MiMeDB: Showing metabocard for Hexanoyl-CoA (MMDBc0029699)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:38:03 UTC

Update Date

2022-08-31 17:12:46 UTC

Metabolite ID

MMDBc0029699

Metabolite Identification

Common Name

Hexanoyl-CoA

Description

Hexanoyl-CoA is a fatty acid coenzyme A derivative that can be involved in the biosynthesis and oxidation of fatty acids.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652310111700392D          

 55 57  0  0  0  0            999 V2000
   -2.3503   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1918   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5418   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6358   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9213   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5076   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5089   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3655   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6510   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5102   23.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668   19.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6815   25.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0410   26.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2247   23.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3467   26.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5304   23.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9784   23.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1003   26.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2604   25.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1179   24.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1866   27.5709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800   17.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9379   17.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7678   26.2655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9279   25.1094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5930   26.7504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4535   25.4228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945   16.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   18.7271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3509   23.8685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   17.4896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523   16.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9848   22.5957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0888   21.3695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9237   21.4306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2082   21.3127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3832   22.7416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9063   20.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2563   20.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5102   22.4396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   19.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3109   24.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1499   22.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   21.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5368   21.9826    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.7957   22.0271    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   20.7896    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366   17.4896    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  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  0  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
 34 26  1  0  0  0  0
 35 17  1  0  0  0  0
 36 18  2  0  0  0  0
 37 20  1  0  0  0  0
 38 22  1  0  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
 50 21  1  0  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
M  END


  Mrv1652310111700392D          

 55 57  0  0  0  0            999 V2000
   -2.3503   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1918   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5418   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6358   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9213   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5076   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5089   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3655   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6510   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5102   23.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668   19.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6815   25.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0410   26.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2247   23.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3467   26.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5304   23.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9784   23.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1003   26.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2604   25.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1179   24.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1866   27.5709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800   17.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9379   17.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7678   26.2655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9279   25.1094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5930   26.7504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4535   25.4228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945   16.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   18.7271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3509   23.8685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   17.4896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523   16.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9848   22.5957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0888   21.3695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9237   21.4306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2082   21.3127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3832   22.7416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9063   20.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2563   20.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5102   22.4396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   19.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3109   24.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1499   22.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   21.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5368   21.9826    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.7957   22.0271    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   20.7896    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366   17.4896    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  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  0  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
 34 26  1  0  0  0  0
 35 17  1  0  0  0  0
 36 18  2  0  0  0  0
 37 20  1  0  0  0  0
 38 22  1  0  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
 50 21  1  0  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
M  END
> <DATABASE_ID>
MMDBc0029699

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCC(=O)SCCN=C(O)CCN=C(O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

> <INCHI_IDENTIFIER>
InChI=1S/C27H46N7O17P3S/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/h14-16,20-22,26,37-38H,4-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)

> <INCHI_KEY>
OEXFMSFODMQEPE-UHFFFAOYSA-N

> <FORMULA>
C27H46N7O17P3S

> <MOLECULAR_WEIGHT>
865.677

> <EXACT_MASS>
865.188373307

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
79.2724233020898

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(hexanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid

> <ALOGPS_LOGP>
0.31

> <JCHEM_LOGP>
-3.585890568828896

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8865251741338405

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8191645330895985

> <JCHEM_PKA_STRONGEST_BASIC>
6.478356437181012

> <JCHEM_POLAR_SURFACE_AREA>
370.61000000000007

> <JCHEM_REFRACTIVITY>
191.6813000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.70e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[({[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-(2-{[2-(hexanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-OCT-17         0                                  
HETATM    1  C   UNK     0      -4.387  32.647   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.158  34.957   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.078  34.957   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.053  33.417   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.720  32.647   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.386  33.417   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.948  32.647   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.283  33.417   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.617  32.647   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.282  32.647   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.949  33.417   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.619  43.427   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.618  36.497   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.406  47.497   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.476  48.790   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.953  44.197   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.950  32.647   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.281  33.417   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.914  49.308   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.390  44.715   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.360  43.571   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.618  33.417   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.321  49.934   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.753  47.776   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.284  32.647   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.620  46.049   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.618  34.957   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      26.482  51.466   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       7.616  33.417   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      12.951  33.417   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      27.567  49.029   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      25.999  46.871   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      23.507  49.934   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      23.246  47.456   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0       8.950  31.107   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.281  34.957   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      24.922  44.554   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      16.952  32.647   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      14.284  31.107   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      20.505  42.179   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      22.566  39.890   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      20.391  40.004   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      19.055  39.784   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      17.515  42.451   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      18.492  38.807   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      15.412  38.807   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      19.619  41.887   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      16.952  37.267   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      21.114  45.729   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      22.680  42.065   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      16.952  40.347   0.000  0.00  0.00           O+0
HETATM   52  P   UNK     0      21.535  41.034   0.000  0.00  0.00           P+0
HETATM   53  P   UNK     0      18.285  41.117   0.000  0.00  0.00           P+0
HETATM   54  P   UNK     0      16.952  38.807   0.000  0.00  0.00           P+0
HETATM   55  S   UNK     0       3.615  32.647   0.000  0.00  0.00           S+0
CONECT    1    4                                                            
CONECT    2   27                                                            
CONECT    3   27                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
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                                                  
CONECT   17    8   29   35                                                  
CONECT   18    7   36   55                                                  
CONECT   19   23   24   33                                                  
CONECT   20   21   26   37                                                  
CONECT   21   16   20   50                                                  
CONECT   22   25   27   38                                                  
CONECT   23   19   28   31                                                  
CONECT   24   19   32   34                                                  
CONECT   25   22   30   39                                                  
CONECT   26   20   34   49                                                  
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                                                       
MASTER        0    0    0    0    0    0    0    0   55    0  114    0
END

Synonyms

Value	Source
4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(hexanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidate	Generator
4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(hexanoylsulphanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidate	Generator
4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(hexanoylsulphanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid	Generator

Molecular Formula

C₂₇H₄₆N₇O₁₇P₃S

Average Mass

865.677

Monoisotopic Mass

865.188373307

IUPAC Name

4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(hexanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid

Traditional Name

4-[({[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-(2-{[2-(hexanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid

CAS Registry Number

5060-32-2

SMILES

CCCCCC(=O)SCCN=C(O)CCN=C(O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

InChI Identifier

InChI=1S/C27H46N7O17P3S/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/h14-16,20-22,26,37-38H,4-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)

InChI Key

OEXFMSFODMQEPE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,3,4-saturated fatty acyl coas. These are acyl-CoAs carrying a 2,3,4-saturated fatty acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

2,3,4-saturated fatty acyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.7 g/L	ALOGPS
logP	0.31	ALOGPS
logP	-3.6	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	6.48	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	370.61 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	191.68 m³·mol⁻¹	ChemAxon
Polarizability	79.27 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000j-1931000110-940fe882d4b8cefb1914	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0079-1921000000-de60fcd8bc6f0c9bf08d	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0079-1910000000-29936f42a08315dcc8ff	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01rt-7911042450-6db5d278813c82f99785	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-4901110010-64b9e09e0fd795b938c8	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-8900100000-f1097e6a0dd8990fbfb7	2016-09-14	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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	Data Source	Reference
MMDBr0002688	3-Oxooctanoyl-CoA	Hexanoyl-CoA	acetyl-CoA acyltransferase 1	VMH	1121274 1679347 3194209 6378901 8241273
MMDBr0002719	trans-2-Hexenoyl-CoA	Hexanoyl-CoA	mitochondrial trans-2-enoyl-CoA reductase	VMH	12654921
MMDBr0002963	Hexanoyl-CoA	trans-2-Hexenoyl-CoA	acyl-CoA oxidase 1, palmitoyl	VMH	17603022 1774065 3597357 6240978 7876265
MMDBr0005107	L-Carnitine	Hexanoyl Carnitine	carnitine palmitoyltransferase 1A (liver)	VMH	8214594 8496747 8491807
MMDBr0005299	Hexanoyl-CoA	Butyryl-CoA	acetyl-CoA acyltransferase 2	VMH	20195903 20490924 17143551
MMDBr0005300	Hexanoyl-CoA	Butyryl-CoA	acetyl-CoA acyltransferase 1	VMH	11356164 HMDB01088
MMDBr0005305	Octanoyl-CoA	Hexanoyl-CoA	acetyl-CoA acyltransferase 2	VMH	20195903 20490924 17143551
MMDBr0005306	Octanoyl-CoA	Hydrogen peroxide	acetyl-CoA acyltransferase 1	VMH	11411544 HMDB02845
MMDBr0005323	Hexanoyl-CoA	Hexanoyl-CoA	diazepam binding inhibitor (GABA receptor modulator, acyl-CoA binding protein)	VMH	20511713 11859412 16908521 8001684
MMDBr0005731	Hexanoyl-CoA	Hexanoate (N-C6:0)	Not Available	VMH	30371894
MMDBr0006045	Hexanoyl-CoA	Hexanoate (N-C6:0)	Not Available	VMH	30371894
MMDBr0006048	Hexanoyl-CoA	Hexanoate (N-C6:0)	Not Available	VMH	30371894
MMDBr0007233	Hexanoyl-CoA	3-Oxooctanoyl-CoA	Not Available	VMH	30371894
MMDBr0007693	trans-2-Hexenoyl-CoA	Hexanoyl-CoA	Not Available	VMH	30371894
MMDBr0008641	Hexanoyl-CoA	Hexanoate (N-C6:0)	Not Available	VMH	30371894
MMDBr0008652	Glycine	Hexanoyl-Glycine	glycine-N-acyltransferase	VMH	30371894
MMDBr0009158	Hexanoate (N-C6:0)	Hexanoyl-CoA	acyl-CoA synthetase medium-chain family member 1	VMH	30371894
MMDBr0010033	3-Oxooctanoyl-CoA	Hexanoyl-CoA	acetyl-CoA acyltransferase 1	VMH	30371894
MMDBr0010034	Hexanoyl-CoA	Hydrogen peroxide	acyl-CoA oxidase 1, palmitoyl	VMH	30371894
MMDBr0010057	Hexanoyl-CoA	trans-2-Hexenoyl-CoA	acyl-CoA dehydrogenase, short/branched chain	VMH	30371894

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	135	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human feces; pleural fluid plaque; bal; Human stool	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	244	Pig ; Human feces; Human ; Human subgingival plaque; Cattle ; Human saliva	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Actinobacteria	45	Human feces; Human ; Human subgingival plaque	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	7	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	18	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	4		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	3	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0185223

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

3605

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Miinalainen IJ, Chen ZJ, Torkko JM, Pirila PL, Sormunen RT, Bergmann U, Qin YM, Hiltunen JK: Characterization of 2-enoyl thioester reductase from mammals. An ortholog of YBR026p/MRF1'p of the yeast mitochondrial fatty acid synthesis type II. J Biol Chem. 2003 May 30;278(22):20154-61. doi: 10.1074/jbc.M302851200. Epub 2003 Mar 24. [PubMed:12654921 ]
Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Hexanoyl-CoA (MMDBc0029699)

MOL for #<Metabolite:0x00007fecd20e65e8>

3D MOL for #<Metabolite:0x00007fecd20e65e8>

3D SDF for #<Metabolite:0x00007fecd20e65e8>

3D-SDF for #<Metabolite:0x00007fecd20e65e8>

PDB for #<Metabolite:0x00007fecd20e65e8>

3D PDB for #<Metabolite:0x00007fecd20e65e8>

SMILES for #<Metabolite:0x00007fecd20e65e8>

INCHI for #<Metabolite:0x00007fecd20e65e8>

Structure for #<Metabolite:0x00007fecd20e65e8>

3D Structure for #<Metabolite:0x00007fecd20e65e8>