MiMeDB: Showing metabocard for (4E)-hexenoyl-CoA (MMDBc0054948)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:38:25 UTC

Update Date

2022-08-12 20:09:09 UTC

Metabolite ID

MMDBc0054948

Metabolite Identification

Common Name

(4E)-hexenoyl-CoA

Description

(4E)-hexenoyl-CoA belongs to the class of organic compounds known as medium-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a medium aliphatic chain of 6 to 12 carbon atoms. Based on a literature review very few articles have been published on (4E)-hexenoyl-CoA.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221382D          

 62 64  0  0  1  0            999 V2000
   -4.3604   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1817   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5317   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6459   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9315   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2170   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5025   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2132   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3554   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5001   21.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567   18.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6714   24.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0308   24.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2145   22.3717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7843   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3365   25.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5203   22.6493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9682   22.0362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3567   16.5967    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0902   25.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2503   24.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1078   23.3638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3567   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1764   26.2655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698   16.5967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277   16.5967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7576   24.9601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9177   23.8040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5828   25.4450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4433   24.1174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   15.3592    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.7880   17.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3407   22.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   16.1842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   15.3592    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.9746   21.2903    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.0787   20.0641    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.9136   20.1252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1981   20.0073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3731   21.4362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8961   19.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2461   19.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5001   21.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   18.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3008   23.1922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1397   21.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   20.3092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5267   20.6772    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.7856   20.7217    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   19.4842    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736   16.1842    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6459   17.4217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9315   15.3592    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2577   21.5479    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8159   21.8791    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7967   22.8432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   17.0092    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9316   23.4069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 16 12  1  1  0  0  0
 17  8  1  0  0  0  0
 18  7  1  0  0  0  0
 21 16  1  0  0  0  0
 21 20  1  0  0  0  0
 23 19  2  0  0  0  0
 24 19  1  0  0  0  0
 25 22  1  0  0  0  0
 26 20  1  0  0  0  0
 27  2  1  0  0  0  0
 27  3  1  0  0  0  0
 27 13  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29 10  1  4  0  0  0
 29 17  2  0  0  0  0
 30  9  1  4  0  0  0
 30 25  2  0  0  0  0
 31 14  2  0  0  0  0
 31 23  1  0  0  0  0
 32 14  1  0  0  0  0
 32 24  2  0  0  0  0
 33 15  2  0  0  0  0
 33 19  1  0  0  0  0
 34 15  1  0  0  0  0
 34 24  1  0  0  0  0
 26 34  1  1  0  0  0
 35 17  1  0  0  0  0
 36 18  2  0  0  0  0
 20 37  1  6  0  0  0
 22 38  1  6  0  0  0
 39 25  1  0  0  0  0
 47 12  1  0  0  0  0
 48 13  1  0  0  0  0
 49 16  1  0  0  0  0
 49 26  1  0  0  0  0
 21 50  1  1  0  0  0
 52 40  1  0  0  0  0
 52 41  1  0  0  0  0
 52 42  2  0  0  0  0
 52 50  1  0  0  0  0
 53 43  1  0  0  0  0
 53 44  2  0  0  0  0
 53 47  1  0  0  0  0
 53 51  1  0  0  0  0
 54 45  1  0  0  0  0
 54 46  2  0  0  0  0
 54 48  1  0  0  0  0
 54 51  1  0  0  0  0
 55 11  1  0  0  0  0
 55 18  1  0  0  0  0
 56  4  1  0  0  0  0
 57  5  1  0  0  0  0
 16 58  1  6  0  0  0
 20 59  1  1  0  0  0
 21 60  1  1  0  0  0
 22 61  1  6  0  0  0
 26 62  1  6  0  0  0
M  CHG  4  35  -1  39  -1  40  -1  41  -1
M  END


  Mrv1652306172221382D          

 62 64  0  0  1  0            999 V2000
   -4.3604   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1817   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5317   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6459   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9315   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2170   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5025   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2132   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3554   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5001   21.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567   18.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6714   24.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0308   24.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2145   22.3717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7843   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3365   25.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5203   22.6493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9682   22.0362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3567   16.5967    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0902   25.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2503   24.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1078   23.3638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3567   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1764   26.2655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698   16.5967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277   16.5967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7576   24.9601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9177   23.8040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5828   25.4450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4433   24.1174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   15.3592    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.7880   17.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3407   22.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   16.1842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   15.3592    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.9746   21.2903    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.0787   20.0641    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.9136   20.1252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1981   20.0073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3731   21.4362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8961   19.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2461   19.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5001   21.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   18.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3008   23.1922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1397   21.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   20.3092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5267   20.6772    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.7856   20.7217    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   19.4842    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736   16.1842    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6459   17.4217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9315   15.3592    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2577   21.5479    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8159   21.8791    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7967   22.8432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   17.0092    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9316   23.4069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 16 12  1  1  0  0  0
 17  8  1  0  0  0  0
 18  7  1  0  0  0  0
 21 16  1  0  0  0  0
 21 20  1  0  0  0  0
 23 19  2  0  0  0  0
 24 19  1  0  0  0  0
 25 22  1  0  0  0  0
 26 20  1  0  0  0  0
 27  2  1  0  0  0  0
 27  3  1  0  0  0  0
 27 13  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29 10  1  4  0  0  0
 29 17  2  0  0  0  0
 30  9  1  4  0  0  0
 30 25  2  0  0  0  0
 31 14  2  0  0  0  0
 31 23  1  0  0  0  0
 32 14  1  0  0  0  0
 32 24  2  0  0  0  0
 33 15  2  0  0  0  0
 33 19  1  0  0  0  0
 34 15  1  0  0  0  0
 34 24  1  0  0  0  0
 26 34  1  1  0  0  0
 35 17  1  0  0  0  0
 36 18  2  0  0  0  0
 20 37  1  6  0  0  0
 22 38  1  6  0  0  0
 39 25  1  0  0  0  0
 47 12  1  0  0  0  0
 48 13  1  0  0  0  0
 49 16  1  0  0  0  0
 49 26  1  0  0  0  0
 21 50  1  1  0  0  0
 52 40  1  0  0  0  0
 52 41  1  0  0  0  0
 52 42  2  0  0  0  0
 52 50  1  0  0  0  0
 53 43  1  0  0  0  0
 53 44  2  0  0  0  0
 53 47  1  0  0  0  0
 53 51  1  0  0  0  0
 54 45  1  0  0  0  0
 54 46  2  0  0  0  0
 54 48  1  0  0  0  0
 54 51  1  0  0  0  0
 55 11  1  0  0  0  0
 55 18  1  0  0  0  0
 56  4  1  0  0  0  0
 57  5  1  0  0  0  0
 16 58  1  6  0  0  0
 20 59  1  1  0  0  0
 21 60  1  1  0  0  0
 22 61  1  6  0  0  0
 26 62  1  6  0  0  0
M  CHG  4  35  -1  39  -1  40  -1  41  -1
M  END
> <DATABASE_ID>
MMDBc0054948

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(C)=C(\[H])CCC(=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/C27H44N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h4-5,14-16,20-22,26,37-38H,6-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/p-4/b5-4+/t16-,20-,21-,22+,26-/m1/s1

> <INCHI_KEY>
PNNYOOSXZDIZBV-HWYUJMJYSA-J

> <FORMULA>
C27H40N7O17P3S

> <MOLECULAR_WEIGHT>
859.63

> <EXACT_MASS>
859.143619344

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
77.58182247448583

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <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)-N-[2-({2-[(4E)-hex-4-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanecarboximidate

> <JCHEM_LOGP>
-3.9475052280291565

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8865379454547977

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.819165729540233

> <JCHEM_PKA_STRONGEST_BASIC>
6.46424758716135

> <JCHEM_POLAR_SURFACE_AREA>
381.9300000000001

> <JCHEM_REFRACTIVITY>
211.6551000000001

> <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]-N-[2-({2-[(4E)-hex-4-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-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      -8.139  30.211   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.406  32.521   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.326  32.521   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.806  30.981   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.472  30.211   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.138  30.981   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.805  30.211   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.531  30.981   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.865  30.211   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.530  30.211   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.196  30.981   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.867  40.991   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.866  34.061   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.653  45.061   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.724  46.353   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.200  41.761   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.197  30.211   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.471  30.981   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.162  46.871   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.638  42.279   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.607  41.134   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.866  30.981   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.568  47.497   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.001  45.339   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.532  30.211   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.868  43.612   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.866  32.521   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      22.729  49.029   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       3.864  30.981   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       9.198  30.981   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      23.814  46.592   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      22.246  44.434   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      19.755  47.497   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      19.494  45.019   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0       5.197  28.671   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0      -1.471  32.521   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      21.169  42.118   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      13.199  30.211   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      10.532  28.671   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0      16.753  39.742   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0      18.814  37.453   0.000  0.00  0.00           O-1
HETATM   42  O   UNK     0      16.639  37.567   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      15.303  37.347   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      13.763  40.014   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      14.739  36.371   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      11.659  36.371   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      15.867  39.451   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      13.199  34.831   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      17.361  43.292   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      18.928  39.628   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      13.199  37.911   0.000  0.00  0.00           O+0
HETATM   52  P   UNK     0      17.783  38.597   0.000  0.00  0.00           P+0
HETATM   53  P   UNK     0      14.533  38.681   0.000  0.00  0.00           P+0
HETATM   54  P   UNK     0      13.199  36.371   0.000  0.00  0.00           P+0
HETATM   55  S   UNK     0      -0.137  30.211   0.000  0.00  0.00           S+0
HETATM   56  H   UNK     0      -6.806  32.521   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.472  28.671   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      17.281  40.223   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      20.190  40.841   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      18.287  42.641   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      10.532  31.751   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      20.406  43.693   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   27                                                            
CONECT    3   27                                                            
CONECT    4    1    5   56                                                  
CONECT    5    4    6   57                                                  
CONECT    6    5    7                                                       
CONECT    7    6   18                                                       
CONECT    8    9   17                                                       
CONECT    9    8   30                                                       
CONECT   10   11   29                                                       
CONECT   11   10   55                                                       
CONECT   12   16   47                                                       
CONECT   13   27   48                                                       
CONECT   14   31   32                                                       
CONECT   15   33   34                                                       
CONECT   16   12   21   49   58                                             
CONECT   17    8   29   35                                                  
CONECT   18    7   36   55                                                  
CONECT   19   23   24   33                                                  
CONECT   20   21   26   37   59                                             
CONECT   21   16   20   50   60                                             
CONECT   22   25   27   38   61                                             
CONECT   23   19   28   31                                                  
CONECT   24   19   32   34                                                  
CONECT   25   22   30   39                                                  
CONECT   26   20   34   49   62                                             
CONECT   27    2    3   13   22                                             
CONECT   28   23                                                            
CONECT   29   10   17                                                       
CONECT   30    9   25                                                       
CONECT   31   14   23                                                       
CONECT   32   14   24                                                       
CONECT   33   15   19                                                       
CONECT   34   15   24   26                                                  
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   20                                                            
CONECT   38   22                                                            
CONECT   39   25                                                            
CONECT   40   52                                                            
CONECT   41   52                                                            
CONECT   42   52                                                            
CONECT   43   53                                                            
CONECT   44   53                                                            
CONECT   45   54                                                            
CONECT   46   54                                                            
CONECT   47   12   53                                                       
CONECT   48   13   54                                                       
CONECT   49   16   26                                                       
CONECT   50   21   52                                                       
CONECT   51   53   54                                                       
CONECT   52   40   41   42   50                                             
CONECT   53   43   44   47   51                                             
CONECT   54   45   46   48   51                                             
CONECT   55   11   18                                                       
CONECT   56    4                                                            
CONECT   57    5                                                            
CONECT   58   16                                                            
CONECT   59   20                                                            
CONECT   60   21                                                            
CONECT   61   22                                                            
CONECT   62   26                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  128    0
END

Synonyms

Value	Source
trans-Hex-4-enoyl-CoA(4-)	ChEBI

Molecular Formula

C₂₇H₄₀N₇O₁₇P₃S

Average Mass

859.63

Monoisotopic Mass

859.143619344

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)-N-[2-({2-[(4E)-hex-4-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-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]-N-[2-({2-[(4E)-hex-4-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

[H]\C(C)=C(\[H])CCC(=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/C27H44N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h4-5,14-16,20-22,26,37-38H,6-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/p-4/b5-4+/t16-,20-,21-,22+,26-/m1/s1

InChI Key

PNNYOOSXZDIZBV-HWYUJMJYSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a medium aliphatic chain of 6 to 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Medium-chain fatty acyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Beta amino acid or derivatives
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
N-acyl-amine
Monosaccharide
Fatty amide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-3.9	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	6.46	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	381.93 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	211.66 m³·mol⁻¹	ChemAxon
Polarizability	77.58 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

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
Eukaryota/Fungi	Ascomycota	2	Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129900415

PDB ID

Not Available

ChEBI ID

138404

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 (4E)-hexenoyl-CoA (MMDBc0054948)

MOL for #<Metabolite:0x00007fece0018c98>

3D MOL for #<Metabolite:0x00007fece0018c98>

3D SDF for #<Metabolite:0x00007fece0018c98>

3D-SDF for #<Metabolite:0x00007fece0018c98>

PDB for #<Metabolite:0x00007fece0018c98>

3D PDB for #<Metabolite:0x00007fece0018c98>

SMILES for #<Metabolite:0x00007fece0018c98>

INCHI for #<Metabolite:0x00007fece0018c98>

Structure for #<Metabolite:0x00007fece0018c98>

3D Structure for #<Metabolite:0x00007fece0018c98>