00  0.00           H  
HETATM  135  H71 UNL     1       3.064   6.928   6.260  1.00  0.00           H  
HETATM  136  H72 UNL     1       5.434   4.957   6.341  1.00  0.00           H  
HETATM  137  H73 UNL     1       5.296   6.639   6.822  1.00  0.00           H  
HETATM  138  H74 UNL     1       3.931   6.168   8.694  1.00  0.00           H  
HETATM  139  H75 UNL     1       5.307   5.067   8.642  1.00  0.00           H  
HETATM  140  H76 UNL     1       3.990   3.151   7.926  1.00  0.00           H  
HETATM  141  H77 UNL     1       2.501   4.111   7.797  1.00  0.00           H  
HETATM  142  H78 UNL     1       3.217   4.878  10.279  1.00  0.00           H  
HETATM  143  H79 UNL     1       2.297   3.356   9.966  1.00  0.00           H  
HETATM  144  H80 UNL     1       4.058   3.277  10.230  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   76   77
CONECT    7    8   78   79
CONECT    8    9   80   81
CONECT    9   10   82   83
CONECT   10   11   84   85
CONECT   11   12   86   87
CONECT   12   13   88   89
CONECT   13   14   90   91
CONECT   14   15   92   93
CONECT   15   16   94   95
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   96   97
CONECT   20   21   42   98
CONECT   21   22   99  100
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25  101
CONECT   26   27
CONECT   27   28   40  102
CONECT   28   29   30  103
CONECT   29  104
CONECT   30   31   32  105
CONECT   31  106
CONECT   32   33   34  107
CONECT   33  108
CONECT   34   35   40  109
CONECT   35   36
CONECT   36   37   37   38   39
CONECT   38  110
CONECT   39  111
CONECT   40   41  112
CONECT   41  113
CONECT   42   43
CONECT   43   44   44   45
CONECT   45   46  114  115
CONECT   46   47  116  117
CONECT   47   48  118  119
CONECT   48   49   49  120
CONECT   49   50  121
CONECT   50   51  122  123
CONECT   51   52   52  124
CONECT   52   53  125
CONECT   53   54  126  127
CONECT   54   55   55  128
CONECT   55   56  129
CONECT   56   57  130  131
CONECT   57   58   59  132
CONECT   58   59
CONECT   59   60  133
CONECT   60   61  134  135
CONECT   61   62  136  137
CONECT   62   63  138  139
CONECT   63   64  140  141
CONECT   64  142  143  144
END

HMDB0260457
     RDKit          3D
PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S))
144145  0  0  0  0  0  0  0  0999 V2000
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    4.0583    3.2773   10.2295 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,3S)-3-({[(2R)-3-(hexadecanoyloxy)-2-{[(5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2,4,5,6-tetrahydroxycyclohexyl]oxy}phosphonate	Generator

Chemical Formula

C₄₅H₈₀O₁₇P₂

Average Molecular Weight

955.066

Monoisotopic Molecular Weight

954.487075112

IUPAC Name

{[(1R,3S)-3-({[(2R)-3-(hexadecanoyloxy)-2-{[(5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2,4,5,6-tetrahydroxycyclohexyl]oxy}phosphonic acid

Traditional Name

[(1R,3S)-3-{[(2R)-3-(hexadecanoyloxy)-2-{[(5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoyl]oxy}propoxy(hydroxy)phosphoryl]oxy}-2,4,5,6-tetrahydroxycyclohexyl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](OP(O)(O)=O)C1O)OC(=O)CCC\C=C/C\C=C/C\C=C/CC1OC1CCCCC

InChI Identifier

InChI=1S/C45H80O17P2/c1-3-5-7-8-9-10-11-12-13-17-20-23-27-31-38(46)57-33-35(34-58-64(55,56)62-45-42(50)40(48)41(49)44(43(45)51)61-63(52,53)54)59-39(47)32-28-24-21-18-15-14-16-19-22-26-30-37-36(60-37)29-25-6-4-2/h14,16,18,21-22,26,35-37,40-45,48-51H,3-13,15,17,19-20,23-25,27-34H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-,21-18-,26-22-/t35-,36?,37?,40?,41?,42?,43?,44-,45+/m1/s1

InChI Key

PDDNXGQAIVSFLL-MAYQWUJDSA-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: HMDB0260457)

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	6.03	ALOGPS
logP	8.26	ChemAxon
logS	-4.9	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	268.57 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	242.72 m³·mol⁻¹	ChemAxon
Polarizability	105.16 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]+	299.179	32859911
AllCCS	[M+H-H2O]+	299.585	32859911
AllCCS	[M+Na]+	298.639	32859911
AllCCS	[M+NH4]+	298.765	32859911
AllCCS	[M-H]-	300.808	32859911
AllCCS	[M+Na-2H]-	307.379	32859911
AllCCS	[M+HCOO]-	314.559	32859911
DeepCCS	[M+H]+	274.803	30932474
DeepCCS	[M-H]-	272.978	30932474
DeepCCS	[M-2H]-	306.223	30932474
DeepCCS	[M+Na]+	280.409	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(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)) (HMDB0260457)

MOL for HMDB0260457 (PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)))

3D MOL for HMDB0260457 (PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)))

3D SDF for HMDB0260457 (PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)))

3D-SDF for HMDB0260457 (PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)))

PDB for HMDB0260457 (PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)))

3D PDB for HMDB0260457 (PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)))

SMILES for HMDB0260457 (PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)))

INCHI for HMDB0260457 (PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)))

Structure for HMDB0260457 (PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)))

3D Structure for HMDB0260457 (PIP(16:0/20:3(5Z,8Z,11Z)-O(14R,15S)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices