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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:45:57 UTC

Update Date

2021-09-26 22:54:19 UTC

HMDB ID

HMDB0245711

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone

Description

2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone, also known as BHT-QM or BHT-quinone methide, 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 very few articles have been published on 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadienone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0245711
     RDKit          3D
2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone
 38 38  0  0  0  0  0  0  0  0999 V2000
    0.0090    3.5916    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0182    2.3010    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191    1.5648    0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331    0.2774    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -0.4743   -0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6696   -1.6036    0.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -1.0041   -1.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6861    0.4613   -0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247   -0.4524   -0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0141   -1.7005   -0.3582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2584    0.2691    0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5271   -0.5040    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4808   -1.6061    1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7296    0.3675    0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941   -1.0656   -1.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2782    1.5575    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9676    4.0797    0.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8911    4.1590    0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1765    2.0969    0.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9304   -2.5417    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269   -1.3803    1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7884   -1.7455    1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236   -0.4127   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412   -0.8436   -2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -2.0539   -1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901   -0.0928   -0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5208    1.2540   -0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7894    0.9052    0.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8716   -2.5695    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -1.7820    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0945   -1.3102    1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7338    1.2162   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7857    0.6930    1.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6445   -0.2156    0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1537   -2.0796   -1.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310   -1.0229   -1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9927   -0.4413   -2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2085    2.1081    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  2  0
 16  2  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  6 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
M  END


  Mrv1652309112100462D          

 16 16  0  0  0  0            999 V2000
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245711

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9H,1H2,2-7H3

> <INCHI_KEY>
JJQCWPWUHZFKBN-UHFFFAOYSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.34

> <EXACT_MASS>
218.167065328

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
26.559853333184552

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-di-tert-butyl-4-methylidenecyclohexa-2,5-dien-1-one

> <ALOGPS_LOGP>
4.69

> <JCHEM_LOGP>
4.277585270666668

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.136589071368075

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
70.72370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6-di-tert-butyl-4-methylidenecyclohexa-2,5-dien-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0245711
     RDKit          3D
2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone
 38 38  0  0  0  0  0  0  0  0999 V2000
    0.0090    3.5916    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0182    2.3010    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191    1.5648    0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331    0.2774    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -0.4743   -0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6696   -1.6036    0.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -1.0041   -1.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6861    0.4613   -0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247   -0.4524   -0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0141   -1.7005   -0.3582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2584    0.2691    0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5271   -0.5040    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4808   -1.6061    1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7296    0.3675    0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941   -1.0656   -1.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2782    1.5575    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9676    4.0797    0.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8911    4.1590    0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1765    2.0969    0.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9304   -2.5417    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269   -1.3803    1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7884   -1.7455    1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236   -0.4127   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412   -0.8436   -2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -2.0539   -1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901   -0.0928   -0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5208    1.2540   -0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7894    0.9052    0.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8716   -2.5695    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -1.7820    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0945   -1.3102    1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7338    1.2162   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7857    0.6930    1.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6445   -0.2156    0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1537   -2.0796   -1.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310   -1.0229   -1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9927   -0.4413   -2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2085    2.1081    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  2  0
 16  2  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  6 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.206   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.104   0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.564  -2.104   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0245711
HETATM    1  C1  UNL     1       0.009   3.592   0.818  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.018   2.301   0.533  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.219   1.565   0.296  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.233   0.277   0.009  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.500  -0.474  -0.232  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.670  -1.604   0.753  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.474  -1.004  -1.669  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.686   0.461  -0.141  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.025  -0.452  -0.080  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.014  -1.701  -0.358  1.00  0.00           O  
HETATM   11  C10 UNL     1      -1.258   0.269   0.153  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.527  -0.504   0.056  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.481  -1.606   1.087  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.730   0.367   0.339  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.594  -1.066  -1.344  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.278   1.557   0.441  1.00  0.00           C  
HETATM   17  H1  UNL     1       0.968   4.080   0.871  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.891   4.159   0.997  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.176   2.097   0.359  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.930  -2.542   0.212  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.527  -1.380   1.443  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.788  -1.746   1.403  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.724  -0.413  -2.244  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.441  -0.844  -2.180  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.144  -2.054  -1.702  1.00  0.00           H  
HETATM   26  H10 UNL     1       4.590  -0.093  -0.468  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.521   1.254  -0.926  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.789   0.905   0.857  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.872  -2.570   0.678  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.457  -1.782   1.477  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.095  -1.310   1.955  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.734   1.216  -0.399  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.786   0.693   1.377  1.00  0.00           H  
HETATM   34  H18 UNL     1      -4.645  -0.216   0.107  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.154  -2.080  -1.361  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.631  -1.023  -1.688  1.00  0.00           H  
HETATM   37  H21 UNL     1      -1.993  -0.441  -2.049  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.208   2.108   0.618  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   16
CONECT    3    4    4   19
CONECT    4    5    9
CONECT    5    6    7    8
CONECT    6   20   21   22
CONECT    7   23   24   25
CONECT    8   26   27   28
CONECT    9   10   10   11
CONECT   11   12   16   16
CONECT   12   13   14   15
CONECT   13   29   30   31
CONECT   14   32   33   34
CONECT   15   35   36   37
CONECT   16   38
END

HMDB0245711
     RDKit          3D
2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone
 38 38  0  0  0  0  0  0  0  0999 V2000
    0.0090    3.5916    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0182    2.3010    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191    1.5648    0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331    0.2774    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -0.4743   -0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6696   -1.6036    0.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -1.0041   -1.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6861    0.4613   -0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247   -0.4524   -0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0141   -1.7005   -0.3582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2584    0.2691    0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5271   -0.5040    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4808   -1.6061    1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7296    0.3675    0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941   -1.0656   -1.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2782    1.5575    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9676    4.0797    0.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8911    4.1590    0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1765    2.0969    0.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9304   -2.5417    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269   -1.3803    1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7884   -1.7455    1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236   -0.4127   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412   -0.8436   -2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -2.0539   -1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901   -0.0928   -0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5208    1.2540   -0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7894    0.9052    0.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8716   -2.5695    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -1.7820    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0945   -1.3102    1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7338    1.2162   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7857    0.6930    1.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6445   -0.2156    0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1537   -2.0796   -1.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310   -1.0229   -1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9927   -0.4413   -2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2085    2.1081    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  2  0
 16  2  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  6 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
BHT-QM	HMDB
BHT-Quinone methide	HMDB

Chemical Formula

C₁₅H₂₂O

Average Molecular Weight

218.34

Monoisotopic Molecular Weight

218.167065328

IUPAC Name

2,6-di-tert-butyl-4-methylidenecyclohexa-2,5-dien-1-one

Traditional Name

2,6-di-tert-butyl-4-methylidenecyclohexa-2,5-dien-1-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H22O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9H,1H2,2-7H3

InChI Key

JJQCWPWUHZFKBN-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
Quinomethane
P-quinomethane
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

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	4.69	ALOGPS
logP	4.28	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.72 m³·mol⁻¹	ChemAxon
Polarizability	26.56 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
DeepCCS	[M+H]+	166.09	30932474
DeepCCS	[M-H]-	163.732	30932474
DeepCCS	[M-2H]-	196.618	30932474
DeepCCS	[M+Na]+	172.183	30932474
AllCCS	[M+H]+	146.0	32859911
AllCCS	[M+H-H2O]+	142.3	32859911
AllCCS	[M+NH4]+	149.5	32859911
AllCCS	[M+Na]+	150.5	32859911
AllCCS	[M-H]-	156.5	32859911
AllCCS	[M+Na-2H]-	157.0	32859911
AllCCS	[M+HCOO]-	157.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone	CC(C)(C)C1=CC(=C)C=C(C1=O)C(C)(C)C	1850.1	Standard polar	33892256
2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone	CC(C)(C)C1=CC(=C)C=C(C1=O)C(C)(C)C	1467.1	Standard non polar	33892256
2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone	CC(C)(C)C1=CC(=C)C=C(C1=O)C(C)(C)C	1470.7	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 - 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fr-4930000000-b6f756956160dcb7b2c0	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone 10V, Positive-QTOF	splash10-014i-0390000000-feaa7c21d57a30f4257c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone 20V, Positive-QTOF	splash10-0cdi-3940000000-2f04f13cee40939cd98c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone 40V, Positive-QTOF	splash10-0a59-6900000000-bf7ba3861a866bb4dcf1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone 10V, Negative-QTOF	splash10-014i-0090000000-868e2fb00a2cfbf6c529	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone 20V, Negative-QTOF	splash10-014i-0190000000-468aa6217e57a8a5d10e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone 40V, Negative-QTOF	splash10-0f79-0930000000-371f680ffd355a9651fb	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

96902

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

107736

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone (HMDB0245711)

MOL for HMDB0245711 (2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone)

3D MOL for HMDB0245711 (2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone)

3D SDF for HMDB0245711 (2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone)

3D-SDF for HMDB0245711 (2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone)

PDB for HMDB0245711 (2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone)

3D PDB for HMDB0245711 (2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone)

SMILES for HMDB0245711 (2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone)

INCHI for HMDB0245711 (2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone)

Structure for HMDB0245711 (2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone)

3D Structure for HMDB0245711 (2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra