MiMeDB: Showing metabocard for 2-(1,2-Epoxy-1,2-dihydrophenyl)acetyl-CoA (MMDBc0031781)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:49:04 UTC

Update Date

2022-08-31 18:24:42 UTC

Metabolite ID

MMDBc0031781

Metabolite Identification

Common Name

2-(1,2-Epoxy-1,2-dihydrophenyl)acetyl-CoA

Description

2-(1,2-Epoxy-1,2-dihydrophenyl)acetyl-CoA is an intermediate in phenylacetate metabolism. It is a substrate for 1,2-phenylacetyl-CoA epoxidase which catalyzes the reduction of phenylacetyl-CoA (PA-CoA) to form 1,2-epoxyphenylacetyl-CoA. The subunit A is the catalytic subunit involved in the incorporation of one atom of molecular oxygen into phenylacetyl-CoA

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 10101211192D          

 64 68  0  0  0  0            999 V2000
   -8.7138   20.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2848   20.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672   16.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672   16.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5527   15.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1118   19.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5527   17.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   20.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   19.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368   18.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   17.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1243   17.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4118   19.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8269   17.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8863   15.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9493   17.6024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1618   16.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   19.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3993   17.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1558   16.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2188   18.0149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -13.4342   18.2698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5868   21.1748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -16.9763   16.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6709   16.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7618   21.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2188   17.1899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9993   20.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618   16.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4612   15.7113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8743   19.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3493   20.4603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.3119   17.1324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0065   17.7136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6709   15.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8863   16.7050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8743   20.4603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118   16.8879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8863   18.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9993   21.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3493   21.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2008   18.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5438   20.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5653   19.3975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8868   19.1419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8868   17.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3638   19.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9348   18.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7118   18.3169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2368   19.7458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4342   16.9350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8763   16.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1793   19.0545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0618   18.3169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3723   19.2260    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8868   18.3169    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6493   19.0313    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118   18.3169    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8487   18.4213    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   15.3485    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0898   18.8297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7126   18.6698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1743   20.4603    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9539   17.5644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  2  0  0  0  0
  7  4  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 16 12  1  1  0  0  0
 17  5  1  0  0  0  0
 18  6  1  0  0  0  0
 19 11  1  0  0  0  0
 22 16  1  0  0  0  0
 22 21  1  0  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
 26 23  1  0  0  0  0
 27 21  1  0  0  0  0
 28  1  1  0  0  0  0
 28  2  1  0  0  0  0
 28 13  1  0  0  0  0
 28 23  1  0  0  0  0
 29  7  1  0  0  0  0
 29 11  1  0  0  0  0
 29 17  1  0  0  0  0
 30 24  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 26  2  0  0  0  0
 33 14  2  0  0  0  0
 33 24  1  0  0  0  0
 34 14  1  0  0  0  0
 34 25  2  0  0  0  0
 35 15  2  0  0  0  0
 35 20  1  0  0  0  0
 36 15  1  0  0  0  0
 36 25  1  0  0  0  0
 27 36  1  1  0  0  0
 37 18  1  0  0  0  0
 38 19  2  0  0  0  0
 21 39  1  6  0  0  0
 23 40  1  6  0  0  0
 41 26  1  0  0  0  0
 49 12  1  0  0  0  0
 50 13  1  0  0  0  0
 51 16  1  0  0  0  0
 51 27  1  0  0  0  0
 52 17  1  0  0  0  0
 52 29  1  0  0  0  0
 22 53  1  6  0  0  0
 55 42  1  0  0  0  0
 55 43  1  0  0  0  0
 55 44  2  0  0  0  0
 55 53  1  0  0  0  0
 56 45  1  0  0  0  0
 56 46  2  0  0  0  0
 56 49  1  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 50  1  0  0  0  0
 57 54  1  0  0  0  0
 58 10  1  0  0  0  0
 58 19  1  0  0  0  0
 16 59  1  6  0  0  0
 60 17  1  0  0  0  0
 21 61  1  1  0  0  0
 22 62  1  1  0  0  0
 23 63  1  6  0  0  0
 27 64  1  6  0  0  0
M  END


  Mrv0541 10101211192D          

 64 68  0  0  0  0            999 V2000
   -8.7138   20.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2848   20.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672   16.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672   16.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5527   15.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1118   19.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5527   17.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   20.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   19.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368   18.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   17.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1243   17.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4118   19.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8269   17.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8863   15.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9493   17.6024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1618   16.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   19.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3993   17.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1558   16.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2188   18.0149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -13.4342   18.2698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5868   21.1748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -16.9763   16.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6709   16.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7618   21.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2188   17.1899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9993   20.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618   16.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4612   15.7113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8743   19.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3493   20.4603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.3119   17.1324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0065   17.7136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6709   15.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8863   16.7050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8743   20.4603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118   16.8879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8863   18.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9993   21.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3493   21.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2008   18.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5438   20.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5653   19.3975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8868   19.1419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8868   17.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3638   19.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9348   18.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7118   18.3169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2368   19.7458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4342   16.9350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8763   16.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1793   19.0545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0618   18.3169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3723   19.2260    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8868   18.3169    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6493   19.0313    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118   18.3169    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8487   18.4213    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   15.3485    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0898   18.8297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7126   18.6698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1743   20.4603    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9539   17.5644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  2  0  0  0  0
  7  4  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 16 12  1  1  0  0  0
 17  5  1  0  0  0  0
 18  6  1  0  0  0  0
 19 11  1  0  0  0  0
 22 16  1  0  0  0  0
 22 21  1  0  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
 26 23  1  0  0  0  0
 27 21  1  0  0  0  0
 28  1  1  0  0  0  0
 28  2  1  0  0  0  0
 28 13  1  0  0  0  0
 28 23  1  0  0  0  0
 29  7  1  0  0  0  0
 29 11  1  0  0  0  0
 29 17  1  0  0  0  0
 30 24  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 26  2  0  0  0  0
 33 14  2  0  0  0  0
 33 24  1  0  0  0  0
 34 14  1  0  0  0  0
 34 25  2  0  0  0  0
 35 15  2  0  0  0  0
 35 20  1  0  0  0  0
 36 15  1  0  0  0  0
 36 25  1  0  0  0  0
 27 36  1  1  0  0  0
 37 18  1  0  0  0  0
 38 19  2  0  0  0  0
 21 39  1  6  0  0  0
 23 40  1  6  0  0  0
 41 26  1  0  0  0  0
 49 12  1  0  0  0  0
 50 13  1  0  0  0  0
 51 16  1  0  0  0  0
 51 27  1  0  0  0  0
 52 17  1  0  0  0  0
 52 29  1  0  0  0  0
 22 53  1  6  0  0  0
 55 42  1  0  0  0  0
 55 43  1  0  0  0  0
 55 44  2  0  0  0  0
 55 53  1  0  0  0  0
 56 45  1  0  0  0  0
 56 46  2  0  0  0  0
 56 49  1  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 50  1  0  0  0  0
 57 54  1  0  0  0  0
 58 10  1  0  0  0  0
 58 19  1  0  0  0  0
 16 59  1  6  0  0  0
 60 17  1  0  0  0  0
 21 61  1  1  0  0  0
 22 62  1  1  0  0  0
 23 63  1  6  0  0  0
 27 64  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031781

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC12OC1([H])C=CC=C2)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/C29H42N7O18P3S/c1-28(2,23(40)26(41)32-8-6-18(37)31-9-10-58-19(38)11-29-7-4-3-5-17(29)52-29)13-50-57(47,48)54-56(45,46)49-12-16-22(53-55(42,43)44)21(39)27(51-16)36-15-35-20-24(30)33-14-34-25(20)36/h3-5,7,14-17,21-23,27,39-40H,6,8-13H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t16-,17?,21-,22-,23+,27-,29?/m1/s1

> <INCHI_KEY>
ZTMHVINYLDVBNO-FOGVYBFTSA-N

> <FORMULA>
C29H42N7O18P3S

> <MOLECULAR_WEIGHT>
901.666

> <EXACT_MASS>
901.151987801

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
80.10596060984824

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <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)-2-hydroxy-3,3-dimethyl-N-[2-({2-[(2-{7-oxabicyclo[4.1.0]hepta-2,4-dien-1-yl}acetyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

> <ALOGPS_LOGP>
0.24

> <JCHEM_LOGP>
-4.5186475380527416

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.8332591602096278

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8251641324353933

> <JCHEM_PKA_STRONGEST_BASIC>
4.792774674490649

> <JCHEM_POLAR_SURFACE_AREA>
383.14000000000004

> <JCHEM_REFRACTIVITY>
200.3334000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.48e+00 g/l

> <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]-2-hydroxy-3,3-dimethyl-N-[2-({2-[(2-{7-oxabicyclo[4.1.0]hepta-2,4-dien-1-yl}acetyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-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  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   56  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   57  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   58  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   59  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+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
CONECT    1   28                                                            
CONECT    2   28                                                            
CONECT    3    4    5                                                       
CONECT    4    3    7                                                       
CONECT    5    3   17                                                       
CONECT    6    8   18                                                       
CONECT    7    4   29                                                       
CONECT    8    6   32                                                       
CONECT    9   10   31                                                       
CONECT   10    9   58                                                       
CONECT   11   19   29                                                       
CONECT   12   16   49                                                       
CONECT   13   28   50                                                       
CONECT   14   33   34                                                       
CONECT   15   35   36                                                       
CONECT   16   12   22   51   59                                             
CONECT   17    5   29   52   60                                             
CONECT   18    6   31   37                                                  
CONECT   19   11   38   58                                                  
CONECT   20   24   25   35                                                  
CONECT   21   22   27   39   61                                             
CONECT   22   16   21   53   62                                             
CONECT   23   26   28   40   63                                             
CONECT   24   20   30   33                                                  
CONECT   25   20   34   36                                                  
CONECT   26   23   32   41                                                  
CONECT   27   21   36   51   64                                             
CONECT   28    1    2   13   23                                             
CONECT   29    7   11   17   52                                             
CONECT   30   24                                                            
CONECT   31    9   18                                                       
CONECT   32    8   26                                                       
CONECT   33   14   24                                                       
CONECT   34   14   25                                                       
CONECT   35   15   20                                                       
CONECT   36   15   25   27                                                  
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   21                                                            
CONECT   40   23                                                            
CONECT   41   26                                                            
CONECT   42   55                                                            
CONECT   43   55                                                            
CONECT   44   55                                                            
CONECT   45   56                                                            
CONECT   46   56                                                            
CONECT   47   57                                                            
CONECT   48   57                                                            
CONECT   49   12   56                                                       
CONECT   50   13   57                                                       
CONECT   51   16   27                                                       
CONECT   52   17   29                                                       
CONECT   53   22   55                                                       
CONECT   54   56   57                                                       
CONECT   55   42   43   44   53                                             
CONECT   56   45   46   49   54                                             
CONECT   57   47   48   50   54                                             
CONECT   58   10   19                                                       
CONECT   59   16                                                            
CONECT   60   17                                                            
CONECT   61   21                                                            
CONECT   62   22                                                            
CONECT   63   23                                                            
CONECT   64   27                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  136    0
END

Synonyms

Not Available

Molecular Formula

C₂₉H₄₂N₇O₁₈P₃S

Average Mass

901.666

Monoisotopic Mass

901.151987801

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)-2-hydroxy-3,3-dimethyl-N-[2-({2-[(2-{7-oxabicyclo[4.1.0]hepta-2,4-dien-1-yl}acetyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

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]-2-hydroxy-3,3-dimethyl-N-[2-({2-[(2-{7-oxabicyclo[4.1.0]hepta-2,4-dien-1-yl}acetyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC12OC1([H])C=CC=C2)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/C29H42N7O18P3S/c1-28(2,23(40)26(41)32-8-6-18(37)31-9-10-58-19(38)11-29-7-4-3-5-17(29)52-29)13-50-57(47,48)54-56(45,46)49-12-16-22(53-55(42,43)44)21(39)27(51-16)36-15-35-20-24(30)33-14-34-25(20)36/h3-5,7,14-17,21-23,27,39-40H,6,8-13H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t16-,17?,21-,22-,23+,27-,29?/m1/s1

InChI Key

ZTMHVINYLDVBNO-FOGVYBFTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl 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
N-glycosyl compound
Glycosyl compound
6-aminopurine
Pentose monosaccharide
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Fatty amide
Imidolactam
Alkyl phosphate
Phosphoric acid ester
N-acyl-amine
N-substituted imidazole
Pyrimidine
Monosaccharide
Organic phosphoric acid derivative
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Amino acid or derivatives
Carboxamide group
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary carboxylic acid amide
Secondary alcohol
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Sulfenyl compound
Dialkyl ether
Organoheterocyclic compound
Azacycle
Oxacycle
Ether
Oxirane
Organooxygen compound
Amine
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Organosulfur compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA (CHEBI:63547 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.48 g/L	ALOGPS
logP	0.24	ALOGPS
logP	-4.5	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.79	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	383.14 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	200.33 m³·mol⁻¹	ChemAxon
Polarizability	80.11 Å³	ChemAxon
Number of Rings	5	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	splash10-0019-1891000210-c192e7c8dfe5230750aa	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01p9-0972000000-ce7ed2b6cc97663f6c69	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01p9-2950000000-29fdb8afe95e61d377fb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-3910021222-f2aa242a565924fb01b1	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-2900010010-1a6b8de8903bb6f4d24a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-5900100000-0ef8aae18fd0b83055d1	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

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

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

C20062

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46926194

PDB ID

Not Available

ChEBI ID

63547

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 ]
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 2-(1,2-Epoxy-1,2-dihydrophenyl)acetyl-CoA (MMDBc0031781)

MOL for #<Metabolite:0x00007fdb6c15a6b8>

3D MOL for #<Metabolite:0x00007fdb6c15a6b8>

3D SDF for #<Metabolite:0x00007fdb6c15a6b8>

3D-SDF for #<Metabolite:0x00007fdb6c15a6b8>

PDB for #<Metabolite:0x00007fdb6c15a6b8>

3D PDB for #<Metabolite:0x00007fdb6c15a6b8>

SMILES for #<Metabolite:0x00007fdb6c15a6b8>

INCHI for #<Metabolite:0x00007fdb6c15a6b8>

Structure for #<Metabolite:0x00007fdb6c15a6b8>

3D Structure for #<Metabolite:0x00007fdb6c15a6b8>