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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-05-18 15:59:04 UTC

Update Date

2023-02-21 17:18:04 UTC

HMDB ID

HMDB0013816

Secondary Accession Numbers

HMDB13816

Metabolite Identification

Common Name

2,4-Di-tert-butylphenol

Description

2,4-Di-tert-butylphenol, also known as 2,4-DTBP, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. 2,4-Di-tert-butylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2,4-Di-tert-butylphenol 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. 2,4-Di-tert-butylphenol was detected at extremely high concentrations in human urine (PMID: 31265952 ).

Structure

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

HMDB0013816
     RDKit          3D
2,4-Di-tert-butylphenol
 37 37  0  0  0  0  0  0  0  0999 V2000
    2.4249   -1.8202    0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5238   -0.5691   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6379    0.2731    0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0410   -0.9122   -1.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950    0.2331   -0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3797    1.6046   -0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2903    2.4282    0.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9712    1.8305   -0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1224    2.6099    0.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1321    0.4638   -0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -0.1420   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2840    0.2663    1.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2197    0.2677   -1.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4303   -1.6707    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0024   -0.3065   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252   -1.8380    1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7315   -2.7088    0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055   -1.9931    1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232    0.7055    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0855    0.9743   -0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4706   -0.4592    0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8854   -0.0485   -2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535   -1.0556   -1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5830   -1.8581   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    2.0859   -0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3418    3.5269    0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148    3.6123    0.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7722    0.1326    2.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1590   -0.4476    1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7464    1.2693    1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1793   -0.5474   -2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    1.2299   -1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2945    0.3990   -0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1929   -2.0464   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7278   -2.0793    0.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4680   -2.0062    0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373   -1.4038   -0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  2  0
 15  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
M  END


  Mrv1652304282017422D          

 15 15  0  0  0  0            999 V2000
10000.723310001.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.439010000.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.137910001.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.312910001.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.297410001.9969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2974 9998.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5830 9998.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7088 9997.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1232 9998.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.296010001.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.581610000.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5816 9999.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2960 9999.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0105 9999.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.010510000.7607    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  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
  1 15  1  0  0  0  0
 10  5  1  0  0  0  0
 13  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013816

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O/c1-13(2,3)10-7-8-12(15)11(9-10)14(4,5)6/h7-9,15H,1-6H3

> <INCHI_KEY>
ICKWICRCANNIBI-UHFFFAOYSA-N

> <FORMULA>
C14H22O

> <MOLECULAR_WEIGHT>
206.329

> <EXACT_MASS>
206.167065328

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
25.318669935839928

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-di-tert-butylphenol

> <ALOGPS_LOGP>
4.91

> <JCHEM_LOGP>
4.759793035666668

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.867038275837476

> <JCHEM_PKA_STRONGEST_BASIC>
-5.0082029842180384

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
65.3707

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-di-T-butylphenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0013816
     RDKit          3D
2,4-Di-tert-butylphenol
 37 37  0  0  0  0  0  0  0  0999 V2000
    2.4249   -1.8202    0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5238   -0.5691   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6379    0.2731    0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0410   -0.9122   -1.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950    0.2331   -0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3797    1.6046   -0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2903    2.4282    0.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9712    1.8305   -0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1224    2.6099    0.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1321    0.4638   -0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -0.1420   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2840    0.2663    1.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2197    0.2677   -1.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4303   -1.6707    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0024   -0.3065   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252   -1.8380    1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7315   -2.7088    0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055   -1.9931    1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232    0.7055    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0855    0.9743   -0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4706   -0.4592    0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8854   -0.0485   -2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535   -1.0556   -1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5830   -1.8581   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    2.0859   -0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3418    3.5269    0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148    3.6123    0.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7722    0.1326    2.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1590   -0.4476    1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7464    1.2693    1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1793   -0.5474   -2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    1.2299   -1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2945    0.3990   -0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1929   -2.0464   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7278   -2.0793    0.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4680   -2.0062    0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373   -1.4038   -0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  2  0
 15  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  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    8668.0178668.854   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.3538668.088   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8668.7918670.194   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8667.2518670.194   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8665.3558670.394   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8665.3558664.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8664.0228663.467   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8666.1238662.902   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8666.8978664.235   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.3538668.857   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.0198668.087   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.0198666.546   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.3538665.776   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.6868666.546   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.6868668.087   0.000  0.00  0.00           C+0
CONECT    1    2    3    4   15                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   10                                                            
CONECT    6    7    8    9   13                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10   11   15    5                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14    6                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10    1                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0013816
HETATM    1  C1  UNL     1       2.425  -1.820   0.823  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.524  -0.569  -0.018  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.638   0.273   0.630  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.041  -0.912  -1.399  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.295   0.233  -0.025  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.380   1.605  -0.009  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.290   2.428   0.001  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.971   1.831  -0.004  1.00  0.00           C  
HETATM    9  O1  UNL     1      -2.122   2.610   0.006  1.00  0.00           O  
HETATM   10  C9  UNL     1      -1.132   0.464  -0.019  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.456  -0.142  -0.023  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.284   0.266   1.195  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.220   0.268  -1.244  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.430  -1.671   0.014  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.002  -0.307  -0.030  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.125  -1.838   1.681  1.00  0.00           H  
HETATM   17  H2  UNL     1       2.731  -2.709   0.190  1.00  0.00           H  
HETATM   18  H3  UNL     1       1.406  -1.993   1.247  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.323   0.705   1.585  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.085   0.974  -0.096  1.00  0.00           H  
HETATM   21  H6  UNL     1       4.471  -0.459   0.864  1.00  0.00           H  
HETATM   22  H7  UNL     1       2.885  -0.048  -2.043  1.00  0.00           H  
HETATM   23  H8  UNL     1       4.154  -1.056  -1.340  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.583  -1.858  -1.787  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.364   2.086  -0.003  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.342   3.527   0.011  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.015   3.612   0.018  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.772   0.133   2.143  1.00  0.00           H  
HETATM   29  H14 UNL     1      -4.159  -0.448   1.204  1.00  0.00           H  
HETATM   30  H15 UNL     1      -3.746   1.269   1.041  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.179  -0.547  -2.011  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.857   1.230  -1.649  1.00  0.00           H  
HETATM   33  H18 UNL     1      -4.295   0.399  -0.950  1.00  0.00           H  
HETATM   34  H19 UNL     1      -2.193  -2.046  -0.995  1.00  0.00           H  
HETATM   35  H20 UNL     1      -1.728  -2.079   0.746  1.00  0.00           H  
HETATM   36  H21 UNL     1      -3.468  -2.006   0.292  1.00  0.00           H  
HETATM   37  H22 UNL     1      -0.037  -1.404  -0.045  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4    5
CONECT    3   19   20   21
CONECT    4   22   23   24
CONECT    5    6    6   15
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   10
CONECT    9   27
CONECT   10   11   15   15
CONECT   11   12   13   14
CONECT   12   28   29   30
CONECT   13   31   32   33
CONECT   14   34   35   36
CONECT   15   37
END

HMDB0013816
     RDKit          3D
2,4-Di-tert-butylphenol
 37 37  0  0  0  0  0  0  0  0999 V2000
    2.4249   -1.8202    0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5238   -0.5691   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6379    0.2731    0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0410   -0.9122   -1.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950    0.2331   -0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3797    1.6046   -0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2903    2.4282    0.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9712    1.8305   -0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1224    2.6099    0.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1321    0.4638   -0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -0.1420   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2840    0.2663    1.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2197    0.2677   -1.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4303   -1.6707    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0024   -0.3065   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252   -1.8380    1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7315   -2.7088    0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055   -1.9931    1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232    0.7055    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0855    0.9743   -0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4706   -0.4592    0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8854   -0.0485   -2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535   -1.0556   -1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5830   -1.8581   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    2.0859   -0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3418    3.5269    0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148    3.6123    0.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7722    0.1326    2.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1590   -0.4476    1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7464    1.2693    1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1793   -0.5474   -2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    1.2299   -1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2945    0.3990   -0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1929   -2.0464   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7278   -2.0793    0.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4680   -2.0062    0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373   -1.4038   -0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  2  0
 15  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Hydroxy-2,4-di-tert-butylbenzene	ChEBI
2,4-Bis(1,1'-dimethylethyl)phenol	ChEBI
2,4-Bis(1,1-dimethylethyl)-phenol	ChEBI
2,4-Bis(1,1-dimethylethyl)phenol	ChEBI
2,4-Bis(tert-butyl)phenol	ChEBI
2,4-Di-t-butylphenol	ChEBI
2,4-Tert-butylphenol	ChEBI
2,4-DTBP	HMDB
2,4-Di-tert-butyl-phenol	HMDB
2,4-Di-tert-butylhydroxybenzene	HMDB
DBP	HMDB
2,4-Di-tert-butylphenol	MeSH

Chemical Formula

C₁₄H₂₂O

Average Molecular Weight

206.329

Monoisotopic Molecular Weight

206.167065328

IUPAC Name

2,4-di-tert-butylphenol

Traditional Name

2,4-di-T-butylphenol

CAS Registry Number

96-76-4

SMILES

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

InChI Identifier

InChI=1S/C14H22O/c1-13(2,3)10-7-8-12(15)11(9-10)14(4,5)6/h7-9,15H,1-6H3

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0013816)

Excreta

Biofluid or Excreta

Urine (PMID: 24023812)
Feces (PMID: 23454028)

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	56.5 °C	Not Available
Boiling Point	263.00 to 264.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.035 mg/mL at 25 °C	Not Available
LogP	5.19	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	4.91	ALOGPS
logP	4.76	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	10.87	ChemAxon
pKa (Strongest Basic)	-5	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	65.37 m³·mol⁻¹	ChemAxon
Polarizability	25.32 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]+	159.696	30932474
DeepCCS	[M-H]-	157.301	30932474
DeepCCS	[M-2H]-	190.213	30932474
DeepCCS	[M+Na]+	165.722	30932474
AllCCS	[M+H]+	143.7	32859911
AllCCS	[M+H-H2O]+	140.0	32859911
AllCCS	[M+NH4]+	147.2	32859911
AllCCS	[M+Na]+	148.1	32859911
AllCCS	[M-H]-	151.1	32859911
AllCCS	[M+Na-2H]-	151.7	32859911
AllCCS	[M+HCOO]-	152.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4-Di-tert-butylphenol	CC(C)(C)C1=CC=C(O)C(=C1)C(C)(C)C	2312.5	Standard polar	33892256
2,4-Di-tert-butylphenol	CC(C)(C)C1=CC=C(O)C(=C1)C(C)(C)C	1521.7	Standard non polar	33892256
2,4-Di-tert-butylphenol	CC(C)(C)C1=CC=C(O)C(=C1)C(C)(C)C	1527.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,4-Di-tert-butylphenol,1TMS,isomer #1	CC(C)(C)C1=CC=C(O[Si](C)(C)C)C(C(C)(C)C)=C1	1548.4	Semi standard non polar	33892256
2,4-Di-tert-butylphenol,1TBDMS,isomer #1	CC(C)(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(C)(C)C)=C1	1806.8	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 - 2,4-Di-tert-butylphenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0007-2900000000-994efdbc7327235976d4	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Di-tert-butylphenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol Orbitrap 12V, negative-QTOF	splash10-0a4i-0190000000-3b46ce20e0aa321154dc	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol Orbitrap 14V, negative-QTOF	splash10-0a4i-0390000000-42dfd2f16a89dc8f1a26	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol Orbitrap 15V, negative-QTOF	splash10-052r-0960000000-3c45ce0c7da2c97bcd2d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol Orbitrap 18V, negative-QTOF	splash10-000i-0900000000-6c4cc4e06434f3426c8a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol Orbitrap 21V, negative-QTOF	splash10-000i-0900000000-2061acc2d80b20831475	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol Orbitrap 23V, negative-QTOF	splash10-0079-0900000000-58a40377d6b1ebd9809a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol n/a 14V, negative-QTOF	splash10-052r-0940000000-7ca18c8b304176445f95	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol Orbitrap 11V, negative-QTOF	splash10-000i-0900000000-9cdec94bb4a70585be7e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol Orbitrap 13V, negative-QTOF	splash10-000i-0900000000-77b969a7a062d07d4a2c	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol Orbitrap 14V, negative-QTOF	splash10-00dr-0900000000-1ae27e24efb9b6d27480	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 90V, Negative-QTOF	splash10-000i-0920000000-1f2e6c1d05a0843dc24b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 15V, Negative-QTOF	splash10-0a4i-0090000000-587e608db055a05c750e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 75V, Negative-QTOF	splash10-0a4r-0590000000-9e49713bb9c1507f052f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 60V, Negative-QTOF	splash10-0a4i-0190000000-74392b748884c07a591e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 30V, Negative-QTOF	splash10-0a4i-0090000000-706d0172f177e3fa5688	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 45V, Negative-QTOF	splash10-0a4i-0090000000-1fce8ff30d97c03b6153	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 45V, Positive-QTOF	splash10-0a4i-0090000000-fa629e4ccce258736b82	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 10V, Positive-QTOF	splash10-0a4i-0190000000-37258e73d881ceee652e	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 20V, Positive-QTOF	splash10-0a4i-0590000000-44967cd8d168df989c77	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 40V, Positive-QTOF	splash10-06vl-1910000000-8f9334c5936fcfdd6007	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 10V, Negative-QTOF	splash10-0a4i-0090000000-ce4ef5e9c3c72c4f8bca	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 20V, Negative-QTOF	splash10-0a4i-0090000000-cc6d8e07388ae5bf0b4f	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 40V, Negative-QTOF	splash10-0a4s-1930000000-df61bac84fea752cf528	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 10V, Negative-QTOF	splash10-0a4i-0090000000-2d8ac504a1490d38e7ad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Di-tert-butylphenol 20V, Negative-QTOF	splash10-0a4i-0090000000-2d8ac504a1490d38e7ad	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	23454028	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Zhang, S., Liu, L...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected and Quantified	0.0608 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	31265952	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Nonalcoholic fatty liver disease (NAFLD)	23454028	details

Associated Disorders and Diseases

Disease References

Nonalcoholic fatty liver disease
Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00052597

Chemspider ID

7037

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7311

PDB ID

Not Available

ChEBI ID

89188

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1163331

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 ]

Showing metabocard for 2,4-Di-tert-butylphenol (HMDB0013816)

MOL for HMDB0013816 (2,4-Di-tert-butylphenol)

3D MOL for HMDB0013816 (2,4-Di-tert-butylphenol)

3D SDF for HMDB0013816 (2,4-Di-tert-butylphenol)

3D-SDF for HMDB0013816 (2,4-Di-tert-butylphenol)

PDB for HMDB0013816 (2,4-Di-tert-butylphenol)

3D PDB for HMDB0013816 (2,4-Di-tert-butylphenol)

SMILES for HMDB0013816 (2,4-Di-tert-butylphenol)

INCHI for HMDB0013816 (2,4-Di-tert-butylphenol)

Structure for HMDB0013816 (2,4-Di-tert-butylphenol)

3D Structure for HMDB0013816 (2,4-Di-tert-butylphenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra