MiMeDB: Showing metabocard for Feruloyl-CoA (MMDBc0053246)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:18:31 UTC

Update Date

2024-10-13 14:29:34 UTC

Metabolite ID

MMDBc0053246

Metabolite Identification

Common Name

Feruloyl-CoA

Description

Feruloyl-CoA belongs to the class of organic compounds known as 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a 2-enoyl chain. Thus, feruloyl-CoA is considered to be a fatty ester lipid molecule. Feruloyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303082008102D          

 61 64  0  0  1  0            999 V2000
   14.6433   -3.0134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9758   -2.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3883   -3.7981    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3083   -3.0134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5633   -3.7981    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8731   -4.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8976   -7.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6404   -7.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1830   -7.4668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4688   -7.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7543   -7.4668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2115   -5.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4688   -6.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2115   -4.9919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7827   -4.9919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4970   -4.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9260   -3.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7990   -2.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2115   -3.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6240   -2.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4970   -3.7544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7826   -3.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6404   -3.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2904   -3.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9403   -3.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4654   -2.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4654   -4.1668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1153   -2.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1153   -4.1668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4654   -3.3419    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.1153   -3.3419    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.5237   -2.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0782   -4.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2534   -5.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9033   -5.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0782   -5.2905    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.0782   -6.1156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4278   -2.7585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0409   -3.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7634   -2.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7554   -2.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0409   -4.1355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5838   -2.0911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4698   -3.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7554   -4.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4698   -4.1354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1841   -2.8979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6472   -8.2918    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3616   -9.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3616   -8.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0761   -8.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7907   -8.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5052   -8.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5052   -7.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2196   -8.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2196   -7.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9340   -8.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9341   -7.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6486   -7.0546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6486   -8.7045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6486   -9.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
  8 48  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 54 53  1  0  0  0  0
 55 53  2  0  0  0  0
 56 54  2  0  0  0  0
 57 55  1  0  0  0  0
 58 56  1  0  0  0  0
 58 57  2  0  0  0  0
 52 53  1  0  0  0  0
 58 59  1  0  0  0  0
 57 60  1  0  0  0  0
 60 61  1  0  0  0  0
M  END


  Mrv1652303082008102D          

 61 64  0  0  1  0            999 V2000
   14.6433   -3.0134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9758   -2.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3883   -3.7981    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3083   -3.0134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5633   -3.7981    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8731   -4.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8976   -7.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6404   -7.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1830   -7.4668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4688   -7.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7543   -7.4668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2115   -5.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4688   -6.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2115   -4.9919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7827   -4.9919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4970   -4.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9260   -3.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7990   -2.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2115   -3.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6240   -2.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4970   -3.7544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7826   -3.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6404   -3.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2904   -3.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9403   -3.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4654   -2.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4654   -4.1668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1153   -2.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1153   -4.1668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4654   -3.3419    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.1153   -3.3419    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.5237   -2.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0782   -4.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2534   -5.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9033   -5.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0782   -5.2905    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.0782   -6.1156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4278   -2.7585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0409   -3.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7634   -2.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7554   -2.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0409   -4.1355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5838   -2.0911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4698   -3.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7554   -4.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4698   -4.1354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1841   -2.8979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6472   -8.2918    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3616   -9.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3616   -8.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0761   -8.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7907   -8.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5052   -8.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5052   -7.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2196   -8.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2196   -7.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9340   -8.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9341   -7.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6486   -7.0546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6486   -8.7045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6486   -9.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
  8 48  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 54 53  1  0  0  0  0
 55 53  2  0  0  0  0
 56 54  2  0  0  0  0
 57 55  1  0  0  0  0
 58 56  1  0  0  0  0
 58 57  2  0  0  0  0
 52 53  1  0  0  0  0
 58 59  1  0  0  0  0
 57 60  1  0  0  0  0
 60 61  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0053246

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=C(O)C=CC(\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C31H44N7O19P3S/c1-31(2,26(43)29(44)34-9-8-21(40)33-10-11-61-22(41)7-5-17-4-6-18(39)19(12-17)52-3)14-54-60(50,51)57-59(48,49)53-13-20-25(56-58(45,46)47)24(42)30(55-20)38-16-37-23-27(32)35-15-36-28(23)38/h4-7,12,15-16,20,24-26,30,39,42-43H,8-11,13-14H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/b7-5+/t20-,24-,25-,26+,30-/m1/s1

> <INCHI_KEY>
GBXZVJQQDAJGSO-NBXNMEGSSA-N

> <FORMULA>
C31H44N7O19P3S

> <MOLECULAR_WEIGHT>
943.7

> <EXACT_MASS>
943.162554393

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
86.60592786545789

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-({2-[(2-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
0.22

> <JCHEM_LOGP>
-3.750090393365489

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.900120730751941

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787809745093

> <JCHEM_PKA_STRONGEST_BASIC>
4.006052794823875

> <JCHEM_POLAR_SURFACE_AREA>
393.0899999999999

> <JCHEM_REFRACTIVITY>
211.06829999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trans-feruloyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0      27.334  -5.625   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      26.088  -4.720   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      26.858  -7.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.842  -5.625   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.318  -7.090   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      27.763  -8.336   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.742 -13.168   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.129 -13.938   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      13.408 -13.938   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      12.075 -13.168   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.741 -13.938   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.461 -10.858   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.075 -11.628   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      13.461  -9.318   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      10.794  -9.318   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.128  -8.548   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.795  -7.008   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.691  -4.905   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.461  -6.238   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.231  -4.905   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.128  -7.008   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.794  -6.238   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      16.129  -6.238   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      19.209  -6.238   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      22.289  -6.238   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      17.669  -4.698   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      17.669  -7.778   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      20.749  -4.698   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      20.749  -7.778   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      17.669  -6.238   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      20.749  -6.238   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      23.378  -5.149   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      24.413  -8.336   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      22.873  -9.876   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      25.953  -9.876   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      24.413  -9.876   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      24.413 -11.416   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      28.799  -5.149   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      29.943  -6.180   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      29.425  -3.742   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      31.277  -5.410   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      29.943  -7.720   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      30.956  -3.903   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      32.610  -6.180   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      31.277  -8.489   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      32.610  -7.719   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      33.944  -5.409   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      16.141 -15.478   0.000  0.00  0.00           S+0
HETATM   49  O   UNK     0      17.475 -17.788   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      17.475 -16.248   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      18.809 -15.478   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      20.143 -16.248   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      21.476 -15.478   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      21.476 -13.938   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      22.810 -16.248   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      22.810 -13.169   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      24.143 -15.478   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      24.144 -13.938   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      25.477 -13.169   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      25.477 -16.248   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      25.477 -17.788   0.000  0.00  0.00           C+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48    8   50                                                       
CONECT   49   50                                                            
CONECT   50   48   49   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   54   55   52                                                  
CONECT   54   53   56                                                       
CONECT   55   53   57                                                       
CONECT   56   54   58                                                       
CONECT   57   55   58   60                                                  
CONECT   58   56   57   59                                                  
CONECT   59   58                                                            
CONECT   60   57   61                                                       
CONECT   61   60                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  128    0
END

Synonyms

Value	Source
trans-4-Hydroxy-3-methoxycinnamoyl-CoA	ChEBI
trans-4-Hydroxy-3-methoxycinnamoyl-coenzyme A	ChEBI
trans-Feruloyl-coenzyme A	ChEBI
trans-Feruloyl-CoA	Kegg
4-Hydroxy-3-methoxycinnamoyl-CoA	Kegg
(e)-3-(4-Hydroxy-3-methoxyphenyl)propenoyl-CoA	Kegg
Feruloyl-coenzyme A	MeSH

Molecular Formula

C₃₁H₄₄N₇O₁₉P₃S

Average Mass

943.7

Monoisotopic Mass

943.162554393

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-({2-[(2-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

trans-feruloyl-coa

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)=C1

InChI Identifier

InChI=1S/C31H44N7O19P3S/c1-31(2,26(43)29(44)34-9-8-21(40)33-10-11-61-22(41)7-5-17-4-6-18(39)19(12-17)52-3)14-54-60(50,51)57-59(48,49)53-13-20-25(56-58(45,46)47)24(42)30(55-20)38-16-37-23-27(32)35-15-36-28(23)38/h4-7,12,15-16,20,24-26,30,39,42-43H,8-11,13-14H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/b7-5+/t20-,24-,25-,26+,30-/m1/s1

InChI Key

GBXZVJQQDAJGSO-NBXNMEGSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a 2-enoyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

2-enoyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Purine ribonucleoside 3',5'-bisphosphate
Pentose-5-phosphate
Pentose phosphate
Ribonucleoside 3'-phosphate
Hydroxycinnamic acid or derivatives
Cinnamic acid or derivatives
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Organic pyrophosphate
Monosaccharide phosphate
Methoxyphenol
Purine
Imidazopyrimidine
Phenoxy compound
Styrene
Phenol ether
Anisole
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Aminopyrimidine
Alkyl aryl ether
Monoalkyl phosphate
Phenol
Monocyclic benzene moiety
Fatty amide
Imidolactam
Benzenoid
Alkyl phosphate
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Tetrahydrofuran
Azole
Heteroaromatic compound
Imidazole
Secondary alcohol
Secondary carboxylic acid amide
Thiocarboxylic acid ester
Carboxamide group
Carbothioic s-ester
Amino acid or derivatives
Organoheterocyclic compound
Azacycle
Sulfenyl compound
Ether
Oxacycle
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Organopnictogen compound
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Primary amine
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

feruloyl-CoA (CHEBI:15511 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.74 g/L	ALOGPS
logP	0.22	ALOGPS
logP	-3.8	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	393.09 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	211.07 m³·mol⁻¹	ChemAxon
Polarizability	86.61 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1901100102-5be8155a4af64a02ae34	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0921300000-bd0dbc57ceb1a0a0d0b4	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-1900100000-0270264a55e586b76f49	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0059-3922031404-150525cfcb31e52d1341	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003r-3901110000-b7ca7b9a6e965ad0a7fc	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-5900100000-38a7d2ac05f2d6f7db21	2019-02-23	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

Exposure Sources

Source Type	Activity	Data Source	Reference
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

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

C00007264

Chemspider ID

Not Available

KEGG Compound ID

C00406

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11966129

PDB ID

Not Available

ChEBI ID

15511

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 Feruloyl-CoA (MMDBc0053246)

MOL for #<Metabolite:0x00007fdb71dcac68>

3D MOL for #<Metabolite:0x00007fdb71dcac68>

3D SDF for #<Metabolite:0x00007fdb71dcac68>

3D-SDF for #<Metabolite:0x00007fdb71dcac68>

PDB for #<Metabolite:0x00007fdb71dcac68>

3D PDB for #<Metabolite:0x00007fdb71dcac68>

SMILES for #<Metabolite:0x00007fdb71dcac68>

INCHI for #<Metabolite:0x00007fdb71dcac68>

Structure for #<Metabolite:0x00007fdb71dcac68>

3D Structure for #<Metabolite:0x00007fdb71dcac68>