MiMeDB: Showing metabocard for trans,cis-Lauro-2,6-dienoyl-CoA (MMDBc0029907)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:46:24 UTC

Update Date

2022-08-31 17:37:34 UTC

Metabolite ID

MMDBc0029907

Metabolite Identification

Common Name

trans,cis-Lauro-2,6-dienoyl-CoA

Description

trans,cis-Lauro-2,6-dienoyl-CoA participates in fatty acid metabolism. trans,cis-Lauro-2,6-dienoyl-CoA is converted from cis,cis-3,6-Dodecadienoyl-CoA via dodecenoyl-CoA delta-isomerase [EC:5.3.3.8] and vice-versa.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08131209182D          

 70 72  0  0  0  0            999 V2000
   -4.6505   18.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771   23.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271   23.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9360   18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215   18.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5071   18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926   18.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0781   18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   18.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508   18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508   19.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   20.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   20.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4942   22.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2087   22.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508   22.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   22.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4955   27.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3521   24.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6668   30.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0263   30.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2100   28.3194    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7798   22.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0781   21.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3320   31.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5157   28.5969    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9637   27.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3521   22.5444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0856   31.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2457   30.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6376   22.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1032   29.3114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3521   23.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1719   32.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653   22.5444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9232   22.5444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7531   30.9077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9132   29.7517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5783   31.3926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4388   30.0651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   21.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926   20.8944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3362   28.5107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   22.1319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6376   21.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9701   27.2379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0741   26.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9090   26.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1935   25.9549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685   27.3839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8916   25.4319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2416   25.4319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4955   27.0819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   24.6069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2962   29.1399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1352   27.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   26.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5221   26.6248    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.7810   26.6694    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   25.4319    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0781   22.1319    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   17.5944    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653   18.4194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0781   19.6569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508   21.3069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5323   27.5600    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8114   27.8267    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5388   27.2767    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6376   22.9569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9271   29.3546    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 15 14  1  0  0  0  0
 17 16  1  0  0  0  0
 22 18  1  1  0  0  0
 23 14  1  0  0  0  0
 24 13  1  0  0  0  0
 27 22  1  0  0  0  0
 27 26  1  0  0  0  0
 29 25  2  0  0  0  0
 30 25  1  0  0  0  0
 31 28  1  0  0  0  0
 32 26  1  0  0  0  0
 33  2  1  0  0  0  0
 33  3  1  0  0  0  0
 33 19  1  0  0  0  0
 33 28  1  0  0  0  0
 34 29  1  0  0  0  0
 35 16  1  4  0  0  0
 35 23  2  0  0  0  0
 36 15  1  4  0  0  0
 36 31  2  0  0  0  0
 37 20  2  0  0  0  0
 37 29  1  0  0  0  0
 38 20  1  0  0  0  0
 38 30  2  0  0  0  0
 39 21  2  0  0  0  0
 39 25  1  0  0  0  0
 40 21  1  0  0  0  0
 40 30  1  0  0  0  0
 32 40  1  1  0  0  0
 41 23  1  0  0  0  0
 42 24  2  0  0  0  0
 26 43  1  6  0  0  0
 28 44  1  6  0  0  0
 45 31  1  0  0  0  0
 53 18  1  0  0  0  0
 54 19  1  0  0  0  0
 55 22  1  0  0  0  0
 55 32  1  0  0  0  0
 56 27  1  0  0  0  0
 58 46  1  0  0  0  0
 58 47  1  0  0  0  0
 58 48  2  0  0  0  0
 58 56  1  0  0  0  0
 59 49  1  0  0  0  0
 59 50  2  0  0  0  0
 59 53  1  0  0  0  0
 59 57  1  0  0  0  0
 60 51  1  0  0  0  0
 60 52  2  0  0  0  0
 60 54  1  0  0  0  0
 60 57  1  0  0  0  0
 61 17  1  0  0  0  0
 61 24  1  0  0  0  0
 62  9  1  0  0  0  0
 63 10  1  0  0  0  0
 64 12  1  0  0  0  0
 65 13  1  0  0  0  0
 22 66  1  6  0  0  0
 26 67  1  1  0  0  0
 68 27  1  0  0  0  0
 28 69  1  6  0  0  0
 32 70  1  6  0  0  0
M  END


  Mrv0541 08131209182D          

 70 72  0  0  0  0            999 V2000
   -4.6505   18.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771   23.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271   23.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9360   18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215   18.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5071   18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926   18.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0781   18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   18.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508   18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508   19.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   20.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   20.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4942   22.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2087   22.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508   22.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   22.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4955   27.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3521   24.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6668   30.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0263   30.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2100   28.3194    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7798   22.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0781   21.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3320   31.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5157   28.5969    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9637   27.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3521   22.5444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0856   31.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2457   30.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6376   22.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1032   29.3114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3521   23.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1719   32.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653   22.5444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9232   22.5444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7531   30.9077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9132   29.7517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5783   31.3926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4388   30.0651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   21.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926   20.8944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3362   28.5107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   22.1319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6376   21.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9701   27.2379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0741   26.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9090   26.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1935   25.9549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685   27.3839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8916   25.4319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2416   25.4319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4955   27.0819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   24.6069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2962   29.1399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1352   27.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   26.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5221   26.6248    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.7810   26.6694    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   25.4319    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0781   22.1319    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   17.5944    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653   18.4194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0781   19.6569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508   21.3069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5323   27.5600    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8114   27.8267    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5388   27.2767    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6376   22.9569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9271   29.3546    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 15 14  1  0  0  0  0
 17 16  1  0  0  0  0
 22 18  1  1  0  0  0
 23 14  1  0  0  0  0
 24 13  1  0  0  0  0
 27 22  1  0  0  0  0
 27 26  1  0  0  0  0
 29 25  2  0  0  0  0
 30 25  1  0  0  0  0
 31 28  1  0  0  0  0
 32 26  1  0  0  0  0
 33  2  1  0  0  0  0
 33  3  1  0  0  0  0
 33 19  1  0  0  0  0
 33 28  1  0  0  0  0
 34 29  1  0  0  0  0
 35 16  1  4  0  0  0
 35 23  2  0  0  0  0
 36 15  1  4  0  0  0
 36 31  2  0  0  0  0
 37 20  2  0  0  0  0
 37 29  1  0  0  0  0
 38 20  1  0  0  0  0
 38 30  2  0  0  0  0
 39 21  2  0  0  0  0
 39 25  1  0  0  0  0
 40 21  1  0  0  0  0
 40 30  1  0  0  0  0
 32 40  1  1  0  0  0
 41 23  1  0  0  0  0
 42 24  2  0  0  0  0
 26 43  1  6  0  0  0
 28 44  1  6  0  0  0
 45 31  1  0  0  0  0
 53 18  1  0  0  0  0
 54 19  1  0  0  0  0
 55 22  1  0  0  0  0
 55 32  1  0  0  0  0
 56 27  1  0  0  0  0
 58 46  1  0  0  0  0
 58 47  1  0  0  0  0
 58 48  2  0  0  0  0
 58 56  1  0  0  0  0
 59 49  1  0  0  0  0
 59 50  2  0  0  0  0
 59 53  1  0  0  0  0
 59 57  1  0  0  0  0
 60 51  1  0  0  0  0
 60 52  2  0  0  0  0
 60 54  1  0  0  0  0
 60 57  1  0  0  0  0
 61 17  1  0  0  0  0
 61 24  1  0  0  0  0
 62  9  1  0  0  0  0
 63 10  1  0  0  0  0
 64 12  1  0  0  0  0
 65 13  1  0  0  0  0
 22 66  1  6  0  0  0
 26 67  1  1  0  0  0
 68 27  1  0  0  0  0
 28 69  1  6  0  0  0
 32 70  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029907

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCC\C([H])=C(\[H])C\C([H])=C(/[H])C(=O)SCCN=C(O)CCN=C(O)[C@@](O)([H])C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])C1([H])OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h9-10,12-13,20-22,26-28,32,43-44H,4-8,11,14-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b10-9-,13-12+/t22-,26-,27?,28+,32-/m1/s1

> <INCHI_KEY>
ZSJRXHRCABOSNC-HWRLQOPASA-N

> <FORMULA>
C33H54N7O17P3S

> <MOLECULAR_WEIGHT>
945.805

> <EXACT_MASS>
945.250973563

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
89.31766999563963

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-[2-({2-[(2E,5Z)-dodeca-2,5-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid

> <ALOGPS_LOGP>
1.76

> <JCHEM_LOGP>
-0.7653328639760412

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.6778899969187138

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8251642490120661

> <JCHEM_PKA_STRONGEST_BASIC>
4.793759766901639

> <JCHEM_POLAR_SURFACE_AREA>
370.61000000000007

> <JCHEM_REFRACTIVITY>
221.49720000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-[2-({2-[(2E,5Z)-dodeca-2,5-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   41  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   58  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   59  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   60  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   61  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   62  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   33                                                            
CONECT    3   33                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   62                                                  
CONECT   10    9   11   63                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   64                                                  
CONECT   13   12   24   65                                                  
CONECT   14   15   23                                                       
CONECT   15   14   36                                                       
CONECT   16   17   35                                                       
CONECT   17   16   61                                                       
CONECT   18   22   53                                                       
CONECT   19   33   54                                                       
CONECT   20   37   38                                                       
CONECT   21   39   40                                                       
CONECT   22   18   27   55   66                                             
CONECT   23   14   35   41                                                  
CONECT   24   13   42   61                                                  
CONECT   25   29   30   39                                                  
CONECT   26   27   32   43   67                                             
CONECT   27   22   26   56   68                                             
CONECT   28   31   33   44   69                                             
CONECT   29   25   34   37                                                  
CONECT   30   25   38   40                                                  
CONECT   31   28   36   45                                                  
CONECT   32   26   40   55   70                                             
CONECT   33    2    3   19   28                                             
CONECT   34   29                                                            
CONECT   35   16   23                                                       
CONECT   36   15   31                                                       
CONECT   37   20   29                                                       
CONECT   38   20   30                                                       
CONECT   39   21   25                                                       
CONECT   40   21   30   32                                                  
CONECT   41   23                                                            
CONECT   42   24                                                            
CONECT   43   26                                                            
CONECT   44   28                                                            
CONECT   45   31                                                            
CONECT   46   58                                                            
CONECT   47   58                                                            
CONECT   48   58                                                            
CONECT   49   59                                                            
CONECT   50   59                                                            
CONECT   51   60                                                            
CONECT   52   60                                                            
CONECT   53   18   59                                                       
CONECT   54   19   60                                                       
CONECT   55   22   32                                                       
CONECT   56   27   58                                                       
CONECT   57   59   60                                                       
CONECT   58   46   47   48   56                                             
CONECT   59   49   50   53   57                                             
CONECT   60   51   52   54   57                                             
CONECT   61   17   24                                                       
CONECT   62    9                                                            
CONECT   63   10                                                            
CONECT   64   12                                                            
CONECT   65   13                                                            
CONECT   66   22                                                            
CONECT   67   26                                                            
CONECT   68   27                                                            
CONECT   69   28                                                            
CONECT   70   32                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  144    0
END

Synonyms

Not Available

Molecular Formula

C₃₃H₅₄N₇O₁₇P₃S

Average Mass

945.805

Monoisotopic Mass

945.250973563

IUPAC Name

(2R)-4-({[({[(2R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-[2-({2-[(2E,5Z)-dodeca-2,5-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid

Traditional Name

(2R)-4-[({[(2R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-[2-({2-[(2E,5Z)-dodeca-2,5-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid

CAS Registry Number

Not Available

SMILES

CCCCCC\C([H])=C(\[H])C\C([H])=C(/[H])C(=O)SCCN=C(O)CCN=C(O)[C@@](O)([H])C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])C1([H])OP(O)(O)=O

InChI Identifier

InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h9-10,12-13,20-22,26-28,32,43-44H,4-8,11,14-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b10-9-,13-12+/t22-,26-,27?,28+,32-/m1/s1

InChI Key

ZSJRXHRCABOSNC-HWRLQOPASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a medium-chain 2-enoyl chain of 5 to 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Medium-chain 2-enoyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Pentose monosaccharide
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary alcohol
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.49 g/L	ALOGPS
logP	1.76	ALOGPS
logP	-0.77	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.79	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	370.61 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	221.5 m³·mol⁻¹	ChemAxon
Polarizability	89.32 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002r-1945000202-135b16d9de3fa9152067	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f79-0963100000-5c648b54ced6e9c33f7a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f79-2931000000-949d792a119aff1b8688	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0059-3912032305-9334eba52e7a4d2f5ee8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003r-2900110001-e5606b8e93b776d923d9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900000000-68354d3d2eb968696882	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	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

Not Available

Biospecimen Locations

Feces

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

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0003993	trans,cis-Lauro-2,6-dienoyl-CoA	(3S)-3-Hydroxydodec-cis-6-enoyl-CoA	enoyl CoA hydratase, short chain, 1, mitochondrial	VMH	10407780 7923814 9568246 9920399
MMDBr0003994	trans,cis-Lauro-2,6-dienoyl-CoA	(3S)-3-Hydroxydodec-cis-6-enoyl-CoA	enoyl-CoA, hydratase/3-hydroxyacyl CoA dehydrogenase	VMH	10407780 7923814 9568246 9920399
MMDBr0004024	cis,cis-3,6-Dodecadienoyl-CoA	trans,cis-Lauro-2,6-dienoyl-CoA	enoyl-CoA delta isomerase 1	VMH	10407780
MMDBr0004025	cis,cis-3,6-Dodecadienoyl-CoA	trans,cis-Lauro-2,6-dienoyl-CoA	enoyl-CoA delta isomerase 2	VMH	10407780
MMDBr0004410	trans,cis-Lauro-2,6-dienoyl-CoA	3(S)-3-hydroxydodecen-(5Z)-oyl-CoA	enoyl CoA hydratase, short chain, 1, mitochondrial	VMH	10407780 7923814 9568246 9920399
MMDBr0004411	trans,cis-Lauro-2,6-dienoyl-CoA	3(S)-3-hydroxydodecen-(5Z)-oyl-CoA	enoyl-CoA, hydratase/3-hydroxyacyl CoA dehydrogenase	VMH	10407780 7923814 9568246 9920399
MMDBr0004963	Cis-6-Dodecenoyl Coenzyme A	trans,cis-Lauro-2,6-dienoyl-CoA	acyl-CoA oxidase 1, palmitoyl	VMH	11356164 7775433
MMDBr0004964	Cis-6-Dodecenoyl Coenzyme A	trans,cis-Lauro-2,6-dienoyl-CoA	acyl-CoA oxidase 1, palmitoyl	VMH	11356164 7775433
MMDBr0010120	cis,cis-3,6-Dodecadienoyl-CoA	trans,cis-Lauro-2,6-dienoyl-CoA	enoyl CoA hydratase 1, peroxisomal	VMH	30371894
MMDBr0010122	cis,cis-3,6-Dodecadienoyl-CoA	trans,cis-Lauro-2,6-dienoyl-CoA	enoyl-CoA delta isomerase 1	VMH	30371894

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
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wanders RJ, Vreken P, den Boer ME, Wijburg FA, van Gennip AH, IJlst L: Disorders of mitochondrial fatty acyl-CoA beta-oxidation. J Inherit Metab Dis. 1999 Jun;22(4):442-87. doi: 10.1023/a:1005504223140. [PubMed:10407780 ]
Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for trans,cis-Lauro-2,6-dienoyl-CoA (MMDBc0029907)

MOL for #<Metabolite:0x00007fecb7e1e820>

3D MOL for #<Metabolite:0x00007fecb7e1e820>

3D SDF for #<Metabolite:0x00007fecb7e1e820>

3D-SDF for #<Metabolite:0x00007fecb7e1e820>

PDB for #<Metabolite:0x00007fecb7e1e820>

3D PDB for #<Metabolite:0x00007fecb7e1e820>

SMILES for #<Metabolite:0x00007fecb7e1e820>

INCHI for #<Metabolite:0x00007fecb7e1e820>

Structure for #<Metabolite:0x00007fecb7e1e820>

3D Structure for #<Metabolite:0x00007fecb7e1e820>