MiMeDB: Showing metabocard for 3-Oxo-5,6-dehydrosuberyl-CoA (MMDBc0031584)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:40:15 UTC

Update Date

2022-08-31 18:21:58 UTC

Metabolite ID

MMDBc0031584

Metabolite Identification

Common Name

3-Oxo-5,6-dehydrosuberyl-CoA

Description

3-Oxo-5,6-dehydrosuberyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 10231213592D          

 65 67  0  0  0  0            999 V2000
    9.8906   12.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2406   12.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064   17.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4920   17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209   17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225   17.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6367   16.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6367   15.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2077   17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4933   17.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3499   17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2090    8.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0656   12.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1829    5.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4622    8.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6354   17.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9235    7.8884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9222   16.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370   17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0643   17.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3554    7.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8167    6.8964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0097    7.0679    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0656   13.6634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0228    6.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6017    7.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3512   14.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2292    7.6108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0656   12.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7765    7.2702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9222   17.3759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3512   14.9009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9366    6.1141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5155    6.2635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2692    8.2400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0497    7.6971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6354   16.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2077   16.1384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6514   17.3759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370   18.6134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0643   16.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1523    6.1427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7801   14.0759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6367   13.6634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8670    7.5554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3571    5.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8274    7.0257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9071   10.2529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0821    8.8239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6051   10.7759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9551   10.7759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2090    9.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7801   11.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6772    8.2239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3966    6.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7801    9.9509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6120    6.7708    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.4946    9.5384    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.7801   10.7759    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.7788   17.7884    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4270    7.2295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2975    6.2552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1849    7.0823    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3512   13.2509    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6785    6.9189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  4  6  1  4  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 16  5  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  1  0  0  0
 18  7  1  0  0  0  0
 19  6  1  0  0  0  0
 20 11  1  0  0  0  0
 23 17  1  0  0  0  0
 23 22  1  0  0  0  0
 25 21  2  0  0  0  0
 26 21  1  0  0  0  0
 27 24  1  0  0  0  0
 28 22  1  0  0  0  0
 29  1  1  0  0  0  0
 29  2  1  0  0  0  0
 29 13  1  0  0  0  0
 29 24  1  0  0  0  0
 30 25  1  0  0  0  0
 31  9  1  4  0  0  0
 31 18  2  0  0  0  0
 32  8  1  4  0  0  0
 32 27  2  0  0  0  0
 33 14  2  0  0  0  0
 33 25  1  0  0  0  0
 34 14  1  0  0  0  0
 34 26  2  0  0  0  0
 35 15  2  0  0  0  0
 35 21  1  0  0  0  0
 36 15  1  0  0  0  0
 36 26  1  0  0  0  0
 28 36  1  1  0  0  0
 37 16  2  0  0  0  0
 38 18  1  0  0  0  0
 39 19  2  0  0  0  0
 40 19  1  0  0  0  0
 41 20  2  0  0  0  0
 22 42  1  6  0  0  0
 24 43  1  1  0  0  0
 44 27  1  0  0  0  0
 52 12  1  0  0  0  0
 53 13  1  0  0  0  0
 54 17  1  0  0  0  0
 54 28  1  0  0  0  0
 23 55  1  6  0  0  0
 57 45  1  0  0  0  0
 57 46  1  0  0  0  0
 57 47  2  0  0  0  0
 57 55  1  0  0  0  0
 58 48  1  0  0  0  0
 58 49  2  0  0  0  0
 58 52  1  0  0  0  0
 58 56  1  0  0  0  0
 59 50  1  0  0  0  0
 59 51  2  0  0  0  0
 59 53  1  0  0  0  0
 59 56  1  0  0  0  0
 60 10  1  0  0  0  0
 60 20  1  0  0  0  0
 17 61  1  6  0  0  0
 22 62  1  1  0  0  0
 23 63  1  1  0  0  0
 24 64  1  1  0  0  0
 28 65  1  6  0  0  0
M  END


  Mrv0541 10231213592D          

 65 67  0  0  0  0            999 V2000
    9.8906   12.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2406   12.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064   17.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4920   17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209   17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225   17.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6367   16.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6367   15.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2077   17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4933   17.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3499   17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2090    8.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0656   12.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1829    5.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4622    8.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6354   17.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9235    7.8884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9222   16.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370   17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0643   17.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3554    7.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8167    6.8964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0097    7.0679    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0656   13.6634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0228    6.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6017    7.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3512   14.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2292    7.6108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0656   12.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7765    7.2702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9222   17.3759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3512   14.9009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9366    6.1141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5155    6.2635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2692    8.2400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0497    7.6971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6354   16.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2077   16.1384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6514   17.3759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370   18.6134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0643   16.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1523    6.1427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7801   14.0759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6367   13.6634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8670    7.5554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3571    5.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8274    7.0257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9071   10.2529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0821    8.8239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6051   10.7759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9551   10.7759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2090    9.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7801   11.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6772    8.2239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3966    6.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7801    9.9509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6120    6.7708    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.4946    9.5384    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.7801   10.7759    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.7788   17.7884    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4270    7.2295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2975    6.2552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1849    7.0823    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3512   13.2509    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6785    6.9189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  4  6  1  4  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 16  5  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  1  0  0  0
 18  7  1  0  0  0  0
 19  6  1  0  0  0  0
 20 11  1  0  0  0  0
 23 17  1  0  0  0  0
 23 22  1  0  0  0  0
 25 21  2  0  0  0  0
 26 21  1  0  0  0  0
 27 24  1  0  0  0  0
 28 22  1  0  0  0  0
 29  1  1  0  0  0  0
 29  2  1  0  0  0  0
 29 13  1  0  0  0  0
 29 24  1  0  0  0  0
 30 25  1  0  0  0  0
 31  9  1  4  0  0  0
 31 18  2  0  0  0  0
 32  8  1  4  0  0  0
 32 27  2  0  0  0  0
 33 14  2  0  0  0  0
 33 25  1  0  0  0  0
 34 14  1  0  0  0  0
 34 26  2  0  0  0  0
 35 15  2  0  0  0  0
 35 21  1  0  0  0  0
 36 15  1  0  0  0  0
 36 26  1  0  0  0  0
 28 36  1  1  0  0  0
 37 16  2  0  0  0  0
 38 18  1  0  0  0  0
 39 19  2  0  0  0  0
 40 19  1  0  0  0  0
 41 20  2  0  0  0  0
 22 42  1  6  0  0  0
 24 43  1  1  0  0  0
 44 27  1  0  0  0  0
 52 12  1  0  0  0  0
 53 13  1  0  0  0  0
 54 17  1  0  0  0  0
 54 28  1  0  0  0  0
 23 55  1  6  0  0  0
 57 45  1  0  0  0  0
 57 46  1  0  0  0  0
 57 47  2  0  0  0  0
 57 55  1  0  0  0  0
 58 48  1  0  0  0  0
 58 49  2  0  0  0  0
 58 52  1  0  0  0  0
 58 56  1  0  0  0  0
 59 50  1  0  0  0  0
 59 51  2  0  0  0  0
 59 53  1  0  0  0  0
 59 56  1  0  0  0  0
 60 10  1  0  0  0  0
 60 20  1  0  0  0  0
 17 61  1  6  0  0  0
 22 62  1  1  0  0  0
 23 63  1  1  0  0  0
 24 64  1  1  0  0  0
 28 65  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031584

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC(=O)CC=CCC(O)=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/C29H44N7O20P3S/c1-29(2,24(43)27(44)32-8-7-18(38)31-9-10-60-20(41)11-16(37)5-3-4-6-19(39)40)13-53-59(50,51)56-58(48,49)52-12-17-23(55-57(45,46)47)22(42)28(54-17)36-15-35-21-25(30)33-14-34-26(21)36/h3-4,14-15,17,22-24,28,42-43H,5-13H2,1-2H3,(H,31,38)(H,32,44)(H,39,40)(H,48,49)(H,50,51)(H2,30,33,34)(H2,45,46,47)/t17-,22-,23-,24+,28-/m1/s1

> <INCHI_KEY>
IFFFDKYRRUVOFP-NOQDIWQESA-N

> <FORMULA>
C29H44N7O20P3S

> <MOLECULAR_WEIGHT>
935.681

> <EXACT_MASS>
935.157467109

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
83.17093976182854

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-({2-[(3-{[(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)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-6,8-dioxooct-3-enoic acid

> <ALOGPS_LOGP>
0.05

> <JCHEM_LOGP>
-3.7143912067190925

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8806700452564673

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8202982212273087

> <JCHEM_PKA_STRONGEST_BASIC>
4.8253273113445845

> <JCHEM_POLAR_SURFACE_AREA>
424.9800000000001

> <JCHEM_REFRACTIVITY>
204.35850000000013

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-({2-[(3-{[(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]-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-6,8-dioxooct-3-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-OCT-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  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+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  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+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  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+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  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   61  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+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
CONECT    1   29                                                            
CONECT    2   29                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   16                                                       
CONECT    6    4   19                                                       
CONECT    7    8   18                                                       
CONECT    8    7   32                                                       
CONECT    9   10   31                                                       
CONECT   10    9   60                                                       
CONECT   11   16   20                                                       
CONECT   12   17   52                                                       
CONECT   13   29   53                                                       
CONECT   14   33   34                                                       
CONECT   15   35   36                                                       
CONECT   16    5   11   37                                                  
CONECT   17   12   23   54   61                                             
CONECT   18    7   31   38                                                  
CONECT   19    6   39   40                                                  
CONECT   20   11   41   60                                                  
CONECT   21   25   26   35                                                  
CONECT   22   23   28   42   62                                             
CONECT   23   17   22   55   63                                             
CONECT   24   27   29   43   64                                             
CONECT   25   21   30   33                                                  
CONECT   26   21   34   36                                                  
CONECT   27   24   32   44                                                  
CONECT   28   22   36   54   65                                             
CONECT   29    1    2   13   24                                             
CONECT   30   25                                                            
CONECT   31    9   18                                                       
CONECT   32    8   27                                                       
CONECT   33   14   25                                                       
CONECT   34   14   26                                                       
CONECT   35   15   21                                                       
CONECT   36   15   26   28                                                  
CONECT   37   16                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   19                                                            
CONECT   41   20                                                            
CONECT   42   22                                                            
CONECT   43   24                                                            
CONECT   44   27                                                            
CONECT   45   57                                                            
CONECT   46   57                                                            
CONECT   47   57                                                            
CONECT   48   58                                                            
CONECT   49   58                                                            
CONECT   50   59                                                            
CONECT   51   59                                                            
CONECT   52   12   58                                                       
CONECT   53   13   59                                                       
CONECT   54   17   28                                                       
CONECT   55   23   57                                                       
CONECT   56   58   59                                                       
CONECT   57   45   46   47   55                                             
CONECT   58   48   49   52   56                                             
CONECT   59   50   51   53   56                                             
CONECT   60   10   20                                                       
CONECT   61   17                                                            
CONECT   62   22                                                            
CONECT   63   23                                                            
CONECT   64   24                                                            
CONECT   65   28                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  134    0
END

Synonyms

Value	Source
3'-Phosphoadenosine 5'-{3-[(3R)-4-({3-[(2-{[3-oxo-5,6-dehydro-7-carboxyheptanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}	ChEBI
3'-Phosphoadenosine 5'-{3-[(3R)-4-({3-[(2-{[3-oxo-5,6-dehydro-7-carboxyheptanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphoric acid}	Generator
3'-Phosphoadenosine 5'-{3-[(3R)-4-({3-[(2-{[3-oxo-5,6-dehydro-7-carboxyheptanoyl]sulphanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}	Generator
3'-Phosphoadenosine 5'-{3-[(3R)-4-({3-[(2-{[3-oxo-5,6-dehydro-7-carboxyheptanoyl]sulphanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphoric acid}	Generator

Molecular Formula

C₂₉H₄₄N₇O₂₀P₃S

Average Mass

935.681

Monoisotopic Mass

935.157467109

IUPAC Name

8-({2-[(3-{[(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)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-6,8-dioxooct-3-enoic acid

Traditional Name

8-({2-[(3-{[(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]-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-6,8-dioxooct-3-enoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC(=O)CC=CCC(O)=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/C29H44N7O20P3S/c1-29(2,24(43)27(44)32-8-7-18(38)31-9-10-60-20(41)11-16(37)5-3-4-6-19(39)40)13-53-59(50,51)56-58(48,49)52-12-17-23(55-57(45,46)47)22(42)28(54-17)36-15-35-21-25(30)33-14-34-26(21)36/h3-4,14-15,17,22-24,28,42-43H,5-13H2,1-2H3,(H,31,38)(H,32,44)(H,39,40)(H,48,49)(H,50,51)(H2,30,33,34)(H2,45,46,47)/t17-,22-,23-,24+,28-/m1/s1

InChI Key

IFFFDKYRRUVOFP-NOQDIWQESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-oxo-acyl coas. These are organic compounds containing a 3-oxo acylated coenzyme A derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

3-oxo-acyl 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
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Organic pyrophosphate
Monosaccharide phosphate
Purine
Imidazopyrimidine
Medium-chain fatty acid
Aminopyrimidine
Hydroxy fatty acid
Monoalkyl phosphate
1,3-dicarbonyl compound
Unsaturated fatty acid
Fatty amide
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Fatty acid
Phosphoric acid ester
Imidolactam
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
Imidazole
Azole
Heteroaromatic compound
Carboxamide group
Thiocarboxylic acid ester
Amino acid
Carbothioic s-ester
Secondary carboxylic acid amide
Secondary alcohol
Ketone
Amino acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Thiocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Primary amine
Organic oxide
Alcohol
Amine
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA (CHEBI:63253 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.46 g/L	ALOGPS
logP	0.05	ALOGPS
logP	-3.7	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.83	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	424.98 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	204.36 m³·mol⁻¹	ChemAxon
Polarizability	83.17 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	splash10-00kr-1964100305-916fd72811157d17a619	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-0952200000-f4eb0e1814a70fa1fd8c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2931000000-bfb30f7e8ad78dce09cb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00lr-2911031315-3a6fab8577fcd8a04590	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-2910110001-797d85c7274c9134f1fb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900000000-135442d87faa29036185	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)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum

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	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

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

CPD0-2364

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

63253

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for 3-Oxo-5,6-dehydrosuberyl-CoA (MMDBc0031584)

MOL for #<Metabolite:0x00007fece6121c10>

3D MOL for #<Metabolite:0x00007fece6121c10>

3D SDF for #<Metabolite:0x00007fece6121c10>

3D-SDF for #<Metabolite:0x00007fece6121c10>

PDB for #<Metabolite:0x00007fece6121c10>

3D PDB for #<Metabolite:0x00007fece6121c10>

SMILES for #<Metabolite:0x00007fece6121c10>

INCHI for #<Metabolite:0x00007fece6121c10>

Structure for #<Metabolite:0x00007fece6121c10>

3D Structure for #<Metabolite:0x00007fece6121c10>