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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:38:18 UTC

Update Date

2021-09-26 22:54:07 UTC

HMDB ID

HMDB0245577

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid

Description

3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid, also known as beta-(4-hydroxy-3,5-di-tert-butyl)phenylpropionic acid or fenozan, monolithium salt, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Based on a literature review a small amount of articles have been published on 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0245577
     RDKit          3D
3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid
 46 46  0  0  0  0  0  0  0  0999 V2000
   -1.0187    3.5554    0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319    2.6880   -0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3492    3.2822   -0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390    2.6666   -2.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097    1.3012   -0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1473    0.7634    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2000   -0.5221    0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4900   -1.0037    1.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3474   -1.6630    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5988   -2.1018    0.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7981   -1.8999    2.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5558   -2.7415    0.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0629   -1.2722    0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -0.7789    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073   -1.6367    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -2.9779    0.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7256   -1.8974   -1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4566   -1.0599    1.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367    0.5237   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426    0.9612   -0.7264 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1728    3.3528   -2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0583    1.3577    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2458   -1.7702    2.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8293   -2.5498   -0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5674   -0.9818   -0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6551   -2.5784   -0.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369   -2.2862    1.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -2.8630    1.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8557   -3.6534    0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1967   -3.5328    0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878   -1.0267   -1.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8188   -2.0332   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655   -2.7865   -1.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0122   -1.8337    1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -0.6258    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147   -0.3145    1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4944    1.8761   -1.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
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 20 46  1  0
M  END


  Mrv1652309112100382D          

 20 20  0  0  0  0            999 V2000
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
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 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245577

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H26O3/c1-16(2,3)12-9-11(7-8-14(18)19)10-13(15(12)20)17(4,5)6/h9-10,20H,7-8H2,1-6H3,(H,18,19)

