NP-MRD: Showing NP-Card for PIP3(16:0/16:0) (NP0090826)

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Record Information

Version

2.0

Created at

2022-05-11 18:23:31 UTC

Updated at

2022-05-11 18:23:31 UTC

NP-MRD ID

NP0090826

Secondary Accession Numbers

None

Natural Product Identification

Common Name

PIP3(16:0/16:0)

Description

PIP3(16:0/16:0), Also known as pip3(32:0), Belongs to the class of organic compounds known as phosphatidylinositol-3,4,5-trisphosphates. These are phosphatidylinositol bisphosphates in which the inositol moiety is substituted by a phosphate group at the C-3, C-4, and C-5 positions. PIP3(16:0/16:0) Is an extremely weak basic (essentially neutral) compound (based on its pKa). Pip3(16:0/16:0) Can be biosynthesized from pip2(16:0/16:0) Through its interaction with the enzymes gtpase hras with GTP and phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha isoform. In humans, pip3(16:0/16:0) Is involved in intracellular signalling through adenosine receptor A2B and adenosine. PIP3(16:0/16:0) Is a phosphatidylinositol trisphosphate. The most important phosphatidylinositol trisphosphate in both quantitative and biological terms is phosphatidylinositol 3,4,5-triphosphate. PIP3(16:0/16:0), In particular, consists of one chain of palmitic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidylinositol trisphosphates 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. Phosphatidylinositols phosphates are usually present at low levels only in tissues, typically at about 1 to 3% of the concentration of phosphatidylinositol. Phosphatidylinositol trisphosphates are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to a trisphosphorylated inositol (hexahydroxycyclohexane). The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241200302D          

 68 68  0  0  1  0            999 V2000
   35.0422   -6.0289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   35.9136   -4.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0801   -5.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3631   -4.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4525   -6.1043    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   36.2983   -5.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8991   -5.6996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1320   -5.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.5464   -5.9589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1358   -5.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4777   -4.1467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3045   -4.0214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9355   -5.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0778   -5.6961    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.2200   -5.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7932   -5.6961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3624   -5.6961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8456   -5.2621    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   32.4274   -6.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8489   -4.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3543   -6.6996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8651   -6.7836    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   40.4487   -6.6684    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   40.4487   -7.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7756   -5.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4165   -6.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.0674   -4.6069    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   41.0635   -3.7819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.9070   -4.9872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.3796   -5.2871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1561   -3.4498    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   39.1411   -2.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0392   -3.7812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.4977   -4.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9309   -5.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6454   -5.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3598   -5.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0743   -5.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7888   -5.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5032   -5.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2177   -5.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9322   -5.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6466   -5.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3611   -5.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0756   -5.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7900   -5.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5045   -5.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2190   -5.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9335   -5.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6479   -5.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6479   -4.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9228   -6.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6373   -7.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3518   -6.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0662   -7.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7807   -6.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4952   -7.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2096   -6.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9241   -7.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6386   -6.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3530   -7.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0675   -6.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7820   -7.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4964   -6.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2109   -7.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9254   -6.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6399   -7.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6399   -7.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  1  6  1  1  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  5  1  0  0  0  0
 10  4  1  0  0  0  0
  3 11  1  0  0  0  0
  6 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 13 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 18  7  1  0  0  0  0
 14 21  1  6  0  0  0
 14 22  1  1  0  0  0
 23  9  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
 27 30  1  0  0  0  0
 10 27  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 11 31  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 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 17  1  0  0  0  0
 50 51  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 21  1  0  0  0  0
 67 68  2  0  0  0  0
M  END

     RDKit          3D

149149  0  0  0  0  0  0  0  0999 V2000
   -1.7106   -5.5666   -0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8017   -4.6243   -0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1878   -3.3995    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -2.5288    0.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8108   -1.2595    1.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0003   -0.4693    2.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7264    0.8266    2.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9613    0.6518    4.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7975    2.0270    4.6706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747    1.8661    5.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6836    1.3957    5.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3298    2.3721    5.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596    1.7120    5.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250    0.5508    4.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    0.8380    3.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212    1.6320    2.3301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5514    2.9040    2.3371 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2545    1.2444    1.5570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5565    2.0305    0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0588    2.5453   -0.5374 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2134    3.2598   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3647    2.5378   -0.3557 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977    3.5676   -0.5142 P   0  0  2  0  0  5  0  0  0  0  0  0
    3.6850    4.6213    0.5971 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5548    4.4353   -1.9738 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1484    2.7449   -0.4691 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8881    2.9746    0.7152 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1398    3.6902    0.4188 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2262    3.9142   -0.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4036    3.0038    0.8293 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5311    3.5217    0.2160 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6312    4.1449    1.3689 P   0  0  1  0  0  5  0  0  0  0  0  0
   11.7161    4.8956    0.6503 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8612    5.1376    2.4827 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3686    2.8171    2.1445 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3074    1.4984    0.6415 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0001    1.1425   -0.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2463    0.1104   -1.2069 P   0  0  1  0  0  5  0  0  0  0  0  0
   10.4991    0.3738   -0.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8016   -1.5007   -0.9169 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4955    0.4228   -2.8383 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2592    1.0531    1.6519 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8015    1.3886    2.9062 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0998    0.0336    3.8537 P   0  0  1  0  0  5  0  0  0  0  0  0
    8.6332    0.5206    5.1801 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6972   -0.8600    4.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2981   -0.9385    3.1502 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9533    1.7301    1.5047 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0696    0.7728    0.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6394    2.1547   -2.7891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9386    4.1040   -2.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3058    3.6489   -2.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.8947    0.3036   -2.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5981   -0.8871   -2.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1237   -2.2626   -2.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5347   -4.1224   -2.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2575   -4.3534   -3.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8013   -5.7766   -3.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0237   -7.3943   -4.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7513   -7.4850   -5.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2015   -6.4205   -1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0981   -5.8674    0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4287   -5.2065    0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4604   -4.3322   -1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6438   -2.8488   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9045   -2.2390    0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9915   -3.0646    1.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2141   -1.6180    2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240   -0.7379    0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6399   -1.0997    2.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7092    1.3265    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2611    1.5275    2.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241200302D          

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M  END
> <DATABASE_ID>
NP0090826

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C41H82O22P4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)57-31-33(59-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-58-67(55,56)63-38-36(44)39(60-64(46,47)48)41(62-66(52,53)54)40(37(38)45)61-65(49,50)51/h33,36-41,44-45H,3-32H2,1-2H3,(H,55,56)(H2,46,47,48)(H2,49,50,51)(H2,52,53,54)/t33-,36?,37?,38-,39+,40?,41?/m1/s1

> <INCHI_KEY>
ZSZXYWFCIKKZBT-LBWXJXETSA-N

> <FORMULA>
C41H82O22P4

> <MOLECULAR_WEIGHT>
1050.9716

> <EXACT_MASS>
1050.424820356

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
108.43512213175046

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(3s,5S)-3-({[(2R)-2,3-bis(hexadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2,4-dihydroxy-5,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
8.623357796000002

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-7

> <JCHEM_PKA>
0.8765603748764539

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.3812215552389957

> <JCHEM_PKA_STRONGEST_BASIC>
-3.689092099062057

> <JCHEM_POLAR_SURFACE_AREA>
349.09999999999997

> <JCHEM_REFRACTIVITY>
243.18650000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
44

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3s,5S)-3-{[(2R)-2,3-bis(hexadecanoyloxy)propoxy(hydroxy)phosphoryl]oxy}-2,4-dihydroxy-5,6-bis(phosphonooxy)cyclohexyl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      65.412 -11.254   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      67.039  -8.588   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      71.083  -9.627   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      73.478  -8.566   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      71.778 -11.395   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      67.757 -10.288   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      63.278 -10.639   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      65.580  -9.418   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      73.820 -11.123   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      74.920  -9.417   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      71.825  -7.741   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      67.768  -7.507   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      57.746  -9.709   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      56.145 -10.633   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      54.544  -9.709   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      59.347 -10.633   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      52.943 -10.633   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      61.312  -9.823   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      60.531 -11.476   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      61.318  -8.283   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      54.795 -12.506   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0      57.615 -12.663   0.000  0.00  0.00           H+0
HETATM   23  P   UNK     0      75.504 -12.448   0.000  0.00  0.00           P+0
HETATM   24  O   UNK     0      75.504 -13.988   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      76.114 -10.905   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      77.311 -11.683   0.000  0.00  0.00           O+0
HETATM   27  P   UNK     0      76.659  -8.600   0.000  0.00  0.00           P+0
HETATM   28  O   UNK     0      76.652  -7.060   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      78.226  -9.309   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      77.242  -9.869   0.000  0.00  0.00           O+0
HETATM   31  P   UNK     0      73.091  -6.440   0.000  0.00  0.00           P+0
HETATM   32  O   UNK     0      73.063  -4.900   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      74.740  -7.058   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      73.729  -7.905   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      31.604 -10.633   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      32.938  -9.863   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      34.272 -10.633   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      35.605  -9.863   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      36.939 -10.633   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      38.273  -9.863   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      39.606 -10.633   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      40.940  -9.863   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      42.274 -10.633   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      43.607  -9.863   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      44.941 -10.633   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      46.275  -9.863   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      47.608 -10.633   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      48.942  -9.863   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      50.276 -10.633   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      51.609  -9.863   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      51.609  -8.323   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      33.456 -12.506   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      34.790 -13.276   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      36.123 -12.506   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      37.457 -13.276   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      38.791 -12.506   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      40.124 -13.276   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      41.458 -12.506   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      42.792 -13.276   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      44.125 -12.506   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      45.459 -13.276   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      46.793 -12.506   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      48.126 -13.276   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      49.460 -12.506   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      50.794 -13.276   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      52.127 -12.506   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      53.461 -13.276   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      53.461 -14.816   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    1   12                                                  
CONECT    7    1   18                                                       
CONECT    8    2                                                            
CONECT    9    5   23                                                       
CONECT   10    4   27                                                       
CONECT   11    3   31                                                       
CONECT   12    6                                                            
CONECT   13   14   16                                                       
CONECT   14   13   15   21   22                                             
CONECT   15   14   17                                                       
CONECT   16   13   18                                                       
CONECT   17   15   50                                                       
CONECT   18   16   19   20    7                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   14   67                                                       
CONECT   22   14                                                            
CONECT   23    9   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23                                                            
CONECT   27   28   29   30   10                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
CONECT   31   32   33   34   11                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31                                                            
CONECT   35   36                                                            
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   17   51                                                  
CONECT   51   50                                                            
CONECT   52   53                                                            
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   21   68                                                  
CONECT   68   67                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  136    0
END

View in JSmol

Synonyms

Value	Source
1,2-Dihexadecanoyl-rac-glycero-3-phospho-(1'-myo-inositol-3',4',5'-trisphosphate)	HMDB
1,2-Dipalmitoyl-rac-glycero-3-phosphoinositol-trisphosphate	HMDB
Phosphatidylinositol triphosphate(16:0/16:0)	HMDB
Phosphatidylinositol triphosphate(32:0)	HMDB
PIP3(32:0)	HMDB
PIP3[3',4',5'](16:0/16:0)	HMDB

Chemical Formula

C₄₁H₈₂O₂₂P₄

Average Mass

1050.9716 Da

Monoisotopic Mass

1050.42482 Da

IUPAC Name

{[(3s,5S)-3-({[(2R)-2,3-bis(hexadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2,4-dihydroxy-5,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid

Traditional Name

[(3s,5S)-3-{[(2R)-2,3-bis(hexadecanoyloxy)propoxy(hydroxy)phosphoryl]oxy}-2,4-dihydroxy-5,6-bis(phosphonooxy)cyclohexyl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C41H82O22P4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)57-31-33(59-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-58-67(55,56)63-38-36(44)39(60-64(46,47)48)41(62-66(52,53)54)40(37(38)45)61-65(49,50)51/h33,36-41,44-45H,3-32H2,1-2H3,(H,55,56)(H2,46,47,48)(H2,49,50,51)(H2,52,53,54)/t33-,36?,37?,38-,39+,40?,41?/m1/s1

InChI Key

ZSZXYWFCIKKZBT-LBWXJXETSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylinositol-3,4,5-trisphosphates. These are phosphatidylinositol bisphosphates in which the inositol moiety is substituted by a phosphate group at the C-3, C-4, and C-5 positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoinositol phosphates

Direct Parent

Phosphatidylinositol-3,4,5-trisphosphates

Alternative Parents

Substituents

Diacylglycerophosphoinositol-3,4,5-trisphosphate
Diacylglycerophosphoinositol
Glycerophosphoinositol
Inositol phosphate
Cyclohexanol
Dialkyl phosphate
Monoalkyl phosphate
Fatty acid ester
Cyclitol or derivatives
Dicarboxylic acid or derivatives
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	4.07	ALOGPS
logP	8.62	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	0.38	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-7	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	349.1 Å²	ChemAxon
Rotatable Bond Count	44	ChemAxon
Refractivity	243.19 m³·mol⁻¹	ChemAxon
Polarizability	108.44 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0010147

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB027330

KNApSAcK ID

Not Available

Chemspider ID

24768024

KEGG Compound ID

C00626

BioCyc ID

Phosphatidylinositols

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for PIP3(16:0/16:0) (NP0090826)

MOL for NP0090826 (PIP3(16:0/16:0))

3D MOL for NP0090826 (PIP3(16:0/16:0))

3D SDF for NP0090826 (PIP3(16:0/16:0))

3D-SDF for NP0090826 (PIP3(16:0/16:0))

PDB for NP0090826 (PIP3(16:0/16:0))

3D PDB for NP0090826 (PIP3(16:0/16:0))

SMILES for NP0090826 (PIP3(16:0/16:0))

INCHI for NP0090826 (PIP3(16:0/16:0))

Structure for NP0090826 (PIP3(16:0/16:0))

3D Structure for NP0090826 (PIP3(16:0/16:0))