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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (61) Show 61 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-10-29 15:02:46 UTC

Update Date

2022-11-30 19:03:55 UTC

HMDB ID

HMDB0011156

Secondary Accession Numbers

HMDB11156

Metabolite Identification

Common Name

PA(O-20:4(5Z,8Z,11Z,14Z)/2:0)

Description

PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(O-20:4(5Z,8Z,11Z,14Z)/2:0), in particular, consists of one 5Z,8Z,11Z,14Z-eicosatetraenoyl chain to the C-1 atom, and one acetyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.

Structure

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


  Mrv1652304202021122D          

 34 33  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
   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
    4.9873   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7018   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4163   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1307   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8452   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5597   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2741   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9887   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7031   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4176   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1321   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8465   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5610   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2755   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9900   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7045   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4190   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1334   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8479   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5624   -6.5636    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  2  0  0  0  0
  6 13  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34  5  1  0  0  0  0
M  END

HMDB0011156
     RDKit          3D
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0)
 76 75  0  0  0  0  0  0  0  0999 V2000
   -4.5571    1.4771   -4.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4683    0.8454   -3.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1385   -0.6043   -3.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0108   -1.2618   -2.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7774   -0.5685   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5846   -1.1614    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1793   -1.7508    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8227   -1.9944    1.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874   -1.6016    0.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7723   -0.7450    1.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586   -0.0210    2.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    1.4213    2.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8622    2.2377    2.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626    1.8379    3.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843    2.1258    2.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4336    1.2021    2.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3066   -0.2374    2.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440   -0.7608    3.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8018   -0.6681    2.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9350   -1.4242    1.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0546   -1.5068    0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -0.9253    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8858   -0.0981   -0.9612 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4918    1.3164   -0.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691    1.5812   -0.5028 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9015    3.2518   -0.3099 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0821    3.5662    1.1562 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0689    4.1366   -1.1529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3356    3.6709   -0.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2962   -0.7511   -2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9947   -1.0959   -3.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3879   -1.7945   -4.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2282   -0.8203   -3.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6555    2.5668   -4.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9608    1.1303   -5.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5338    1.0963   -4.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5057    1.0649   -3.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2075    1.4289   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0655   -0.6792   -2.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2345   -1.0634   -4.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0758   -1.0996   -2.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8813   -2.3439   -2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3004    0.4612   -1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7683   -0.2813   -0.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7084   -1.1097    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0181   -2.1165    1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7082   -3.1524    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7589   -1.6490    2.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5342   -2.0830   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9318   -0.5009    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417   -0.3435    3.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6849   -0.2143    3.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7105    1.7286    1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9406    3.3227    2.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189    2.6351    4.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859    0.9196    3.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509    3.1927    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3605    1.4950    1.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -0.4745    3.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2347   -0.7967    1.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2072   -1.8269    3.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4651   -0.2194    4.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507    0.3806    2.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048   -1.1618    3.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5401   -2.4674    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1140   -1.0776    0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7020   -0.2655    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8245   -1.7317    0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0114    0.0332   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0254    1.6252    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9485    2.0061   -1.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9262    4.0529   -2.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165    3.5509   -1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8152   -1.3550   -5.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7379   -2.8466   -4.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2853   -1.7600   -4.3178 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  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 23 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 18 61  1  0
 18 62  1  0
 19 63  1  0
 19 64  1  0
 20 65  1  0
 20 66  1  0
 22 67  1  0
 22 68  1  0
 23 69  1  6
 24 70  1  0
 24 71  1  0
 28 72  1  0
 29 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  1  0
M  END


  Mrv1652304202021122D          

 34 33  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
   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
    4.9873   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7018   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4163   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1307   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8452   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5597   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2741   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9887   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7031   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4176   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1321   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8465   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5610   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2755   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9900   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7045   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4190   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1334   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8479   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5624   -6.5636    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  2  0  0  0  0
  6 13  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011156

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H43O7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-30-22-25(32-24(2)26)23-31-33(27,28)29/h7-8,10-11,13-14,16-17,25H,3-6,9,12,15,18-23H2,1-2H3,(H2,27,28,29)/b8-7-,11-10-,14-13-,17-16-/t25-/m1/s1

> <INCHI_KEY>
LTIFQHVEGFEXBJ-NTNVCBRRSA-N

> <FORMULA>
C25H43O7P

> <MOLECULAR_WEIGHT>
486.5785

> <EXACT_MASS>
486.274640242

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
53.73004171939421

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2-(acetyloxy)-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propoxy]phosphonic acid

> <ALOGPS_LOGP>
5.89

> <JCHEM_LOGP>
6.110982887999999

> <ALOGPS_LOGS>
-5.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.344968841121865

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3191426773965036

> <JCHEM_PKA_STRONGEST_BASIC>
-4.140954207896084

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
137.2477

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-(acetyloxy)-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011156
     RDKit          3D
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0)
 76 75  0  0  0  0  0  0  0  0999 V2000
   -4.5571    1.4771   -4.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4683    0.8454   -3.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1385   -0.6043   -3.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0108   -1.2618   -2.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7774   -0.5685   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5846   -1.1614    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1793   -1.7508    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8227   -1.9944    1.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874   -1.6016    0.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7723   -0.7450    1.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586   -0.0210    2.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    1.4213    2.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8622    2.2377    2.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626    1.8379    3.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843    2.1258    2.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4336    1.2021    2.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3066   -0.2374    2.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440   -0.7608    3.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8018   -0.6681    2.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9350   -1.4242    1.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0546   -1.5068    0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -0.9253    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8858   -0.0981   -0.9612 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4918    1.3164   -0.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691    1.5812   -0.5028 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9015    3.2518   -0.3099 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0821    3.5662    1.1562 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0689    4.1366   -1.1529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3356    3.6709   -0.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2962   -0.7511   -2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9947   -1.0959   -3.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3879   -1.7945   -4.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2282   -0.8203   -3.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6555    2.5668   -4.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9608    1.1303   -5.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5338    1.0963   -4.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5057    1.0649   -3.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2075    1.4289   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0655   -0.6792   -2.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2345   -1.0634   -4.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0758   -1.0996   -2.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8813   -2.3439   -2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3004    0.4612   -1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7683   -0.2813   -0.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7084   -1.1097    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0181   -2.1165    1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7082   -3.1524    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7589   -1.6490    2.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5342   -2.0830   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9318   -0.5009    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417   -0.3435    3.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6849   -0.2143    3.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7105    1.7286    1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9406    3.3227    2.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189    2.6351    4.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859    0.9196    3.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509    3.1927    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3605    1.4950    1.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -0.4745    3.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2347   -0.7967    1.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2072   -1.8269    3.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4651   -0.2194    4.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507    0.3806    2.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048   -1.1618    3.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5401   -2.4674    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1140   -1.0776    0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7020   -0.2655    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8245   -1.7317    0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0114    0.0332   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0254    1.6252    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9485    2.0061   -1.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9262    4.0529   -2.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165    3.5509   -1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8152   -1.3550   -5.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7379   -2.8466   -4.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2853   -1.7600   -4.3178 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  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 23 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 18 61  1  0
 18 62  1  0
 19 63  1  0
 19 64  1  0
 20 65  1  0
 20 66  1  0
 22 67  1  0
 22 68  1  0
 23 69  1  6
 24 70  1  0
 24 71  1  0
 28 72  1  0
 29 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  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      34.853 -14.477   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      36.187 -15.247   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      36.187 -16.787   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.310 -13.022   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.643 -12.252   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.977 -13.022   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.311 -12.252   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.644 -13.022   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.978 -12.252   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.312 -12.252   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.646 -13.022   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.979 -12.252   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.313 -12.252   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.647 -13.022   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.980 -12.252   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.314 -12.252   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      26.648 -13.022   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      27.981 -12.252   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      29.315 -12.252   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      30.649 -13.022   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      31.982 -12.252   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      33.316 -13.022   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      34.650 -12.252   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   34                                                       
CONECT    6    2   13                                                       
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    6                                                  
CONECT   14   13                                                            
CONECT   15   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                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33    5                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   66    0
END

COMPND    HMDB0011156
HETATM    1  C1  UNL     1      -4.557   1.477  -4.417  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.468   0.845  -3.348  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.138  -0.604  -3.224  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.011  -1.262  -2.204  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.777  -0.569  -0.860  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.585  -1.161   0.209  1.00  0.00           C  
HETATM    7  C7  UNL     1      -6.179  -1.751   1.296  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.823  -1.994   1.759  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.687  -1.602   0.956  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.772  -0.745   1.286  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.759  -0.021   2.572  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.804   1.421   2.230  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.862   2.238   2.565  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.663   1.838   3.305  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.584   2.126   2.556  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.434   1.202   2.224  1.00  0.00           C  
HETATM   17  C17 UNL     1       1.307  -0.237   2.524  1.00  0.00           C  
HETATM   18  C18 UNL     1       2.444  -0.761   3.347  1.00  0.00           C  
HETATM   19  C19 UNL     1       3.802  -0.668   2.762  1.00  0.00           C  
HETATM   20  C20 UNL     1       3.935  -1.424   1.447  1.00  0.00           C  
HETATM   21  O1  UNL     1       5.055  -1.507   0.858  1.00  0.00           O  
HETATM   22  C21 UNL     1       6.034  -0.925   0.294  1.00  0.00           C  
HETATM   23  C22 UNL     1       5.886  -0.098  -0.961  1.00  0.00           C  
HETATM   24  C23 UNL     1       5.492   1.316  -0.725  1.00  0.00           C  
HETATM   25  O2  UNL     1       4.169   1.581  -0.503  1.00  0.00           O  
HETATM   26  P1  UNL     1       3.901   3.252  -0.310  1.00  0.00           P  
HETATM   27  O3  UNL     1       4.082   3.566   1.156  1.00  0.00           O  
HETATM   28  O4  UNL     1       5.069   4.137  -1.153  1.00  0.00           O  
HETATM   29  O5  UNL     1       2.336   3.671  -0.745  1.00  0.00           O  
HETATM   30  O6  UNL     1       5.296  -0.751  -2.034  1.00  0.00           O  
HETATM   31  C24 UNL     1       5.995  -1.096  -3.168  1.00  0.00           C  
HETATM   32  C25 UNL     1       5.388  -1.794  -4.328  1.00  0.00           C  
HETATM   33  O7  UNL     1       7.228  -0.820  -3.268  1.00  0.00           O  
HETATM   34  H1  UNL     1      -4.656   2.567  -4.301  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.961   1.130  -5.391  1.00  0.00           H  
HETATM   36  H3  UNL     1      -3.534   1.096  -4.239  1.00  0.00           H  
HETATM   37  H4  UNL     1      -6.506   1.065  -3.604  1.00  0.00           H  
HETATM   38  H5  UNL     1      -5.208   1.429  -2.416  1.00  0.00           H  
HETATM   39  H6  UNL     1      -4.066  -0.679  -2.925  1.00  0.00           H  
HETATM   40  H7  UNL     1      -5.235  -1.063  -4.228  1.00  0.00           H  
HETATM   41  H8  UNL     1      -7.076  -1.100  -2.538  1.00  0.00           H  
HETATM   42  H9  UNL     1      -5.881  -2.344  -2.129  1.00  0.00           H  
HETATM   43  H10 UNL     1      -6.300   0.461  -1.053  1.00  0.00           H  
HETATM   44  H11 UNL     1      -4.768  -0.281  -0.682  1.00  0.00           H  
HETATM   45  H12 UNL     1      -7.708  -1.110   0.092  1.00  0.00           H  
HETATM   46  H13 UNL     1      -7.018  -2.117   1.957  1.00  0.00           H  
HETATM   47  H14 UNL     1      -4.708  -3.152   1.952  1.00  0.00           H  
HETATM   48  H15 UNL     1      -4.759  -1.649   2.835  1.00  0.00           H  
HETATM   49  H16 UNL     1      -3.534  -2.083  -0.045  1.00  0.00           H  
HETATM   50  H17 UNL     1      -1.932  -0.501   0.611  1.00  0.00           H  
HETATM   51  H18 UNL     1      -1.942  -0.343   3.207  1.00  0.00           H  
HETATM   52  H19 UNL     1      -3.685  -0.214   3.200  1.00  0.00           H  
HETATM   53  H20 UNL     1      -3.711   1.729   1.667  1.00  0.00           H  
HETATM   54  H21 UNL     1      -1.941   3.323   2.285  1.00  0.00           H  
HETATM   55  H22 UNL     1      -0.619   2.635   4.156  1.00  0.00           H  
HETATM   56  H23 UNL     1      -0.686   0.920   3.868  1.00  0.00           H  
HETATM   57  H24 UNL     1       0.751   3.193   2.291  1.00  0.00           H  
HETATM   58  H25 UNL     1       2.361   1.495   1.659  1.00  0.00           H  
HETATM   59  H26 UNL     1       0.360  -0.474   3.023  1.00  0.00           H  
HETATM   60  H27 UNL     1       1.235  -0.797   1.534  1.00  0.00           H  
HETATM   61  H28 UNL     1       2.207  -1.827   3.638  1.00  0.00           H  
HETATM   62  H29 UNL     1       2.465  -0.219   4.321  1.00  0.00           H  
HETATM   63  H30 UNL     1       4.051   0.381   2.552  1.00  0.00           H  
HETATM   64  H31 UNL     1       4.505  -1.162   3.463  1.00  0.00           H  
HETATM   65  H32 UNL     1       3.540  -2.467   1.721  1.00  0.00           H  
HETATM   66  H33 UNL     1       3.114  -1.078   0.738  1.00  0.00           H  
HETATM   67  H34 UNL     1       6.702  -0.265   0.948  1.00  0.00           H  
HETATM   68  H35 UNL     1       6.824  -1.732   0.010  1.00  0.00           H  
HETATM   69  H36 UNL     1       7.011   0.033  -1.307  1.00  0.00           H  
HETATM   70  H37 UNL     1       6.025   1.625   0.231  1.00  0.00           H  
HETATM   71  H38 UNL     1       5.949   2.006  -1.483  1.00  0.00           H  
HETATM   72  H39 UNL     1       4.926   4.053  -2.110  1.00  0.00           H  
HETATM   73  H40 UNL     1       2.217   3.551  -1.741  1.00  0.00           H  
HETATM   74  H41 UNL     1       5.815  -1.355  -5.258  1.00  0.00           H  
HETATM   75  H42 UNL     1       5.738  -2.847  -4.290  1.00  0.00           H  
HETATM   76  H43 UNL     1       4.285  -1.760  -4.318  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4   39   40
CONECT    4    5   41   42
CONECT    5    6   43   44
CONECT    6    7    7   45
CONECT    7    8   46
CONECT    8    9   47   48
CONECT    9   10   10   49
CONECT   10   11   50
CONECT   11   12   51   52
CONECT   12   13   13   53
CONECT   13   14   54
CONECT   14   15   55   56
CONECT   15   16   16   57
CONECT   16   17   58
CONECT   17   18   59   60
CONECT   18   19   61   62
CONECT   19   20   63   64
CONECT   20   21   65   66
CONECT   21   22
CONECT   22   23   67   68
CONECT   23   24   30   69
CONECT   24   25   70   71
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   72
CONECT   29   73
CONECT   30   31
CONECT   31   32   33   33
CONECT   32   74   75   76
END

HMDB0011156
     RDKit          3D
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0)
 76 75  0  0  0  0  0  0  0  0999 V2000
   -4.5571    1.4771   -4.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4683    0.8454   -3.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1385   -0.6043   -3.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0108   -1.2618   -2.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7774   -0.5685   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5846   -1.1614    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1793   -1.7508    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8227   -1.9944    1.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874   -1.6016    0.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7723   -0.7450    1.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586   -0.0210    2.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    1.4213    2.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8622    2.2377    2.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626    1.8379    3.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843    2.1258    2.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4336    1.2021    2.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3066   -0.2374    2.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440   -0.7608    3.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8018   -0.6681    2.7620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9350   -1.4242    1.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0546   -1.5068    0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -0.9253    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8858   -0.0981   -0.9612 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4918    1.3164   -0.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691    1.5812   -0.5028 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9015    3.2518   -0.3099 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0821    3.5662    1.1562 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0689    4.1366   -1.1529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3356    3.6709   -0.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2962   -0.7511   -2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9947   -1.0959   -3.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3879   -1.7945   -4.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2282   -0.8203   -3.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6555    2.5668   -4.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9608    1.1303   -5.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5338    1.0963   -4.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5057    1.0649   -3.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2075    1.4289   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0655   -0.6792   -2.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2345   -1.0634   -4.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0758   -1.0996   -2.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8813   -2.3439   -2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3004    0.4612   -1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7683   -0.2813   -0.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7084   -1.1097    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0181   -2.1165    1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7082   -3.1524    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7589   -1.6490    2.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5342   -2.0830   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9318   -0.5009    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417   -0.3435    3.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6849   -0.2143    3.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7105    1.7286    1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9406    3.3227    2.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189    2.6351    4.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859    0.9196    3.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509    3.1927    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3605    1.4950    1.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -0.4745    3.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2347   -0.7967    1.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2072   -1.8269    3.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4651   -0.2194    4.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507    0.3806    2.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048   -1.1618    3.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5401   -2.4674    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1140   -1.0776    0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7020   -0.2655    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8245   -1.7317    0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0114    0.0332   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0254    1.6252    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9485    2.0061   -1.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9262    4.0529   -2.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165    3.5509   -1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8152   -1.3550   -5.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7379   -2.8466   -4.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2853   -1.7600   -4.3178 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  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 23 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 18 61  1  0
 18 62  1  0
 19 63  1  0
 19 64  1  0
 20 65  1  0
 20 66  1  0
 22 67  1  0
 22 68  1  0
 23 69  1  6
 24 70  1  0
 24 71  1  0
 28 72  1  0
 29 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Acetyl-1-(5Z,8Z,11Z,14Z-eicosatetraenyl)-sn-glycero-phosphate	HMDB
[(2R)-2-(Acetyloxy)-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propoxy]phosphonate	HMDB
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0)	HMDB

Chemical Formula

C₂₅H₄₃O₇P

Average Molecular Weight

486.5785

Monoisotopic Molecular Weight

486.274640242

IUPAC Name

[(2R)-2-(acetyloxy)-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propoxy]phosphonic acid

Traditional Name

(2R)-2-(acetyloxy)-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C25H43O7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-30-22-25(32-24(2)26)23-31-33(27,28)29/h7-8,10-11,13-14,16-17,25H,3-6,9,12,15,18-23H2,1-2H3,(H2,27,28,29)/b8-7-,11-10-,14-13-,17-16-/t25-/m1/s1

InChI Key

LTIFQHVEGFEXBJ-NTNVCBRRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-alkyl,2-acylglycerophosphates. These are glycerophosphates in which the O-1 atom of the glycerol is bonded to a fatty acid (saturated or unsaturated) through an ether linkage, and the O-2 atom is bonded to another fatty acid through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1-alkyl,2-acylglycerophosphates

Alternative Parents

Substituents

1-alkyl,2-acyl-glycerol-3-phosphate
Monoalkyl phosphate
Glycerol ether
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0011156)
Membrane (HMDB: HMDB0011156)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

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	0.0012 g/L	ALOGPS
logP	5.89	ALOGPS
logP	6.11	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	1.32	ChemAxon
pKa (Strongest Basic)	-4.1	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	22	ChemAxon
Refractivity	137.25 m³·mol⁻¹	ChemAxon
Polarizability	53.73 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]+	224.74	31661259
DarkChem	[M-H]-	222.097	31661259
DeepCCS	[M+H]+	218.243	30932474
DeepCCS	[M-H]-	215.885	30932474
DeepCCS	[M-2H]-	248.77	30932474
DeepCCS	[M+Na]+	225.236	30932474
AllCCS	[M+H]+	223.9	32859911
AllCCS	[M+H-H2O]+	222.1	32859911
AllCCS	[M+NH4]+	225.6	32859911
AllCCS	[M+Na]+	226.0	32859911
AllCCS	[M-H]-	217.5	32859911
AllCCS	[M+Na-2H]-	221.2	32859911
AllCCS	[M+HCOO]-	225.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0)	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCOC[C@]([H])(COP(=O)(O)O)OC(C)=O	4122.8	Standard polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0)	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCOC[C@]([H])(COP(=O)(O)O)OC(C)=O	3027.2	Standard non polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0)	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCOC[C@]([H])(COP(=O)(O)O)OC(C)=O	3488.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),1TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(C)=O	3456.8	Semi standard non polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),1TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(C)=O	3205.7	Standard non polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),1TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(C)=O	4138.5	Standard polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),2TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(C)=O	3453.4	Semi standard non polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),2TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(C)=O	3237.2	Standard non polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),2TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(C)=O	3505.5	Standard polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),1TBDMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(C)=O	3671.0	Semi standard non polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),1TBDMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(C)=O	3360.3	Standard non polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),1TBDMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(C)=O	4148.2	Standard polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),2TBDMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(C)=O	3881.4	Semi standard non polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),2TBDMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(C)=O	3499.6	Standard non polar	33892256
PA(O-20:4(5Z,8Z,11Z,14Z)/2:0),2TBDMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(C)=O	3599.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-9441200000-aaaec59e72d2ac876581	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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(O-20:4(5Z,8Z,11Z,14Z)/2:0) 10V, Positive-QTOF	splash10-000i-2023900000-a72630bf21b2536ea9db	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 20V, Positive-QTOF	splash10-00fs-6596400000-3918cb7f5a23ce235785	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 40V, Positive-QTOF	splash10-00di-9375000000-49612d49a38d22fbf10d	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 10V, Negative-QTOF	splash10-0573-9110800000-f1bc93c0c8babccc089d	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 20V, Negative-QTOF	splash10-004i-9010000000-0c97ef3e5ac867b2ba24	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 40V, Negative-QTOF	splash10-004i-9000000000-adc729c4a10121430b93	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 10V, Positive-QTOF	splash10-000i-0219100000-1e9bbefea560d16db910	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 20V, Positive-QTOF	splash10-00n0-1429000000-a0c403a962d74ac82993	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 40V, Positive-QTOF	splash10-0002-4900000000-022c5b2556ac0631cc3d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 10V, Negative-QTOF	splash10-000i-2000900000-3c4e63336f0618e22712	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 20V, Negative-QTOF	splash10-0a6r-9000200000-d91f811c9777757425f5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) 40V, Negative-QTOF	splash10-004i-9000000000-0e26bd77be373509a51b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	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

