NP-MRD: Showing NP-Card for PGP(18:1(9Z)/20:3(5Z,8Z,11Z)) (NP0339317)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 21:05:03 UTC

Updated at

2024-09-11 21:05:04 UTC

NP-MRD ID

NP0339317

Secondary Accession Numbers

None

Natural Product Identification

Common Name

PGP(18:1(9Z)/20:3(5Z,8Z,11Z))

Description

PGP(18:1(9Z)/20:3(5Z,8Z,11Z)), also known as PGP(18:1/20:3) Or PGP(38:4), 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)/20:3(5Z,8Z,11Z)) is an extremely weak basic (essentially neutral) compound (based on its pKa). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the mead acid moiety is derived from fish oils, liver and kidney.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303252017112D          

139138  0  0  1  0            999 V2000
   21.8825   -3.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2074   -3.5776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5323   -3.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5577   -3.5776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8571   -3.5776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6806   -4.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2328   -3.1879    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.8430   -2.5127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6226   -3.8630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9079   -2.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5830   -3.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2581   -2.7981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.9333   -3.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7951   -4.3869    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.5711   -2.7614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8345   -2.1131    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.6461   -2.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9964   -3.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7110   -3.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4254   -3.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1399   -3.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8544   -3.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5689   -3.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2834   -3.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9978   -3.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7123   -3.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4268   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1412   -3.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8557   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5703   -3.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2848   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9992   -3.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7137   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4282   -3.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1427   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1427   -2.3401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3910   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1054   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8200   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5345   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2490   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9634   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6779   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3924   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1068   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8213   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5358   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2502   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9648   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6793   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3938   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1082   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8227   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5372   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2516   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9661   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9661   -5.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3112   -3.1260    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   28.0512   -3.4906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6758   -2.3859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9465   -3.8661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5383   -2.3812    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.2722   -2.3971    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9478   -2.4020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.2580   -2.2857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.3937   -4.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.3588   -4.1674    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0329   -3.9793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.6153   -4.0008    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.3650   -3.9415    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.8208   -1.2457    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1553   -2.1653    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3320   -2.5041    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2420   -3.9685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5195   -4.3065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0356   -4.3517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9548   -2.2157    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7117   -2.1701    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9776   -4.3352    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4936   -4.2899    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4928   -2.1783    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1873   -2.2389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4238   -4.3253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9424   -4.2969    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9101   -2.1526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6483   -2.2183    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9251   -4.3339    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5593   -4.2560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5995   -2.2066    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5348   -2.2033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0090   -4.3337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6544   -4.2651    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5229   -2.2826    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1962   -2.2312    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1678   -4.3433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1447   -4.2898    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8605   -2.2667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6705   -2.2080    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6622   -4.3217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3035   -4.3259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3293   -2.2554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.9771   -2.1516    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.2812   -4.3489    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.8133   -4.2974    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6384   -4.0954    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6737   -5.3493    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5017   -5.6738    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4724   -3.5415    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1068   -3.6226    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2433   -5.6467    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1496   -5.7661    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1586   -3.6731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6786   -3.5918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8514   -5.7036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5627   -5.7513    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6052   -3.6411    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1236   -3.6014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2886   -5.7432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9528   -5.7652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0612   -3.6031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5815   -3.5982    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1011   -5.7724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0509   -5.7076    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0179   -3.6695    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6529   -3.6147    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1419   -5.7119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0696   -5.8091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0683   -3.6948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1799   -3.6434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.2587   -5.7922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1664   -5.7737    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4487   -3.6845    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.9731   -3.5823    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.3494   -5.7645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.9726   -5.6451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.9095   -3.6247    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.4403   -3.6223    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.5275   -2.2283    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.6029   -4.4860    0.0000 H   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  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  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  1  0  0  0  0
 55 56  1  0  0  0  0
 56  6  1  0  0  0  0
 56 57  2  0  0  0  0
 59 58  2  0  0  0  0
 60 58  1  0  0  0  0
 61 58  1  0  0  0  0
 15 58  1  0  0  0  0
  1 62  1  0  0  0  0
  1 63  1  0  0  0  0
  3 64  1  0  0  0  0
  3 65  1  0  0  0  0
  9 66  1  0  0  0  0
 11 67  1  0  0  0  0
 11 68  1  0  0  0  0
 13 69  1  0  0  0  0
 13 70  1  0  0  0  0
 17 71  1  0  0  0  0
 18 72  1  0  0  0  0
 18 73  1  0  0  0  0
 18 74  1  0  0  0  0
 19 75  1  0  0  0  0
 19 76  1  0  0  0  0
 20 77  1  0  0  0  0
 20 78  1  0  0  0  0
 21 79  1  0  0  0  0
 21 80  1  0  0  0  0
 22 81  1  0  0  0  0
 22 82  1  0  0  0  0
 23 83  1  0  0  0  0
 23 84  1  0  0  0  0
 24 85  1  0  0  0  0
 24 86  1  0  0  0  0
 25 87  1  0  0  0  0
 25 88  1  0  0  0  0
 26 89  1  0  0  0  0
 27 90  1  0  0  0  0
 28 91  1  0  0  0  0
 28 92  1  0  0  0  0
 29 93  1  0  0  0  0
 29 94  1  0  0  0  0
 30 95  1  0  0  0  0
 30 96  1  0  0  0  0
 31 97  1  0  0  0  0
 31 98  1  0  0  0  0
 32 99  1  0  0  0  0
 32100  1  0  0  0  0
 33101  1  0  0  0  0
 33102  1  0  0  0  0
 34103  1  0  0  0  0
 34104  1  0  0  0  0
 37105  1  0  0  0  0
 37106  1  0  0  0  0
 37107  1  0  0  0  0
 38108  1  0  0  0  0
 38109  1  0  0  0  0
 39110  1  0  0  0  0
 39111  1  0  0  0  0
 40112  1  0  0  0  0
 40113  1  0  0  0  0
 41114  1  0  0  0  0
 41115  1  0  0  0  0
 42116  1  0  0  0  0
 42117  1  0  0  0  0
 43118  1  0  0  0  0
 43119  1  0  0  0  0
 44120  1  0  0  0  0
 44121  1  0  0  0  0
 45122  1  0  0  0  0
 46123  1  0  0  0  0
 47124  1  0  0  0  0
 47125  1  0  0  0  0
 48126  1  0  0  0  0
 49127  1  0  0  0  0
 50128  1  0  0  0  0
 50129  1  0  0  0  0
 51130  1  0  0  0  0
 52131  1  0  0  0  0
 53132  1  0  0  0  0
 53133  1  0  0  0  0
 54134  1  0  0  0  0
 54135  1  0  0  0  0
 55136  1  0  0  0  0
 55137  1  0  0  0  0
 60138  1  0  0  0  0
 61139  1  0  0  0  0
M  END


  Mrv1652303252017112D          

139138  0  0  1  0            999 V2000
   21.8825   -3.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2074   -3.5776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5323   -3.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5577   -3.5776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8571   -3.5776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6806   -4.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2328   -3.1879    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.8430   -2.5127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6226   -3.8630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9079   -2.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5830   -3.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2581   -2.7981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.9333   -3.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7951   -4.3869    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.5711   -2.7614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8345   -2.1131    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.6461   -2.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9964   -3.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7110   -3.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4254   -3.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1399   -3.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8544   -3.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5689   -3.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2834   -3.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9978   -3.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7123   -3.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4268   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1412   -3.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8557   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5703   -3.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2848   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9992   -3.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7137   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4282   -3.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1427   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1427   -2.3401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3910   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1054   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8200   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5345   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2490   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9634   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6779   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3924   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1068   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8213   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5358   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2502   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9648   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6793   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3938   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1082   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8227   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5372   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2516   -4.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9661   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9661   -5.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3112   -3.1260    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   28.0512   -3.4906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6758   -2.3859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9465   -3.8661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5383   -2.3812    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.2722   -2.3971    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9478   -2.4020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.2580   -2.2857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.3937   -4.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.3588   -4.1674    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0329   -3.9793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.6153   -4.0008    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.3650   -3.9415    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.8208   -1.2457    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1553   -2.1653    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3320   -2.5041    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2420   -3.9685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5195   -4.3065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0356   -4.3517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9548   -2.2157    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7117   -2.1701    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9776   -4.3352    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4936   -4.2899    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4928   -2.1783    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1873   -2.2389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4238   -4.3253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9424   -4.2969    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9101   -2.1526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6483   -2.2183    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9251   -4.3339    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5593   -4.2560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5995   -2.2066    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5348   -2.2033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0090   -4.3337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6544   -4.2651    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5229   -2.2826    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1962   -2.2312    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1678   -4.3433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1447   -4.2898    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8605   -2.2667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6705   -2.2080    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6622   -4.3217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3035   -4.3259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3293   -2.2554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.9771   -2.1516    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.2812   -4.3489    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.8133   -4.2974    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6384   -4.0954    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6737   -5.3493    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5017   -5.6738    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4724   -3.5415    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1068   -3.6226    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2433   -5.6467    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1496   -5.7661    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1586   -3.6731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6786   -3.5918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8514   -5.7036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5627   -5.7513    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6052   -3.6411    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1236   -3.6014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2886   -5.7432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9528   -5.7652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0612   -3.6031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5815   -3.5982    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1011   -5.7724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0509   -5.7076    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0179   -3.6695    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6529   -3.6147    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1419   -5.7119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0696   -5.8091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0683   -3.6948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1799   -3.6434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.2587   -5.7922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1664   -5.7737    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4487   -3.6845    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.9731   -3.5823    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.3494   -5.7645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.9726   -5.6451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.9095   -3.6247    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.4403   -3.6223    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.5275   -2.2283    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.6029   -4.4860    0.0000 H   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  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  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  1  0  0  0  0
 55 56  1  0  0  0  0
 56  6  1  0  0  0  0
 56 57  2  0  0  0  0
 59 58  2  0  0  0  0
 60 58  1  0  0  0  0
 61 58  1  0  0  0  0
 15 58  1  0  0  0  0
  1 62  1  0  0  0  0
  1 63  1  0  0  0  0
  3 64  1  0  0  0  0
  3 65  1  0  0  0  0
  9 66  1  0  0  0  0
 11 67  1  0  0  0  0
 11 68  1  0  0  0  0
 13 69  1  0  0  0  0
 13 70  1  0  0  0  0
 17 71  1  0  0  0  0
 18 72  1  0  0  0  0
 18 73  1  0  0  0  0
 18 74  1  0  0  0  0
 19 75  1  0  0  0  0
 19 76  1  0  0  0  0
 20 77  1  0  0  0  0
 20 78  1  0  0  0  0
 21 79  1  0  0  0  0
 21 80  1  0  0  0  0
 22 81  1  0  0  0  0
 22 82  1  0  0  0  0
 23 83  1  0  0  0  0
 23 84  1  0  0  0  0
 24 85  1  0  0  0  0
 24 86  1  0  0  0  0
 25 87  1  0  0  0  0
 25 88  1  0  0  0  0
 26 89  1  0  0  0  0
 27 90  1  0  0  0  0
 28 91  1  0  0  0  0
 28 92  1  0  0  0  0
 29 93  1  0  0  0  0
 29 94  1  0  0  0  0
 30 95  1  0  0  0  0
 30 96  1  0  0  0  0
 31 97  1  0  0  0  0
 31 98  1  0  0  0  0
 32 99  1  0  0  0  0
 32100  1  0  0  0  0
 33101  1  0  0  0  0
 33102  1  0  0  0  0
 34103  1  0  0  0  0
 34104  1  0  0  0  0
 37105  1  0  0  0  0
 37106  1  0  0  0  0
 37107  1  0  0  0  0
 38108  1  0  0  0  0
 38109  1  0  0  0  0
 39110  1  0  0  0  0
 39111  1  0  0  0  0
 40112  1  0  0  0  0
 40113  1  0  0  0  0
 41114  1  0  0  0  0
 41115  1  0  0  0  0
 42116  1  0  0  0  0
 42117  1  0  0  0  0
 43118  1  0  0  0  0
 43119  1  0  0  0  0
 44120  1  0  0  0  0
 44121  1  0  0  0  0
 45122  1  0  0  0  0
 46123  1  0  0  0  0
 47124  1  0  0  0  0
 47125  1  0  0  0  0
 48126  1  0  0  0  0
 49127  1  0  0  0  0
 50128  1  0  0  0  0
 50129  1  0  0  0  0
 51130  1  0  0  0  0
 52131  1  0  0  0  0
 53132  1  0  0  0  0
 53133  1  0  0  0  0
 54134  1  0  0  0  0
 54135  1  0  0  0  0
 55136  1  0  0  0  0
 55137  1  0  0  0  0
 60138  1  0  0  0  0
 61139  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339317

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C([H])([H])OP(=O)(O[H])O[H])C([H])([H])OP(=O)(O[H])OC([H])([H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C44H80O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17-19,21-22,24,28,30,41-42,45H,3-16,20,23,25-27,29,31-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b19-17-,21-18-,24-22-,30-28-/t41-,42+/m0/s1

> <INCHI_KEY>
VBHLKIRCEHLSMA-BQYWGNFBSA-N

> <FORMULA>
C44H80O13P2

> <MOLECULAR_WEIGHT>
879.0457

> <EXACT_MASS>
878.50741567

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
139

> <JCHEM_AVERAGE_POLARIZABILITY>
99.45873223782253

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2-hydroxy-3-({hydroxy[(2R)-2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy]phosphoryl}oxy)propoxy]phosphonic acid

> <ALOGPS_LOGP>
7.71

> <JCHEM_LOGP>
12.033210851333333

> <ALOGPS_LOGS>
-6.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.040206143698788

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3548792964147385

> <JCHEM_PKA_STRONGEST_BASIC>
-3.410499386302644

> <JCHEM_POLAR_SURFACE_AREA>
195.35

> <JCHEM_REFRACTIVITY>
238.25420000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
44

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.98e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-hydroxy-3-{[hydroxy((2R)-2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy)phosphoryl]oxy}propoxyphosphonic 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      40.847  -5.951   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      39.587  -6.678   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      38.327  -5.951   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      42.108  -6.678   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      37.067  -6.678   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      38.604  -8.133   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      43.368  -5.951   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      42.640  -4.690   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      44.096  -7.211   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      44.628  -5.223   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      45.888  -5.951   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      47.148  -5.223   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      48.409  -5.951   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      40.684  -8.189   0.000  0.00  0.00           H+0
HETATM   15  O   UNK     0      49.599  -5.155   0.000  0.00  0.00           O+0
HETATM   16  H   UNK     0      48.224  -3.944   0.000  0.00  0.00           H+0
HETATM   17  O   UNK     0      46.006  -3.944   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      13.060  -5.908   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.394  -6.678   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.727  -5.908   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.061  -6.678   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.395  -5.908   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.729  -6.678   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.062  -5.908   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.396  -6.678   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.730  -5.908   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.063  -5.908   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      26.397  -6.678   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      27.731  -5.908   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      29.065  -6.678   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      30.398  -5.908   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      31.732  -6.678   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      33.066  -5.908   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      34.399  -6.678   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      35.733  -5.908   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      35.733  -4.368   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      11.930  -8.903   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.263  -8.133   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.597  -8.903   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      15.931  -8.133   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      17.265  -8.903   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      18.598  -8.133   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      19.932  -8.903   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      21.266  -8.133   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      22.599  -8.903   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      23.933  -8.903   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      25.267  -8.133   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      26.600  -8.903   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      27.934  -8.903   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      29.268  -8.133   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      30.602  -8.903   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      31.935  -8.903   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      33.269  -8.133   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      34.603  -8.903   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      35.936  -8.133   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      37.270  -8.903   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      37.270 -10.443   0.000  0.00  0.00           O+0
HETATM   58  P   UNK     0      50.981  -5.835   0.000  0.00  0.00           P+0
HETATM   59  O   UNK     0      52.362  -6.516   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      51.661  -4.454   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      50.300  -7.217   0.000  0.00  0.00           O+0
HETATM   62  H   UNK     0      40.205  -4.445   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      41.575  -4.475   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      39.103  -4.484   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      37.815  -4.267   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      43.668  -8.822   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      45.470  -7.779   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0      46.728  -7.428   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0      47.815  -7.468   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0      49.215  -7.357   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0      46.332  -2.325   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0      13.357  -4.042   0.000  0.00  0.00           H+0
HETATM   73  H   UNK     0      11.820  -4.674   0.000  0.00  0.00           H+0
HETATM   74  H   UNK     0      11.652  -7.408   0.000  0.00  0.00           H+0
HETATM   75  H   UNK     0      14.036  -8.039   0.000  0.00  0.00           H+0
HETATM   76  H   UNK     0      15.000  -8.123   0.000  0.00  0.00           H+0
HETATM   77  H   UNK     0      14.849  -4.136   0.000  0.00  0.00           H+0
HETATM   78  H   UNK     0      16.262  -4.051   0.000  0.00  0.00           H+0
HETATM   79  H   UNK     0      16.758  -8.092   0.000  0.00  0.00           H+0
HETATM   80  H   UNK     0      17.721  -8.008   0.000  0.00  0.00           H+0
HETATM   81  H   UNK     0      17.720  -4.066   0.000  0.00  0.00           H+0
HETATM   82  H   UNK     0      19.016  -4.179   0.000  0.00  0.00           H+0
HETATM   83  H   UNK     0      19.458  -8.074   0.000  0.00  0.00           H+0
HETATM   84  H   UNK     0      20.426  -8.021   0.000  0.00  0.00           H+0
HETATM   85  H   UNK     0      20.366  -4.018   0.000  0.00  0.00           H+0
HETATM   86  H   UNK     0      21.743  -4.141   0.000  0.00  0.00           H+0
HETATM   87  H   UNK     0      22.260  -8.090   0.000  0.00  0.00           H+0
HETATM   88  H   UNK     0      23.444  -7.945   0.000  0.00  0.00           H+0
HETATM   89  H   UNK     0      23.519  -4.119   0.000  0.00  0.00           H+0
HETATM   90  H   UNK     0      25.265  -4.113   0.000  0.00  0.00           H+0
HETATM   91  H   UNK     0      26.150  -8.090   0.000  0.00  0.00           H+0
HETATM   92  H   UNK     0      27.355  -7.962   0.000  0.00  0.00           H+0
HETATM   93  H   UNK     0      27.109  -4.261   0.000  0.00  0.00           H+0
HETATM   94  H   UNK     0      28.366  -4.165   0.000  0.00  0.00           H+0
HETATM   95  H   UNK     0      28.313  -8.107   0.000  0.00  0.00           H+0
HETATM   96  H   UNK     0      30.137  -8.008   0.000  0.00  0.00           H+0
HETATM   97  H   UNK     0      29.606  -4.231   0.000  0.00  0.00           H+0
HETATM   98  H   UNK     0      31.118  -4.122   0.000  0.00  0.00           H+0
HETATM   99  H   UNK     0      31.103  -8.067   0.000  0.00  0.00           H+0
HETATM  100  H   UNK     0      32.300  -8.075   0.000  0.00  0.00           H+0
HETATM  101  H   UNK     0      32.348  -4.210   0.000  0.00  0.00           H+0
HETATM  102  H   UNK     0      33.557  -4.016   0.000  0.00  0.00           H+0
HETATM  103  H   UNK     0      34.125  -8.118   0.000  0.00  0.00           H+0
HETATM  104  H   UNK     0      35.118  -8.022   0.000  0.00  0.00           H+0
HETATM  105  H   UNK     0      10.525  -7.645   0.000  0.00  0.00           H+0
HETATM  106  H   UNK     0      10.591  -9.985   0.000  0.00  0.00           H+0
HETATM  107  H   UNK     0      12.137 -10.591   0.000  0.00  0.00           H+0
HETATM  108  H   UNK     0      12.082  -6.611   0.000  0.00  0.00           H+0
HETATM  109  H   UNK     0      13.266  -6.762   0.000  0.00  0.00           H+0
HETATM  110  H   UNK     0      13.521 -10.541   0.000  0.00  0.00           H+0
HETATM  111  H   UNK     0      15.213 -10.763   0.000  0.00  0.00           H+0
HETATM  112  H   UNK     0      15.229  -6.856   0.000  0.00  0.00           H+0
HETATM  113  H   UNK     0      16.200  -6.705   0.000  0.00  0.00           H+0
HETATM  114  H   UNK     0      16.523 -10.647   0.000  0.00  0.00           H+0
HETATM  115  H   UNK     0      17.850 -10.736   0.000  0.00  0.00           H+0
HETATM  116  H   UNK     0      17.930  -6.797   0.000  0.00  0.00           H+0
HETATM  117  H   UNK     0      18.897  -6.723   0.000  0.00  0.00           H+0
HETATM  118  H   UNK     0      19.205 -10.721   0.000  0.00  0.00           H+0
HETATM  119  H   UNK     0      20.445 -10.762   0.000  0.00  0.00           H+0
HETATM  120  H   UNK     0      20.648  -6.726   0.000  0.00  0.00           H+0
HETATM  121  H   UNK     0      21.619  -6.717   0.000  0.00  0.00           H+0
HETATM  122  H   UNK     0      22.589 -10.775   0.000  0.00  0.00           H+0
HETATM  123  H   UNK     0      24.362 -10.654   0.000  0.00  0.00           H+0
HETATM  124  H   UNK     0      24.300  -6.850   0.000  0.00  0.00           H+0
HETATM  125  H   UNK     0      25.485  -6.747   0.000  0.00  0.00           H+0
HETATM  126  H   UNK     0      26.398 -10.662   0.000  0.00  0.00           H+0
HETATM  127  H   UNK     0      28.130 -10.844   0.000  0.00  0.00           H+0
HETATM  128  H   UNK     0      28.127  -6.897   0.000  0.00  0.00           H+0
HETATM  129  H   UNK     0      30.202  -6.801   0.000  0.00  0.00           H+0
HETATM  130  H   UNK     0      30.350 -10.812   0.000  0.00  0.00           H+0
HETATM  131  H   UNK     0      32.044 -10.778   0.000  0.00  0.00           H+0
HETATM  132  H   UNK     0      32.571  -6.878   0.000  0.00  0.00           H+0
HETATM  133  H   UNK     0      33.550  -6.687   0.000  0.00  0.00           H+0
HETATM  134  H   UNK     0      34.252 -10.760   0.000  0.00  0.00           H+0
HETATM  135  H   UNK     0      35.416 -10.538   0.000  0.00  0.00           H+0
HETATM  136  H   UNK     0      35.298  -6.766   0.000  0.00  0.00           H+0
HETATM  137  H   UNK     0      36.289  -6.762   0.000  0.00  0.00           H+0
HETATM  138  H   UNK     0      53.251  -4.159   0.000  0.00  0.00           H+0
HETATM  139  H   UNK     0      51.525  -8.374   0.000  0.00  0.00           H+0
CONECT    1    2    4   62   63                                             
CONECT    2    1    3    6   14                                             
CONECT    3    2    5   64   65                                             
CONECT    4    1    7                                                       
CONECT    5    3   35                                                       
CONECT    6    2   56                                                       
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7   66                                                       
CONECT   10    7   11                                                       
CONECT   11   10   12   67   68                                             
CONECT   12   11   13   16   17                                             
CONECT   13   12   15   69   70                                             
CONECT   14    2                                                            
CONECT   15   13   58                                                       
CONECT   16   12                                                            
CONECT   17   12   71                                                       
CONECT   18   19   72   73   74                                             
CONECT   19   18   20   75   76                                             
CONECT   20   19   21   77   78                                             
CONECT   21   20   22   79   80                                             
CONECT   22   21   23   81   82                                             
CONECT   23   22   24   83   84                                             
CONECT   24   23   25   85   86                                             
CONECT   25   24   26   87   88                                             
CONECT   26   25   27   89                                                  
CONECT   27   26   28   90                                                  
CONECT   28   27   29   91   92                                             
CONECT   29   28   30   93   94                                             
CONECT   30   29   31   95   96                                             
CONECT   31   30   32   97   98                                             
CONECT   32   31   33   99  100                                             
CONECT   33   32   34  101  102                                             
CONECT   34   33   35  103  104                                             
CONECT   35   34   36    5                                                  
CONECT   36   35                                                            
CONECT   37   38  105  106  107                                             
CONECT   38   37   39  108  109                                             
CONECT   39   38   40  110  111                                             
CONECT   40   39   41  112  113                                             
CONECT   41   40   42  114  115                                             
CONECT   42   41   43  116  117                                             
CONECT   43   42   44  118  119                                             
CONECT   44   43   45  120  121                                             
CONECT   45   44   46  122                                                  
CONECT   46   45   47  123                                                  
CONECT   47   46   48  124  125                                             
CONECT   48   47   49  126                                                  
CONECT   49   48   50  127                                                  
CONECT   50   49   51  128  129                                             
CONECT   51   50   52  130                                                  
CONECT   52   51   53  131                                                  
CONECT   53   52   54  132  133                                             
CONECT   54   53   55  134  135                                             
CONECT   55   54   56  136  137                                             
CONECT   56   55    6   57                                                  
CONECT   57   56                                                            
CONECT   58   59   60   61   15                                             
CONECT   59   58                                                            
CONECT   60   58  138                                                       
CONECT   61   58  139                                                       
CONECT   62    1                                                            
CONECT   63    1                                                            
CONECT   64    3                                                            
CONECT   65    3                                                            
CONECT   66    9                                                            
CONECT   67   11                                                            
CONECT   68   11                                                            
CONECT   69   13                                                            
CONECT   70   13                                                            
CONECT   71   17                                                            
CONECT   72   18                                                            
CONECT   73   18                                                            
CONECT   74   18                                                            
CONECT   75   19                                                            
CONECT   76   19                                                            
CONECT   77   20                                                            
CONECT   78   20                                                            
CONECT   79   21                                                            
CONECT   80   21                                                            
CONECT   81   22                                                            
CONECT   82   22                                                            
CONECT   83   23                                                            
CONECT   84   23                                                            
CONECT   85   24                                                            
CONECT   86   24                                                            
CONECT   87   25                                                            
CONECT   88   25                                                            
CONECT   89   26                                                            
CONECT   90   27                                                            
CONECT   91   28                                                            
CONECT   92   28                                                            
CONECT   93   29                                                            
CONECT   94   29                                                            
CONECT   95   30                                                            
CONECT   96   30                                                            
CONECT   97   31                                                            
CONECT   98   31                                                            
CONECT   99   32                                                            
CONECT  100   32                                                            
CONECT  101   33                                                            
CONECT  102   33                                                            
CONECT  103   34                                                            
CONECT  104   34                                                            
CONECT  105   37                                                            
CONECT  106   37                                                            
CONECT  107   37                                                            
CONECT  108   38                                                            
CONECT  109   38                                                            
CONECT  110   39                                                            
CONECT  111   39                                                            
CONECT  112   40                                                            
CONECT  113   40                                                            
CONECT  114   41                                                            
CONECT  115   41                                                            
CONECT  116   42                                                            
CONECT  117   42                                                            
CONECT  118   43                                                            
CONECT  119   43                                                            
CONECT  120   44                                                            
CONECT  121   44                                                            
CONECT  122   45                                                            
CONECT  123   46                                                            
CONECT  124   47                                                            
CONECT  125   47                                                            
CONECT  126   48                                                            
CONECT  127   49                                                            
CONECT  128   50                                                            
CONECT  129   50                                                            
CONECT  130   51                                                            
CONECT  131   52                                                            
CONECT  132   53                                                            
CONECT  133   53                                                            
CONECT  134   54                                                            
CONECT  135   54                                                            
CONECT  136   55                                                            
CONECT  137   55                                                            
CONECT  138   60                                                            
CONECT  139   61                                                            
MASTER        0    0    0    0    0    0    0    0  139    0  276    0
END

View in JSmol

Synonyms

Value	Source
1-Oleoyl-2-meadoyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)	HMDB
3-sn-Phosphatidyl-1'-sn-glycerol 3'-phosphoric acid	HMDB
PGP(18:1/20:3)	HMDB
PGP(18:1n9/20:3n9)	HMDB
PGP(18:1W9/20:3W9)	HMDB
PGP(38:4)	HMDB
1-(9Z-Octadecenoyl)-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)	HMDB
PGP(18:1(9Z)/20:3(5Z,8Z,11Z))	Lipid Annotator

Chemical Formula

C₄₄H₈₀O₁₃P₂

Average Mass

879.0457 Da

Monoisotopic Mass

878.50742 Da

IUPAC Name

[(2S)-2-hydroxy-3-({hydroxy[(2R)-2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy]phosphoryl}oxy)propoxy]phosphonic acid

Traditional Name

(2S)-2-hydroxy-3-{[hydroxy((2R)-2-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy)phosphoryl]oxy}propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])(C([H])([H])OP(=O)(O[H])O[H])C([H])([H])OP(=O)(O[H])OC([H])([H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C44H80O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17-19,21-22,24,28,30,41-42,45H,3-16,20,23,25-27,29,31-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b19-17-,21-18-,24-22-,30-28-/t41-,42+/m0/s1

InChI Key

VBHLKIRCEHLSMA-BQYWGNFBSA-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	7.71	ALOGPS
logP	12.03	ChemAxon
logS	-6.2	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	44	ChemAxon
Refractivity	238.25 m³·mol⁻¹	ChemAxon
Polarizability	99.46 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

HMDB0013540

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029540

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

53481858

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for PGP(18:1(9Z)/20:3(5Z,8Z,11Z)) (NP0339317)

MOL for NP0339317 (PGP(18:1(9Z)/20:3(5Z,8Z,11Z)))

3D MOL for NP0339317 (PGP(18:1(9Z)/20:3(5Z,8Z,11Z)))

3D SDF for NP0339317 (PGP(18:1(9Z)/20:3(5Z,8Z,11Z)))

3D-SDF for NP0339317 (PGP(18:1(9Z)/20:3(5Z,8Z,11Z)))

PDB for NP0339317 (PGP(18:1(9Z)/20:3(5Z,8Z,11Z)))

3D PDB for NP0339317 (PGP(18:1(9Z)/20:3(5Z,8Z,11Z)))

SMILES for NP0339317 (PGP(18:1(9Z)/20:3(5Z,8Z,11Z)))

INCHI for NP0339317 (PGP(18:1(9Z)/20:3(5Z,8Z,11Z)))

Structure for NP0339317 (PGP(18:1(9Z)/20:3(5Z,8Z,11Z)))

3D Structure for NP0339317 (PGP(18:1(9Z)/20:3(5Z,8Z,11Z)))