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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-10-09 20:38:08 UTC

Update Date

2019-07-23 07:17:28 UTC

HMDB ID

HMDB0061935

Secondary Accession Numbers

HMDB61935

Metabolite Identification

Common Name

3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester

Description

3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group. 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0061935
     RDKit          3D
3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester
 43 43  0  0  0  0  0  0  0  0999 V2000
   -1.4767    4.9101    1.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3189    3.6129    1.4197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    2.9921    1.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9339    3.5950    1.6329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0276    1.6428    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    0.9971    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2884   -0.2735    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6091   -0.8716   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010   -2.1541    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391    0.1024    0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9249   -1.0655   -1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258   -0.9449   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -2.1997   -0.9120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0792   -0.2986   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -1.0218   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5516   -0.2035   -0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4267   -2.2856    0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626   -1.3655   -2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560    0.9764    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4902    5.2757    2.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1727    4.8381    2.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9107    5.5924    1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0499    1.5793    0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5676   -2.0700    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1961   -2.9178   -0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8918   -2.5237    1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062    1.0246   -0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629   -0.3665    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947    0.3005    1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884   -0.3562   -1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025   -0.8794   -2.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2498   -2.1343   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0343   -2.7570   -1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7664   -0.0759    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073    0.7903   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3868   -0.7548   -0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1438   -2.1259    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4702   -2.5919    0.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7730   -3.1021   -0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724   -2.3896   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9233   -0.6692   -2.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -1.2935   -2.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031    1.4623    0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  7 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  2  0
 19  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
M  END


  Mrv0541 10091416392D          

 19 19  0  0  0  0            999 V2000
    2.8580   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561    0.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7310   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    3.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -0.4125    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
    0.7145   -1.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    2.4752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14 10  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15 11  1  0  0  0  0
 16  4  1  0  0  0  0
 16  5  1  0  0  0  0
 16  6  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  2  0  0  0  0
 19  7  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061935

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H24O3/c1-15(2,3)11-8-10(14(18)19-7)9-12(13(11)17)16(4,5)6/h8-9,17H,1-7H3

> <INCHI_KEY>
UPVYFJALDJUSOV-UHFFFAOYSA-N

> <FORMULA>
C16H24O3

> <MOLECULAR_WEIGHT>
264.36

> <EXACT_MASS>
264.172544634

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
30.676318254010233

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3,5-di-tert-butyl-4-hydroxybenzoate

> <ALOGPS_LOGP>
4.56

> <JCHEM_LOGP>
4.763269999666667

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.783609350045895

> <JCHEM_PKA_STRONGEST_BASIC>
-5.186693044490306

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
77.39599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3,5-di-tert-butyl-4-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061935
     RDKit          3D
3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester
 43 43  0  0  0  0  0  0  0  0999 V2000
   -1.4767    4.9101    1.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3189    3.6129    1.4197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    2.9921    1.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9339    3.5950    1.6329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0276    1.6428    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    0.9971    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2884   -0.2735    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6091   -0.8716   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010   -2.1541    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391    0.1024    0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9249   -1.0655   -1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258   -0.9449   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -2.1997   -0.9120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0792   -0.2986   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -1.0218   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5516   -0.2035   -0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4267   -2.2856    0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626   -1.3655   -2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560    0.9764    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4902    5.2757    2.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1727    4.8381    2.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9107    5.5924    1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0499    1.5793    0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5676   -2.0700    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1961   -2.9178   -0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8918   -2.5237    1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062    1.0246   -0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629   -0.3665    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947    0.3005    1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884   -0.3562   -1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025   -0.8794   -2.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2498   -2.1343   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0343   -2.7570   -1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7664   -0.0759    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073    0.7903   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3868   -0.7548   -0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1438   -2.1259    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4702   -2.5919    0.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7730   -3.1021   -0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724   -2.3896   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9233   -0.6692   -2.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -1.2935   -2.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031    1.4623    0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  7 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  2  0
 19  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
M  END

HEADER    PROTEIN                                 09-OCT-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-OCT-14         0                                  
HETATM    1  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.771   0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.231  -2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.564  -2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.104   0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5   16                                                            
CONECT    6   16                                                            
CONECT    7   19                                                            
CONECT    8   10   11                                                       
CONECT    9   10   12                                                       
CONECT   10    8    9   14                                                  
CONECT   11    8   13   15                                                  
CONECT   12    9   13   16                                                  
CONECT   13   11   12   17                                                  
CONECT   14   10   18   19                                                  
CONECT   15    1    2    3   11                                             
CONECT   16    4    5    6   12                                             
CONECT   17   13                                                            
CONECT   18   14                                                            
CONECT   19    7   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0061935
HETATM    1  C1  UNL     1      -1.477   4.910   1.959  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.319   3.613   1.420  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.106   2.992   1.273  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.934   3.595   1.633  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.028   1.643   0.704  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.181   0.997   0.547  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.288  -0.273   0.014  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.609  -0.872  -0.113  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.801  -2.154   0.641  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.639   0.102   0.435  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.925  -1.065  -1.579  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.126  -0.945  -0.387  1.00  0.00           C  
HETATM   13  O3  UNL     1       0.239  -2.200  -0.912  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.079  -0.299  -0.229  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.299  -1.022  -0.657  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.552  -0.203  -0.430  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.427  -2.286   0.153  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.263  -1.366  -2.135  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.156   0.976   0.309  1.00  0.00           C  
HETATM   20  H1  UNL     1      -0.490   5.276   2.313  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.173   4.838   2.813  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.911   5.592   1.222  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.050   1.579   0.881  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.568  -2.070   1.441  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.196  -2.918  -0.060  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.892  -2.524   1.147  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.706   1.025  -0.159  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.663  -0.367   0.379  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.495   0.300   1.520  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.688  -0.356  -1.899  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.003  -0.879  -2.186  1.00  0.00           H  
HETATM   32  H13 UNL     1       3.250  -2.134  -1.733  1.00  0.00           H  
HETATM   33  H14 UNL     1       1.034  -2.757  -1.072  1.00  0.00           H  
HETATM   34  H15 UNL     1      -3.766  -0.076   0.648  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.507   0.790  -0.913  1.00  0.00           H  
HETATM   36  H17 UNL     1      -4.387  -0.755  -0.930  1.00  0.00           H  
HETATM   37  H18 UNL     1      -3.144  -2.126   0.982  1.00  0.00           H  
HETATM   38  H19 UNL     1      -1.470  -2.592   0.634  1.00  0.00           H  
HETATM   39  H20 UNL     1      -2.773  -3.102  -0.529  1.00  0.00           H  
HETATM   40  H21 UNL     1      -2.672  -2.390  -2.268  1.00  0.00           H  
HETATM   41  H22 UNL     1      -2.923  -0.669  -2.727  1.00  0.00           H  
HETATM   42  H23 UNL     1      -1.262  -1.293  -2.573  1.00  0.00           H  
HETATM   43  H24 UNL     1      -2.103   1.462   0.424  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   19
CONECT    6    7   23
CONECT    7    8   12   12
CONECT    8    9   10   11
CONECT    9   24   25   26
CONECT   10   27   28   29
CONECT   11   30   31   32
CONECT   12   13   14
CONECT   13   33
CONECT   14   15   19   19
CONECT   15   16   17   18
CONECT   16   34   35   36
CONECT   17   37   38   39
CONECT   18   40   41   42
CONECT   19   43
END

HMDB0061935
     RDKit          3D
3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester
 43 43  0  0  0  0  0  0  0  0999 V2000
   -1.4767    4.9101    1.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3189    3.6129    1.4197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    2.9921    1.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9339    3.5950    1.6329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0276    1.6428    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    0.9971    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2884   -0.2735    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6091   -0.8716   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010   -2.1541    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391    0.1024    0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9249   -1.0655   -1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1258   -0.9449   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -2.1997   -0.9120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0792   -0.2986   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -1.0218   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5516   -0.2035   -0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4267   -2.2856    0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626   -1.3655   -2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560    0.9764    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4902    5.2757    2.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1727    4.8381    2.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9107    5.5924    1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0499    1.5793    0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5676   -2.0700    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1961   -2.9178   -0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8918   -2.5237    1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062    1.0246   -0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629   -0.3665    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947    0.3005    1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884   -0.3562   -1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025   -0.8794   -2.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2498   -2.1343   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0343   -2.7570   -1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7664   -0.0759    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073    0.7903   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3868   -0.7548   -0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1438   -2.1259    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4702   -2.5919    0.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7730   -3.1021   -0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724   -2.3896   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9233   -0.6692   -2.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -1.2935   -2.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1031    1.4623    0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  7 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  2  0
 19  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoate ethyl ester	Generator

Chemical Formula

C₁₆H₂₄O₃

Average Molecular Weight

264.36

Monoisotopic Molecular Weight

264.172544634

IUPAC Name

methyl 3,5-di-tert-butyl-4-hydroxybenzoate

Traditional Name

methyl 3,5-di-tert-butyl-4-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H24O3/c1-15(2,3)11-8-10(14(18)19-7)9-12(13(11)17)16(4,5)6/h8-9,17H,1-7H3

InChI Key

UPVYFJALDJUSOV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

p-Hydroxybenzoic acid alkyl esters

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
Phenylpropane
Benzoyl
Phenol
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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

Saliva (HMDB: HMDB0061935)

Source

Exogenous

Exogenous (HMDB: HMDB0061935)

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
Water Solubility	0.053 g/L	ALOGPS
logP	4.56	ALOGPS
logP	4.76	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.78	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.4 m³·mol⁻¹	ChemAxon
Polarizability	30.68 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
DarkChem	[M+H]+	166.378	31661259
DarkChem	[M-H]-	162.881	31661259
DeepCCS	[M+H]+	170.681	30932474
DeepCCS	[M-H]-	168.323	30932474
DeepCCS	[M-2H]-	201.649	30932474
DeepCCS	[M+Na]+	176.876	30932474
AllCCS	[M+H]+	157.6	32859911
AllCCS	[M+H-H2O]+	154.2	32859911
AllCCS	[M+NH4]+	160.7	32859911
AllCCS	[M+Na]+	161.6	32859911
AllCCS	[M-H]-	169.1	32859911
AllCCS	[M+Na-2H]-	169.4	32859911
AllCCS	[M+HCOO]-	169.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	7.69 minutes	32390414
Predicted by Siyang on May 30, 2022	19.3101 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.09 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2793.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	605.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	232.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	333.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	178.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	904.5 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	975.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1435.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	677.2 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	1724.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	501.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	457.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	444.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	402.9 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	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester	COC(=O)C1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C	2223.8	Standard polar	33892256
3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester	COC(=O)C1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C	1848.1	Standard non polar	33892256
3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester	COC(=O)C1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C	1836.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester,1TMS,isomer #1	COC(=O)C1=CC(C(C)(C)C)=C(O[Si](C)(C)C)C(C(C)(C)C)=C1	2015.8	Semi standard non polar	33892256
3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester,1TBDMS,isomer #1	COC(=O)C1=CC(C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C(C)(C)C)=C1	2240.3	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 - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-0532-1190000000-d1736f74f22b8fa14711	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester GC-MS (1 TMS) - 70eV, Positive	splash10-00di-5097000000-fed564e42978a8df3120	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 10V, Positive-QTOF	splash10-014i-0090000000-32443fec25a4e9e303ac	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 20V, Positive-QTOF	splash10-0aor-1090000000-d7b6d7ea68427e128ded	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 40V, Positive-QTOF	splash10-056r-3890000000-b53f5ddeba7c03bda0e3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 10V, Negative-QTOF	splash10-03di-0090000000-3aeaca9d2da313c85b32	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 20V, Negative-QTOF	splash10-03di-0090000000-2ed9949b1b26cfe7cfe2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 40V, Negative-QTOF	splash10-0a6s-0790000000-ee001be883efa3bac7a0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 10V, Negative-QTOF	splash10-03di-0090000000-cd8063a9904532eaae1b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 20V, Negative-QTOF	splash10-0bt9-0090000000-b4cb6a59d46981229511	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 40V, Negative-QTOF	splash10-00m1-2590000000-eb251f1f4b2a37f1c5a4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 10V, Positive-QTOF	splash10-014i-0190000000-c8959a80afbf2ef5b594	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 20V, Positive-QTOF	splash10-066r-0390000000-7f5333c3d52b2b052545	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester 40V, Positive-QTOF	splash10-0a4j-3920000000-36448ce9f43bf1ca368d	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75639

PDB ID

Not Available

ChEBI ID

88829

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

Not Available

Showing metabocard for 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester (HMDB0061935)

MOL for HMDB0061935 (3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester)

3D MOL for HMDB0061935 (3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester)

3D SDF for HMDB0061935 (3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester)

3D-SDF for HMDB0061935 (3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester)

PDB for HMDB0061935 (3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester)

3D PDB for HMDB0061935 (3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester)

SMILES for HMDB0061935 (3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester)

INCHI for HMDB0061935 (3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester)

Structure for HMDB0061935 (3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester)

3D Structure for HMDB0061935 (3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra