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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-05-18 15:59:05 UTC

Update Date

2020-02-26 21:39:06 UTC

HMDB ID

HMDB0013817

Secondary Accession Numbers

HMDB13817

Metabolite Identification

Common Name

2,6-Di-tert-butylbenzoquinone

Description

2,6-Di-tert-butylbenzoquinone belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Based on a literature review a significant number of articles have been published on 2,6-Di-tert-butylbenzoquinone.

Structure

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

HMDB0013817
     RDKit          3D
2,6-Di-tert-butylbenzoquinone
 36 36  0  0  0  0  0  0  0  0999 V2000
   -2.7920    1.3552    0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879    0.1056    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6712    0.0632   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8332   -1.0742    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671    0.0331   -0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -0.0386   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -0.1127   -2.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227   -0.1811   -3.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3646   -0.1084   -1.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -0.0378   -0.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5557   -0.0353    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407   -0.1195   -0.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7614    1.1973    1.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6110   -1.2955    1.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0154    0.0346    0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0709    0.1026    1.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8928    1.4723    1.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450    1.3108    1.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4763    2.2567    0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    0.9090   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6094   -0.8885   -1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6837    0.0203   -0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1288   -1.0845    1.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -2.0216    0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837   -1.1057    1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234   -0.0472   -2.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029   -0.1651   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6881   -0.0726    0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7381    0.8013   -1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7678   -1.0506   -1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404    1.6978    1.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3740    1.9672    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3880    0.8982    2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -1.1480    2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2051   -2.1429    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -1.4958    1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  1  0
 15 16  2  0
 15  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
M  END


  Mrv1652303102016542D          

 16 16  0  0  0  0            999 V2000
    1.1134   -0.4117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7734    1.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309    1.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084    0.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4534   -1.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709   -1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1959   -1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534   -2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7734    1.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 16  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4 14  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 16  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013817

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)C1=CC(=O)C=C(C1=O)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O2/c1-13(2,3)10-7-9(15)8-11(12(10)16)14(4,5)6/h7-8H,1-6H3

> <INCHI_KEY>
RDQSIADLBQFVMY-UHFFFAOYSA-N

> <FORMULA>
C14H20O2

> <MOLECULAR_WEIGHT>
220.3074

> <EXACT_MASS>
220.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.279663025105734

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-di-tert-butylcyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
3.878484552666668

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-8.136462153060856

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
66.99239999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6-di-tert-butylcyclohexa-2,5-diene-1,4-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0013817
     RDKit          3D
2,6-Di-tert-butylbenzoquinone
 36 36  0  0  0  0  0  0  0  0999 V2000
   -2.7920    1.3552    0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879    0.1056    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6712    0.0632   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8332   -1.0742    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671    0.0331   -0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -0.0386   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -0.1127   -2.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227   -0.1811   -3.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3646   -0.1084   -1.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -0.0378   -0.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5557   -0.0353    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407   -0.1195   -0.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7614    1.1973    1.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6110   -1.2955    1.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0154    0.0346    0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0709    0.1026    1.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8928    1.4723    1.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450    1.3108    1.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4763    2.2567    0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    0.9090   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6094   -0.8885   -1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6837    0.0203   -0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1288   -1.0845    1.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -2.0216    0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837   -1.1057    1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234   -0.0472   -2.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029   -0.1651   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6881   -0.0726    0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7381    0.8013   -1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7678   -1.0506   -1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404    1.6978    1.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3740    1.9672    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3880    0.8982    2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -1.1480    2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2051   -2.1429    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -1.4958    1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  1  0
 15 16  2  0
 15  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  O   UNK     0       2.078  -0.769   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.692   0.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.692  -0.769   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.924   0.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.310   3.387   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.924   2.463   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.308   3.849   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.002   1.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.846  -2.617   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.692  -2.309   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.232  -2.309   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.846  -3.849   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.310   2.309   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.924   1.539   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.692   2.309   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.692   1.539   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3   14                                                       
CONECT    5    6                                                            
CONECT    6    5    7    8   16                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9   10                                                            
CONECT   10    3    9   11   12                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   14                                                            
CONECT   14    4   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16    2    6   15                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0013817
HETATM    1  C1  UNL     1      -2.792   1.355   0.949  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.588   0.106   0.132  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.671   0.063  -0.923  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.833  -1.074   1.062  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.267   0.033  -0.498  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.167  -0.039  -1.815  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.144  -0.113  -2.483  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.223  -0.181  -3.748  1.00  0.00           O  
HETATM    9  C8  UNL     1       1.365  -0.108  -1.698  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.306  -0.038  -0.378  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.556  -0.035   0.387  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.741  -0.120  -0.550  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.761   1.197   1.221  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.611  -1.295   1.257  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.015   0.035   0.250  1.00  0.00           C  
HETATM   16  O2  UNL     1      -0.071   0.103   1.521  1.00  0.00           O  
HETATM   17  H1  UNL     1      -3.893   1.472   1.094  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.345   1.311   1.946  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.476   2.257   0.370  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.615   0.909  -1.634  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.609  -0.888  -1.511  1.00  0.00           H  
HETATM   22  H6  UNL     1      -4.684   0.020  -0.439  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.129  -1.084   1.917  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.637  -2.022   0.489  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.884  -1.106   1.368  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.023  -0.047  -2.474  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.303  -0.165  -2.245  1.00  0.00           H  
HETATM   28  H12 UNL     1       4.688  -0.073   0.048  1.00  0.00           H  
HETATM   29  H13 UNL     1       3.738   0.801  -1.166  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.768  -1.051  -1.136  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.840   1.698   1.521  1.00  0.00           H  
HETATM   32  H16 UNL     1       3.374   1.967   0.670  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.388   0.898   2.094  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.024  -1.148   2.201  1.00  0.00           H  
HETATM   35  H19 UNL     1       2.205  -2.143   0.661  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.665  -1.496   1.541  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    5
CONECT    3   20   21   22
CONECT    4   23   24   25
CONECT    5    6    6   15
CONECT    6    7   26
CONECT    7    8    8    9
CONECT    9   10   10   27
CONECT   10   11   15
CONECT   11   12   13   14
CONECT   12   28   29   30
CONECT   13   31   32   33
CONECT   14   34   35   36
CONECT   15   16   16
END

HMDB0013817
     RDKit          3D
2,6-Di-tert-butylbenzoquinone
 36 36  0  0  0  0  0  0  0  0999 V2000
   -2.7920    1.3552    0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879    0.1056    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6712    0.0632   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8332   -1.0742    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671    0.0331   -0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -0.0386   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -0.1127   -2.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227   -0.1811   -3.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3646   -0.1084   -1.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -0.0378   -0.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5557   -0.0353    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407   -0.1195   -0.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7614    1.1973    1.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6110   -1.2955    1.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0154    0.0346    0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0709    0.1026    1.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8928    1.4723    1.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450    1.3108    1.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4763    2.2567    0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    0.9090   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6094   -0.8885   -1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6837    0.0203   -0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1288   -1.0845    1.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -2.0216    0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837   -1.1057    1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234   -0.0472   -2.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029   -0.1651   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6881   -0.0726    0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7381    0.8013   -1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7678   -1.0506   -1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404    1.6978    1.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3740    1.9672    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3880    0.8982    2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -1.1480    2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2051   -2.1429    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -1.4958    1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  1  0
 15 16  2  0
 15  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2, 6-Di-tert-butyl-P-benzoquinone	HMDB
2, 6-Di-tert-butylquinone	HMDB
2,6-Bis(1, 1-dimethylethyl)-2,5-cyclohexadiene-1,4-dione	HMDB
2,6-Bis(1,1-dimethylethyl)-2,5-cyclohexadiene-1,4-dione	HMDB
2,6-Bis-(1,1-dimethylethyl)-2,5-cycloxehadien-1,4-dione	HMDB
2,6-Bis-tert-butylbenzoquinone	HMDB
2,6-Di-t-butyl-P-benzoquinone	HMDB
2,6-Di-tert-butyl-1,4-benzoquinone	HMDB
2,6-Di-tert-butyl-P-benzoquinone	HMDB, MeSH
2,6-Di-tert-butyl-para-benzoquinone	HMDB
2,6-Di-tert-butylquinone	HMDB
2,6-Ditert-butylbenzo-1,4-quinone (acd/name 4.0)	HMDB
Benzoquinone, 2,6-di-(1,1-dimethylethyl)	HMDB
DBQ	HMDB
P-Benzoquinone, 2,6-bis-(1,1-dimethylethyl)	HMDB
2,6-Di-tert-butyl-4-benzoquinone	MeSH
BHT-Quinone	MeSH

Chemical Formula

C₁₄H₂₀O₂

Average Molecular Weight

220.3074

Monoisotopic Molecular Weight

220.146329884

IUPAC Name

2,6-di-tert-butylcyclohexa-2,5-diene-1,4-dione

Traditional Name

2,6-di-tert-butylcyclohexa-2,5-diene-1,4-dione

CAS Registry Number

719-22-2

SMILES

CC(C)(C)C1=CC(=O)C=C(C1=O)C(C)(C)C

InChI Identifier

InChI=1S/C14H20O2/c1-13(2,3)10-7-9(15)8-11(12(10)16)14(4,5)6/h7-8H,1-6H3

InChI Key

RDQSIADLBQFVMY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monocyclic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Quinone
P-benzoquinone
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (PMID: 24023812)
Breath (PMID: 21749985)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0013817)

Source

Endogenous

Endogenous (HMDB: HMDB0013817)

Animal

Animal (HMDB: HMDB0013817)

Exogenous

Food

Food (HMDB: HMDB0013817)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0013817)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0013817)

Asthma (HMDB: HMDB0013817)

Cellular process

Cell signaling (HMDB: HMDB0013817)

Biochemical process

Lipid transport (HMDB: HMDB0013817)

Role

Biological role

Energy source (HMDB: HMDB0013817)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	65-67 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	4.42	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	3.79	ALOGPS
logP	3.88	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	-8.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	66.99 m³·mol⁻¹	ChemAxon
Polarizability	25.28 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	154.853	31661259
DarkChem	[M-H]-	149.149	31661259
DeepCCS	[M+H]+	164.537	30932474
DeepCCS	[M-H]-	162.179	30932474
DeepCCS	[M-2H]-	195.065	30932474
DeepCCS	[M+Na]+	170.631	30932474
AllCCS	[M+H]+	146.4	32859911
AllCCS	[M+H-H2O]+	142.7	32859911
AllCCS	[M+NH4]+	149.9	32859911
AllCCS	[M+Na]+	150.9	32859911
AllCCS	[M-H]-	155.9	32859911
AllCCS	[M+Na-2H]-	156.5	32859911
AllCCS	[M+HCOO]-	157.3	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.	6.55 minutes	32390414
Predicted by Siyang on May 30, 2022	18.58 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.85 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2587.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	617.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	233.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	355.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	144.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	731.0 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	897.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	83.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1385.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	594.4 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	1656.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	487.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	479.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	500.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	531.0 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
2,6-Di-tert-butylbenzoquinone	CC(C)(C)C1=CC(=O)C=C(C1=O)C(C)(C)C	1895.4	Standard polar	33892256
2,6-Di-tert-butylbenzoquinone	CC(C)(C)C1=CC(=O)C=C(C1=O)C(C)(C)C	1478.7	Standard non polar	33892256
2,6-Di-tert-butylbenzoquinone	CC(C)(C)C1=CC(=O)C=C(C1=O)C(C)(C)C	1513.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butylbenzoquinone EI-B (Non-derivatized)	splash10-00b9-8920000000-ebc9402c163c4b9965f3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butylbenzoquinone EI-B (Non-derivatized)	splash10-00b9-8920000000-ebc9402c163c4b9965f3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Di-tert-butylbenzoquinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-4920000000-0567c9ac364393871916	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Di-tert-butylbenzoquinone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 40V, Positive-QTOF	splash10-014i-0900000000-d742863aa6db89ec429c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 30V, Positive-QTOF	splash10-03xr-0900000000-3c43fd8df660926ce9e0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 10V, Positive-QTOF	splash10-03di-0910000000-c1c927f7f46f2b8afd26	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 20V, Positive-QTOF	splash10-03di-0900000000-2cc85cec8e88b993179f	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 10V, Positive-QTOF	splash10-00di-0090000000-4336de7daf4bdb6a9c1c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 20V, Positive-QTOF	splash10-00di-2690000000-bae0aa46f87e3a59590e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 40V, Positive-QTOF	splash10-001i-9400000000-a1f44f6cfb97a7235e19	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 10V, Negative-QTOF	splash10-014i-0090000000-0c87ade0e6630748efb9	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 20V, Negative-QTOF	splash10-014i-0190000000-87ef5d1a4e70eff75c2f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 40V, Negative-QTOF	splash10-02ar-7940000000-671b206c29253ad4c2fe	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 10V, Negative-QTOF	splash10-014i-0090000000-b5ccca7192d7ca154168	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 20V, Negative-QTOF	splash10-014i-0090000000-b5ccca7192d7ca154168	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 40V, Negative-QTOF	splash10-0f7a-1940000000-b3247d89a4dc8b299b0b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 10V, Positive-QTOF	splash10-00di-0390000000-315aae15bb4c647df941	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 20V, Positive-QTOF	splash10-0a4i-9210000000-8304b152be67b0cc2414	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butylbenzoquinone 40V, Positive-QTOF	splash10-0a4i-9200000000-213206084677abe9dacb	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Breath
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Zhang, S., Liu, L...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24023812	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Breath	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	21749985	details

Associated Disorders and Diseases

Disease References

Asthma
Ibrahim B, Basanta M, Cadden P, Singh D, Douce D, Woodcock A, Fowler SJ: Non-invasive phenotyping using exhaled volatile organic compounds in asthma. Thorax. 2011 Sep;66(9):804-9. doi: 10.1136/thx.2010.156695. Epub 2011 Jul 11. [PubMed:21749985 ]

Associated OMIM IDs

600807 (Asthma)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000860

KNApSAcK ID

Not Available

Chemspider ID

12336

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12867

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 2,6-Di-tert-butylbenzoquinone (HMDB0013817)

MOL for HMDB0013817 (2,6-Di-tert-butylbenzoquinone)

3D MOL for HMDB0013817 (2,6-Di-tert-butylbenzoquinone)

3D SDF for HMDB0013817 (2,6-Di-tert-butylbenzoquinone)

3D-SDF for HMDB0013817 (2,6-Di-tert-butylbenzoquinone)

PDB for HMDB0013817 (2,6-Di-tert-butylbenzoquinone)

3D PDB for HMDB0013817 (2,6-Di-tert-butylbenzoquinone)

SMILES for HMDB0013817 (2,6-Di-tert-butylbenzoquinone)

INCHI for HMDB0013817 (2,6-Di-tert-butylbenzoquinone)

Structure for HMDB0013817 (2,6-Di-tert-butylbenzoquinone)

3D Structure for HMDB0013817 (2,6-Di-tert-butylbenzoquinone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra