MiMeDB: Showing metabocard for PA(20:4(5Z,8Z,11Z,14Z)e/2:0) (MMDBc0029910)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:46:31 UTC

Update Date

2024-04-30 19:43:14 UTC

Metabolite ID

MMDBc0029910

Metabolite Identification

Common Name

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

Description

2-Acetyl-1-(5Z,8Z,11Z,14Z-eicosatetraenyl)-sn-glycero-phosphate is an ether lipid. 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.

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>
MMDBc0029910

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₂₅H₄₃O₇P

Average Mass

486.5785

Monoisotopic Mass

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

[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

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

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-9441200000-aaaec59e72d2ac876581	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-2023900000-a72630bf21b2536ea9db	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00fs-6596400000-3918cb7f5a23ce235785	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9375000000-49612d49a38d22fbf10d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0573-9110800000-f1bc93c0c8babccc089d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9010000000-0c97ef3e5ac867b2ba24	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-adc729c4a10121430b93	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0219100000-1e9bbefea560d16db910	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00n0-1429000000-a0c403a962d74ac82993	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-4900000000-022c5b2556ac0631cc3d	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-2000900000-3c4e63336f0618e22712	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-9000200000-d91f811c9777757425f5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-0e26bd77be373509a51b	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191753	Phospholipase D2	Enzyme	O14939	Homo sapiens
MMDBp0191890	Diacylglycerol kinase theta	Unknown	P52824	Homo sapiens
MMDBp0191895	Diacylglycerol kinase gamma	Unknown	P49619	Homo sapiens
MMDBp0191901	Lipid phosphate phosphohydrolase 2	Unknown	O43688	Homo sapiens
MMDBp0191903	Diacylglycerol kinase alpha	Unknown	P23743	Homo sapiens
MMDBp0191904	Diacylglycerol kinase delta	Unknown	Q16760	Homo sapiens
MMDBp0191907	Lipid phosphate phosphohydrolase 1	Unknown	O14494	Homo sapiens
MMDBp0191908	Diacylglycerol kinase beta	Unknown	Q9Y6T7	Homo sapiens
MMDBp0191910	Diacylglycerol kinase iota	Unknown	O75912	Homo sapiens
MMDBp0191912	Lipid phosphate phosphohydrolase 3	Unknown	O14495	Homo sapiens
MMDBp0191916	Diacylglycerol kinase zeta	Unknown	Q13574	Homo sapiens
MMDBp0192176	Phospholipase DDHD1	Enzyme	Q8NEL9	Homo sapiens
MMDBp0192278	cAMP-specific 3',5'-cyclic phosphodiesterase 4D	Unknown	Q08499	Homo sapiens
MMDBp0192377	Phosphatidate cytidylyltransferase 2	Enzyme	O95674	Homo sapiens
MMDBp0192386	Phosphatidate cytidylyltransferase 1	Unknown	Q92903	Homo sapiens
MMDBp0192735	Probable phospholipid-transporting ATPase IG	Unknown	Q8NB49	Homo sapiens
MMDBp0192736	Probable phospholipid-transporting ATPase IH	Unknown	P98196	Homo sapiens
MMDBp0192769	Probable phospholipid-transporting ATPase VA	Unknown	O60312	Homo sapiens
MMDBp0192790	Probable phospholipid-transporting ATPase IC	Unknown	O43520	Homo sapiens
MMDBp0192817	Probable phospholipid-transporting ATPase IIA	Unknown	O75110	Homo sapiens
MMDBp0192834	Probable phospholipid-transporting ATPase VD	Unknown	Q9P241	Homo sapiens
MMDBp0192842	Probable phospholipid-transporting ATPase IB	Unknown	Q9NTI2	Homo sapiens
MMDBp0192939	Probable phospholipid-transporting ATPase IA	Unknown	Q9Y2Q0	Homo sapiens
MMDBp0193026	Probable phospholipid-transporting ATPase IM	Unknown	Q8TF62	Homo sapiens
MMDBp0193046	Probable phospholipid-transporting ATPase IF	Unknown	Q9Y2G3	Homo sapiens
MMDBp0193050	Probable phospholipid-transporting ATPase IK	Unknown	O60423	Homo sapiens
MMDBp0193131	1-acyl-sn-glycerol-3-phosphate acyltransferase gamma	Enzyme	Q9NRZ7	Homo sapiens
MMDBp0193133	1-acyl-sn-glycerol-3-phosphate acyltransferase beta	Enzyme	O15120	Homo sapiens
MMDBp0193135	1-acyl-sn-glycerol-3-phosphate acyltransferase alpha	Enzyme	Q99943	Homo sapiens
MMDBp0193139	Phosphatidylinositol-glycan-specific phospholipase D	Enzyme	P80108	Homo sapiens
MMDBp0193154	Arf-GAP with GTPase, ANK repeat and PH domain-containing protein 2	Unknown	Q99490	Homo sapiens
MMDBp0193576	Phospholipid transfer protein	Unknown	P55058	Homo sapiens
MMDBp0193760	1-acyl-sn-glycerol-3-phosphate acyltransferase epsilon	Enzyme	Q9NUQ2	Homo sapiens
MMDBp0193807	2-acylglycerol O-acyltransferase 2	Enzyme	Q3SYC2	Homo sapiens
MMDBp0193963	Diacylglycerol kinase eta	Unknown	Q86XP1	Homo sapiens
MMDBp0193977	1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-3	Unknown	Q8N3E9	Homo sapiens
MMDBp0193980	1-acyl-sn-glycerol-3-phosphate acyltransferase delta	Enzyme	Q9NRZ5	Homo sapiens
MMDBp0194081	Diacylglycerol kinase kappa	Unknown	Q5KSL6	Homo sapiens
MMDBp0194094	Probable phospholipid-transporting ATPase VB	Unknown	O94823	Homo sapiens
MMDBp0194095	Probable phospholipid-transporting ATPase ID	Unknown	P98198	Homo sapiens
MMDBp0194099	N-acyl-phosphatidylethanolamine-hydrolyzing phospholipase D	Unknown	Q6IQ20	Homo sapiens
MMDBp0194104	Lysocardiolipin acyltransferase 1	Enzyme	Q6UWP7	Homo sapiens
MMDBp0194111	Lipase member H	Unknown	Q8WWY8	Homo sapiens
MMDBp0194112	Lipase member I	Unknown	Q6XZB0	Homo sapiens
MMDBp0194113	Lipid phosphate phosphatase-related protein type 4	Enzyme	Q7Z2D5	Homo sapiens
MMDBp0194114	Lipid phosphate phosphatase-related protein type 5	Enzyme	Q32ZL2	Homo sapiens
MMDBp0194115	Presqualene diphosphate phosphatase	Enzyme	Q8IY26	Homo sapiens
MMDBp0194116	Probable lipid phosphate phosphatase PPAPDC3	Enzyme	Q8NBV4	Homo sapiens
MMDBp0194117	Phosphatidate phosphatase PPAPDC1A	Enzyme	Q5VZY2	Homo sapiens
MMDBp0194118	Phosphatidate phosphatase PPAPDC1B	Enzyme	Q8NEB5	Homo sapiens
MMDBp0195098	Arf-GAP with coiled-coil, ANK repeat and PH domain-containing protein 1	Unknown	Q15027	Homo sapiens
MMDBp0195309	Rab11 family-interacting protein 2	Unknown	Q7L804	Homo sapiens
MMDBp0195471	Acylglycerol kinase, mitochondrial	Unknown	Q53H12	Homo sapiens
MMDBp0196031	Phospholipase D1 variant	Enzyme	Q59EA4	Homo sapiens
MMDBp0196049	1-acylglycerol-3-phosphate O-acyltransferase 6 (Lysophosphatidic acid acyltransferase, zeta), isoform CRA_b	Enzyme	Q2TU73	Homo sapiens
MMDBp0196050	Diacylglycerol kinase, epsilon 64kDa	Enzyme	A1L4Q0	Homo sapiens
MMDBp0196320	Arf-GAP with GTPase, ANK repeat and PH domain-containing protein 1	Unknown	Q9UPQ3	Homo sapiens
MMDBp0196464	Phospholipase DDHD2	Enzyme	O94830	Homo sapiens
MMDBp0196491	Oxysterol-binding protein-related protein 2	Unknown	Q9H1P3	Homo sapiens
MMDBp0196492	Oxysterol-binding protein-related protein 1	Unknown	Q9BXW6	Homo sapiens
MMDBp0196493	Arf-GAP with coiled-coil, ANK repeat and PH domain-containing protein 2	Unknown	Q15057	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0011156

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

References

Synthesis Reference

Not Available

General References

Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. doi: 10.1016/0092-8674(95)90409-3. [PubMed:7834746 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [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. doi: 10.1194/jlr.R600022-JLR200. 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. doi: 10.1194/jlr.R700005-JLR200. 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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.

Showing metabocard for PA(20:4(5Z,8Z,11Z,14Z)e/2:0) (MMDBc0029910)

MOL for #<Metabolite:0x00007fecfcd2aac8>

3D MOL for #<Metabolite:0x00007fecfcd2aac8>

3D SDF for #<Metabolite:0x00007fecfcd2aac8>

3D-SDF for #<Metabolite:0x00007fecfcd2aac8>

PDB for #<Metabolite:0x00007fecfcd2aac8>

3D PDB for #<Metabolite:0x00007fecfcd2aac8>

SMILES for #<Metabolite:0x00007fecfcd2aac8>

INCHI for #<Metabolite:0x00007fecfcd2aac8>

Structure for #<Metabolite:0x00007fecfcd2aac8>

3D Structure for #<Metabolite:0x00007fecfcd2aac8>