MiMeDB: Showing metabocard for 3Z-dodecenoyl-CoA (MMDBc0032958)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:28:54 UTC

Update Date

2022-12-15 22:51:52 UTC

MiMeDB ID

MMDBc0032958

Metabolite Identification

Common Name

3Z-dodecenoyl-CoA

Description

3Z-dodecenoyl-CoA belongs to the class of organic compounds known as phosphatidylserines. These are glycerophosphoserines in which two fatty acids are bonded to the glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. 3Z-dodecenoyl-CoA is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221921042D          

 66 68  0  0  1  0            999 V2000
    4.1349   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5500   25.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7250   24.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8494   17.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5638   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2783   17.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9928   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7073   17.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4217   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1362   17.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8507   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5651   17.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2796   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4230   22.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1375   22.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7086   20.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9941   19.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2796   29.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4230   25.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4770   33.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5572   31.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2796   30.0541    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4230   21.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2796   18.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9697   33.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6921   31.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9471   30.5391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8520   24.6916    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0559   34.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6371   32.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8520   23.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8671   31.3237    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.1375   25.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3885   34.5661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7086   20.9791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1375   23.4541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8096   34.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3908   33.1113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3023   32.7757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3822   31.9911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1375   20.9791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5651   18.9166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1770   31.9911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5664   25.1041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5664   23.4541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0962   29.3056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7102   29.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0747   28.6702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8191   27.9916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1691   27.9916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1211   27.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2961   26.0397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9941   28.8166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4230   26.3416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6122   30.5391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7317   30.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9941   27.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9032   29.4771    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.9941   27.9916    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.7086   26.7541    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.9941   18.9166    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.0147   29.6796    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5070   31.1946    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1624   30.7940    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1375   24.2791    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2417   32.0588    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  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  2  0  0  0  0
 12 13  1  4  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
 43 26  1  0  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
 27 56  1  6  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
 22 62  1  6  0  0  0
 63 26  1  0  0  0  0
 27 64  1  6  0  0  0
 28 65  1  6  0  0  0
 32 66  1  6  0  0  0
M  END


  Mrv1652305221921042D          

 66 68  0  0  1  0            999 V2000
    4.1349   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5500   25.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7250   24.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8494   17.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5638   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2783   17.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9928   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7073   17.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4217   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1362   17.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8507   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5651   17.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2796   17.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4230   22.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1375   22.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7086   20.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9941   19.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2796   29.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4230   25.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4770   33.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5572   31.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2796   30.0541    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4230   21.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2796   18.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9697   33.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6921   31.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9471   30.5391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8520   24.6916    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0559   34.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6371   32.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8520   23.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8671   31.3237    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.1375   25.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3885   34.5661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7086   20.9791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1375   23.4541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8096   34.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3908   33.1113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3023   32.7757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3822   31.9911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1375   20.9791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5651   18.9166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1770   31.9911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5664   25.1041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5664   23.4541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0962   29.3056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7102   29.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0747   28.6702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8191   27.9916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1691   27.9916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1211   27.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2961   26.0397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9941   28.8166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4230   26.3416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6122   30.5391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7317   30.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9941   27.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9032   29.4771    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.9941   27.9916    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.7086   26.7541    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.9941   18.9166    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.0147   29.6796    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5070   31.1946    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1624   30.7940    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1375   24.2791    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2417   32.0588    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  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  2  0  0  0  0
 12 13  1  4  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
 43 26  1  0  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
 27 56  1  6  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
 22 62  1  6  0  0  0
 63 26  1  0  0  0  0
 27 64  1  6  0  0  0
 28 65  1  6  0  0  0
 32 66  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032958

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC=CCCCCCCCC)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/C33H56N7O17P3S/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/h11-12,20-22,26-28,32,43-44H,4-10,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/t22-,26?,27+,28+,32-/m1/s1

> <INCHI_KEY>
XEMIVMKTVGRFTD-CQGYPEFWSA-N

> <FORMULA>
C33H56N7O17P3S

> <MOLECULAR_WEIGHT>
947.821

> <EXACT_MASS>
947.266623627

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
117

> <JCHEM_AVERAGE_POLARIZABILITY>
90.22731441736167

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,3R,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-(dodec-3-enoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid

> <ALOGPS_LOGP>
1.77

> <JCHEM_LOGP>
-1.279585910923098

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8862128420884794

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8191352756190091

> <JCHEM_PKA_STRONGEST_BASIC>
6.4113197069942895

> <JCHEM_POLAR_SURFACE_AREA>
370.61000000000007

> <JCHEM_REFRACTIVITY>
220.40390000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
29

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.44e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       7.718  33.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.160  48.195   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.620  45.527   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.052  32.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.386  33.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.720  32.231   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.053  33.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.387  32.231   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.721  33.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.054  32.231   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.388  33.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.722  32.231   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.055  33.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.056  41.471   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.390  42.241   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.723  37.621   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.389  36.851   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.055  54.561   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.056  47.631   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.424  63.339   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.840  59.717   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.055  56.101   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      25.056  39.931   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.055  34.541   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.610  62.087   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.825  58.471   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.301  57.006   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.724  46.091   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.771  63.618   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      19.856  61.181   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      27.724  44.551   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      20.285  58.471   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      26.390  46.861   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      17.525  64.523   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      23.723  39.161   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      26.390  43.781   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      20.178  64.244   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      21.263  61.808   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      17.364  61.181   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      19.380  59.717   0.000  0.00  0.00           N+0
HETATM   41  O   UNK     0      26.390  39.161   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      19.722  35.311   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      22.730  59.717   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      29.057  46.861   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      29.057  43.781   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      22.580  54.704   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      25.592  55.344   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      24.406  53.518   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      23.929  52.251   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      20.849  52.251   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      24.493  51.275   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      22.953  48.607   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      22.389  53.791   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      25.056  49.171   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      19.809  57.006   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      23.766  56.530   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      22.389  50.711   0.000  0.00  0.00           O+0
HETATM   58  P   UNK     0      24.086  55.024   0.000  0.00  0.00           P+0
HETATM   59  P   UNK     0      22.389  52.251   0.000  0.00  0.00           P+0
HETATM   60  P   UNK     0      23.723  49.941   0.000  0.00  0.00           P+0
HETATM   61  S   UNK     0      22.389  35.311   0.000  0.00  0.00           S+0
HETATM   62  H   UNK     0      22.427  55.402   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      23.346  58.230   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      20.837  57.482   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      26.390  45.321   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      20.984  59.843   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                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   24                                                       
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   62                                             
CONECT   23   14   35   41                                                  
CONECT   24   13   42   61                                                  
CONECT   25   29   30   39                                                  
CONECT   26   27   32   43   63                                             
CONECT   27   22   26   56   64                                             
CONECT   28   31   33   44   65                                             
CONECT   29   25   34   37                                                  
CONECT   30   25   38   40                                                  
CONECT   31   28   36   45                                                  
CONECT   32   26   40   55   66                                             
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   22                                                            
CONECT   63   26                                                            
CONECT   64   27                                                            
CONECT   65   28                                                            
CONECT   66   32                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  136    0
END

Synonyms

Not Available

Chemical Formula

C₃₃H₅₆N₇O₁₇P₃S

Average Molecular Weight

947.821

Monoisotopic Molecular Weight

947.266623627

IUPAC Name

(2R)-4-({[({[(2R,3R,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-(dodec-3-enoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid

Traditional Name

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

CAS Registry Number

2152-91-2

SMILES

[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC=CCCCCCCCC)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/C33H56N7O17P3S/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/h11-12,20-22,26-28,32,43-44H,4-10,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/t22-,26?,27+,28+,32-/m1/s1

InChI Key

XEMIVMKTVGRFTD-CQGYPEFWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylserines. These are glycerophosphoserines in which two fatty acids are bonded to the glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoserines

Direct Parent

Phosphatidylserines

Alternative Parents

Substituents

Diacyl-glycerol-3-phosphoserine
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Tricarboxylic acid or derivatives
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Amino acid
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Carbonyl group
Organic oxide
Primary amine
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.44 g/L	ALOGPS
logP	1.77	ALOGPS
logP	-1.3	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	6.41	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	370.61 Å²	ChemAxon
Rotatable Bond Count	29	ChemAxon
Refractivity	220.4 m³·mol⁻¹	ChemAxon
Polarizability	90.23 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	splash10-000i-1945000202-69bdcf2f2de72b6f9375	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-0963100000-403cef4e8f960e9a46ef	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-1931000000-6a3870385785b5007b84	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0059-3912032304-2a8987fb1f9b7d9a2275	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003r-2901110001-4b27f51c2256e0498d1f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-7900000000-5cdd4e8d529172b01033	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Fungi	Ascomycota	1	Human Feces	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

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		details

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023353

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

57371019

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Partanen ST, Novikov DK, Popov AN, Mursula AM, Hiltunen JK, Wierenga RK: The 1.3 A crystal structure of human mitochondrial Delta3-Delta2-enoyl-CoA isomerase shows a novel mode of binding for the fatty acyl group. J Mol Biol. 2004 Sep 24;342(4):1197-208. doi: 10.1016/j.jmb.2004.07.039. [PubMed:15351645 ]
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 3Z-dodecenoyl-CoA (MMDBc0032958)

MOL for #<Metabolite:0x000055b76dc12148>

3D MOL for #<Metabolite:0x000055b76dc12148>

3D SDF for #<Metabolite:0x000055b76dc12148>

3D-SDF for #<Metabolite:0x000055b76dc12148>

PDB for #<Metabolite:0x000055b76dc12148>

3D PDB for #<Metabolite:0x000055b76dc12148>

SMILES for #<Metabolite:0x000055b76dc12148>

INCHI for #<Metabolite:0x000055b76dc12148>

Structure for #<Metabolite:0x000055b76dc12148>

3D Structure for #<Metabolite:0x000055b76dc12148>