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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2024-08-15 18:05:35 UTC

Update Date

2024-08-17 04:20:06 UTC

HMDB ID

HMDB0341539

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PE(P-18:2/20:4)

Description

(2-aminoethoxy)[(2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages (2-aminoethoxy)[(2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1572004261612472D          

 66 65  0  0  1  0            999 V2000
   10.8096   -0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7442   -1.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1559    0.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6353   -0.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2648    1.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8726   -0.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6111    1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7636    0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7200    2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0010    0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0663    3.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8920    1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1753    3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1293    1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5215    4.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0204    2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7588    4.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2577    2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051    4.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3424    4.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6039    2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2335    3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8412    2.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4708    3.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3618    2.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4248    2.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991    1.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7711    1.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9454    2.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0084    2.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1827    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994    3.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290    2.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1367    3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7663    2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2734    5.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4556    5.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0666    2.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1949    3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    3.0241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4830    2.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5879    6.7175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    2.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2215    3.6531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4945    4.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7857    5.7919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7203    3.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1411    5.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    4.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498    2.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767    4.9742    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3036    2.7096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5457    1.8918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9380    4.1564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4756    1.1998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6499    3.2128    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1487    3.6531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2141    5.3516    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7129    1.5144    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8872    2.8983    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170    3.5902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4902    1.1369    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543    3.2757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576    3.5273    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 20 19  1  0  0  0  0
 21 18  2  0  0  0  0
 22 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  2  0  0  0  0
 25 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  2  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 38 37  1  0  0  0  0
 41 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 35  1  0  0  0  0
 43 36  1  0  0  0  0
 44 37  1  0  0  0  0
 45 42  2  0  0  0  0
 46 43  2  0  0  0  0
 49 39  1  0  0  0  0
 49 42  1  0  0  0  0
 50 38  1  0  0  0  0
 51 40  1  0  0  0  0
 41 52  1  1  0  0  0
 52 43  1  0  0  0  0
 53 47  1  0  0  0  0
 53 48  2  0  0  0  0
 53 50  1  0  0  0  0
 53 51  1  0  0  0  0
 54 11  1  0  0  0  0
 55 12  1  0  0  0  0
 56 13  1  0  0  0  0
 57 14  1  0  0  0  0
 58 17  1  0  0  0  0
 59 18  1  0  0  0  0
 60 19  1  0  0  0  0
 61 21  1  0  0  0  0
 62 22  1  0  0  0  0
 63 24  1  0  0  0  0
 64 28  1  0  0  0  0
 65 30  1  0  0  0  0
 41 66  1  1  0  0  0
M  END


  Mrv1572004261612472D          

 66 65  0  0  1  0            999 V2000
   10.8096   -0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7442   -1.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1559    0.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6353   -0.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2648    1.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8726   -0.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6111    1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7636    0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7200    2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0010    0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0663    3.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8920    1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1753    3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1293    1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5215    4.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0204    2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7588    4.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2577    2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051    4.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3424    4.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6039    2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2335    3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8412    2.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4708    3.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3618    2.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4248    2.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991    1.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7711    1.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9454    2.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0084    2.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1827    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994    3.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290    2.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1367    3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7663    2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2734    5.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4556    5.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0666    2.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1949    3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    3.0241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4830    2.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5879    6.7175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    2.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2215    3.6531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4945    4.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7857    5.7919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7203    3.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1411    5.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    4.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498    2.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767    4.9742    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3036    2.7096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5457    1.8918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9380    4.1564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4756    1.1998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6499    3.2128    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1487    3.6531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2141    5.3516    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7129    1.5144    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8872    2.8983    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170    3.5902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4902    1.1369    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543    3.2757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576    3.5273    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 20 19  1  0  0  0  0
 21 18  2  0  0  0  0
 22 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  2  0  0  0  0
 25 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  2  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 38 37  1  0  0  0  0
 41 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 35  1  0  0  0  0
 43 36  1  0  0  0  0
 44 37  1  0  0  0  0
 45 42  2  0  0  0  0
 46 43  2  0  0  0  0
 49 39  1  0  0  0  0
 49 42  1  0  0  0  0
 50 38  1  0  0  0  0
 51 40  1  0  0  0  0
 41 52  1  1  0  0  0
 52 43  1  0  0  0  0
 53 47  1  0  0  0  0
 53 48  2  0  0  0  0
 53 50  1  0  0  0  0
 53 51  1  0  0  0  0
 54 11  1  0  0  0  0
 55 12  1  0  0  0  0
 56 13  1  0  0  0  0
 57 14  1  0  0  0  0
 58 17  1  0  0  0  0
 59 18  1  0  0  0  0
 60 19  1  0  0  0  0
 61 21  1  0  0  0  0
 62 22  1  0  0  0  0
 63 24  1  0  0  0  0
 64 28  1  0  0  0  0
 65 30  1  0  0  0  0
 41 66  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0341539

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C43H74NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11-14,17-19,21-22,24,28,30,41H,3-10,15-16,20,23,25-27,29,31-40,44H2,1-2H3,(H,47,48)/b13-11+,14-12+,19-17+,21-18+,24-22+,30-28+/t41-/m1/s1

> <INCHI_KEY>
LFGBKOUQHCWBQI-HMJLLBGRSA-N

> <FORMULA>
C43H74NO8P

> <MOLECULAR_WEIGHT>
764.038

> <EXACT_MASS>
763.515205345

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
89.4674770364954

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid

> <ALOGPS_LOGP>
8.52

> <JCHEM_LOGP>
10.946797409136755

> <ALOGPS_LOGS>
-7.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.868800313657987

> <JCHEM_PKA_STRONGEST_BASIC>
9.999929336362278

> <JCHEM_POLAR_SURFACE_AREA>
134.38000000000002

> <JCHEM_REFRACTIVITY>
225.30950000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
39

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.38e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy((2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-16         0                                  
HETATM    1  C   UNK     0      20.178  -0.226   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -21.923  -3.162   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.958   0.713   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -21.719  -1.635   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.161   2.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -20.296  -1.048   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.941   3.179   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -20.092   0.478   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.144   4.706   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -18.668   1.065   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.924   5.645   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -18.465   2.592   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.127   7.171   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -17.041   3.179   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.907   8.111   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -16.838   4.706   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.483   7.524   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -15.414   5.293   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.263   8.463   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.839   7.876   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -14.194   4.353   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.636   6.350   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -12.770   4.940   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.212   5.762   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -11.550   4.001   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.009   4.236   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.126   4.588   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.585   3.649   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.906   3.649   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.365   4.588   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.482   4.236   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.941   4.001   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -7.279   5.762   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.721   4.940   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.855   6.350   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.297   4.353   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.377  11.116   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.850  10.912   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.991   5.058   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.364   7.171   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.567   5.645   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.635   5.410   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.077   5.293   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      -2.964  12.539   0.000  0.00  0.00           N+0
HETATM   45  O   UNK     0      -4.838   3.884   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       2.280   6.819   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       2.790   9.082   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       1.467  10.812   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -3.211   5.997   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -0.263   9.488   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       1.060   7.759   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       0.653   4.706   0.000  0.00  0.00           O+0
HETATM   53  P   UNK     0       1.263   9.285   0.000  0.00  0.00           P+0
HETATM   54  H   UNK     0      15.500   5.058   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0     -19.685   3.531   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      18.551   7.759   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0     -15.821   2.240   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      14.280   5.997   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0     -15.211   6.819   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      13.466   9.990   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0     -14.397   2.827   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      12.856   5.410   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       8.992   6.702   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       8.382   2.122   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       7.568   6.115   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.788   6.584   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13   54                                                  
CONECT   12   10   14   55                                                  
CONECT   13   11   15   56                                                  
CONECT   14   12   16   57                                                  
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19   58                                                  
CONECT   18   16   21   59                                                  
CONECT   19   17   20   60                                                  
CONECT   20   19   22                                                       
CONECT   21   18   23   61                                                  
CONECT   22   20   24   62                                                  
CONECT   23   21   25                                                       
CONECT   24   22   26   63                                                  
CONECT   25   23   27                                                       
CONECT   26   24   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   30   64                                                  
CONECT   29   27   31                                                       
CONECT   30   28   32   65                                                  
CONECT   31   29   33                                                       
CONECT   32   30   34                                                       
CONECT   33   31   35                                                       
CONECT   34   32   36                                                       
CONECT   35   33   42                                                       
CONECT   36   34   43                                                       
CONECT   37   38   44                                                       
CONECT   38   37   50                                                       
CONECT   39   41   49                                                       
CONECT   40   41   51                                                       
CONECT   41   39   40   52   66                                             
CONECT   42   35   45   49                                                  
CONECT   43   36   46   52                                                  
CONECT   44   37                                                            
CONECT   45   42                                                            
CONECT   46   43                                                            
CONECT   47   53                                                            
CONECT   48   53                                                            
CONECT   49   39   42                                                       
CONECT   50   38   53                                                       
CONECT   51   40   53                                                       
CONECT   52   41   43                                                       
CONECT   53   47   48   50   51                                             
CONECT   54   11                                                            
CONECT   55   12                                                            
CONECT   56   13                                                            
CONECT   57   14                                                            
CONECT   58   17                                                            
CONECT   59   18                                                            
CONECT   60   19                                                            
CONECT   61   21                                                            
CONECT   62   22                                                            
CONECT   63   24                                                            
CONECT   64   28                                                            
CONECT   65   30                                                            
CONECT   66   41                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  130    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2-Aminoethoxy)[(2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propoxy]phosphinate	Generator

Chemical Formula

C₄₃H₇₄NO₈P

Average Molecular Weight

764.038

Monoisotopic Molecular Weight

763.515205345

IUPAC Name

(2-aminoethoxy)[(2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid

Traditional Name

2-aminoethoxy((2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(\[H])C\C([H])=C(/[H])CCCCCCCC(=O)OC[C@]([H])(COP(O)(=O)OCCN)OC(=O)CCC\C([H])=C(/[H])C\C([H])=C(/[H])C\C([H])=C(/[H])C\C([H])=C(/[H])CCCCC

InChI Identifier

InChI=1S/C43H74NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11-14,17-19,21-22,24,28,30,41H,3-10,15-16,20,23,25-27,29,31-40,44H2,1-2H3,(H,47,48)/b13-11+,14-12+,19-17+,21-18+,24-22+,30-28+/t41-/m1/s1

InChI Key

LFGBKOUQHCWBQI-HMJLLBGRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

Phosphatidylethanolamines

Alternative Parents

Substituents

Diacylglycero-3-phosphoethanolamine
Phosphoethanolamine
Dialkyl phosphate
Fatty acid ester
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Dicarboxylic acid or derivatives
Carboxylic acid ester
Amino acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

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
logP	8.52	ALOGPS
logP	10.95	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	134.38 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	225.31 m³·mol⁻¹	ChemAxon
Polarizability	89.47 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 Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:2/20:4) 10V, Positive-QTOF	splash10-0006-9041200200-eef75237435d60c57fe2	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:2/20:4) 20V, Positive-QTOF	splash10-0006-9040001100-5c3e0fcfdaa6bacae955	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:2/20:4) 40V, Positive-QTOF	splash10-0006-9073003000-6628687958b1657d0b9e	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:2/20:4) 10V, Negative-QTOF	splash10-03fr-1192200400-860ce6e382430b142d06	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:2/20:4) 20V, Negative-QTOF	splash10-004i-5390100000-3bbdbaf5ffe83c023e69	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:2/20:4) 40V, Negative-QTOF	splash10-01t9-9120000000-fa0cae0d7505d22908ed	2019-02-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134746338

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

Not Available

Showing metabocard for PE(P-18:2/20:4) (HMDB0341539)

MOL for HMDB0341539 (PE(P-18:2/20:4))

3D MOL for HMDB0341539 (PE(P-18:2/20:4))

3D SDF for HMDB0341539 (PE(P-18:2/20:4))

3D-SDF for HMDB0341539 (PE(P-18:2/20:4))

PDB for HMDB0341539 (PE(P-18:2/20:4))

3D PDB for HMDB0341539 (PE(P-18:2/20:4))

SMILES for HMDB0341539 (PE(P-18:2/20:4))

INCHI for HMDB0341539 (PE(P-18:2/20:4))

Structure for HMDB0341539 (PE(P-18:2/20:4))

3D Structure for HMDB0341539 (PE(P-18:2/20:4))

Predicted Kovats Retention Indices

MS/MS Spectra