Jump To Section:

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

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-11 18:36:03 UTC

Update Date

2022-03-07 02:53:52 UTC

HMDB ID

HMDB0033826

Secondary Accession Numbers

HMDB33826

Metabolite Identification

Common Name

2,6-Di-tert-butyl-4-methylphenol

Description

2,6-Di-tert-butyl-4-methylphenol, also known as butylated hydroxytoluene or BHT, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. BHT is a mild, camphor, and musty tasting compound. It has been detected, but not quantified, in soft-necked garlic. This could make BHT a potential biomarker for the consumption of this food. BHT is a synthetic phenolic antioxidant (SPA). SPAs are a family of chemicals used widely in foods, polymers, and cosmetics as radical trapping agents to slow down degradation due to oxidation. Given their widespread use, human exposure is unavoidable and there is public concern regarding environmental contamination by these chemicals. BHT was detected in human urine (PMID:31265952 ).

Structure

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

HMDB0033826
     RDKit          3D
2,6-Di-tert-butyl-4-methylphenol
 40 40  0  0  0  0  0  0  0  0999 V2000
    0.0675    3.6086   -0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0536    2.1703   -0.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171    1.5030   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1957    0.1628    0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955   -0.4852    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7397   -1.6547   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384    0.4695    0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5283   -0.9956    1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072   -0.5285    0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0556   -1.8591    0.4833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766    0.1352   -0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4851   -0.5653   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7186   -1.1074    1.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151   -1.6473   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    0.4286   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1321    1.4767   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9307    3.9265   -1.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2608    4.2110   -0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    3.7992   -1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1456    2.0687   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870   -1.4046   -1.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2313   -2.5722   -0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8356   -1.8688   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5488    1.2708    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6937    0.8426   -0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5757   -0.1019    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879   -1.1883    1.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -0.1827    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9640   -1.9248    1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7024   -2.4818    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9578   -2.1936    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8524   -0.9538    2.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5827   -0.6220    1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3307   -1.3715   -1.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355   -1.8140   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9269   -2.6180   -0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5016    1.2311    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5882   -0.0255   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5729    0.8261   -1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392    2.0361   -0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  4  9  2  0
  9 10  1  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
  1 19  1  0
  3 20  1  0
  6 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 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
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
M  END


  Mrv1652304282018152D          

 16 16  0  0  0  0            999 V2000
 9992.4001 9991.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.1137 9991.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8126 9992.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9877 9992.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9729 9992.6306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.5420 9991.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9729 9989.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.8275 9991.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.1284 9992.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9534 9992.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.6851 9991.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9713 9991.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.2574 9991.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.2573 9990.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9712 9990.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.6851 9990.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  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
 16 11  1  0  0  0  0
  1 11  1  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 15  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033826

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3

> <INCHI_KEY>
NLZUEZXRPGMBCV-UHFFFAOYSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
27.348201983235235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-di-tert-butyl-4-methylphenol

> <ALOGPS_LOGP>
5.25

> <JCHEM_LOGP>
5.273214425000001

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.602391152527046

> <JCHEM_PKA_STRONGEST_BASIC>
-4.559361293068014

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
70.41189999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ional

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033826
     RDKit          3D
2,6-Di-tert-butyl-4-methylphenol
 40 40  0  0  0  0  0  0  0  0999 V2000
    0.0675    3.6086   -0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0536    2.1703   -0.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171    1.5030   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1957    0.1628    0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955   -0.4852    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7397   -1.6547   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384    0.4695    0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5283   -0.9956    1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072   -0.5285    0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0556   -1.8591    0.4833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766    0.1352   -0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4851   -0.5653   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7186   -1.1074    1.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151   -1.6473   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    0.4286   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1321    1.4767   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9307    3.9265   -1.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2608    4.2110   -0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    3.7992   -1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1456    2.0687   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870   -1.4046   -1.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2313   -2.5722   -0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8356   -1.8688   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5488    1.2708    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6937    0.8426   -0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5757   -0.1019    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879   -1.1883    1.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -0.1827    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9640   -1.9248    1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7024   -2.4818    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9578   -2.1936    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8524   -0.9538    2.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5827   -0.6220    1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3307   -1.3715   -1.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355   -1.8140   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9269   -2.6180   -0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5016    1.2311    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5882   -0.0255   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5729    0.8261   -1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392    2.0361   -0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  4  9  2  0
  9 10  1  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
  1 19  1  0
  3 20  1  0
  6 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 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
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
M  END

HEADER    PROTEIN                                 28-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-20         0                                  
HETATM    1  C   UNK     0    8652.4808651.370   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8653.8128650.600   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8653.2508652.706   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8651.7108652.706   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8649.8168652.910   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8647.1458651.370   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8649.8168646.751   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8645.8118650.600   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8646.3738652.706   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8647.9138652.706   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8651.1468650.600   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8649.8138651.370   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8648.4818650.600   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8648.4808649.062   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8649.8138648.293   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8651.1468649.062   0.000  0.00  0.00           C+0
CONECT    1    2    3    4   11                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   12                                                            
CONECT    6    8    9   10   13                                             
CONECT    7   15                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11   12   16    1                                                  
CONECT   12   11   13    5                                                  
CONECT   13   12   14    6                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16    7                                                  
CONECT   16   15   11                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0033826
HETATM    1  C1  UNL     1       0.067   3.609  -0.968  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.054   2.170  -0.587  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.217   1.503  -0.338  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.196   0.163   0.017  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.496  -0.485   0.269  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.740  -1.655  -0.671  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.638   0.470   0.100  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.528  -0.996   1.692  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.007  -0.528   0.127  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.056  -1.859   0.483  1.00  0.00           O  
HETATM   11  C10 UNL     1      -1.177   0.135  -0.122  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.485  -0.565  -0.015  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.719  -1.107   1.374  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.615  -1.647  -1.071  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.598   0.429  -0.279  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.132   1.477  -0.475  1.00  0.00           C  
HETATM   17  H1  UNL     1      -0.931   3.926  -1.336  1.00  0.00           H  
HETATM   18  H2  UNL     1       0.261   4.211  -0.042  1.00  0.00           H  
HETATM   19  H3  UNL     1       0.876   3.799  -1.699  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.146   2.069  -0.431  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.487  -1.405  -1.704  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.231  -2.572  -0.301  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.836  -1.869  -0.607  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.549   1.271   0.852  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.694   0.843  -0.944  1.00  0.00           H  
HETATM   26  H10 UNL     1       4.576  -0.102   0.323  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.588  -1.188   1.971  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.142  -0.183   2.359  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.964  -1.925   1.831  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.702  -2.482   0.601  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.958  -2.194   1.364  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.852  -0.954   2.048  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.583  -0.622   1.893  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.331  -1.371  -1.874  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.636  -1.814  -1.602  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.927  -2.618  -0.620  1.00  0.00           H  
HETATM   37  H21 UNL     1      -3.502   1.231   0.493  1.00  0.00           H  
HETATM   38  H22 UNL     1      -4.588  -0.025  -0.123  1.00  0.00           H  
HETATM   39  H23 UNL     1      -3.573   0.826  -1.309  1.00  0.00           H  
HETATM   40  H24 UNL     1      -2.039   2.036  -0.680  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4   20
CONECT    4    5    9    9
CONECT    5    6    7    8
CONECT    6   21   22   23
CONECT    7   24   25   26
CONECT    8   27   28   29
CONECT    9   10   11
CONECT   10   30
CONECT   11   12   16   16
CONECT   12   13   14   15
CONECT   13   31   32   33
CONECT   14   34   35   36
CONECT   15   37   38   39
CONECT   16   40
END

HMDB0033826
     RDKit          3D
2,6-Di-tert-butyl-4-methylphenol
 40 40  0  0  0  0  0  0  0  0999 V2000
    0.0675    3.6086   -0.9678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0536    2.1703   -0.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171    1.5030   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1957    0.1628    0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955   -0.4852    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7397   -1.6547   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384    0.4695    0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5283   -0.9956    1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072   -0.5285    0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0556   -1.8591    0.4833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766    0.1352   -0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4851   -0.5653   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7186   -1.1074    1.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151   -1.6473   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    0.4286   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1321    1.4767   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9307    3.9265   -1.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2608    4.2110   -0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    3.7992   -1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1456    2.0687   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870   -1.4046   -1.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2313   -2.5722   -0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8356   -1.8688   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5488    1.2708    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6937    0.8426   -0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5757   -0.1019    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879   -1.1883    1.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -0.1827    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9640   -1.9248    1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7024   -2.4818    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9578   -2.1936    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8524   -0.9538    2.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5827   -0.6220    1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3307   -1.3715   -1.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355   -1.8140   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9269   -2.6180   -0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5016    1.2311    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5882   -0.0255   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5729    0.8261   -1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392    2.0361   -0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  4  9  2  0
  9 10  1  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
  1 19  1  0
  3 20  1  0
  6 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 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
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6-Bis(1,1-dimethylethyl)-4-methylphenol	ChEBI
2,6-Di-t-butyl-4-methylphenol	ChEBI
2,6-Di-tert-butyl-1-hydroxy-4-methylbenzene	ChEBI
2,6-Di-tert-butyl-4-cresol	ChEBI
2,6-Di-tert-butyl-p-cresol	ChEBI
BHT	ChEBI
Butylated hydroxytoluene	ChEBI
Butylhydroxytoluene	ChEBI
2,6 Di t butyl 4 methylphenol	MeSH
2,6 Di tert butyl 4 methylphenol	MeSH
2,6 Di tert butyl p cresol	MeSH
4 Methyl 2,6 ditertbutylphenol	MeSH
4-Methyl-2,6-ditertbutylphenol	MeSH
Di tert butyl methylphenol	MeSH
Dibunol	MeSH
Hydroxytoluene, butylated	MeSH
Ionol	MeSH
Ionol (BHT)	MeSH
Di-tert-butyl-methylphenol	MeSH
2,6-Bis(1,1-dimethylethyl)-4-methylphenol, 9ci	HMDB
2,6-Di-tert-butyl-P-cresol, 8ci	HMDB
Butyl hydroxy toluene	HMDB
e321	HMDB
FEMA 2184	HMDB
Popol	HMDB
2,6-Bis(tert-butyl)-4-methylphenol	HMDB
2,6-Di(tert-butyl)hydroxytoluene	HMDB
2,6-Di-tert-butyl-4-hydroxytoluene	HMDB
2,6-Di-tert-butyl-4-methyl phenol	HMDB
2,6-Di-tert-butyl-4-methyl-1-hydroxybenzene	HMDB
2,6-Di-tert-butyl-4-methylhydroxybenzene	HMDB
2,6-Di-tert-butyl-4-methylphenol	HMDB
2,6-Di-tert-butyl-p-cresole	HMDB
2,6-Di-tert-butyl-p-methylphenol	HMDB
2,6-Di-tert-butylcresol	HMDB
2,6-Di-tert-butylmethylphenol	HMDB
2,6-Ditertbutyl paracresol	HMDB
2,6-tert-Butyl-4-methylphenol	HMDB
3,5-Bis(1,1-dimethylethyl)-4-hydroxytoluene	HMDB
3,5-Di-tert-butyl-4-hydroxytoluene	HMDB
3,5-Di-tert-butyl-p-hydroxytoluene	HMDB
4-Hydroxy-3,5-di-tert-butyltoluene	HMDB
4-Methyl-2,6-bis(1,1-dimethylethyl)phenol	HMDB
4-Methyl-2,6-di-tert-butylphenol	HMDB
4-Methyl-2,6-ditertbutyl phenol	HMDB
Di-tert-Butyl-4-methylphenol	HMDB
Di-tert-butyl-p-cresol	HMDB
Di-tert-butylcresol	HMDB
Dibutyl paracresol	HMDB
Dibutylated hydroxytoluene	HMDB
Dibutylcresol	HMDB
Dibutylhydroxytoluene	HMDB
o-Di-tert-butyl-p-methylphenol	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

2,6-di-tert-butyl-4-methylphenol

Traditional Name

ional

CAS Registry Number

128-37-0

SMILES

CC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C

InChI Identifier

InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3

InChI Key

NLZUEZXRPGMBCV-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
P-cresol
Toluene
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:34247 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	71 °C	Not Available
Boiling Point	265.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.0006 mg/mL at 25 °C	Not Available
LogP	5.10	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	5.25	ALOGPS
logP	5.27	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	11.6	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.41 m³·mol⁻¹	ChemAxon
Polarizability	27.35 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	151.864	31661259
DarkChem	[M-H]-	152.365	31661259
DeepCCS	[M+H]+	162.826	30932474
DeepCCS	[M-H]-	160.454	30932474
DeepCCS	[M-2H]-	193.341	30932474
DeepCCS	[M+Na]+	168.905	30932474
AllCCS	[M+H]+	145.5	32859911
AllCCS	[M+H-H2O]+	141.8	32859911
AllCCS	[M+NH4]+	149.0	32859911
AllCCS	[M+Na]+	149.9	32859911
AllCCS	[M-H]-	156.8	32859911
AllCCS	[M+Na-2H]-	157.1	32859911
AllCCS	[M+HCOO]-	157.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,6-Di-tert-butyl-4-methylphenol	CC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C	1903.1	Standard polar	33892256
2,6-Di-tert-butyl-4-methylphenol	CC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C	1573.9	Standard non polar	33892256
2,6-Di-tert-butyl-4-methylphenol	CC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C	1522.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,6-Di-tert-butyl-4-methylphenol,1TMS,isomer #1	CC1=CC(C(C)(C)C)=C(O[Si](C)(C)C)C(C(C)(C)C)=C1	1751.4	Semi standard non polar	33892256
2,6-Di-tert-butyl-4-methylphenol,1TBDMS,isomer #1	CC1=CC(C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C(C)(C)C)=C1	1989.1	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-butyl-4-methylphenol EI-B (Non-derivatized)	splash10-0a4i-2190000000-9fbadde6214d71846540	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol EI-B (Non-derivatized)	splash10-0a4i-7490000000-b8f13a22c093b1883667	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol EI-B (Non-derivatized)	splash10-0a4i-8590000000-bb65eb9156b08a98eb13	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol EI-B (Non-derivatized)	splash10-0a4i-4490000000-a19c5b42b06567024d6f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol EI-B (Non-derivatized)	splash10-0a4i-3490000000-ddeff8b438c2941c327e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol EI-B (Non-derivatized)	splash10-0a4i-2190000000-9fbadde6214d71846540	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol EI-B (Non-derivatized)	splash10-0a4i-7490000000-b8f13a22c093b1883667	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol EI-B (Non-derivatized)	splash10-0a4i-8590000000-bb65eb9156b08a98eb13	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol EI-B (Non-derivatized)	splash10-0a4i-4490000000-a19c5b42b06567024d6f	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol EI-B (Non-derivatized)	splash10-0a4i-3490000000-ddeff8b438c2941c327e	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4890000000-937a0d7c9f6bc6884917	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-3190000000-b316f5f5da9b2ca1a836	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-7790000000-b645e922d4fa7b593cbc	2014-09-20	Not Available	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-butyl-4-methylphenol DI-ESI-qTof , Negative-QTOF	splash10-0gb9-0090000000-beb559334e11b52a6a6b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 10V, Negative-QTOF	splash10-014i-0090000000-32399a5e228ba02e4e32	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 20V, Negative-QTOF	splash10-014i-0090000000-b36ce28bdef9bd2f364b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 40V, Negative-QTOF	splash10-0fr6-5090000000-217bda984af47583c311	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 10V, Positive-QTOF	splash10-03di-0920000000-05e50a2a2ff373457054	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 20V, Positive-QTOF	splash10-03di-0900000000-2cc85cec8e88b993179f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 40V, Positive-QTOF	splash10-001i-0900000000-3062a57022e6dc3200a3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 30V, Positive-QTOF	splash10-03di-0900000000-7cfc05798b5e4aee5874	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 10V, Positive-QTOF	splash10-00di-0090000000-f5adfac3bff91424bb5a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 20V, Positive-QTOF	splash10-00di-1490000000-16fb4ab4552b3f6dc2d2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 40V, Positive-QTOF	splash10-0ab9-3920000000-413f3c2e53c1dfbc97f2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 10V, Negative-QTOF	splash10-014i-0090000000-361c47d317a34fbbf403	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 20V, Negative-QTOF	splash10-014i-0090000000-27b24d01f4d65ae3d8ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 40V, Negative-QTOF	splash10-014i-0970000000-c5d8c2d3517a4486f6c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 20V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 40V, Negative-QTOF	splash10-0f7a-0950000000-311825055cfa82a1e870	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 10V, Positive-QTOF	splash10-0avi-0930000000-c53bfeff3f15a3ffd931	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 20V, Positive-QTOF	splash10-0a4i-7910000000-9e7b8280fd5866b2aa5c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Di-tert-butyl-4-methylphenol 40V, Positive-QTOF	splash10-0a4l-9100000000-430b6d18363b02295050	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Saliva
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	1268322	details
Urine	Detected and Quantified	0.000174 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	31265952	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Butylated_hydroxytoluene

METLIN ID

Not Available

PubChem Compound

31404

PDB ID

Not Available

ChEBI ID

34247

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1029651

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Liu R, Mabury SA: Unexpectedly high concentrations of 2,4-di-tert-butylphenol in human urine. Environ Pollut. 2019 Sep;252(Pt B):1423-1428. doi: 10.1016/j.envpol.2019.06.077. Epub 2019 Jun 21. [PubMed:31265952 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2,6-Di-tert-butyl-4-methylphenol (HMDB0033826)

MOL for HMDB0033826 (2,6-Di-tert-butyl-4-methylphenol)

3D MOL for HMDB0033826 (2,6-Di-tert-butyl-4-methylphenol)

3D SDF for HMDB0033826 (2,6-Di-tert-butyl-4-methylphenol)

3D-SDF for HMDB0033826 (2,6-Di-tert-butyl-4-methylphenol)

PDB for HMDB0033826 (2,6-Di-tert-butyl-4-methylphenol)

3D PDB for HMDB0033826 (2,6-Di-tert-butyl-4-methylphenol)

SMILES for HMDB0033826 (2,6-Di-tert-butyl-4-methylphenol)

INCHI for HMDB0033826 (2,6-Di-tert-butyl-4-methylphenol)

Structure for HMDB0033826 (2,6-Di-tert-butyl-4-methylphenol)

3D Structure for HMDB0033826 (2,6-Di-tert-butyl-4-methylphenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra