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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-05-18 15:59:06 UTC

Update Date

2023-02-21 17:18:05 UTC

HMDB ID

HMDB0013825

Secondary Accession Numbers

HMDB0032528
HMDB13825
HMDB32528

Metabolite Identification

Common Name

4-(1,1,3,3-Tetramethylbutyl)-phenol

Description

4-(1,1,3,3-Tetramethylbutyl)-phenol is manufactured via a catalytic reaction of phenol with diisobutylene. It is a member of the class of compounds known as phenylpropanes. Phenylpropanes are organic compounds that contain a phenylpropane moiety. 4-(1,1,3,3-Tetramethylbutyl)-phenol can be found primarily in feces and urine. Within the cell, 4-(1,1,3,3-Tetramethylbutyl)-phenol is primarily located in the membrane (predicted from logP). It is a non-carcinogenic (not listed by IARC) potentially toxic compound. 4-(1,1,3,3-Tetramethylbutyl)-phenol is biodegradable, and in the surface layer of natural waters, 30% of OP can be degraded within one day. 4-(1,1,3,3-Tetramethylbutyl)-phenol is acutely very toxic to aquatic organisms and may cause long-term adverse effects in the aquatic environment. It is not acutely toxic to human health, but it is slightly irritating to the skin and highly irritating to the eyes. It is not genotoxic, but it may cause depigmentation of the skin. 4-(1,1,3,3-Tetramethylbutyl)-phenol is used as a food additive (EAFUS: Everything Added to Food in the United States).

Structure

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

HMDB0013825
     RDKit          3D
4-(1,1,3,3-Tetramethylbutyl)-phenol
 37 37  0  0  0  0  0  0  0  0999 V2000
   -3.0793    0.0020   -0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865    0.7266    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6905    0.4391    1.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573    2.2242   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7497    0.6370   -0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0024   -0.6233   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1030   -1.4115    1.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2533   -1.5187   -1.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4646   -0.2849   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3203   -1.3632   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6973   -1.1927   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2147    0.0831   -0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5874    0.2887   -0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3509    1.1570   -0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771    0.9587   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562   -1.0964   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1342    0.2827   -0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053    0.3664   -1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2298   -0.5361    1.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8719    0.5078    2.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4737    1.1896    1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8112    2.8717    0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    2.4029    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5448    2.3926   -1.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4221    1.2089   -0.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3045    1.2522    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326   -1.6204    1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867   -0.8667    2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -2.3499    1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6264   -2.5055   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394   -1.6739   -1.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9623   -0.9378   -1.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959   -2.4052   -0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3491   -2.0456   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1958   -0.5169   -0.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670    2.1545   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3485    1.8027   -0.1536 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  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15  9  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
  5 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
M  END

 
  Mrv1652303102016542D          

 15 15  0  0  0  0            999 V2000
   26.9522  -16.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9522  -17.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6667  -18.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3812  -17.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3812  -16.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6667  -16.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1103  -16.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8248  -16.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5393  -16.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5012  -16.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6434  -15.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5096  -15.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9121  -15.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8708  -17.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2378  -18.1737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
  2 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013825

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H3

> <INCHI_KEY>
ISAVYTVYFVQUDY-UHFFFAOYSA-N

> <FORMULA>
C14H22O

> <MOLECULAR_WEIGHT>
206.3239

> <EXACT_MASS>
206.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
24.958384929039077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2,4,4-trimethylpentan-2-yl)phenol

> <ALOGPS_LOGP>
5.29

> <JCHEM_LOGP>
4.690940311333334

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.23007138319935

> <JCHEM_PKA_STRONGEST_BASIC>
-5.44786506008541

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
64.93050000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-tert-octylphenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0013825
     RDKit          3D
4-(1,1,3,3-Tetramethylbutyl)-phenol
 37 37  0  0  0  0  0  0  0  0999 V2000
   -3.0793    0.0020   -0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865    0.7266    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6905    0.4391    1.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573    2.2242   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7497    0.6370   -0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0024   -0.6233   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1030   -1.4115    1.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2533   -1.5187   -1.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4646   -0.2849   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3203   -1.3632   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6973   -1.1927   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2147    0.0831   -0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5874    0.2887   -0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3509    1.1570   -0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771    0.9587   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562   -1.0964   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1342    0.2827   -0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053    0.3664   -1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2298   -0.5361    1.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8719    0.5078    2.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4737    1.1896    1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8112    2.8717    0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    2.4029    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5448    2.3926   -1.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4221    1.2089   -0.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3045    1.2522    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326   -1.6204    1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867   -0.8667    2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -2.3499    1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6264   -2.5055   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394   -1.6739   -1.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9623   -0.9378   -1.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959   -2.4052   -0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3491   -2.0456   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1958   -0.5169   -0.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670    2.1545   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3485    1.8027   -0.1536 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  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15  9  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
  5 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      50.311 -31.614   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      50.311 -33.154   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      51.645 -33.924   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      52.978 -33.154   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      52.978 -31.614   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      51.645 -30.844   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      54.339 -30.844   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      55.673 -31.614   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      57.007 -30.844   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      58.802 -31.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      53.468 -29.535   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      55.085 -29.535   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      57.703 -29.458   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      57.625 -32.846   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      48.977 -33.924   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   11   12                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   13   14                                             
CONECT   10    9                                                            
CONECT   11    7                                                            
CONECT   12    7                                                            
CONECT   13    9                                                            
CONECT   14    9                                                            
CONECT   15    2                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0013825
HETATM    1  C1  UNL     1      -3.079   0.002  -0.798  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.187   0.727   0.158  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.691   0.439   1.551  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.557   2.224  -0.064  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.750   0.637  -0.026  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.002  -0.623  -0.013  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.103  -1.411   1.280  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.253  -1.519  -1.212  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.465  -0.285  -0.132  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.320  -1.363  -0.182  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.697  -1.193  -0.286  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.215   0.083  -0.341  1.00  0.00           C  
HETATM   13  O1  UNL     1       5.587   0.289  -0.445  1.00  0.00           O  
HETATM   14  C13 UNL     1       3.351   1.157  -0.291  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.977   0.959  -0.187  1.00  0.00           C  
HETATM   16  H1  UNL     1      -3.056  -1.096  -0.710  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.134   0.283  -0.493  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.005   0.366  -1.850  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.230  -0.536   1.633  1.00  0.00           H  
HETATM   20  H5  UNL     1      -1.872   0.508   2.319  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.474   1.190   1.870  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.811   2.872   0.421  1.00  0.00           H  
HETATM   23  H8  UNL     1      -3.598   2.403   0.285  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.545   2.393  -1.154  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.422   1.209  -0.946  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.304   1.252   0.825  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.133  -1.620   1.599  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.387  -0.867   2.126  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.501  -2.350   1.176  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.626  -2.505  -0.949  1.00  0.00           H  
HETATM   31  H16 UNL     1       0.639  -1.674  -1.851  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.962  -0.938  -1.874  1.00  0.00           H  
HETATM   33  H18 UNL     1       1.996  -2.405  -0.148  1.00  0.00           H  
HETATM   34  H19 UNL     1       4.349  -2.046  -0.322  1.00  0.00           H  
HETATM   35  H20 UNL     1       6.196  -0.517  -0.478  1.00  0.00           H  
HETATM   36  H21 UNL     1       3.767   2.155  -0.335  1.00  0.00           H  
HETATM   37  H22 UNL     1       1.348   1.803  -0.154  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   25   26
CONECT    6    7    8    9
CONECT    7   27   28   29
CONECT    8   30   31   32
CONECT    9   10   10   15
CONECT   10   11   33
CONECT   11   12   12   34
CONECT   12   13   14
CONECT   13   35
CONECT   14   15   15   36
CONECT   15   37
END

HMDB0013825
     RDKit          3D
4-(1,1,3,3-Tetramethylbutyl)-phenol
 37 37  0  0  0  0  0  0  0  0999 V2000
   -3.0793    0.0020   -0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865    0.7266    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6905    0.4391    1.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573    2.2242   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7497    0.6370   -0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0024   -0.6233   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1030   -1.4115    1.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2533   -1.5187   -1.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4646   -0.2849   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3203   -1.3632   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6973   -1.1927   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2147    0.0831   -0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5874    0.2887   -0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3509    1.1570   -0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771    0.9587   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562   -1.0964   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1342    0.2827   -0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053    0.3664   -1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2298   -0.5361    1.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8719    0.5078    2.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4737    1.1896    1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8112    2.8717    0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    2.4029    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5448    2.3926   -1.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4221    1.2089   -0.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3045    1.2522    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326   -1.6204    1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867   -0.8667    2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -2.3499    1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6264   -2.5055   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394   -1.6739   -1.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9623   -0.9378   -1.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959   -2.4052   -0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3491   -2.0456   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1958   -0.5169   -0.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670    2.1545   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3485    1.8027   -0.1536 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  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15  9  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
  5 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-t-Octylphenol	Kegg
4-(1,1,3,3-Tetramethylbutyl)phenol	Kegg
p-(1,1,3,3-Tetramethylbutyl)-phenol	MeSH
p-Tert-octylphenol	MeSH
4-Tertiary-octylphenol	MeSH
4-(1,1,3,3-Tetramethylbutyl)phenol (acd/name 4.0)	HMDB
Octylphenol PT	HMDB
P-(1',1',3', 3'-Tetramethylbutyl)phenol	HMDB
P-(1',1',3',3'-Tetramethylbutyl)phenol	HMDB
P-(1,1,3,3-Tetramethylbutyl)phenol	HMDB
P-(Tert-octyl)-phenol	HMDB
P-Octylphenol	HMDB
P-Terc.oktylfenol	HMDB
Para-tert-octylphenol	HMDB
Tert-octylphenol, flaked	HMDB
alpha-(p-(1,1,3,3-Tetramethylbutyl)phenyl)-omega-hydroxypoly(oxyethylene)	HMDB
a-(p-(1,1,3,3-Tetramethylbutyl)phenyl)-omega-hydroxypoly(oxyethylene)	Generator
Α-(p-(1,1,3,3-tetramethylbutyl)phenyl)-omega-hydroxypoly(oxyethylene)	Generator

Chemical Formula

C₁₄H₂₂O

Average Molecular Weight

206.3239

Monoisotopic Molecular Weight

206.167065326

IUPAC Name

4-(2,4,4-trimethylpentan-2-yl)phenol

Traditional Name

4-tert-octylphenol

CAS Registry Number

140-66-9

SMILES

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

InChI Identifier

InChI=1S/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H3

InChI Key

ISAVYTVYFVQUDY-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

alkylbenzene (CHEBI:34445 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Peroxisome (HMDB: HMDB0032528)
Mitochondrion (HMDB: HMDB0032528)

Excreta

Biofluid or Excreta

Feces (HMDB: HMDB0032528)
Urine (HMDB: HMDB0032528)

Source

Endogenous

Endogenous (HMDB: HMDB0032528)

Exogenous

Food

Food (HMDB: HMDB0032528)

Process

Naturally occurring process

Biological process

Cellular process

Apoptosis (HMDB: HMDB0032528)
Cell signaling (HMDB: HMDB0032528)

Biochemical process

Cell cycle (HMDB: HMDB0032528)

Tetracyclines (HMDB: HMDB0032528)
Ovarian Steroidogenesis (HMDB: HMDB0032528)
Quinolones (HMDB: HMDB0032528)

Role

Biological role

Energy storage (HMDB: HMDB0032528)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032528)

Food and nutrition

Food and nutrition (HMDB: HMDB0032528)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	84.5 °C	Not Available
Boiling Point	282.30 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	4.82 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.180 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	5.29	ALOGPS
logP	4.69	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	10.23	ChemAxon
pKa (Strongest Basic)	-5.4	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	3	ChemAxon
Refractivity	64.93 m³·mol⁻¹	ChemAxon
Polarizability	24.96 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	148.611	31661259
DarkChem	[M-H]-	146.543	31661259
DeepCCS	[M+H]+	155.856	30932474
DeepCCS	[M-H]-	153.498	30932474
DeepCCS	[M-2H]-	186.566	30932474
DeepCCS	[M+Na]+	161.95	30932474
AllCCS	[M+H]+	144.7	32859911
AllCCS	[M+H-H2O]+	140.7	32859911
AllCCS	[M+NH4]+	148.3	32859911
AllCCS	[M+Na]+	149.3	32859911
AllCCS	[M-H]-	152.2	32859911
AllCCS	[M+Na-2H]-	152.7	32859911
AllCCS	[M+HCOO]-	153.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(1,1,3,3-Tetramethylbutyl)-phenol	CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1	2475.6	Standard polar	33892256
4-(1,1,3,3-Tetramethylbutyl)-phenol	CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1	1584.1	Standard non polar	33892256
4-(1,1,3,3-Tetramethylbutyl)-phenol	CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1	1638.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(1,1,3,3-Tetramethylbutyl)-phenol,1TMS,isomer #1	CC(C)(C)CC(C)(C)C1=CC=C(O[Si](C)(C)C)C=C1	1618.0	Semi standard non polar	33892256
4-(1,1,3,3-Tetramethylbutyl)-phenol,1TBDMS,isomer #1	CC(C)(C)CC(C)(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	1866.5	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 - 4-(1,1,3,3-Tetramethylbutyl)-phenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-2900000000-f92b122dd7da7c354da1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-2190000000-c49bfd01ea946c72fc2e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-000i-3900000000-e0acd3551aaaeb8bc0a2	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 - 4-(1,1,3,3-Tetramethylbutyl)-phenol 15V, Negative-QTOF	splash10-0a4i-0090000000-587e608db055a05c750e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 90V, Negative-QTOF	splash10-000i-0920000000-1f2e6c1d05a0843dc24b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 60V, Positive-QTOF	splash10-0a4i-0190000000-fbc10fa8cd95636b2531	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 60V, Negative-QTOF	splash10-0a4i-0190000000-74392b748884c07a591e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 75V, Negative-QTOF	splash10-0a4r-0590000000-ea4d2f89515c6b8f33a5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 45V, Negative-QTOF	splash10-0a4i-0090000000-1fce8ff30d97c03b6153	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 30V, Negative-QTOF	splash10-0a4i-0090000000-706d0172f177e3fa5688	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 10V, Positive-QTOF	splash10-0a4i-0190000000-312caab5fa71d0dbc4ac	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 20V, Positive-QTOF	splash10-0a4i-1590000000-554843e16a1b867f1463	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 40V, Positive-QTOF	splash10-052s-5900000000-e546135869e4f5ba7231	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 10V, Negative-QTOF	splash10-0a4i-0090000000-b410576bf25ec1ab460f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 20V, Negative-QTOF	splash10-0a4i-0090000000-1705cc32a155c97241fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 40V, Negative-QTOF	splash10-0abi-4930000000-b11aff47964eb8485919	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 10V, Negative-QTOF	splash10-0a4i-0090000000-2d8ac504a1490d38e7ad	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 20V, Negative-QTOF	splash10-0a4i-0090000000-2d8ac504a1490d38e7ad	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 40V, Negative-QTOF	splash10-060c-3910000000-0423436ad62e98639d58	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 10V, Positive-QTOF	splash10-0a4i-9560000000-47c322d85e30da643e43	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 20V, Positive-QTOF	splash10-0a4j-9100000000-935fbc45521bfac08de2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(1,1,3,3-Tetramethylbutyl)-phenol 40V, Positive-QTOF	splash10-0a4l-9400000000-41a41008b3769ca9c915	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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	24922509	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Normal	24130822	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Zhang, S., Liu, L...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Immunoglobulin A nephropathy (IgAN) non progressor	24922509	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Immunoglobulin A nephropathy (IgAN) progressor	24922509	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	autism	24130822	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Pervasive Developmental Disorder Not Otherwise Specified	24130822	details

Associated Disorders and Diseases

Disease References

Autism
De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Pervasive developmental disorder not otherwise specified
De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]

Associated OMIM IDs

209850 (Autism)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010381

KNApSAcK ID

Not Available

Chemspider ID

8483

KEGG Compound ID

C14205

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8814

PDB ID

27L

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1197551

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for 4-(1,1,3,3-Tetramethylbutyl)-phenol (HMDB0013825)

MOL for HMDB0013825 (4-(1,1,3,3-Tetramethylbutyl)-phenol)

3D MOL for HMDB0013825 (4-(1,1,3,3-Tetramethylbutyl)-phenol)

3D SDF for HMDB0013825 (4-(1,1,3,3-Tetramethylbutyl)-phenol)

3D-SDF for HMDB0013825 (4-(1,1,3,3-Tetramethylbutyl)-phenol)

PDB for HMDB0013825 (4-(1,1,3,3-Tetramethylbutyl)-phenol)

3D PDB for HMDB0013825 (4-(1,1,3,3-Tetramethylbutyl)-phenol)

SMILES for HMDB0013825 (4-(1,1,3,3-Tetramethylbutyl)-phenol)

INCHI for HMDB0013825 (4-(1,1,3,3-Tetramethylbutyl)-phenol)

Structure for HMDB0013825 (4-(1,1,3,3-Tetramethylbutyl)-phenol)

3D Structure for HMDB0013825 (4-(1,1,3,3-Tetramethylbutyl)-phenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra