MiMeDB: Showing metabocard for (R)-3-phenyllactoyl-CoA (MMDBc0055036)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:40:28 UTC

Update Date

2022-08-12 20:09:12 UTC

Metabolite ID

MMDBc0055036

Metabolite Identification

Common Name

(R)-3-phenyllactoyl-CoA

Description

(R)-phenyllactoyl-CoA(4-) 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. Based on a literature review very few articles have been published on (R)-phenyllactoyl-CoA(4-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221402D          

 65 68  0  0  1  0            999 V2000
   -8.5383   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   15.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   15.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   15.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    8.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7133   12.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0280    6.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3874    5.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   14.4709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.5711    8.2834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1409   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6931    5.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8768    8.0058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3248    8.6189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   14.0584    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.4468    5.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6069    6.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4643    7.2914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5685   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7133   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5330    4.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2843   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1142    5.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2743    6.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9394    5.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7999    6.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   15.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1409   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -12.6973    8.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5685   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3312    9.3648    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -11.4353   10.5910    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.2701   10.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547   10.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7297    9.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2527   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    9.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6574    7.4629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4963    9.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   10.3459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8832    9.9779    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1422    9.9334    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.1709    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830   14.4709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6143    9.1072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1725    8.7760    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1533    7.8119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2882    7.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 17  6  2  0  0  0  0
 17  7  1  0  0  0  0
 17 12  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  1  0  0  0
 20  8  1  0  0  0  0
 23 19  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 18  1  0  0  0  0
 30  1  1  0  0  0  0
 30  2  1  0  0  0  0
 30 14  1  0  0  0  0
 30 24  1  0  0  0  0
 31 25  1  0  0  0  0
 32 10  1  4  0  0  0
 32 20  2  0  0  0  0
 33  9  1  4  0  0  0
 33 27  2  0  0  0  0
 34 15  2  0  0  0  0
 34 25  1  0  0  0  0
 35 15  1  0  0  0  0
 35 26  2  0  0  0  0
 36 16  2  0  0  0  0
 36 21  1  0  0  0  0
 37 16  1  0  0  0  0
 37 26  1  0  0  0  0
 28 37  1  1  0  0  0
 18 38  1  1  0  0  0
 39 20  1  0  0  0  0
 22 40  1  6  0  0  0
 24 41  1  6  0  0  0
 42 27  1  0  0  0  0
 43 29  2  0  0  0  0
 51 13  1  0  0  0  0
 52 14  1  0  0  0  0
 53 19  1  0  0  0  0
 53 28  1  0  0  0  0
 23 54  1  1  0  0  0
 56 44  1  0  0  0  0
 56 45  1  0  0  0  0
 56 46  2  0  0  0  0
 56 54  1  0  0  0  0
 57 47  1  0  0  0  0
 57 48  2  0  0  0  0
 57 51  1  0  0  0  0
 57 55  1  0  0  0  0
 58 49  1  0  0  0  0
 58 50  2  0  0  0  0
 58 52  1  0  0  0  0
 58 55  1  0  0  0  0
 59 11  1  0  0  0  0
 59 29  1  0  0  0  0
 18 60  1  1  0  0  0
 19 61  1  6  0  0  0
 22 62  1  1  0  0  0
 23 63  1  1  0  0  0
 24 64  1  6  0  0  0
 28 65  1  6  0  0  0
M  CHG  4  39  -1  42  -1  44  -1  45  -1
M  END


  Mrv1652306172221402D          

 65 68  0  0  1  0            999 V2000
   -8.5383   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   15.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   15.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   15.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    8.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7133   12.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0280    6.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3874    5.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   14.4709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.5711    8.2834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1409   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6931    5.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8768    8.0058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3248    8.6189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   14.0584    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.4468    5.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6069    6.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4643    7.2914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5685   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7133   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5330    4.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2843   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1142    5.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2743    6.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9394    5.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7999    6.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   15.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1409   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -12.6973    8.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5685   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3312    9.3648    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -11.4353   10.5910    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.2701   10.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547   10.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7297    9.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2527   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    9.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6574    7.4629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4963    9.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   10.3459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8832    9.9779    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1422    9.9334    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.1709    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830   14.4709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6143    9.1072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1725    8.7760    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1533    7.8119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2882    7.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 17  6  2  0  0  0  0
 17  7  1  0  0  0  0
 17 12  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  1  0  0  0
 20  8  1  0  0  0  0
 23 19  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 18  1  0  0  0  0
 30  1  1  0  0  0  0
 30  2  1  0  0  0  0
 30 14  1  0  0  0  0
 30 24  1  0  0  0  0
 31 25  1  0  0  0  0
 32 10  1  4  0  0  0
 32 20  2  0  0  0  0
 33  9  1  4  0  0  0
 33 27  2  0  0  0  0
 34 15  2  0  0  0  0
 34 25  1  0  0  0  0
 35 15  1  0  0  0  0
 35 26  2  0  0  0  0
 36 16  2  0  0  0  0
 36 21  1  0  0  0  0
 37 16  1  0  0  0  0
 37 26  1  0  0  0  0
 28 37  1  1  0  0  0
 18 38  1  1  0  0  0
 39 20  1  0  0  0  0
 22 40  1  6  0  0  0
 24 41  1  6  0  0  0
 42 27  1  0  0  0  0
 43 29  2  0  0  0  0
 51 13  1  0  0  0  0
 52 14  1  0  0  0  0
 53 19  1  0  0  0  0
 53 28  1  0  0  0  0
 23 54  1  1  0  0  0
 56 44  1  0  0  0  0
 56 45  1  0  0  0  0
 56 46  2  0  0  0  0
 56 54  1  0  0  0  0
 57 47  1  0  0  0  0
 57 48  2  0  0  0  0
 57 51  1  0  0  0  0
 57 55  1  0  0  0  0
 58 49  1  0  0  0  0
 58 50  2  0  0  0  0
 58 52  1  0  0  0  0
 58 55  1  0  0  0  0
 59 11  1  0  0  0  0
 59 29  1  0  0  0  0
 18 60  1  1  0  0  0
 19 61  1  6  0  0  0
 22 62  1  1  0  0  0
 23 63  1  1  0  0  0
 24 64  1  6  0  0  0
 28 65  1  6  0  0  0
M  CHG  4  39  -1  42  -1  44  -1  45  -1
M  END
> <DATABASE_ID>
MMDBc0055036

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CC1=CC=CC=C1)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H44N7O18P3S/c1-30(2,24(41)27(42)33-9-8-20(39)32-10-11-59-29(43)18(38)12-17-6-4-3-5-7-17)14-52-58(49,50)55-57(47,48)51-13-19-23(54-56(44,45)46)22(40)28(53-19)37-16-36-21-25(31)34-15-35-26(21)37/h3-7,15-16,18-19,22-24,28,38,40-41H,8-14H2,1-2H3,(H,32,39)(H,33,42)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/p-4/t18-,19-,22-,23-,24+,28-/m1/s1

> <INCHI_KEY>
FKMUDVUPQINOSF-NHZRKUKBSA-J

> <FORMULA>
C30H40N7O18P3S

> <MOLECULAR_WEIGHT>
911.66

> <EXACT_MASS>
911.138533964

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
81.8989396508787

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(2R)-2-hydroxy-3-phenylpropanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

> <JCHEM_LOGP>
-2.83783476716118

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8915978819040138

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8201914011239628

> <JCHEM_PKA_STRONGEST_BASIC>
4.157418710412554

> <JCHEM_POLAR_SURFACE_AREA>
402.1600000000001

> <JCHEM_REFRACTIVITY>
222.9237000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-{2-[(2-{[(2R)-2-hydroxy-3-phenylpropanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0     -15.938  24.702   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.858  24.702   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.607  28.552   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.273  29.322   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.607  27.012   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.940  28.552   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.273  26.242   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.063  26.242   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.397  27.012   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.062  27.012   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.729  26.242   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.606  26.242   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -18.399  16.232   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.398  23.162   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -26.186  12.162   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -21.256  10.870   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.940  27.012   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.272  27.012   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -19.733  15.462   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.730  27.012   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -23.694  10.352   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -22.170  14.944   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -21.140  16.089   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -14.398  26.242   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -25.101   9.726   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -23.533  11.883   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -13.064  27.012   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -21.400  13.611   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.061  26.242   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -14.398  24.702   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0     -25.262   8.194   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      -6.396  26.242   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0     -11.731  26.242   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0     -26.347  10.631   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0     -24.779  12.789   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0     -22.287   9.726   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0     -22.026  12.204   0.000  0.00  0.00           N+0
HETATM   38  O   UNK     0       0.272  28.552   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -7.730  28.552   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0     -23.702  15.105   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -15.732  27.012   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -13.064  28.552   0.000  0.00  0.00           O-1
HETATM   43  O   UNK     0      -1.061  24.702   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -19.285  17.481   0.000  0.00  0.00           O-1
HETATM   45  O   UNK     0     -21.346  19.770   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0     -19.171  19.656   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0     -17.835  19.876   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -16.295  17.209   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -17.272  20.852   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -14.192  20.852   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -18.399  17.772   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0     -15.732  22.392   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -19.894  13.931   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -21.460  17.595   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0     -15.732  19.312   0.000  0.00  0.00           O+0
HETATM   56  P   UNK     0     -20.315  18.625   0.000  0.00  0.00           P+0
HETATM   57  P   UNK     0     -17.065  18.542   0.000  0.00  0.00           P+0
HETATM   58  P   UNK     0     -15.732  20.852   0.000  0.00  0.00           P+0
HETATM   59  S   UNK     0      -2.395  27.012   0.000  0.00  0.00           S+0
HETATM   60  H   UNK     0       0.272  25.472   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0     -19.813  17.000   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0     -22.722  16.382   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0     -20.819  14.582   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0     -13.064  25.472   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0     -22.938  13.530   0.000  0.00  0.00           H+0
CONECT    1   30                                                            
CONECT    2   30                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   17                                                       
CONECT    7    5   17                                                       
CONECT    8    9   20                                                       
CONECT    9    8   33                                                       
CONECT   10   11   32                                                       
CONECT   11   10   59                                                       
CONECT   12   17   18                                                       
CONECT   13   19   51                                                       
CONECT   14   30   52                                                       
CONECT   15   34   35                                                       
CONECT   16   36   37                                                       
CONECT   17    6    7   12                                                  
CONECT   18   12   29   38   60                                             
CONECT   19   13   23   53   61                                             
CONECT   20    8   32   39                                                  
CONECT   21   25   26   36                                                  
CONECT   22   23   28   40   62                                             
CONECT   23   19   22   54   63                                             
CONECT   24   27   30   41   64                                             
CONECT   25   21   31   34                                                  
CONECT   26   21   35   37                                                  
CONECT   27   24   33   42                                                  
CONECT   28   22   37   53   65                                             
CONECT   29   18   43   59                                                  
CONECT   30    1    2   14   24                                             
CONECT   31   25                                                            
CONECT   32   10   20                                                       
CONECT   33    9   27                                                       
CONECT   34   15   25                                                       
CONECT   35   15   26                                                       
CONECT   36   16   21                                                       
CONECT   37   16   26   28                                                  
CONECT   38   18                                                            
CONECT   39   20                                                            
CONECT   40   22                                                            
CONECT   41   24                                                            
CONECT   42   27                                                            
CONECT   43   29                                                            
CONECT   44   56                                                            
CONECT   45   56                                                            
CONECT   46   56                                                            
CONECT   47   57                                                            
CONECT   48   57                                                            
CONECT   49   58                                                            
CONECT   50   58                                                            
CONECT   51   13   57                                                       
CONECT   52   14   58                                                       
CONECT   53   19   28                                                       
CONECT   54   23   56                                                       
CONECT   55   57   58                                                       
CONECT   56   44   45   46   54                                             
CONECT   57   47   48   51   55                                             
CONECT   58   49   50   52   55                                             
CONECT   59   11   29                                                       
CONECT   60   18                                                            
CONECT   61   19                                                            
CONECT   62   22                                                            
CONECT   63   23                                                            
CONECT   64   24                                                            
CONECT   65   28                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  136    0
END

Synonyms

Value	Source
(R)-3-Phenyllactoyl-CoA	ChEBI
(R)-3-Phenyllactyl-CoA(4-)	ChEBI
(R)-Phenyllactoyl-CoA tetraanion	ChEBI
(R)-Phenyllactoyl-coenzyme A(4-)	ChEBI

Molecular Formula

C₃₀H₄₀N₇O₁₈P₃S

Average Mass

911.66

Monoisotopic Mass

911.138533964

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-N-{2-[(2-{[(2R)-2-hydroxy-3-phenylpropanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-{2-[(2-{[(2R)-2-hydroxy-3-phenylpropanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CC1=CC=CC=C1)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O

InChI Identifier

InChI=1S/C30H44N7O18P3S/c1-30(2,24(41)27(42)33-9-8-20(39)32-10-11-59-29(43)18(38)12-17-6-4-3-5-7-17)14-52-58(49,50)55-57(47,48)51-13-19-23(54-56(44,45)46)22(40)28(53-19)37-16-36-21-25(31)34-15-35-26(21)37/h3-7,15-16,18-19,22-24,28,38,40-41H,8-14H2,1-2H3,(H,32,39)(H,33,42)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/p-4/t18-,19-,22-,23-,24+,28-/m1/s1

InChI Key

FKMUDVUPQINOSF-NHZRKUKBSA-J

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA(4-) (CHEBI:57254 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2.8	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	402.16 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	222.92 m³·mol⁻¹	ChemAxon
Polarizability	81.9 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human vaginal secretion

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

26330664

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45266533

PDB ID

Not Available

ChEBI ID

57254

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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

Showing metabocard for (R)-3-phenyllactoyl-CoA (MMDBc0055036)

MOL for #<Metabolite:0x00007fecb5179770>

3D MOL for #<Metabolite:0x00007fecb5179770>

3D SDF for #<Metabolite:0x00007fecb5179770>

3D-SDF for #<Metabolite:0x00007fecb5179770>

PDB for #<Metabolite:0x00007fecb5179770>

3D PDB for #<Metabolite:0x00007fecb5179770>

SMILES for #<Metabolite:0x00007fecb5179770>

INCHI for #<Metabolite:0x00007fecb5179770>

Structure for #<Metabolite:0x00007fecb5179770>

3D Structure for #<Metabolite:0x00007fecb5179770>