> <INCHI_KEY>
WPMYUUITDBHVQZ-UHFFFAOYSA-N

> <FORMULA>
C17H26O3

> <MOLECULAR_WEIGHT>
278.392

> <EXACT_MASS>
278.188194697

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
32.49976455454953

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
4.84210999

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.754646670608905

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.793907481370854

> <JCHEM_PKA_STRONGEST_BASIC>
-5.081788508247333

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
81.27929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245577
     RDKit          3D
3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid
 46 46  0  0  0  0  0  0  0  0999 V2000
   -1.0187    3.5554    0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319    2.6880   -0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3492    3.2822   -0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390    2.6666   -2.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097    1.3012   -0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1473    0.7634    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2000   -0.5221    0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4900   -1.0037    1.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3474   -1.6630    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5988   -2.1018    0.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7981   -1.8999    2.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5558   -2.7415    0.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0629   -1.2722    0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -0.7789    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073   -1.6367    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -2.9779    0.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7256   -1.8974   -1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4566   -1.0599    1.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367    0.5237   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426    0.9612   -0.7264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7365    4.0830   -0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5186    2.9103    0.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4411    4.3196    0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3779    4.3291   -0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1304    2.7418   -1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740    3.3256    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5538    1.6184   -2.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1728    3.3528   -2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5653    2.9482   -2.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583    1.3577    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0573   -0.2130    1.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2458   -1.7702    2.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5674   -0.9818   -0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6551   -2.5784   -0.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369   -2.2862    1.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -2.8630    1.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8557   -3.6534    0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1967   -3.5328    0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878   -1.0267   -1.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8188   -2.0332   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655   -2.7865   -1.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0122   -1.8337    1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -0.6258    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147   -0.3145    1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4944    1.8761   -1.1184 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
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 13 14  1  0
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 19  5  1  0
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 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.206   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.104   0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.564  -2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16    7   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0245577
HETATM    1  C1  UNL     1      -1.019   3.555   0.027  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.032   2.688  -0.730  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.349   3.282  -0.559  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.339   2.667  -2.207  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.010   1.301  -0.211  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.147   0.763   0.310  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.200  -0.522   0.808  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.490  -1.004   1.344  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.347  -1.663   0.317  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.599  -2.102   0.952  1.00  0.00           C  
HETATM   11  O1  UNL     1       4.798  -1.900   2.162  1.00  0.00           O  
HETATM   12  O2  UNL     1       5.556  -2.742   0.198  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.063  -1.272   0.777  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.116  -0.779   0.267  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.307  -1.637   0.262  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.965  -2.978   0.861  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.726  -1.897  -1.186  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.457  -1.060   1.047  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.137   0.524  -0.229  1.00  0.00           C  
HETATM   20  O3  UNL     1      -2.343   0.961  -0.726  1.00  0.00           O  
HETATM   21  H1  UNL     1      -1.737   4.083  -0.630  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.519   2.910   0.792  1.00  0.00           H  
HETATM   23  H3  UNL     1      -0.441   4.320   0.610  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.378   4.329  -0.998  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.130   2.742  -1.121  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.674   3.326   0.506  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.554   1.618  -2.492  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.173   3.353  -2.467  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.565   2.948  -2.783  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.058   1.358   0.337  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.057  -0.213   1.831  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.246  -1.770   2.118  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.829  -2.550  -0.155  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.567  -0.982  -0.545  1.00  0.00           H  
HETATM   35  H15 UNL     1       5.655  -2.578  -0.797  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.137  -2.286   1.179  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.657  -2.863   1.934  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.856  -3.653   0.877  1.00  0.00           H  
HETATM   39  H19 UNL     1      -1.197  -3.533   0.291  1.00  0.00           H  
HETATM   40  H20 UNL     1      -3.288  -1.027  -1.544  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.819  -2.033  -1.788  1.00  0.00           H  
HETATM   42  H22 UNL     1      -3.365  -2.787  -1.253  1.00  0.00           H  
HETATM   43  H23 UNL     1      -4.012  -1.834   1.616  1.00  0.00           H  
HETATM   44  H24 UNL     1      -4.172  -0.626   0.316  1.00  0.00           H  
HETATM   45  H25 UNL     1      -3.115  -0.314   1.800  1.00  0.00           H  
HETATM   46  H26 UNL     1      -2.494   1.876  -1.118  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4    5
CONECT    3   24   25   26
CONECT    4   27   28   29
CONECT    5    6    6   19
CONECT    6    7   30
CONECT    7    8   13   13
CONECT    8    9   31   32
CONECT    9   10   33   34
CONECT   10   11   11   12
CONECT   12   35
CONECT   13   14   36
CONECT   14   15   19   19
CONECT   15   16   17   18
CONECT   16   37   38   39
CONECT   17   40   41   42
CONECT   18   43   44   45
CONECT   19   20
CONECT   20   46
END

HMDB0245577
     RDKit          3D
3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid
 46 46  0  0  0  0  0  0  0  0999 V2000
   -1.0187    3.5554    0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319    2.6880   -0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3492    3.2822   -0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390    2.6666   -2.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097    1.3012   -0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1473    0.7634    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2000   -0.5221    0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4900   -1.0037    1.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3474   -1.6630    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5988   -2.1018    0.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7981   -1.8999    2.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5558   -2.7415    0.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0629   -1.2722    0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -0.7789    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073   -1.6367    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -2.9779    0.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7256   -1.8974   -1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4566   -1.0599    1.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367    0.5237   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426    0.9612   -0.7264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7365    4.0830   -0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5186    2.9103    0.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4411    4.3196    0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3779    4.3291   -0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1304    2.7418   -1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740    3.3256    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5538    1.6184   -2.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1728    3.3528   -2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5653    2.9482   -2.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583    1.3577    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0573   -0.2130    1.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2458   -1.7702    2.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8293   -2.5498   -0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5674   -0.9818   -0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6551   -2.5784   -0.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369   -2.2862    1.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -2.8630    1.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8557   -3.6534    0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1967   -3.5328    0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878   -1.0267   -1.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8188   -2.0332   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655   -2.7865   -1.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0122   -1.8337    1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -0.6258    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147   -0.3145    1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4944    1.8761   -1.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  7 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  2  0
 19 20  1  0
 19  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionate	Generator
4-Hydroxy-3,5-di-tert-butylphenylpropionic acid	HMDB
beta-(4-Hydroxy-3,5-di-tert-butyl)phenylpropionic acid	HMDB
beta-(4-Hydroxy-3,5-di-tert-butyl)phenylpropionic acid, potassium salt	HMDB
beta-(4-Hydroxy-3,5-di-tert-butylphenyl)propionic acid	HMDB
beta-(4-Hydroxy-3,5-di-tertbutylphenyl) propionic acid	HMDB
Fenozan	HMDB
Fenozan, monolithium salt	HMDB
Fenozan, monopotassium salt	HMDB
Fenozan, monosodium salt	HMDB
Fenozan, nickel (2+) salt (2:1)	HMDB
Fenozan-K	HMDB
Phenozan	HMDB
Potassium fenozan	HMDB
Potassium phenosan	HMDB

Chemical Formula

C₁₇H₂₆O₃

Average Molecular Weight

278.392

Monoisotopic Molecular Weight

278.188194697

IUPAC Name

3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoic acid

Traditional Name

3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H26O3/c1-16(2,3)12-9-11(7-8-14(18)19)10-13(15(12)20)17(4,5)6/h9-10,20H,7-8H2,1-6H3,(H,18,19)

InChI Key

WPMYUUITDBHVQZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Phenylpropane
Phenol
Benzenoid
Monocyclic benzene moiety
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.7	ALOGPS
logP	4.84	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.79	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.28 m³·mol⁻¹	ChemAxon
Polarizability	32.5 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	174.755	30932474
DeepCCS	[M-H]-	172.397	30932474
DeepCCS	[M-2H]-	205.508	30932474
DeepCCS	[M+Na]+	180.848	30932474
AllCCS	[M+H]+	164.2	32859911
AllCCS	[M+H-H2O]+	161.0	32859911
AllCCS	[M+NH4]+	167.2	32859911
AllCCS	[M+Na]+	168.0	32859911
AllCCS	[M-H]-	174.1	32859911
AllCCS	[M+Na-2H]-	174.4	32859911
AllCCS	[M+HCOO]-	174.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	16.8153 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.14 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2509.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	474.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	192.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	225.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	159.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	821.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	854.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1280.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	643.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1641.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	446.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	410.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	320.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	278.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid	CC(C)(C)C1=CC(CCC(O)=O)=CC(=C1O)C(C)(C)C	2654.0	Standard polar	33892256
3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid	CC(C)(C)C1=CC(CCC(O)=O)=CC(=C1O)C(C)(C)C	2079.7	Standard non polar	33892256
3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid	CC(C)(C)C1=CC(CCC(O)=O)=CC(=C1O)C(C)(C)C	2018.9	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 - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-07vi-1090000000-f8e3952fdab1201091d9	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid 10V, Positive-QTOF	splash10-0a4i-0090000000-1636780abc5964636003	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid 20V, Positive-QTOF	splash10-0a4i-3690000000-8fc0aee15cea1aa00664	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid 40V, Positive-QTOF	splash10-0a4i-5900000000-c2074012f2ef216c8e3a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid 10V, Negative-QTOF	splash10-004i-0090000000-dbaf79a4688908a5ba10	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid 20V, Negative-QTOF	splash10-0059-0090000000-cffd4e942327e9d3d1e2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid 40V, Negative-QTOF	splash10-0159-0090000000-f2b25a3cf3bf397e329c	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00016759

Chemspider ID

79743

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

88389

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid (HMDB0245577)

MOL for HMDB0245577 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid)

3D MOL for HMDB0245577 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid)

3D SDF for HMDB0245577 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid)

3D-SDF for HMDB0245577 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid)

PDB for HMDB0245577 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid)

3D PDB for HMDB0245577 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid)

SMILES for HMDB0245577 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid)

INCHI for HMDB0245577 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid)

Structure for HMDB0245577 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid)

3D Structure for HMDB0245577 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra