Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:33:27 UTC

Update Date

2021-09-26 22:53:58 UTC

HMDB ID

HMDB0245492

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,5-Di-tert-butylhydroquinone

Description

2,5-Di-tert-butylhydroquinone, also known as 2,5-TBHQ or DTBHQ, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. Based on a literature review very few articles have been published on 2,5-Di-tert-butylhydroquinone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,5-di-tert-butylhydroquinone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,5-Di-tert-butylhydroquinone 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

HMDB0245492
     RDKit          3D
2,5-Di-tert-butylhydroquinone
 38 38  0  0  0  0  0  0  0  0999 V2000
    3.4090   -1.3980   -0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -0.1433    0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3853    0.0505    1.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3629    1.0178   -0.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450   -0.1119    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    0.8864   -0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734    0.9548   -0.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285    1.9999   -1.4999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643    0.0336   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    0.0945   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5417   -1.0369    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4954    1.3817    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3729   -0.1131   -1.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8191   -0.9481    0.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823   -1.0385    0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687   -2.0515    1.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877   -2.0984   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0850   -1.8781    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323   -1.1852   -1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566    0.1479    2.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -0.7464    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783    0.9860    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1151    1.9973   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0799    0.9133   -1.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4919    0.9757   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2997    1.6346   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6862    2.6794   -1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6558   -0.9257    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2747   -2.0197    0.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3092   -0.9751    1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143    2.0313    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2428    1.2118    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0484    1.8904   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4643   -0.3324   -1.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392    0.8262   -2.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -0.8863   -2.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3636   -1.7224    1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1596   -2.1019    1.4975 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  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
  8 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
M  END

BHQ
  Mrv0541 02231217482D          

 16 16  0  0  0  0            999 V2000
    1.4289    0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -0.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165    1.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8415    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  2  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  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 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  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>
HMDB0245492

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)C1=CC(O)=C(C=C1O)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O2/c1-13(2,3)9-7-12(16)10(8-11(9)15)14(4,5)6/h7-8,15-16H,1-6H3

> <INCHI_KEY>
JZODKRWQWUWGCD-UHFFFAOYSA-N

> <FORMULA>
C14H22O2

> <MOLECULAR_WEIGHT>
222.3233

> <EXACT_MASS>
222.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.28677166166604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5-di-tert-butylbenzene-1,4-diol

> <ALOGPS_LOGP>
4.19

> <JCHEM_LOGP>
4.456227714000001

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.176519272706726

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.356993532800061

> <JCHEM_PKA_STRONGEST_BASIC>
-5.453014160114434

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
67.35159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-di-tert-butylhydroquinone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245492
     RDKit          3D
2,5-Di-tert-butylhydroquinone
 38 38  0  0  0  0  0  0  0  0999 V2000
    3.4090   -1.3980   -0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -0.1433    0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3853    0.0505    1.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3629    1.0178   -0.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450   -0.1119    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    0.8864   -0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734    0.9548   -0.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285    1.9999   -1.4999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643    0.0336   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    0.0945   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5417   -1.0369    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4954    1.3817    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3729   -0.1131   -1.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8191   -0.9481    0.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823   -1.0385    0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687   -2.0515    1.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877   -2.0984   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0850   -1.8781    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323   -1.1852   -1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566    0.1479    2.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -0.7464    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783    0.9860    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1151    1.9973   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0799    0.9133   -1.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4919    0.9757   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2997    1.6346   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6862    2.6794   -1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6558   -0.9257    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2747   -2.0197    0.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3092   -0.9751    1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143    2.0313    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2428    1.2118    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0484    1.8904   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4643   -0.3324   -1.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392    0.8262   -2.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -0.8863   -2.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3636   -1.7224    1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1596   -2.1019    1.4975 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  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
  8 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: BHQ                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -2.667  -1.540   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.437  -0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.897   2.874   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.437   0.206   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    6                                                            
CONECT    3    1    4    8                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    2    5    7                                                  
CONECT    7    6    8   13                                                  
CONECT    8    3    7                                                       
CONECT    9    4   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    7   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    HMDB0245492
HETATM    1  C1  UNL     1       3.409  -1.398  -0.549  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.834  -0.143   0.052  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.385   0.051   1.432  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.363   1.018  -0.806  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.345  -0.112   0.040  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.701   0.886  -0.680  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.673   0.955  -0.748  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.229   2.000  -1.500  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.464   0.034  -0.104  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.936   0.095  -0.170  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.542  -1.037   0.627  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.495   1.382   0.374  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.373  -0.113  -1.618  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.819  -0.948   0.604  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.582  -1.039   0.689  1.00  0.00           C  
HETATM   16  O2  UNL     1       1.169  -2.052   1.424  1.00  0.00           O  
HETATM   17  H1  UNL     1       2.588  -2.098  -0.816  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.085  -1.878   0.163  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.032  -1.185  -1.452  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.557   0.148   2.193  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.114  -0.746   1.732  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.978   0.986   1.476  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.115   1.997  -0.370  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.080   0.913  -1.859  1.00  0.00           H  
HETATM   25  H9  UNL     1       4.492   0.976  -0.802  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.300   1.635  -1.203  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.686   2.679  -1.975  1.00  0.00           H  
HETATM   28  H12 UNL     1      -4.656  -0.926   0.533  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.275  -2.020   0.181  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.309  -0.975   1.706  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.714   2.031   0.813  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.243   1.212   1.186  1.00  0.00           H  
HETATM   33  H17 UNL     1      -4.048   1.890  -0.441  1.00  0.00           H  
HETATM   34  H18 UNL     1      -4.464  -0.332  -1.626  1.00  0.00           H  
HETATM   35  H19 UNL     1      -3.239   0.826  -2.203  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.759  -0.886  -2.083  1.00  0.00           H  
HETATM   37  H21 UNL     1      -1.364  -1.722   1.147  1.00  0.00           H  
HETATM   38  H22 UNL     1       2.160  -2.102   1.498  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    9    9
CONECT    8   27
CONECT    9   10   14
CONECT   10   11   12   13
CONECT   11   28   29   30
CONECT   12   31   32   33
CONECT   13   34   35   36
CONECT   14   15   15   37
CONECT   15   16
CONECT   16   38
END

HMDB0245492
     RDKit          3D
2,5-Di-tert-butylhydroquinone
 38 38  0  0  0  0  0  0  0  0999 V2000
    3.4090   -1.3980   -0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -0.1433    0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3853    0.0505    1.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3629    1.0178   -0.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450   -0.1119    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    0.8864   -0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734    0.9548   -0.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285    1.9999   -1.4999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643    0.0336   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    0.0945   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5417   -1.0369    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4954    1.3817    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3729   -0.1131   -1.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8191   -0.9481    0.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823   -1.0385    0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687   -2.0515    1.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877   -2.0984   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0850   -1.8781    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323   -1.1852   -1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566    0.1479    2.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -0.7464    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783    0.9860    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1151    1.9973   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0799    0.9133   -1.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4919    0.9757   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2997    1.6346   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6862    2.6794   -1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6558   -0.9257    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2747   -2.0197    0.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3092   -0.9751    1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143    2.0313    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2428    1.2118    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0484    1.8904   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4643   -0.3324   -1.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392    0.8262   -2.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -0.8863   -2.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3636   -1.7224    1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1596   -2.1019    1.4975 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  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
  8 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,5-Di-tert--butyl-hydroquinone	ChEBI
2,5-Di-tert-butylquinol	ChEBI
2,5-TBHQ	ChEBI
1,4-Dihydroxy-2,5-di-tert-butylbenzene	HMDB
2,5-Di(tert-butyl)-1,4-benzohydroquinone	HMDB
DTBHQ	HMDB
2,5-Di-t-butylquinol	HMDB
NSC-11	HMDB
2,5-Di-tert-butyl-1,4-benzenediol	HMDB
2,5-Di-tert-butyl-1,4-benzohydroquinone	HMDB
TBuBHQ	HMDB
Di-tert-butylhydroquinone	HMDB
2,5-Di-tert-butylbenzene-1,4-diol	HMDB
Di-t-butylhydroquinone	HMDB
2,5-Di-tert-butylhydroquinone	MeSH

Chemical Formula

C₁₄H₂₂O₂

Average Molecular Weight

222.3233

Monoisotopic Molecular Weight

222.161979948

IUPAC Name

2,5-di-tert-butylbenzene-1,4-diol

Traditional Name

2,5-di-tert-butylhydroquinone

CAS Registry Number

Not Available

SMILES

CC(C)(C)C1=CC(O)=C(C=C1O)C(C)(C)C

InChI Identifier

InChI=1S/C14H22O2/c1-13(2,3)9-7-12(16)10(8-11(9)15)14(4,5)6/h7-8,15-16H,1-6H3

InChI Key

JZODKRWQWUWGCD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroquinones (CHEBI:41094 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	4.19	ALOGPS
logP	4.46	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	10.36	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	67.35 m³·mol⁻¹	ChemAxon
Polarizability	26.29 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	161.636	30932474
DeepCCS	[M-H]-	159.278	30932474
DeepCCS	[M-2H]-	192.164	30932474
DeepCCS	[M+Na]+	167.729	30932474
AllCCS	[M+H]+	146.7	32859911
AllCCS	[M+H-H2O]+	142.9	32859911
AllCCS	[M+NH4]+	150.2	32859911
AllCCS	[M+Na]+	151.2	32859911
AllCCS	[M-H]-	155.7	32859911
AllCCS	[M+Na-2H]-	156.1	32859911
AllCCS	[M+HCOO]-	156.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	17.0782 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.34 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2413.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	523.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	202.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	291.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	255.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	855.7 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	801.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1222.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	598.3 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	1495.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	460.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	398.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	398.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	276.2 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,5-Di-tert-butylhydroquinone	CC(C)(C)C1=CC(O)=C(C=C1O)C(C)(C)C	2578.8	Standard polar	33892256
2,5-Di-tert-butylhydroquinone	CC(C)(C)C1=CC(O)=C(C=C1O)C(C)(C)C	1701.4	Standard non polar	33892256
2,5-Di-tert-butylhydroquinone	CC(C)(C)C1=CC(O)=C(C=C1O)C(C)(C)C	1744.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2,5-Di-tert-butylhydroquinone EI-B (Non-derivatized)	splash10-0a4i-6290000000-3cf7c88f0a9fb2f335be	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Di-tert-butylhydroquinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5890000000-8547fa6a4aed1dd4f17c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Di-tert-butylhydroquinone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Di-tert-butylhydroquinone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Di-tert-butylhydroquinone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Di-tert-butylhydroquinone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Di-tert-butylhydroquinone GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - 2,5-Di-tert-butylhydroquinone 10V, Positive-QTOF	splash10-00di-0090000000-d318935bd6e224a8c0a1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 20V, Positive-QTOF	splash10-00xr-2890000000-1ce2b5034bc6bedcf9fa	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 40V, Positive-QTOF	splash10-053r-9730000000-3267f43052f045da5eeb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 10V, Negative-QTOF	splash10-00di-0090000000-afaa3ab355e9fafdcad7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 20V, Negative-QTOF	splash10-00di-0190000000-e9e9953f766f6d67b96b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 40V, Negative-QTOF	splash10-00yi-3930000000-72eced097f4ccc71d7a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 10V, Positive-QTOF	splash10-00xr-0890000000-c6972b6f31654c805dcb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 20V, Positive-QTOF	splash10-0aor-2910000000-b9675844ac85d1a22a9d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 40V, Positive-QTOF	splash10-0a4i-9800000000-e2e497ce7b4cbcfcd813	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 10V, Negative-QTOF	splash10-00di-1390000000-9b1d3d8af629e5243bc1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 20V, Negative-QTOF	splash10-00di-1390000000-4a73ed57ef444cb9f791	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Di-tert-butylhydroquinone 40V, Negative-QTOF	splash10-0a5c-2920000000-1b1785a1f41225c2e54c	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

DB04638

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00039709

Chemspider ID

2283

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2374

PDB ID

Not Available

ChEBI ID

41094

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1624301

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 2,5-Di-tert-butylhydroquinone (HMDB0245492)

MOL for HMDB0245492 (2,5-Di-tert-butylhydroquinone)

3D MOL for HMDB0245492 (2,5-Di-tert-butylhydroquinone)

3D SDF for HMDB0245492 (2,5-Di-tert-butylhydroquinone)

3D-SDF for HMDB0245492 (2,5-Di-tert-butylhydroquinone)

PDB for HMDB0245492 (2,5-Di-tert-butylhydroquinone)

3D PDB for HMDB0245492 (2,5-Di-tert-butylhydroquinone)

SMILES for HMDB0245492 (2,5-Di-tert-butylhydroquinone)

INCHI for HMDB0245492 (2,5-Di-tert-butylhydroquinone)

Structure for HMDB0245492 (2,5-Di-tert-butylhydroquinone)

3D Structure for HMDB0245492 (2,5-Di-tert-butylhydroquinone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra