NP-MRD: Showing NP-Card for PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) (NP0339323)

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Record Information

Version

2.0

Created at

2024-09-11 21:08:12 UTC

Updated at

2024-09-11 21:08:12 UTC

NP-MRD ID

NP0339323

Secondary Accession Numbers

None

Natural Product Identification

Common Name

PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))

Description

PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), also known as PGP(18:1/22:6) Or PGP(40:7), Belongs to the class of organic compounds known as phosphatidylglycerophosphates. These are glycerophosphoglycerophosphates in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is an extremely weak basic (essentially neutral) compound (based on its pKa). It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Finally, phosphatidylglycerol is formed by the action of specific phosphatases.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303252017112D          

 63 62  0  0  1  0            999 V2000
   22.6022   -3.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9271   -3.5784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.2520   -3.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2774   -3.5784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5769   -3.5784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4003   -4.3580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9524   -3.1886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5627   -2.5134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3422   -3.8637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6276   -2.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3027   -3.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9778   -2.7988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.6529   -3.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5149   -4.3877    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.2908   -2.7621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5541   -2.1139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.3658   -2.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7162   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4306   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1451   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8596   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5741   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2886   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0031   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7175   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4321   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1465   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8610   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5755   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2900   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0045   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7189   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4334   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1479   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8623   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8623   -2.3408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6817   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3962   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1107   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8252   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5396   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2541   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9686   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6831   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3976   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1120   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8265   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5410   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2555   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9700   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6844   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3989   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1134   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8279   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5423   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2568   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9713   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6859   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6859   -5.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0308   -3.1267    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   28.7709   -3.4913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3955   -2.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6662   -3.8667    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  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  2 14  1  1  0  0  0
 13 15  1  0  0  0  0
 12 16  1  6  0  0  0
 12 17  1  1  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  2  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  2  0  0  0  0
  5 35  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  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
 58  6  1  0  0  0  0
 58 59  2  0  0  0  0
 61 60  2  0  0  0  0
 62 60  1  0  0  0  0
 63 60  1  0  0  0  0
 15 60  1  0  0  0  0
M  END


  Mrv1652303252017112D          

 63 62  0  0  1  0            999 V2000
   22.6022   -3.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9271   -3.5784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.2520   -3.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2774   -3.5784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5769   -3.5784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4003   -4.3580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9524   -3.1886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5627   -2.5134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3422   -3.8637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6276   -2.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3027   -3.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9778   -2.7988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.6529   -3.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5149   -4.3877    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.2908   -2.7621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5541   -2.1139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.3658   -2.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7162   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4306   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1451   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8596   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5741   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2886   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0031   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7175   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4321   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1465   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8610   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5755   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2900   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0045   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7189   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4334   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1479   -3.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8623   -3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8623   -2.3408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6817   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3962   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1107   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8252   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5396   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2541   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9686   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6831   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3976   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1120   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8265   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5410   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2555   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9700   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6844   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3989   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1134   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8279   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5423   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2568   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9713   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6859   -4.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6859   -5.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0308   -3.1267    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   28.7709   -3.4913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3955   -2.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6662   -3.8667    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  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  2 14  1  1  0  0  0
 13 15  1  0  0  0  0
 12 16  1  6  0  0  0
 12 17  1  1  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  2  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  2  0  0  0  0
  5 35  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  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
 58  6  1  0  0  0  0
 58 59  2  0  0  0  0
 61 60  2  0  0  0  0
 62 60  1  0  0  0  0
 63 60  1  0  0  0  0
 15 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339323

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C46H78O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-19,21-23,26,28,32,34,43-44,47H,3-4,6,8-10,12,14-16,20,24-25,27,29-31,33,35-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b7-5-,13-11-,19-17-,22-21-,23-18-,28-26-,34-32-/t43-,44+/m0/s1

> <INCHI_KEY>
IJLGTUSMDTXIPD-JJTNLPPNSA-N

> <FORMULA>
C46H78O13P2

> <MOLECULAR_WEIGHT>
901.0512

> <EXACT_MASS>
900.491765606

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
139

> <JCHEM_AVERAGE_POLARIZABILITY>
99.53738135103984

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-3-({[(2R)-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid

> <ALOGPS_LOGP>
7.63

> <JCHEM_LOGP>
11.836583211333334

> <ALOGPS_LOGS>
-6.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.04020614366377

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3548792963912315

> <JCHEM_PKA_STRONGEST_BASIC>
-3.410499386302644

> <JCHEM_POLAR_SURFACE_AREA>
195.35

> <JCHEM_REFRACTIVITY>
250.8060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
43

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-{[(2R)-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAR-20         0                                  
HETATM    1  C   UNK     0      42.191  -5.952   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      40.931  -6.680   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      39.670  -5.952   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      43.451  -6.680   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      38.410  -6.680   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      39.947  -8.135   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      44.711  -5.952   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      43.984  -4.692   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      45.439  -7.212   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      45.972  -5.224   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      47.232  -5.952   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      48.492  -5.224   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      49.752  -5.952   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      42.028  -8.190   0.000  0.00  0.00           H+0
HETATM   15  O   UNK     0      50.943  -5.156   0.000  0.00  0.00           O+0
HETATM   16  H   UNK     0      49.568  -3.946   0.000  0.00  0.00           H+0
HETATM   17  O   UNK     0      47.349  -3.946   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      14.404  -5.910   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.737  -6.680   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.071  -5.910   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.405  -6.680   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.738  -5.910   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.072  -6.680   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.406  -5.910   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.739  -6.680   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.073  -5.910   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      26.407  -5.910   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.741  -6.680   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      29.074  -5.910   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      30.408  -6.680   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      31.742  -5.910   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      33.075  -6.680   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      34.409  -5.910   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      35.743  -6.680   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      37.076  -5.910   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      37.076  -4.369   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      10.606  -8.135   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.940  -8.905   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.273  -8.135   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.607  -8.135   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      15.941  -8.905   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.274  -8.135   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.608  -8.135   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      19.942  -8.905   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      21.276  -8.135   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      22.609  -8.135   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      23.943  -8.905   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      25.277  -8.135   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      26.610  -8.135   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      27.944  -8.905   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      29.278  -8.135   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      30.611  -8.135   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      31.945  -8.905   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      33.279  -8.135   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      34.612  -8.135   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      35.946  -8.905   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      37.280  -8.135   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      38.614  -8.905   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      38.614 -10.445   0.000  0.00  0.00           O+0
HETATM   60  P   UNK     0      52.324  -5.837   0.000  0.00  0.00           P+0
HETATM   61  O   UNK     0      53.706  -6.517   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      53.005  -4.455   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      51.644  -7.218   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   14                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   35                                                       
CONECT    6    2   58                                                       
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16   17                                             
CONECT   13   12   15                                                       
CONECT   14    2                                                            
CONECT   15   13   60                                                       
CONECT   16   12                                                            
CONECT   17   12                                                            
CONECT   18   19                                                            
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   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    5                                                  
CONECT   36   35                                                            
CONECT   37   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   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    6   59                                                  
CONECT   59   58                                                            
CONECT   60   61   62   63   15                                             
CONECT   61   60                                                            
CONECT   62   60                                                            
CONECT   63   60                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  124    0
END

View in JSmol

Synonyms

Value	Source
1-Oleoyl-2-docosahexaenoyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)	HMDB
3-sn-Phosphatidyl-1'-sn-glycerol 3'-phosphoric acid	HMDB
PGP(18:1/22:6)	HMDB
PGP(18:1n9/22:6n3)	HMDB
PGP(18:1W9/22:6W3)	HMDB
PGP(40:7)	HMDB
1-(9Z-Octadecenoyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)	HMDB
PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))	Lipid Annotator

Chemical Formula

C₄₆H₇₈O₁₃P₂

Average Mass

901.0512 Da

Monoisotopic Mass

900.49177 Da

IUPAC Name

[(2S)-3-({[(2R)-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid

Traditional Name

(2S)-3-{[(2R)-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC

InChI Identifier

InChI=1S/C46H78O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-19,21-23,26,28,32,34,43-44,47H,3-4,6,8-10,12,14-16,20,24-25,27,29-31,33,35-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b7-5-,13-11-,19-17-,22-21-,23-18-,28-26-,34-32-/t43-,44+/m0/s1

InChI Key

IJLGTUSMDTXIPD-JJTNLPPNSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylglycerophosphates. These are glycerophosphoglycerophosphates in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoglycerophosphates

Direct Parent

Phosphatidylglycerophosphates

Alternative Parents

Substituents

Diacylglycerophosphoglycerophosphate
Sn-glycerol-3-phosphate
Fatty acid ester
Monoalkyl phosphate
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	7.63	ALOGPS
logP	11.84	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	1.35	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	195.35 Å²	ChemAxon
Rotatable Bond Count	43	ChemAxon
Refractivity	250.81 m³·mol⁻¹	ChemAxon
Polarizability	99.54 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0013546

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029546

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

53481864

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) (NP0339323)

MOL for NP0339323 (PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)))

3D MOL for NP0339323 (PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)))

3D SDF for NP0339323 (PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)))

3D-SDF for NP0339323 (PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)))

PDB for NP0339323 (PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)))

3D PDB for NP0339323 (PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)))

SMILES for NP0339323 (PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)))

INCHI for NP0339323 (PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)))

Structure for NP0339323 (PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)))

3D Structure for NP0339323 (PGP(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)))