FDB027931

KNApSAcK ID

Not Available

Chemspider ID

24766522

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53480670

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 61 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 theta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Phosphorylates diacylglycerol (DAG) to generate phosphatidic acid (PA). May regulate the activity of protein kinase C by controlling the balance between these two signaling lipids. Activated in the nucleus in response to alpha-thrombin and nerve growth factor. May be involved in cAMP- induced activation of NR5A1 and subsequent steroidogenic gene transcription by delivering PA as ligand for NR5A1. Acts synergistically with NR5A1 on CYP17 transcriptional activity
Gene Name:: DGKQ
Uniprot ID:: P52824
Molecular weight:: 101154.0

Enzyme Details

3. 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

4. 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

5. Diacylglycerol kinase alpha

General function:: Involved in diacylglycerol kinase activity
Specific function:: Upon cell stimulation converts the second messenger diacylglycerol into phosphatidate, initiating the resynthesis of phosphatidylinositols and attenuating protein kinase C activity
Gene Name:: DGKA
Uniprot ID:: P23743
Molecular weight:: 82629.5

Enzyme Details

6. Diacylglycerol kinase delta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Isoform 2 may be involved in cell growth and tumorigenesis. Involved in clathrin-dependent endocytosis
Gene Name:: DGKD
Uniprot ID:: Q16760
Molecular weight:: 134524.2

Enzyme Details

7. 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

8. Diacylglycerol kinase beta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Exhibits high phosphorylation activity for long-chain diacylglycerols
Gene Name:: DGKB
Uniprot ID:: Q9Y6T7
Molecular weight:: 90594.7

Enzyme Details

9. Diacylglycerol kinase iota

General function:: Involved in diacylglycerol kinase activity
Specific function:: ATP + 1,2-diacylglycerol = ADP + 1,2-diacyl- sn-glycerol 3-phosphate
Gene Name:: DGKI
Uniprot ID:: O75912
Molecular weight:: 116996.2

Enzyme Details

10. 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

Only showing the first 10 proteins. There are 61 proteins in total.

Show all enzymes and transporters

Showing metabocard for PA(O-20:4(5Z,8Z,11Z,14Z)/2:0) (HMDB0011156)

MOL for HMDB0011156 (PA(O-20:4(5Z,8Z,11Z,14Z)/2:0))

3D MOL for HMDB0011156 (PA(O-20:4(5Z,8Z,11Z,14Z)/2:0))

3D SDF for HMDB0011156 (PA(O-20:4(5Z,8Z,11Z,14Z)/2:0))

3D-SDF for HMDB0011156 (PA(O-20:4(5Z,8Z,11Z,14Z)/2:0))

PDB for HMDB0011156 (PA(O-20:4(5Z,8Z,11Z,14Z)/2:0))

3D PDB for HMDB0011156 (PA(O-20:4(5Z,8Z,11Z,14Z)/2:0))

SMILES for HMDB0011156 (PA(O-20:4(5Z,8Z,11Z,14Z)/2:0))

INCHI for HMDB0011156 (PA(O-20:4(5Z,8Z,11Z,14Z)/2:0))

Structure for HMDB0011156 (PA(O-20:4(5Z,8Z,11Z,14Z)/2:0))

3D Structure for HMDB0011156 (PA(O-20:4(5Z,8Z,11Z,14Z)/2:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes