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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-02-03 11:20:53 UTC

Update Date

2022-03-07 02:51:12 UTC

HMDB ID

HMDB0011661

Secondary Accession Numbers

HMDB11661

Metabolite Identification

Common Name

2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol

Description

2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol (DMQH2) is an intermediate in coenzyme Q biosynthesis. It is produced by gut microbes. In microbes, the starting compound, 4-hydroxybenzoate, undergoes a prenylation, a decarboxylation and three hydroxylations alternating with three methylation reactions, resulting in the formation of coenzyme Q. In the final step, DMQH2 is converted from 2-octaprenyl-6-methoxy-1,4-benzoquinol (DDMQH2) with the help of Methyltransferase. Coenzyme Q (ubiquinone or Q) is a redox active lipid containing a long polyprenyl tail attached to a fully substituted benzoquinone ring. The number (n) of isoprene units in the polyprenyl tail (Qn) is distinct in different organisms; humans produce Q10, Caenorhabditis elegans Q9, Escherichia coli Q8, and Saccharomyces cerevisiae Q6.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241201492D          

 41 41  0  0  0  0            999 V2000
    7.4785  -18.6266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4785  -16.9765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.1944   -9.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1944   -8.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7655  -12.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7655  -11.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4800   -9.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6234   -7.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9089   -7.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0510  -12.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6234   -6.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 35  1  0  0  0  0
  1 40  1  0  0  0  0
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 35 39  2  0  0  0  0
 38 39  1  0  0  0  0
 41 34  1  0  0  0  0
M  END

HMDB0011661
     RDKit          3D
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol
101101  0  0  0  0  0  0  0  0999 V2000
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 41101  1  0
M  END


  Mrv0541 02241201492D          

 41 41  0  0  0  0            999 V2000
    7.4785  -18.6266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3364  -18.6266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 41 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011661

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C38H60O3/c1-28(2)15-10-16-29(3)17-11-18-30(4)19-12-20-31(5)21-13-22-32(6)23-14-24-33(7)25-26-35-34(8)36(39)27-37(41-9)38(35)40/h15,17,19,21,23,25,27,36,38-40H,10-14,16,18,20,22,24,26H2,1-9H3/b29-17+,30-19+,31-21+,32-23+,33-25+

> <INCHI_KEY>
VFOCBGJJNKIBIS-NSUIJKAQSA-N

> <FORMULA>
C38H60O3

> <MOLECULAR_WEIGHT>
564.8812

> <EXACT_MASS>
564.454245786

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
72.38073419828787

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-5-methoxy-2-methylcyclohexa-2,5-diene-1,4-diol

> <ALOGPS_LOGP>
7.59

> <JCHEM_LOGP>
9.236181481333332

> <ALOGPS_LOGS>
-6.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.200370025889306

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.242070289981047

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1901149722334035

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
185.98430000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.58e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-5-methoxy-2-methylcyclohexa-2,5-diene-1,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011661
     RDKit          3D
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol
101101  0  0  0  0  0  0  0  0999 V2000
  -12.3905    0.4105   -2.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.7695    2.4733   -0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
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 14 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 18 62  1  0
 18 63  1  0
 18 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
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 23 70  1  0
 23 71  1  0
 23 72  1  0
 24 73  1  0
 24 74  1  0
 25 75  1  0
 25 76  1  0
 26 77  1  0
 28 78  1  0
 28 79  1  0
 28 80  1  0
 29 81  1  0
 29 82  1  0
 30 83  1  0
 30 84  1  0
 31 85  1  0
 33 86  1  0
 33 87  1  0
 33 88  1  0
 34 89  1  0
 34 90  1  0
 35 91  1  0
 35 92  1  0
 36 93  1  0
 38 94  1  0
 38 95  1  0
 38 96  1  0
 39 97  1  0
 39 98  1  0
 39 99  1  0
 40100  1  0
 41101  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      13.960 -34.770   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      13.960 -31.689   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      19.295 -34.770   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      24.630 -17.829   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.630 -16.289   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.962 -22.449   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.962 -20.909   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.296 -18.599   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.297 -13.209   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.963 -13.979   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.629 -23.219   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.297 -11.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.296 -20.139   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.963 -15.519   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.295 -25.529   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.295 -27.069   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.629 -24.759   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.631  -9.359   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.631 -10.899   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.965  -8.589   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.961 -27.839   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.962 -17.829   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.630 -13.209   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.295 -22.449   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      29.965  -7.049   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.961 -29.379   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.627 -30.149   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.297  -8.589   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.627 -27.069   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      31.298  -6.279   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.627 -31.689   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      31.298  -4.739   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.293 -32.460   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      17.961 -32.460   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      15.293 -34.000   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      32.632  -3.969   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      29.965  -3.969   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      17.961 -34.000   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.627 -34.770   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.960 -36.310   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      19.295 -31.690   0.000  0.00  0.00           C+0
CONECT    1   35   40                                                       
CONECT    2   33                                                            
CONECT    3   38                                                            
CONECT    4    5    8                                                       
CONECT    5    4   14                                                       
CONECT    6    7   11                                                       
CONECT    7    6   13                                                       
CONECT    8    4   13   22                                                  
CONECT    9   10   12                                                       
CONECT   10    9   14   23                                                  
CONECT   11    6   17   24                                                  
CONECT   12    9   19                                                       
CONECT   13    7    8                                                       
CONECT   14    5   10                                                       
CONECT   15   16   17                                                       
CONECT   16   15   21                                                       
CONECT   17   11   15                                                       
CONECT   18   19   20   28                                                  
CONECT   19   12   18                                                       
CONECT   20   18   25                                                       
CONECT   21   16   26   29                                                  
CONECT   22    8                                                            
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25   20   30                                                       
CONECT   26   21   27                                                       
CONECT   27   26   31                                                       
CONECT   28   18                                                            
CONECT   29   21                                                            
CONECT   30   25   32                                                       
CONECT   31   27   33   34                                                  
CONECT   32   30   36   37                                                  
CONECT   33    2   31   35                                                  
CONECT   34   31   38   41                                                  
CONECT   35    1   33   39                                                  
CONECT   36   32                                                            
CONECT   37   32                                                            
CONECT   38    3   34   39                                                  
CONECT   39   35   38                                                       
CONECT   40    1                                                            
CONECT   41   34                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   82    0
END

COMPND    HMDB0011661
HETATM    1  C1  UNL     1     -12.391   0.411  -2.432  1.00  0.00           C  
HETATM    2  O1  UNL     1     -11.480   1.517  -2.541  1.00  0.00           O  
HETATM    3  C2  UNL     1     -10.552   1.682  -1.525  1.00  0.00           C  
HETATM    4  C3  UNL     1     -10.770   2.473  -0.492  1.00  0.00           C  
HETATM    5  C4  UNL     1      -9.743   2.630   0.592  1.00  0.00           C  
HETATM    6  O2  UNL     1     -10.283   3.210   1.724  1.00  0.00           O  
HETATM    7  C5  UNL     1      -9.219   1.268   0.882  1.00  0.00           C  
HETATM    8  C6  UNL     1      -9.102   0.805   2.295  1.00  0.00           C  
HETATM    9  C7  UNL     1      -8.903   0.493  -0.149  1.00  0.00           C  
HETATM   10  C8  UNL     1      -8.381  -0.850   0.049  1.00  0.00           C  
HETATM   11  C9  UNL     1      -6.996  -1.168  -0.184  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.927  -0.399  -0.080  1.00  0.00           C  
HETATM   13  C11 UNL     1      -6.034   0.992   0.329  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.583  -1.026  -0.397  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.007  -0.239  -1.552  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.676  -0.775  -1.962  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.594  -0.009  -1.919  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.630   1.398  -1.472  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.291  -0.586  -2.340  1.00  0.00           C  
HETATM   20  C18 UNL     1       0.716  -0.552  -1.208  1.00  0.00           C  
HETATM   21  C19 UNL     1       2.015  -1.120  -1.614  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.505  -2.197  -0.970  1.00  0.00           C  
HETATM   23  C21 UNL     1       1.698  -2.756   0.122  1.00  0.00           C  
HETATM   24  C22 UNL     1       3.804  -2.775  -1.390  1.00  0.00           C  
HETATM   25  C23 UNL     1       4.820  -2.754  -0.280  1.00  0.00           C  
HETATM   26  C24 UNL     1       5.079  -1.363   0.157  1.00  0.00           C  
HETATM   27  C25 UNL     1       4.933  -0.897   1.387  1.00  0.00           C  
HETATM   28  C26 UNL     1       4.467  -1.856   2.427  1.00  0.00           C  
HETATM   29  C27 UNL     1       5.200   0.492   1.809  1.00  0.00           C  
HETATM   30  C28 UNL     1       6.248   0.615   2.885  1.00  0.00           C  
HETATM   31  C29 UNL     1       7.575   0.102   2.526  1.00  0.00           C  
HETATM   32  C30 UNL     1       8.638   0.883   2.584  1.00  0.00           C  
HETATM   33  C31 UNL     1       8.394   2.312   3.038  1.00  0.00           C  
HETATM   34  C32 UNL     1      10.024   0.483   2.256  1.00  0.00           C  
HETATM   35  C33 UNL     1      10.753   1.238   1.245  1.00  0.00           C  
HETATM   36  C34 UNL     1      10.376   1.325  -0.128  1.00  0.00           C  
HETATM   37  C35 UNL     1       9.521   0.790  -0.930  1.00  0.00           C  
HETATM   38  C36 UNL     1       9.500   1.243  -2.410  1.00  0.00           C  
HETATM   39  C37 UNL     1       8.542  -0.255  -0.610  1.00  0.00           C  
HETATM   40  C38 UNL     1      -9.222   0.968  -1.521  1.00  0.00           C  
HETATM   41  O3  UNL     1      -8.268   1.658  -2.184  1.00  0.00           O  
HETATM   42  H1  UNL     1     -12.992   0.507  -1.497  1.00  0.00           H  
HETATM   43  H2  UNL     1     -11.742  -0.481  -2.322  1.00  0.00           H  
HETATM   44  H3  UNL     1     -13.087   0.372  -3.271  1.00  0.00           H  
HETATM   45  H4  UNL     1     -11.693   3.015  -0.417  1.00  0.00           H  
HETATM   46  H5  UNL     1      -8.914   3.268   0.213  1.00  0.00           H  
HETATM   47  H6  UNL     1      -9.572   3.580   2.290  1.00  0.00           H  
HETATM   48  H7  UNL     1      -9.988   0.177   2.572  1.00  0.00           H  
HETATM   49  H8  UNL     1      -9.155   1.683   2.966  1.00  0.00           H  
HETATM   50  H9  UNL     1      -8.164   0.274   2.517  1.00  0.00           H  
HETATM   51  H10 UNL     1      -8.752  -1.263   1.059  1.00  0.00           H  
HETATM   52  H11 UNL     1      -8.995  -1.510  -0.661  1.00  0.00           H  
HETATM   53  H12 UNL     1      -6.804  -2.236  -0.506  1.00  0.00           H  
HETATM   54  H13 UNL     1      -6.280   1.108   1.417  1.00  0.00           H  
HETATM   55  H14 UNL     1      -4.978   1.418   0.288  1.00  0.00           H  
HETATM   56  H15 UNL     1      -6.603   1.679  -0.299  1.00  0.00           H  
HETATM   57  H16 UNL     1      -3.935  -0.934   0.497  1.00  0.00           H  
HETATM   58  H17 UNL     1      -4.685  -2.080  -0.626  1.00  0.00           H  
HETATM   59  H18 UNL     1      -3.994   0.837  -1.387  1.00  0.00           H  
HETATM   60  H19 UNL     1      -4.698  -0.419  -2.427  1.00  0.00           H  
HETATM   61  H20 UNL     1      -2.583  -1.802  -2.298  1.00  0.00           H  
HETATM   62  H21 UNL     1      -1.994   1.386  -0.425  1.00  0.00           H  
HETATM   63  H22 UNL     1      -0.615   1.844  -1.484  1.00  0.00           H  
HETATM   64  H23 UNL     1      -2.341   2.018  -2.050  1.00  0.00           H  
HETATM   65  H24 UNL     1       0.051   0.008  -3.212  1.00  0.00           H  
HETATM   66  H25 UNL     1      -0.378  -1.631  -2.664  1.00  0.00           H  
HETATM   67  H26 UNL     1       0.917   0.543  -1.001  1.00  0.00           H  
HETATM   68  H27 UNL     1       0.301  -0.970  -0.298  1.00  0.00           H  
HETATM   69  H28 UNL     1       2.601  -0.701  -2.419  1.00  0.00           H  
HETATM   70  H29 UNL     1       1.451  -2.072   0.938  1.00  0.00           H  
HETATM   71  H30 UNL     1       0.808  -3.271  -0.316  1.00  0.00           H  
HETATM   72  H31 UNL     1       2.305  -3.578   0.595  1.00  0.00           H  
HETATM   73  H32 UNL     1       3.657  -3.825  -1.719  1.00  0.00           H  
HETATM   74  H33 UNL     1       4.199  -2.240  -2.297  1.00  0.00           H  
HETATM   75  H34 UNL     1       5.769  -3.255  -0.584  1.00  0.00           H  
HETATM   76  H35 UNL     1       4.435  -3.370   0.566  1.00  0.00           H  
HETATM   77  H36 UNL     1       5.416  -0.670  -0.613  1.00  0.00           H  
HETATM   78  H37 UNL     1       4.582  -1.457   3.470  1.00  0.00           H  
HETATM   79  H38 UNL     1       5.094  -2.790   2.403  1.00  0.00           H  
HETATM   80  H39 UNL     1       3.396  -2.112   2.332  1.00  0.00           H  
HETATM   81  H40 UNL     1       4.259   0.910   2.232  1.00  0.00           H  
HETATM   82  H41 UNL     1       5.520   1.144   0.966  1.00  0.00           H  
HETATM   83  H42 UNL     1       5.925   0.014   3.795  1.00  0.00           H  
HETATM   84  H43 UNL     1       6.293   1.651   3.278  1.00  0.00           H  
HETATM   85  H44 UNL     1       7.688  -0.929   2.213  1.00  0.00           H  
HETATM   86  H45 UNL     1       7.666   2.792   2.361  1.00  0.00           H  
HETATM   87  H46 UNL     1       9.372   2.875   3.032  1.00  0.00           H  
HETATM   88  H47 UNL     1       8.007   2.346   4.070  1.00  0.00           H  
HETATM   89  H48 UNL     1      10.571   0.605   3.270  1.00  0.00           H  
HETATM   90  H49 UNL     1      10.026  -0.632   2.105  1.00  0.00           H  
HETATM   91  H50 UNL     1      11.885   0.943   1.273  1.00  0.00           H  
HETATM   92  H51 UNL     1      10.896   2.334   1.646  1.00  0.00           H  
HETATM   93  H52 UNL     1      11.034   2.116  -0.703  1.00  0.00           H  
HETATM   94  H53 UNL     1      10.465   1.738  -2.625  1.00  0.00           H  
HETATM   95  H54 UNL     1       8.612   1.853  -2.596  1.00  0.00           H  
HETATM   96  H55 UNL     1       9.435   0.330  -3.035  1.00  0.00           H  
HETATM   97  H56 UNL     1       8.841  -0.979   0.158  1.00  0.00           H  
HETATM   98  H57 UNL     1       7.592   0.225  -0.283  1.00  0.00           H  
HETATM   99  H58 UNL     1       8.317  -0.851  -1.553  1.00  0.00           H  
HETATM  100  H59 UNL     1      -9.442   0.026  -2.122  1.00  0.00           H  
HETATM  101  H60 UNL     1      -7.765   1.130  -2.830  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3
CONECT    3    4    4   40
CONECT    4    5   45
CONECT    5    6    7   46
CONECT    6   47
CONECT    7    8    9    9
CONECT    8   48   49   50
CONECT    9   10   40
CONECT   10   11   51   52
CONECT   11   12   12   53
CONECT   12   13   14
CONECT   13   54   55   56
CONECT   14   15   57   58
CONECT   15   16   59   60
CONECT   16   17   17   61
CONECT   17   18   19
CONECT   18   62   63   64
CONECT   19   20   65   66
CONECT   20   21   67   68
CONECT   21   22   22   69
CONECT   22   23   24
CONECT   23   70   71   72
CONECT   24   25   73   74
CONECT   25   26   75   76
CONECT   26   27   27   77
CONECT   27   28   29
CONECT   28   78   79   80
CONECT   29   30   81   82
CONECT   30   31   83   84
CONECT   31   32   32   85
CONECT   32   33   34
CONECT   33   86   87   88
CONECT   34   35   89   90
CONECT   35   36   91   92
CONECT   36   37   37   93
CONECT   37   38   39
CONECT   38   94   95   96
CONECT   39   97   98   99
CONECT   40   41  100
CONECT   41  101
END

HMDB0011661
     RDKit          3D
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol
101101  0  0  0  0  0  0  0  0999 V2000
  -12.3905    0.4105   -2.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4801    1.5171   -2.5412 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5523    1.6820   -1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7695    2.4733   -0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7428    2.6304    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2828    3.2098    1.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2194    1.2679    0.8816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1017    0.8050    2.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9029    0.4931   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3808   -0.8501    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9962   -1.1675   -0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9266   -0.3992   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0341    0.9915    0.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5830   -1.0262   -0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0066   -0.2394   -1.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6763   -0.7753   -1.9616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940   -0.0095   -1.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6296    1.3979   -1.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2909   -0.5862   -2.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7165   -0.5517   -1.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0153   -1.1200   -1.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5049   -2.1971   -0.9698 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977   -2.7557    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8045   -2.7746   -1.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8198   -2.7544   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0790   -1.3628    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9333   -0.8966    1.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4671   -1.8562    2.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1996    0.4917    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2479    0.6152    2.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750    0.1021    2.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6384    0.8831    2.5844 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3943    2.3119    3.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0242    0.4831    2.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7528    1.2381    1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3762    1.3254   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5212    0.7899   -0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5002    1.2426   -2.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5422   -0.2555   -0.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2218    0.9683   -1.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2683    1.6578   -2.1842 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9922    0.5067   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7423   -0.4815   -2.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0872    0.3721   -3.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6927    3.0149   -0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9142    3.2684    0.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5723    3.5800    2.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9885    0.1773    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1547    1.6825    2.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1635    0.2741    2.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7521   -1.2630    1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9946   -1.5105   -0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8035   -2.2364   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2798    1.1083    1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9775    1.4185    0.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6034    1.6789   -0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9347   -0.9339    0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -2.0800   -0.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9936    0.8372   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6978   -0.4186   -2.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5827   -1.8020   -2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9937    1.3856   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146    1.8443   -1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3408    2.0176   -2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0513    0.0080   -3.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -1.6313   -2.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170    0.5428   -1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3007   -0.9696   -0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6013   -0.7013   -2.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4515   -2.0715    0.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8080   -3.2714   -0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3051   -3.5778    0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6573   -3.8248   -1.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1990   -2.2405   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7691   -3.2550   -0.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4345   -3.3700    0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4161   -0.6697   -0.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820   -1.4574    3.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0936   -2.7904    2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964   -2.1116    2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2592    0.9101    2.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5198    1.1438    0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9249    0.0137    3.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2931    1.6515    3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6877   -0.9289    2.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6659    2.7916    2.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3716    2.8748    3.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0068    2.3462    4.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5713    0.6053    3.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0263   -0.6319    2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8850    0.9427    1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8957    2.3342    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0341    2.1161   -0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4652    1.7375   -2.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6121    1.8531   -2.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4348    0.3298   -3.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8407   -0.9793    0.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5921    0.2249   -0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3173   -0.8506   -1.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4424    0.0262   -2.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7646    1.1295   -2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
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  9 10  1  0
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 40100  1  0
 41101  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Polyprenyl-3-methyl-6-methoxy-1,4-benzoquinol	HMDB
5-Demethoxyubiquinol	HMDB
DMQH2	HMDB

Chemical Formula

C₃₈H₆₀O₃

Average Molecular Weight

564.8812

Monoisotopic Molecular Weight

564.454245786

IUPAC Name

3-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-5-methoxy-2-methylcyclohexa-2,5-diene-1,4-diol

Traditional Name

3-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-5-methoxy-2-methylcyclohexa-2,5-diene-1,4-diol

CAS Registry Number

Not Available

SMILES

COC1=CC(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1O

InChI Identifier

InChI=1S/C38H60O3/c1-28(2)15-10-16-29(3)17-11-18-30(4)19-12-20-31(5)21-13-22-32(6)23-14-24-33(7)25-26-35-34(8)36(39)27-37(41-9)38(35)40/h15,17,19,21,23,25,27,36,38-40H,10-14,16,18,20,22,24,26H2,1-9H3/b29-17+,30-19+,31-21+,32-23+,33-25+

InChI Key

VFOCBGJJNKIBIS-NSUIJKAQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0011661)

Source

Endogenous

Endogenous (HMDB: HMDB0011661)

Animal

Animal (HMDB: HMDB0011661)

Exogenous

Food

Food (HMDB: HMDB0011661)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0011661)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0011661)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0011661)
Secondary Metabolites: Ubiquinol Biosynthesis 2 (PathBank: SMP0122225)

Lipid metabolism pathway (HMDB: HMDB0011661)

Cellular process

Cell signaling (HMDB: HMDB0011661)

Biochemical process

Lipid transport (HMDB: HMDB0011661)

Role

Biological role

Energy source (HMDB: HMDB0011661)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0011661)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00056 g/L	ALOGPS
logP	7.59	ALOGPS
logP	9.24	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	13.24	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	185.98 m³·mol⁻¹	ChemAxon
Polarizability	72.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	234.532	31661259
DarkChem	[M-H]-	228.917	31661259
DeepCCS	[M+H]+	247.975	30932474
DeepCCS	[M-H]-	245.579	30932474
DeepCCS	[M-2H]-	278.502	30932474
DeepCCS	[M+Na]+	253.888	30932474
AllCCS	[M+H]+	250.5	32859911
AllCCS	[M+H-H2O]+	249.0	32859911
AllCCS	[M+NH4]+	251.8	32859911
AllCCS	[M+Na]+	252.2	32859911
AllCCS	[M-H]-	233.2	32859911
AllCCS	[M+Na-2H]-	237.6	32859911
AllCCS	[M+HCOO]-	242.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.64 minutes	32390414
Predicted by Siyang on May 30, 2022	28.6112 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.01 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	5063.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	515.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	324.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	248.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	158.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1126.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1092.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	104.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2537.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	1004.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1630.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	837.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	599.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	215.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	605.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol	COC1=CC(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1O	4532.0	Standard polar	33892256
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol	COC1=CC(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1O	3793.9	Standard non polar	33892256
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol	COC1=CC(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1O	4048.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)C(C)=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C1O	3941.4	Semi standard non polar	33892256
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol,1TMS,isomer #2	COC1=CC(O)C(C)=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C1O[Si](C)(C)C	3920.0	Semi standard non polar	33892256
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)C(C)=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C1O[Si](C)(C)C	3897.5	Semi standard non polar	33892256
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)C(C)=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C1O	4159.8	Semi standard non polar	33892256
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol,1TBDMS,isomer #2	COC1=CC(O)C(C)=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C1O[Si](C)(C)C(C)(C)C	4133.5	Semi standard non polar	33892256
2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)C(C)=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C1O[Si](C)(C)C(C)(C)C	4321.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-3194870000-f376c877f913384df2d9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol GC-MS (1 TMS) - 70eV, Positive	splash10-00di-4164649000-df8cfbdde889094079fb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol GC-MS ("2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 10V, Positive-QTOF	splash10-00kb-0211090000-a88d70d7fa08aba7f687	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 20V, Positive-QTOF	splash10-002e-0948130000-9f045c02a5cc0b076a8e	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 40V, Positive-QTOF	splash10-0f6t-3579500000-7f6e268857370ad314db	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 10V, Negative-QTOF	splash10-03di-0000090000-cafd6f4c9ab3e0f8609a	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 20V, Negative-QTOF	splash10-03dj-0000090000-4477ceedb68c42a6d419	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 40V, Negative-QTOF	splash10-000t-4200290000-e3037013dce1ef0a0c28	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 10V, Positive-QTOF	splash10-017j-3004690000-88f080ba1122d62df8e4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 20V, Positive-QTOF	splash10-001i-9444810000-2b6eadda4f607a2c8c39	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 40V, Positive-QTOF	splash10-000x-9401100000-868076aeb9c12c9dae2c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 10V, Negative-QTOF	splash10-03di-0000090000-0ccc37397e5de7ce56a0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 20V, Negative-QTOF	splash10-03g1-0400290000-e41f70cbca1289278f58	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol 40V, Negative-QTOF	splash10-004r-3927840000-da5bbd2edb582bb72beb	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028352

KNApSAcK ID

Not Available

Chemspider ID

35032083

KEGG Compound ID

Not Available

BioCyc ID

CPD-9871

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481017

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol (HMDB0011661)

MOL for HMDB0011661 (2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol)

3D MOL for HMDB0011661 (2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol)

3D SDF for HMDB0011661 (2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol)

3D-SDF for HMDB0011661 (2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol)

PDB for HMDB0011661 (2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol)

3D PDB for HMDB0011661 (2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol)

SMILES for HMDB0011661 (2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol)

INCHI for HMDB0011661 (2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol)

Structure for HMDB0011661 (2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol)

3D Structure for HMDB0011661 (2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra