MiMeDB: Showing metabocard for (2E,4E)-decadienoyl-CoA (MMDBc0054796)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:34:58 UTC

Update Date

2022-08-12 20:09:05 UTC

Metabolite ID

MMDBc0054796

Metabolite Identification

Common Name

(2E,4E)-decadienoyl-CoA

Description

trans,trans-deca-2,4-dienoyl-CoA(4-), also known as (2E,4E)-deca-2,4-dienoyl-CoA(4-) or trans-δ(2),trans-δ(4)-decadienoyl-CoA(4-), 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. Based on a literature review very few articles have been published on trans,trans-deca-2,4-dienoyl-CoA(4-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221342D          

 68 70  0  0  1  0            999 V2000
    5.8617   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5383   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1472   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4328   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7183   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    8.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7133   12.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0280    6.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3874    5.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5711    8.2834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1409   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6931    5.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8768    8.0058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3248    8.6189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   14.0584    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.4468    5.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6069    6.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4643    7.2914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5330    4.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2843   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1142    5.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2743    6.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9394    5.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7999    6.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1409   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5685   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6973    8.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.3312    9.3648    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -11.4353   10.5910    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.2701   10.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547   10.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7297    9.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2527   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    9.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6574    7.4629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4963    9.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   10.3459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8832    9.9779    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1422    9.9334    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.1709    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830   14.4709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   13.2334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   15.2959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   13.2334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   15.2959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6143    9.1072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1725    8.7760    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1533    7.8119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2882    7.2482    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  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 20 16  1  1  0  0  0
 21 12  1  0  0  0  0
 22 11  1  0  0  0  0
 25 20  1  0  0  0  0
 25 24  1  0  0  0  0
 27 23  2  0  0  0  0
 28 23  1  0  0  0  0
 29 26  1  0  0  0  0
 30 24  1  0  0  0  0
 31  2  1  0  0  0  0
 31  3  1  0  0  0  0
 31 17  1  0  0  0  0
 31 26  1  0  0  0  0
 32 27  1  0  0  0  0
 33 14  1  4  0  0  0
 33 21  2  0  0  0  0
 34 13  1  4  0  0  0
 34 29  2  0  0  0  0
 35 18  2  0  0  0  0
 35 27  1  0  0  0  0
 36 18  1  0  0  0  0
 36 28  2  0  0  0  0
 37 19  2  0  0  0  0
 37 23  1  0  0  0  0
 38 19  1  0  0  0  0
 38 28  1  0  0  0  0
 30 38  1  1  0  0  0
 39 21  1  0  0  0  0
 40 22  2  0  0  0  0
 24 41  1  6  0  0  0
 26 42  1  6  0  0  0
 43 29  1  0  0  0  0
 51 16  1  0  0  0  0
 52 17  1  0  0  0  0
 53 20  1  0  0  0  0
 53 30  1  0  0  0  0
 25 54  1  1  0  0  0
 56 44  1  0  0  0  0
 56 45  1  0  0  0  0
 56 46  2  0  0  0  0
 56 54  1  0  0  0  0
 57 47  1  0  0  0  0
 57 48  2  0  0  0  0
 57 51  1  0  0  0  0
 57 55  1  0  0  0  0
 58 49  1  0  0  0  0
 58 50  2  0  0  0  0
 58 52  1  0  0  0  0
 58 55  1  0  0  0  0
 59 15  1  0  0  0  0
 59 22  1  0  0  0  0
 60  8  1  0  0  0  0
 61  9  1  0  0  0  0
 62 10  1  0  0  0  0
 63 11  1  0  0  0  0
 20 64  1  6  0  0  0
 24 65  1  1  0  0  0
 25 66  1  1  0  0  0
 26 67  1  6  0  0  0
 30 68  1  6  0  0  0
M  CHG  4  39  -1  43  -1  44  -1  45  -1
M  END


  Mrv1652306172221342D          

 68 70  0  0  1  0            999 V2000
    5.8617   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5383   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1472   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4328   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7183   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    8.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7133   12.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0280    6.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3874    5.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5711    8.2834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1409   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6931    5.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8768    8.0058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3248    8.6189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   14.0584    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.4468    5.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6069    6.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4643    7.2914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5330    4.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2843   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1142    5.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2743    6.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9394    5.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7999    6.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1409   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5685   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6973    8.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.3312    9.3648    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -11.4353   10.5910    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.2701   10.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547   10.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7297    9.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2527   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    9.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6574    7.4629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4963    9.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   10.3459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8832    9.9779    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1422    9.9334    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.1709    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830   14.4709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   13.2334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   15.2959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   13.2334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   15.2959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6143    9.1072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1725    8.7760    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1533    7.8119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2882    7.2482    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  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 20 16  1  1  0  0  0
 21 12  1  0  0  0  0
 22 11  1  0  0  0  0
 25 20  1  0  0  0  0
 25 24  1  0  0  0  0
 27 23  2  0  0  0  0
 28 23  1  0  0  0  0
 29 26  1  0  0  0  0
 30 24  1  0  0  0  0
 31  2  1  0  0  0  0
 31  3  1  0  0  0  0
 31 17  1  0  0  0  0
 31 26  1  0  0  0  0
 32 27  1  0  0  0  0
 33 14  1  4  0  0  0
 33 21  2  0  0  0  0
 34 13  1  4  0  0  0
 34 29  2  0  0  0  0
 35 18  2  0  0  0  0
 35 27  1  0  0  0  0
 36 18  1  0  0  0  0
 36 28  2  0  0  0  0
 37 19  2  0  0  0  0
 37 23  1  0  0  0  0
 38 19  1  0  0  0  0
 38 28  1  0  0  0  0
 30 38  1  1  0  0  0
 39 21  1  0  0  0  0
 40 22  2  0  0  0  0
 24 41  1  6  0  0  0
 26 42  1  6  0  0  0
 43 29  1  0  0  0  0
 51 16  1  0  0  0  0
 52 17  1  0  0  0  0
 53 20  1  0  0  0  0
 53 30  1  0  0  0  0
 25 54  1  1  0  0  0
 56 44  1  0  0  0  0
 56 45  1  0  0  0  0
 56 46  2  0  0  0  0
 56 54  1  0  0  0  0
 57 47  1  0  0  0  0
 57 48  2  0  0  0  0
 57 51  1  0  0  0  0
 57 55  1  0  0  0  0
 58 49  1  0  0  0  0
 58 50  2  0  0  0  0
 58 52  1  0  0  0  0
 58 55  1  0  0  0  0
 59 15  1  0  0  0  0
 59 22  1  0  0  0  0
 60  8  1  0  0  0  0
 61  9  1  0  0  0  0
 62 10  1  0  0  0  0
 63 11  1  0  0  0  0
 20 64  1  6  0  0  0
 24 65  1  1  0  0  0
 25 66  1  1  0  0  0
 26 67  1  6  0  0  0
 30 68  1  6  0  0  0
M  CHG  4  39  -1  43  -1  44  -1  45  -1
M  END
> <DATABASE_ID>
MMDBc0054796

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C31H50N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h8-11,18-20,24-26,30,41-42H,4-7,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/p-4/b9-8+,11-10+/t20-,24-,25-,26+,30-/m1/s1

> <INCHI_KEY>
FASAKYLWSRDQOH-PPQZQFPZSA-J

> <FORMULA>
C31H46N7O17P3S

> <MOLECULAR_WEIGHT>
913.72

> <EXACT_MASS>
913.190569537

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
85.00881705281873

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,3S,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,4E)-deca-2,4-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanecarboximidate

> <JCHEM_LOGP>
-0.5639175366519344

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8917122259948886

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8202020737265849

> <JCHEM_PKA_STRONGEST_BASIC>
4.161406006471001

> <JCHEM_POLAR_SURFACE_AREA>
381.9300000000001

> <JCHEM_REFRACTIVITY>
231.15240000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,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,4E)-deca-2,4-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      10.942  27.012   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -15.938  24.702   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.858  24.702   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.608  26.242   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.274  27.012   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.941  26.242   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.607  27.012   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.273  26.242   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.940  27.012   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.606  26.242   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.272  27.012   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.063  26.242   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.397  27.012   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.062  27.012   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.729  26.242   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -18.399  16.232   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -14.398  23.162   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -26.186  12.162   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -21.256  10.870   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -19.733  15.462   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.730  27.012   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.061  26.242   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -23.694  10.352   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -22.170  14.944   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -21.140  16.089   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -14.398  26.242   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -25.101   9.726   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -23.533  11.883   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -13.064  27.012   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -21.400  13.611   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -14.398  24.702   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0     -25.262   8.194   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      -6.396  26.242   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0     -11.731  26.242   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0     -26.347  10.631   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0     -24.779  12.789   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0     -22.287   9.726   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0     -22.026  12.204   0.000  0.00  0.00           N+0
HETATM   39  O   UNK     0      -7.730  28.552   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0      -1.061  24.702   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -23.702  15.105   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -15.732  27.012   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -13.064  28.552   0.000  0.00  0.00           O-1
HETATM   44  O   UNK     0     -19.285  17.481   0.000  0.00  0.00           O-1
HETATM   45  O   UNK     0     -21.346  19.770   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0     -19.171  19.656   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0     -17.835  19.876   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -16.295  17.209   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -17.272  20.852   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -14.192  20.852   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -18.399  17.772   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0     -15.732  22.392   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -19.894  13.931   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -21.460  17.595   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0     -15.732  19.312   0.000  0.00  0.00           O+0
HETATM   56  P   UNK     0     -20.315  18.625   0.000  0.00  0.00           P+0
HETATM   57  P   UNK     0     -17.065  18.542   0.000  0.00  0.00           P+0
HETATM   58  P   UNK     0     -15.732  20.852   0.000  0.00  0.00           P+0
HETATM   59  S   UNK     0      -2.395  27.012   0.000  0.00  0.00           S+0
HETATM   60  H   UNK     0       4.273  24.702   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.940  28.552   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.606  24.702   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.272  28.552   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0     -19.813  17.000   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0     -22.722  16.382   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0     -20.819  14.582   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0     -13.064  25.472   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0     -22.938  13.530   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   31                                                            
CONECT    3   31                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   60                                                  
CONECT    9    8   10   61                                                  
CONECT   10    9   11   62                                                  
CONECT   11   10   22   63                                                  
CONECT   12   13   21                                                       
CONECT   13   12   34                                                       
CONECT   14   15   33                                                       
CONECT   15   14   59                                                       
CONECT   16   20   51                                                       
CONECT   17   31   52                                                       
CONECT   18   35   36                                                       
CONECT   19   37   38                                                       
CONECT   20   16   25   53   64                                             
CONECT   21   12   33   39                                                  
CONECT   22   11   40   59                                                  
CONECT   23   27   28   37                                                  
CONECT   24   25   30   41   65                                             
CONECT   25   20   24   54   66                                             
CONECT   26   29   31   42   67                                             
CONECT   27   23   32   35                                                  
CONECT   28   23   36   38                                                  
CONECT   29   26   34   43                                                  
CONECT   30   24   38   53   68                                             
CONECT   31    2    3   17   26                                             
CONECT   32   27                                                            
CONECT   33   14   21                                                       
CONECT   34   13   29                                                       
CONECT   35   18   27                                                       
CONECT   36   18   28                                                       
CONECT   37   19   23                                                       
CONECT   38   19   28   30                                                  
CONECT   39   21                                                            
CONECT   40   22                                                            
CONECT   41   24                                                            
CONECT   42   26                                                            
CONECT   43   29                                                            
CONECT   44   56                                                            
CONECT   45   56                                                            
CONECT   46   56                                                            
CONECT   47   57                                                            
CONECT   48   57                                                            
CONECT   49   58                                                            
CONECT   50   58                                                            
CONECT   51   16   57                                                       
CONECT   52   17   58                                                       
CONECT   53   20   30                                                       
CONECT   54   25   56                                                       
CONECT   55   57   58                                                       
CONECT   56   44   45   46   54                                             
CONECT   57   47   48   51   55                                             
CONECT   58   49   50   52   55                                             
CONECT   59   15   22                                                       
CONECT   60    8                                                            
CONECT   61    9                                                            
CONECT   62   10                                                            
CONECT   63   11                                                            
CONECT   64   20                                                            
CONECT   65   24                                                            
CONECT   66   25                                                            
CONECT   67   26                                                            
CONECT   68   30                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  140    0
END

Synonyms

Value	Source
(2E,4E)-Deca-2,4-dienoyl-CoA(4-)	ChEBI
(2E,4E)-Decadienoyl-CoA	ChEBI
(e,e)-Deca-2,4-dienoyl-CoA(4-)	ChEBI
trans,trans-2,3,4,5-Tetradehydroacyl-CoA (C10) (4-)	ChEBI
trans-Delta(2),trans-Delta(4)-Decadienoyl-CoA(4-)	ChEBI
trans-Δ(2),trans-δ(4)-decadienoyl-CoA(4-)	Generator

Molecular Formula

C₃₁H₄₆N₇O₁₇P₃S

Average Mass

913.72

Monoisotopic Mass

913.190569537

IUPAC Name

(2R)-4-({[({[(2R,3S,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,4E)-deca-2,4-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3S,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,4E)-deca-2,4-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C31H50N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h8-11,18-20,24-26,30,41-42H,4-7,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/p-4/b9-8+,11-10+/t20-,24-,25-,26+,30-/m1/s1

InChI Key

FASAKYLWSRDQOH-PPQZQFPZSA-J

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 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Ribonucleoside 3'-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
N-substituted imidazole
Alkyl phosphate
Organic phosphoric acid derivative
N-acyl-amine
Monosaccharide
Pyrimidine
Fatty amide
Phosphoric acid ester
Imidolactam
Tetrahydrofuran
Imidazole
Heteroaromatic compound
Azole
Thiocarboxylic acid ester
Carbothioic s-ester
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Thiocarboxylic acid or derivatives
Sulfenyl compound
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Oxacycle
Alcohol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Primary amine
Organic oxide
Amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA(4-) (CHEBI:62244 )
6-saturated-trans,trans-2,4-dienoyl-CoA(4-) (CHEBI:62244 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-0.56	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	381.93 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	231.15 m³·mol⁻¹	ChemAxon
Polarizability	85.01 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

Not Available

Biological Properties

Cellular Locations

Not Available

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

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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

Exposure Sources

Host Biospecimen and Location

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

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

26332594

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52921673

PDB ID

Not Available

ChEBI ID

62244

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for (2E,4E)-decadienoyl-CoA (MMDBc0054796)

MOL for #<Metabolite:0x00007fdaf58ba2e0>

3D MOL for #<Metabolite:0x00007fdaf58ba2e0>

3D SDF for #<Metabolite:0x00007fdaf58ba2e0>

3D-SDF for #<Metabolite:0x00007fdaf58ba2e0>

PDB for #<Metabolite:0x00007fdaf58ba2e0>

3D PDB for #<Metabolite:0x00007fdaf58ba2e0>

SMILES for #<Metabolite:0x00007fdaf58ba2e0>

INCHI for #<Metabolite:0x00007fdaf58ba2e0>

Structure for #<Metabolite:0x00007fdaf58ba2e0>

3D Structure for #<Metabolite:0x00007fdaf58ba2e0>