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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-10-29 15:02:15 UTC

Update Date

2022-11-30 19:03:55 UTC

HMDB ID

HMDB0011155

Secondary Accession Numbers

HMDB11155

Metabolite Identification

Common Name

PA(P-16:0/18:2(9Z,12Z))

Description

2-(9Z,12Z-octadecadienoyl)-1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is an intermediate of ether lipid metabolism. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. 2-(9Z,12Z-octadecadienoyl)-1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is irreversibly produced from 2-(9Z,12Z-octadecadienoyl)-1-(1Z-hexadecenyl))-sn-glycero-3-phosphoethanolamine via the enzyme phospholipase D (EC: 3.1.4.4). Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652304202021112D          

 46 45  0  0  1  0            999 V2000
   21.3022   -6.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6271   -6.9762    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.9520   -6.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9773   -6.9762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2768   -6.9762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1003   -7.7558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6524   -6.5864    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2627   -5.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0422   -7.2615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3275   -6.1966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2148   -7.7855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2397   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9542   -8.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6687   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3831   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0976   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8121   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5266   -8.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2411   -7.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9555   -8.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6700   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3845   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0989   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8135   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5279   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2424   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9569   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6713   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3858   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3858   -8.9933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5598   -6.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8427   -6.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1257   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4086   -6.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6916   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9745   -6.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2574   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5518   -6.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8348   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1177   -6.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4006   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6836   -6.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9665   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2494   -6.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5324   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8150   -6.5682    0.0000 C   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
  2 11  1  1  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  2  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  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  2  0  0  0  0
  6 29  1  0  0  0  0
 32 31  2  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  1  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 42  1  0  0  0  0
 44 43  1  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
  5 31  1  0  0  0  0
M  END

HMDB0011155
     RDKit          3D
PA(P-16:0/18:2(9Z,12Z))
114113  0  0  0  0  0  0  0  0999 V2000
  -14.9194   -3.1286    0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2733   -2.4104   -0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1854   -1.6265   -1.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6403   -0.4937   -0.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9304   -0.7622    0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4450    0.4841    1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2067    0.7403    1.6669 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1099   -0.2038    1.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1622    0.4103    0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9014    0.5902    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2787    0.2002    1.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6869    1.3392    2.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5756    2.1114    2.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453    1.5539    1.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9037    0.4322    1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1700    0.5400   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6841   -0.7415   -1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2134   -0.8087   -0.8483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6622   -1.9083   -0.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889    0.3427   -0.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    0.4395   -0.6189 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2133    1.1989    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5293    1.4975    0.9115 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3647    2.3110    0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6161    2.4135    0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3080    1.7406    1.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5732    1.0398    1.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2014    0.0118    0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4226   -0.7011   -0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3147    0.2580   -1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5333   -0.3798   -1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4465   -1.0193   -0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9263   -0.0123    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8806   -0.6013    1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1458   -1.1206    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8264   -0.0089   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0336   -0.4233   -0.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1690   -1.0340   -0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9310   -2.3431    0.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6058    0.9385   -1.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471    0.0971   -2.9488 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    0.6577   -4.3239 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1722    0.8860   -5.4495 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061   -0.4724   -4.7866 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9447    2.1064   -3.9989 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4062   -2.6314    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3710   -4.1925    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8543   -3.3063    0.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1747   -1.7249   -0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7170   -3.1403   -1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3615   -2.3277   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5875   -1.2483   -2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9878    0.0996   -1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5090    0.2071   -0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7726   -1.0823    1.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2684   -1.6079    0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2274    1.2275    1.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9227    1.7052    2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7095   -0.5440    2.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4575   -1.1359    0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5978    0.7169   -0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3144    1.0685   -0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4014   -0.4644    1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8462   -0.4643    2.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5575    2.0040    2.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3517    0.9318    3.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8675    2.6632    1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4400    3.0085    2.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5860    2.4333    1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7341    1.3369    2.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423   -0.5962    1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7400    0.3732    1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    1.3495   -0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756    0.7002   -0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2368   -1.5789   -0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8961   -0.6964   -2.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2453   -0.6336   -0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3343    2.1960    0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212    0.6001    1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146    2.8946   -0.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434    3.0831   -0.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5222    2.4793    2.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6706    0.9090    2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3371    1.7683    0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9997    0.5728    2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5962    0.3758   -0.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6139   -0.7733    0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0627   -1.4477   -1.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8993   -1.2295    0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7258    0.6535   -2.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5948    1.1633   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1159    0.4294   -2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3014   -1.1448   -2.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3570   -1.3541   -1.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0139   -1.9154   -0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2606    0.9039   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0075    0.2729    0.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3997   -1.4857    1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1293    0.1404    2.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7846   -1.4634    1.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8728   -1.9538   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0556    0.8196    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1334    0.4982   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3852    0.4161   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6811   -1.2083   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9841   -1.1975   -0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6722   -0.3033    0.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9294   -2.2836    1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0586   -2.8860    0.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8480   -3.0110    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7256    0.8672   -1.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    1.9510   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5666   -0.2750   -5.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    2.6422   -4.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
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 45114  1  0
M  END

  Mrv1652304202021112D          

 46 45  0  0  1  0            999 V2000
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   19.9520   -6.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9773   -6.9762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2768   -6.9762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1003   -7.7558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6524   -6.5864    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2627   -5.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0422   -7.2615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3275   -6.1966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2148   -7.7855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2397   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9542   -8.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6687   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3831   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0976   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8121   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5266   -8.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2411   -7.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9555   -8.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6700   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3845   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0989   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8135   -7.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5279   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.6836   -6.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9665   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2494   -6.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5324   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8150   -6.5682    0.0000 C   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
  2 11  1  1  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
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 16 15  1  0  0  0  0
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 28 27  1  0  0  0  0
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  6 29  1  0  0  0  0
 32 31  2  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  1  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 42  1  0  0  0  0
 44 43  1  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
  5 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011155

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](CO\C=C/CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C37H69O7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-37(38)44-36(35-43-45(39,40)41)34-42-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,31,33,36H,3-10,12,14-16,18,20-30,32,34-35H2,1-2H3,(H2,39,40,41)/b13-11-,19-17-,33-31-/t36-/m1/s1

> <INCHI_KEY>
OLCTYLMZTXKGKH-BBNWHMLASA-N

> <FORMULA>
C37H69O7P

> <MOLECULAR_WEIGHT>
656.9133

> <EXACT_MASS>
656.478091074

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
114

> <JCHEM_AVERAGE_POLARIZABILITY>
79.88975594946422

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphonic acid

> <ALOGPS_LOGP>
9.27

> <JCHEM_LOGP>
12.437596408333334

> <ALOGPS_LOGS>
-6.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.343601290135017

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3177731688714087

> <JCHEM_PKA_STRONGEST_BASIC>
-4.731743393189193

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
190.3455

> <JCHEM_ROTATABLE_BOND_COUNT>
35

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.32e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011155
     RDKit          3D
PA(P-16:0/18:2(9Z,12Z))
114113  0  0  0  0  0  0  0  0999 V2000
  -14.9194   -3.1286    0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2733   -2.4104   -0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1854   -1.6265   -1.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.2067    0.7403    1.6669 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1099   -0.2038    1.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2787    0.2002    1.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6869    1.3392    2.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5756    2.1114    2.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453    1.5539    1.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9037    0.4322    1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1700    0.5400   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6841   -0.7415   -1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2134   -0.8087   -0.8483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6622   -1.9083   -0.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889    0.3427   -0.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    0.4395   -0.6189 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2133    1.1989    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5293    1.4975    0.9115 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3647    2.3110    0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6161    2.4135    0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3080    1.7406    1.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5732    1.0398    1.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2014    0.0118    0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4226   -0.7011   -0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3147    0.2580   -1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5333   -0.3798   -1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9263   -0.0123    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.0336   -0.4233   -0.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1690   -1.0340   -0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9310   -2.3431    0.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6058    0.9385   -1.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471    0.0971   -2.9488 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    0.6577   -4.3239 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1722    0.8860   -5.4495 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061   -0.4724   -4.7866 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9447    2.1064   -3.9989 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2212    0.6001    1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146    2.8946   -0.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434    3.0831   -0.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5222    2.4793    2.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6706    0.9090    2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3371    1.7683    0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9997    0.5728    2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5962    0.3758   -0.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6139   -0.7733    0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0627   -1.4477   -1.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8993   -1.2295    0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7258    0.6535   -2.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5948    1.1633   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1159    0.4294   -2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3014   -1.1448   -2.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3570   -1.3541   -1.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0139   -1.9154   -0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2606    0.9039   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0075    0.2729    0.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3997   -1.4857    1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1293    0.1404    2.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7846   -1.4634    1.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8728   -1.9538   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0556    0.8196    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1334    0.4982   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3852    0.4161   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6811   -1.2083   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9841   -1.1975   -0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6722   -0.3033    0.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9294   -2.2836    1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0586   -2.8860    0.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8480   -3.0110    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7256    0.8672   -1.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    1.9510   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5666   -0.2750   -5.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    2.6422   -4.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 21 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 42 44  1  0
 42 45  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  7 58  1  0
  8 59  1  0
  8 60  1  0
  9 61  1  0
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 11 63  1  0
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 12 65  1  0
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 35100  1  0
 35101  1  0
 36102  1  0
 36103  1  0
 37104  1  0
 37105  1  0
 38106  1  0
 38107  1  0
 39108  1  0
 39109  1  0
 39110  1  0
 40111  1  0
 40112  1  0
 44113  1  0
 45114  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      39.764 -12.295   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      38.504 -13.022   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.244 -12.295   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      41.024 -13.022   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      35.983 -13.022   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      37.521 -14.477   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      42.284 -12.295   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      41.557 -11.034   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      43.012 -13.555   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      43.545 -11.567   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0      39.601 -14.533   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0      13.514 -14.477   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.848 -15.247   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.182 -14.477   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.515 -15.247   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.849 -14.477   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.183 -15.247   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.516 -15.247   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.850 -14.477   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.184 -15.247   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.517 -15.247   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.851 -14.477   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.185 -15.247   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.519 -14.477   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      30.852 -15.247   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      32.186 -14.477   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      33.520 -15.247   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      34.853 -14.477   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      36.187 -15.247   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      36.187 -16.787   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      34.645 -12.261   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      33.306 -12.261   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      31.968 -13.022   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      30.629 -12.261   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      29.291 -13.022   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      27.952 -12.261   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      26.614 -13.022   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      25.297 -12.261   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      23.958 -13.022   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      22.620 -12.261   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      21.281 -13.022   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      19.943 -12.261   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.604 -13.022   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      17.266 -12.261   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      15.927 -13.022   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      14.588 -12.261   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   11                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   31                                                       
CONECT    6    2   29                                                       
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    2                                                            
CONECT   12   13                                                            
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   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    6                                                  
CONECT   30   29                                                            
CONECT   31   32    5                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   90    0
END

COMPND    HMDB0011155
HETATM    1  C1  UNL     1     -14.919  -3.129   0.631  1.00  0.00           C  
HETATM    2  C2  UNL     1     -15.273  -2.410  -0.613  1.00  0.00           C  
HETATM    3  C3  UNL     1     -14.185  -1.627  -1.247  1.00  0.00           C  
HETATM    4  C4  UNL     1     -13.640  -0.494  -0.482  1.00  0.00           C  
HETATM    5  C5  UNL     1     -12.930  -0.762   0.815  1.00  0.00           C  
HETATM    6  C6  UNL     1     -12.445   0.484   1.438  1.00  0.00           C  
HETATM    7  C7  UNL     1     -11.207   0.740   1.667  1.00  0.00           C  
HETATM    8  C8  UNL     1     -10.110  -0.204   1.321  1.00  0.00           C  
HETATM    9  C9  UNL     1      -9.162   0.410   0.378  1.00  0.00           C  
HETATM   10  C10 UNL     1      -7.901   0.590   0.636  1.00  0.00           C  
HETATM   11  C11 UNL     1      -7.279   0.200   1.894  1.00  0.00           C  
HETATM   12  C12 UNL     1      -6.687   1.339   2.654  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.576   2.111   2.099  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.245   1.554   1.908  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.904   0.432   1.042  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.170   0.540  -0.416  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.684  -0.741  -1.093  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.213  -0.809  -0.848  1.00  0.00           C  
HETATM   19  O1  UNL     1      -1.662  -1.908  -0.658  1.00  0.00           O  
HETATM   20  O2  UNL     1      -1.489   0.343  -0.838  1.00  0.00           O  
HETATM   21  C19 UNL     1      -0.085   0.439  -0.619  1.00  0.00           C  
HETATM   22  C20 UNL     1       0.213   1.199   0.618  1.00  0.00           C  
HETATM   23  O3  UNL     1       1.529   1.497   0.911  1.00  0.00           O  
HETATM   24  C21 UNL     1       2.365   2.311   0.187  1.00  0.00           C  
HETATM   25  C22 UNL     1       3.616   2.413   0.523  1.00  0.00           C  
HETATM   26  C23 UNL     1       4.308   1.741   1.633  1.00  0.00           C  
HETATM   27  C24 UNL     1       5.573   1.040   1.148  1.00  0.00           C  
HETATM   28  C25 UNL     1       5.201   0.012   0.139  1.00  0.00           C  
HETATM   29  C26 UNL     1       6.423  -0.701  -0.429  1.00  0.00           C  
HETATM   30  C27 UNL     1       7.315   0.258  -1.138  1.00  0.00           C  
HETATM   31  C28 UNL     1       8.533  -0.380  -1.696  1.00  0.00           C  
HETATM   32  C29 UNL     1       9.447  -1.019  -0.691  1.00  0.00           C  
HETATM   33  C30 UNL     1       9.926  -0.012   0.340  1.00  0.00           C  
HETATM   34  C31 UNL     1      10.881  -0.601   1.339  1.00  0.00           C  
HETATM   35  C32 UNL     1      12.146  -1.121   0.624  1.00  0.00           C  
HETATM   36  C33 UNL     1      12.826  -0.009  -0.086  1.00  0.00           C  
HETATM   37  C34 UNL     1      14.034  -0.423  -0.843  1.00  0.00           C  
HETATM   38  C35 UNL     1      15.169  -1.034  -0.122  1.00  0.00           C  
HETATM   39  C36 UNL     1      14.931  -2.343   0.559  1.00  0.00           C  
HETATM   40  C37 UNL     1       0.606   0.939  -1.845  1.00  0.00           C  
HETATM   41  O4  UNL     1       0.347   0.097  -2.949  1.00  0.00           O  
HETATM   42  P1  UNL     1       1.133   0.658  -4.324  1.00  0.00           P  
HETATM   43  O5  UNL     1       0.172   0.886  -5.450  1.00  0.00           O  
HETATM   44  O6  UNL     1       2.306  -0.472  -4.787  1.00  0.00           O  
HETATM   45  O7  UNL     1       1.945   2.106  -3.999  1.00  0.00           O  
HETATM   46  H1  UNL     1     -15.406  -2.631   1.504  1.00  0.00           H  
HETATM   47  H2  UNL     1     -15.371  -4.193   0.559  1.00  0.00           H  
HETATM   48  H3  UNL     1     -13.854  -3.306   0.804  1.00  0.00           H  
HETATM   49  H4  UNL     1     -16.175  -1.725  -0.412  1.00  0.00           H  
HETATM   50  H5  UNL     1     -15.717  -3.140  -1.375  1.00  0.00           H  
HETATM   51  H6  UNL     1     -13.361  -2.328  -1.609  1.00  0.00           H  
HETATM   52  H7  UNL     1     -14.588  -1.248  -2.244  1.00  0.00           H  
HETATM   53  H8  UNL     1     -12.988   0.100  -1.184  1.00  0.00           H  
HETATM   54  H9  UNL     1     -14.509   0.207  -0.268  1.00  0.00           H  
HETATM   55  H10 UNL     1     -13.773  -1.082   1.522  1.00  0.00           H  
HETATM   56  H11 UNL     1     -12.268  -1.608   0.801  1.00  0.00           H  
HETATM   57  H12 UNL     1     -13.227   1.228   1.712  1.00  0.00           H  
HETATM   58  H13 UNL     1     -10.923   1.705   2.143  1.00  0.00           H  
HETATM   59  H14 UNL     1      -9.709  -0.544   2.277  1.00  0.00           H  
HETATM   60  H15 UNL     1     -10.457  -1.136   0.820  1.00  0.00           H  
HETATM   61  H16 UNL     1      -9.598   0.717  -0.588  1.00  0.00           H  
HETATM   62  H17 UNL     1      -7.314   1.069  -0.141  1.00  0.00           H  
HETATM   63  H18 UNL     1      -6.401  -0.464   1.599  1.00  0.00           H  
HETATM   64  H19 UNL     1      -7.846  -0.464   2.559  1.00  0.00           H  
HETATM   65  H20 UNL     1      -7.557   2.004   2.979  1.00  0.00           H  
HETATM   66  H21 UNL     1      -6.352   0.932   3.672  1.00  0.00           H  
HETATM   67  H22 UNL     1      -5.867   2.663   1.145  1.00  0.00           H  
HETATM   68  H23 UNL     1      -5.440   3.009   2.807  1.00  0.00           H  
HETATM   69  H24 UNL     1      -3.586   2.433   1.555  1.00  0.00           H  
HETATM   70  H25 UNL     1      -3.734   1.337   2.915  1.00  0.00           H  
HETATM   71  H26 UNL     1      -4.142  -0.596   1.457  1.00  0.00           H  
HETATM   72  H27 UNL     1      -2.740   0.373   1.097  1.00  0.00           H  
HETATM   73  H28 UNL     1      -3.531   1.349  -0.889  1.00  0.00           H  
HETATM   74  H29 UNL     1      -5.176   0.700  -0.751  1.00  0.00           H  
HETATM   75  H30 UNL     1      -4.237  -1.579  -0.632  1.00  0.00           H  
HETATM   76  H31 UNL     1      -3.896  -0.696  -2.186  1.00  0.00           H  
HETATM   77  H32 UNL     1       0.245  -0.634  -0.465  1.00  0.00           H  
HETATM   78  H33 UNL     1      -0.334   2.196   0.583  1.00  0.00           H  
HETATM   79  H34 UNL     1      -0.221   0.600   1.472  1.00  0.00           H  
HETATM   80  H35 UNL     1       2.015   2.895  -0.684  1.00  0.00           H  
HETATM   81  H36 UNL     1       4.243   3.083  -0.093  1.00  0.00           H  
HETATM   82  H37 UNL     1       4.522   2.479   2.412  1.00  0.00           H  
HETATM   83  H38 UNL     1       3.671   0.909   2.057  1.00  0.00           H  
HETATM   84  H39 UNL     1       6.337   1.768   0.838  1.00  0.00           H  
HETATM   85  H40 UNL     1       6.000   0.573   2.087  1.00  0.00           H  
HETATM   86  H41 UNL     1       4.596   0.376  -0.688  1.00  0.00           H  
HETATM   87  H42 UNL     1       4.614  -0.773   0.659  1.00  0.00           H  
HETATM   88  H43 UNL     1       6.063  -1.448  -1.142  1.00  0.00           H  
HETATM   89  H44 UNL     1       6.899  -1.229   0.417  1.00  0.00           H  
HETATM   90  H45 UNL     1       6.726   0.653  -2.012  1.00  0.00           H  
HETATM   91  H46 UNL     1       7.595   1.163  -0.556  1.00  0.00           H  
HETATM   92  H47 UNL     1       9.116   0.429  -2.218  1.00  0.00           H  
HETATM   93  H48 UNL     1       8.301  -1.145  -2.467  1.00  0.00           H  
HETATM   94  H49 UNL     1      10.357  -1.354  -1.252  1.00  0.00           H  
HETATM   95  H50 UNL     1       9.014  -1.915  -0.228  1.00  0.00           H  
HETATM   96  H51 UNL     1      10.261   0.904  -0.142  1.00  0.00           H  
HETATM   97  H52 UNL     1       9.007   0.273   0.925  1.00  0.00           H  
HETATM   98  H53 UNL     1      10.400  -1.486   1.801  1.00  0.00           H  
HETATM   99  H54 UNL     1      11.129   0.140   2.096  1.00  0.00           H  
HETATM  100  H55 UNL     1      12.785  -1.463   1.461  1.00  0.00           H  
HETATM  101  H56 UNL     1      11.873  -1.954  -0.011  1.00  0.00           H  
HETATM  102  H57 UNL     1      13.056   0.820   0.643  1.00  0.00           H  
HETATM  103  H58 UNL     1      12.133   0.498  -0.825  1.00  0.00           H  
HETATM  104  H59 UNL     1      14.385   0.416  -1.527  1.00  0.00           H  
HETATM  105  H60 UNL     1      13.681  -1.208  -1.595  1.00  0.00           H  
HETATM  106  H61 UNL     1      15.984  -1.197  -0.899  1.00  0.00           H  
HETATM  107  H62 UNL     1      15.672  -0.303   0.585  1.00  0.00           H  
HETATM  108  H63 UNL     1      14.929  -2.284   1.679  1.00  0.00           H  
HETATM  109  H64 UNL     1      14.059  -2.886   0.148  1.00  0.00           H  
HETATM  110  H65 UNL     1      15.848  -3.011   0.371  1.00  0.00           H  
HETATM  111  H66 UNL     1       1.726   0.867  -1.704  1.00  0.00           H  
HETATM  112  H67 UNL     1       0.375   1.951  -2.142  1.00  0.00           H  
HETATM  113  H68 UNL     1       2.567  -0.275  -5.717  1.00  0.00           H  
HETATM  114  H69 UNL     1       1.941   2.642  -4.847  1.00  0.00           H  
CONECT    1    2   46   47   48
CONECT    2    3   49   50
CONECT    3    4   51   52
CONECT    4    5   53   54
CONECT    5    6   55   56
CONECT    6    7    7   57
CONECT    7    8   58
CONECT    8    9   59   60
CONECT    9   10   10   61
CONECT   10   11   62
CONECT   11   12   63   64
CONECT   12   13   65   66
CONECT   13   14   67   68
CONECT   14   15   69   70
CONECT   15   16   71   72
CONECT   16   17   73   74
CONECT   17   18   75   76
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   40   77
CONECT   22   23   78   79
CONECT   23   24
CONECT   24   25   25   80
CONECT   25   26   81
CONECT   26   27   82   83
CONECT   27   28   84   85
CONECT   28   29   86   87
CONECT   29   30   88   89
CONECT   30   31   90   91
CONECT   31   32   92   93
CONECT   32   33   94   95
CONECT   33   34   96   97
CONECT   34   35   98   99
CONECT   35   36  100  101
CONECT   36   37  102  103
CONECT   37   38  104  105
CONECT   38   39  106  107
CONECT   39  108  109  110
CONECT   40   41  111  112
CONECT   41   42
CONECT   42   43   43   44   45
CONECT   44  113
CONECT   45  114
END

HMDB0011155
     RDKit          3D
PA(P-16:0/18:2(9Z,12Z))
114113  0  0  0  0  0  0  0  0999 V2000
  -14.9194   -3.1286    0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2733   -2.4104   -0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1854   -1.6265   -1.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6403   -0.4937   -0.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9304   -0.7622    0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4450    0.4841    1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2067    0.7403    1.6669 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1099   -0.2038    1.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1622    0.4103    0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9014    0.5902    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2787    0.2002    1.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6869    1.3392    2.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5756    2.1114    2.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453    1.5539    1.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9037    0.4322    1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1700    0.5400   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6841   -0.7415   -1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2134   -0.8087   -0.8483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6622   -1.9083   -0.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889    0.3427   -0.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    0.4395   -0.6189 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2133    1.1989    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5293    1.4975    0.9115 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3647    2.3110    0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6161    2.4135    0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3080    1.7406    1.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5732    1.0398    1.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2014    0.0118    0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4226   -0.7011   -0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3147    0.2580   -1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5333   -0.3798   -1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4465   -1.0193   -0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9263   -0.0123    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8806   -0.6013    1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1458   -1.1206    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8264   -0.0089   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0336   -0.4233   -0.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1690   -1.0340   -0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9310   -2.3431    0.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6058    0.9385   -1.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471    0.0971   -2.9488 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    0.6577   -4.3239 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1722    0.8860   -5.4495 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061   -0.4724   -4.7866 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9447    2.1064   -3.9989 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4062   -2.6314    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3710   -4.1925    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8543   -3.3063    0.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1747   -1.7249   -0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7170   -3.1403   -1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3615   -2.3277   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5875   -1.2483   -2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9878    0.0996   -1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5090    0.2071   -0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7726   -1.0823    1.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2684   -1.6079    0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2274    1.2275    1.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9227    1.7052    2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7095   -0.5440    2.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4575   -1.1359    0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5978    0.7169   -0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3144    1.0685   -0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4014   -0.4644    1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8462   -0.4643    2.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5575    2.0040    2.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3517    0.9318    3.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8675    2.6632    1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4400    3.0085    2.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5860    2.4333    1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7341    1.3369    2.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423   -0.5962    1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7400    0.3732    1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    1.3495   -0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756    0.7002   -0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2368   -1.5789   -0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8961   -0.6964   -2.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2453   -0.6336   -0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3343    2.1960    0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212    0.6001    1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146    2.8946   -0.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434    3.0831   -0.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5222    2.4793    2.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6706    0.9090    2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3371    1.7683    0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9997    0.5728    2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5962    0.3758   -0.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6139   -0.7733    0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0627   -1.4477   -1.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8993   -1.2295    0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7258    0.6535   -2.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5948    1.1633   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1159    0.4294   -2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3014   -1.1448   -2.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3570   -1.3541   -1.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0139   -1.9154   -0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2606    0.9039   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0075    0.2729    0.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3997   -1.4857    1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1293    0.1404    2.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7846   -1.4634    1.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8728   -1.9538   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0556    0.8196    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1334    0.4982   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
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   13.6811   -1.2083   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9841   -1.1975   -0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6722   -0.3033    0.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9294   -2.2836    1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0586   -2.8860    0.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8480   -3.0110    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7256    0.8672   -1.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    1.9510   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5666   -0.2750   -5.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    2.6422   -4.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
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 15 16  1  0
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 45114  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(9Z,12Z-Octadecadienoyl)-1-(1Z-hexadecenyl)-sn-glycero-3-phosphate	HMDB
1-(1Z-Hexadecenyl)-2-linoleoyl-sn-glycero-3-phosphate	HMDB
1-(1Z-Hexadecenyl)-2-linoleoyl-sn-phosphatidic acid	HMDB
PA(16:1/18:2)	HMDB
PA(34:3)	HMDB
PA(O-16:1(1Z)/18:2(9Z,12Z))	HMDB
PA(O-16:1(1Z)/18:2N6)	HMDB
PA(O-16:1(1Z)/18:2W6)	HMDB
PA(P-16:0/18:2N6)	HMDB
PA(P-16:0/18:2W6)	HMDB
Phosphatidate(16:1/18:2)	HMDB
Phosphatidate(34:3)	HMDB
Phosphatidate(O-16:1(1Z)/18:2(9Z,12Z))	HMDB
Phosphatidate(O-16:1(1Z)/18:2N6)	HMDB
Phosphatidate(O-16:1(1Z)/18:2W6)	HMDB
Phosphatidate(P-16:0/18:2(9Z,12Z))	HMDB
Phosphatidate(P-16:0/18:2N6)	HMDB
Phosphatidate(P-16:0/18:2W6)	HMDB
Phosphatidic acid(16:1/18:2)	HMDB
Phosphatidic acid(34:3)	HMDB
Phosphatidic acid(O-16:1(1Z)/18:2(9Z,12Z))	HMDB
Phosphatidic acid(O-16:1(1Z)/18:2n6)	HMDB
Phosphatidic acid(O-16:1(1Z)/18:2W6)	HMDB
Phosphatidic acid(p-16:0/18:2(9Z,12Z))	HMDB
Phosphatidic acid(p-16:0/18:2n6)	HMDB
Phosphatidic acid(p-16:0/18:2W6)	HMDB
PA(P-16:0/18:2(9Z,12Z))	HMDB

Chemical Formula

C₃₇H₆₉O₇P

Average Molecular Weight

656.9133

Monoisotopic Molecular Weight

656.478091074

IUPAC Name

[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphonic acid

Traditional Name

(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphonic acid

CAS Registry Number

937723-92-7

SMILES

CCCCCCCCCCCCCC\C=C/OC[C@]([H])(COP(=O)(O)O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC

InChI Identifier

InChI=1S/C37H69O7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-37(38)44-36(35-43-45(39,40)41)34-42-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,31,33,36H,3-10,12,14-16,18,20-30,32,34-35H2,1-2H3,(H2,39,40,41)/b13-11-,19-17-,33-31-/t36-/m1/s1

InChI Key

OLCTYLMZTXKGKH-BBNWHMLASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-(1z-alkenyl),2-acyl-glycerophosphates. These are glycerophosphates that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one 1Z-alkenyl chain attached through an ether linkage at the O1-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1-(1Z-alkenyl),2-acyl-glycerophosphates

Alternative Parents

Substituents

1-(1z-alkenyl),2-acyl-glycerol-3-phosphate
Glycerol vinyl ether
Fatty acid ester
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Fatty acyl
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-(1Z-alkenyl),2-acylglycerophosphates (LMGP10030088 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0011155)
Membrane (HMDB: HMDB0011155)

Source

Exogenous

Exogenous (HMDB: HMDB0011155)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0011155)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	8.3e-05 g/L	ALOGPS
logP	9.27	ALOGPS
logP	12.44	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	1.32	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	35	ChemAxon
Refractivity	190.35 m³·mol⁻¹	ChemAxon
Polarizability	79.89 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	269.408	31661259
DarkChem	[M-H]-	257.602	31661259
DeepCCS	[M+H]+	258.985	30932474
DeepCCS	[M-H]-	256.59	30932474
DeepCCS	[M-2H]-	289.474	30932474
DeepCCS	[M+Na]+	264.898	30932474
AllCCS	[M+H]+	267.0	32859911
AllCCS	[M+H-H2O]+	266.6	32859911
AllCCS	[M+NH4]+	267.4	32859911
AllCCS	[M+Na]+	267.5	32859911
AllCCS	[M-H]-	253.5	32859911
AllCCS	[M+Na-2H]-	259.3	32859911
AllCCS	[M+HCOO]-	265.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PA(P-16:0/18:2(9Z,12Z))	CCCCCCCCCCCCCC\C=C/OC[C@]([H])(COP(=O)(O)O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	4715.5	Standard polar	33892256
PA(P-16:0/18:2(9Z,12Z))	CCCCCCCCCCCCCC\C=C/OC[C@]([H])(COP(=O)(O)O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	3979.9	Standard non polar	33892256
PA(P-16:0/18:2(9Z,12Z))	CCCCCCCCCCCCCC\C=C/OC[C@]([H])(COP(=O)(O)O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	4703.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PA(P-16:0/18:2(9Z,12Z)),1TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O)O[Si](C)(C)C	4635.1	Semi standard non polar	33892256
PA(P-16:0/18:2(9Z,12Z)),1TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O)O[Si](C)(C)C	4135.3	Standard non polar	33892256
PA(P-16:0/18:2(9Z,12Z)),1TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O)O[Si](C)(C)C	5195.0	Standard polar	33892256
PA(P-16:0/18:2(9Z,12Z)),2TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	4603.7	Semi standard non polar	33892256
PA(P-16:0/18:2(9Z,12Z)),2TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	4117.4	Standard non polar	33892256
PA(P-16:0/18:2(9Z,12Z)),2TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	4478.4	Standard polar	33892256
PA(P-16:0/18:2(9Z,12Z)),1TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O)O[Si](C)(C)C(C)(C)C	4855.5	Semi standard non polar	33892256
PA(P-16:0/18:2(9Z,12Z)),1TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O)O[Si](C)(C)C(C)(C)C	4245.8	Standard non polar	33892256
PA(P-16:0/18:2(9Z,12Z)),1TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O)O[Si](C)(C)C(C)(C)C	5182.7	Standard polar	33892256
PA(P-16:0/18:2(9Z,12Z)),2TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	5046.1	Semi standard non polar	33892256
PA(P-16:0/18:2(9Z,12Z)),2TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4304.2	Standard non polar	33892256
PA(P-16:0/18:2(9Z,12Z)),2TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4582.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9242121000-692d517b782c84adf74f	2017-09-01	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 10V, Positive-QTOF	splash10-0bvi-0094024000-d26e3d32b43139cc010c	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 20V, Positive-QTOF	splash10-01vk-1191010000-759b4f1be9058b13ed02	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 40V, Positive-QTOF	splash10-0002-1190000000-3531949a0e4335a1c5e1	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 10V, Negative-QTOF	splash10-004i-5094104000-9a1389e6629f728fa5be	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 20V, Negative-QTOF	splash10-004i-9030000000-1c805627741e0b7f9ec0	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 40V, Negative-QTOF	splash10-004i-9010000000-057f58ca0a283cf13563	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 10V, Negative-QTOF	splash10-0a4i-0000009000-a18d16033080fbd91fbb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 20V, Negative-QTOF	splash10-0bvj-9041205000-87d1b775d631aa07ef15	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 40V, Negative-QTOF	splash10-004i-9020000000-749692008f9c19c0a48c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 10V, Positive-QTOF	splash10-0a4i-1023192000-d4f59b16aa186b546890	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 20V, Positive-QTOF	splash10-0a4i-1028290000-17b2dfdd5baa85347670	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(P-16:0/18:2(9Z,12Z)) 40V, Positive-QTOF	splash10-0ab9-0932000000-8ec8ba183834e0fc606c	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027930

KNApSAcK ID

Not Available

Chemspider ID

24766521

KEGG Compound ID

C15647

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52929743

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

M00627

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. [PubMed:7834746 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Only showing the first 10 proteins. There are 50 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Phospholipase D2

General function:: Involved in protein binding
Specific function:: May have a role in signal-induced cytoskeletal regulation and/or endocytosis (By similarity).
Gene Name:: PLD2
Uniprot ID:: O14939
Molecular weight:: 104656.485

Enzyme Details

2. Diacylglycerol kinase gamma

General function:: Involved in diacylglycerol kinase activity
Specific function:: Reverses the normal flow of glycerolipid biosynthesis by phosphorylating diacylglycerol back to phosphatidic acid
Gene Name:: DGKG
Uniprot ID:: P49619
Molecular weight:: 89095.3

Enzyme Details

3. Lipid phosphate phosphohydrolase 2

General function:: Involved in catalytic activity
Specific function:: Catalyzes the conversion of phosphatidic acid (PA) to diacylglycerol (DG). In addition it hydrolyzes lysophosphatidic acid (LPA), ceramide-1-phosphate (C-1-P) and sphingosine-1-phosphate (S-1-P). The relative catalytic efficiency is PA > C-1-P > LPA > S-1-P.
Gene Name:: PPAP2C
Uniprot ID:: O43688
Molecular weight:: 32573.435

Enzyme Details

4. Lipid phosphate phosphohydrolase 1

General function:: Involved in catalytic activity
Specific function:: Broad-specificity phosphohydrolase that dephosphorylates exogenous bioactive glycerolipids and sphingolipids. Catalyzes the conversion of phosphatidic acid (PA) to diacylglycerol (DG). Pivotal regulator of lysophosphatidic acid (LPA) signaling in the cardiovascular system. Major enzyme responsible of dephosphorylating LPA in platelets, which terminates signaling actions of LPA. May control circulating, and possibly also regulate localized, LPA levels resulting from platelet activation. It has little activity towards ceramide-1-phosphate (C-1-P) and sphingosine-1-phosphate (S-1-P). The relative catalytic efficiency is LPA > PA > S-1-P > C-1-P. It's down-regulation may contribute to the development of colon adenocarcinoma.
Gene Name:: PPAP2A
Uniprot ID:: O14494
Molecular weight:: 32155.715

Enzyme Details

5. Lipid phosphate phosphohydrolase 3

General function:: Involved in catalytic activity
Specific function:: Catalyzes the conversion of phosphatidic acid (PA) to diacylglycerol (DG). In addition it hydrolyzes lysophosphatidic acid (LPA), ceramide-1-phosphate (C-1-P) and sphingosine-1-phosphate (S-1-P). The relative catalytic efficiency is LPA = PA > C-1-P > S-1-P. May be involved in cell adhesion and in cell-cell interactions.
Gene Name:: PPAP2B
Uniprot ID:: O14495
Molecular weight:: 35115.61

Enzyme Details

6. Phospholipase DDHD1

General function:: Involved in metal ion binding
Specific function:: Probable phospholipase that hydrolyzes phosphatidic acid. The different isoforms may change the substrate specificity
Gene Name:: DDHD1
Uniprot ID:: Q8NEL9
Molecular weight:: 100434.4

Enzyme Details

7. cAMP-specific 3',5'-cyclic phosphodiesterase 4D

General function:: Involved in catalytic activity
Specific function:: Hydrolyzes the second messenger cAMP, which is a key regulator of many important physiological processes.
Gene Name:: PDE4D
Uniprot ID:: Q08499
Molecular weight:: 91114.1

Enzyme Details

8. Probable phospholipid-transporting ATPase IG

General function:: Involved in ATP binding
Specific function:: ATP + H(2)O + phospholipid(In) = ADP + phosphate + phospholipid(Out)
Gene Name:: ATP11C
Uniprot ID:: Q8NB49
Molecular weight:: 129476.0

Enzyme Details

9. Probable phospholipid-transporting ATPase IH

General function:: Involved in ATP binding
Specific function:: ATP + H(2)O + phospholipid(In) = ADP + phosphate + phospholipid(Out)
Gene Name:: ATP11A
Uniprot ID:: P98196
Molecular weight:: 129754.6

Enzyme Details

10. Probable phospholipid-transporting ATPase VA

General function:: Involved in ATP binding
Specific function:: ATP + H(2)O + phospholipid(In) = ADP + phosphate + phospholipid(Out)
Gene Name:: ATP10A
Uniprot ID:: O60312
Molecular weight:: 167686.6

Only showing the first 10 proteins. There are 50 proteins in total.

Show all enzymes and transporters

Showing metabocard for PA(P-16:0/18:2(9Z,12Z)) (HMDB0011155)

MOL for HMDB0011155 (PA(P-16:0/18:2(9Z,12Z)))

3D MOL for HMDB0011155 (PA(P-16:0/18:2(9Z,12Z)))

3D SDF for HMDB0011155 (PA(P-16:0/18:2(9Z,12Z)))

3D-SDF for HMDB0011155 (PA(P-16:0/18:2(9Z,12Z)))

PDB for HMDB0011155 (PA(P-16:0/18:2(9Z,12Z)))

3D PDB for HMDB0011155 (PA(P-16:0/18:2(9Z,12Z)))

SMILES for HMDB0011155 (PA(P-16:0/18:2(9Z,12Z)))

INCHI for HMDB0011155 (PA(P-16:0/18:2(9Z,12Z)))

Structure for HMDB0011155 (PA(P-16:0/18:2(9Z,12Z)))

3D Structure for HMDB0011155 (PA(P-16:0/18:2(9Z,12Z)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes