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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:09:17 UTC

Update Date

2023-02-21 17:30:17 UTC

HMDB ID

HMDB0060954

Secondary Accession Numbers

HMDB60954

Metabolite Identification

Common Name

p-hydroxymexiletine

Description

p-hydroxymexiletine is a metabolite of mexiletine. Mexiletine (sold under the trade name Mexitil) belongs to the Class IB anti-arrhythmic group of medicines. It is used to treat arrhythmias within the heart, or seriously irregular heartbeats. It slows conduction in the heart and makes the heart tissue less sensitive. Dizziness, heartburn, nausea, nervousness, trembling, unsteadiness are common side effects. It is available in injection and capsule form. (Wikipedia)

Structure

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

HMDB0060954
     RDKit          3D
p-hydroxymexiletine
 31 31  0  0  0  0  0  0  0  0999 V2000
   -0.5258   -2.3418    0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3976   -1.2023    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -1.2857    0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5848   -0.2341    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508   -0.2641    0.8424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657    0.8899   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295    0.9650   -0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    2.2192   -1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759   -0.0843   -0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620   -0.0609   -0.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805    0.4032    0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382    0.2888   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956    0.8501    0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1540   -1.0804   -0.6347 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271   -2.4442    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1500   -2.3408    1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -3.3010    0.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -2.1692    1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3042   -1.1171    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7502    1.7062   -0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8203    2.3391   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6365    3.0687   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1954    2.3204   -1.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042    1.4882    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150   -0.1487    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053    0.9431   -1.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135    0.9588    1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1973    1.8711    0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406    0.1378    0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8347   -1.2182   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048   -1.1569   -0.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  9  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
M  END

  Mrv0541 07091309092D          

 14 14  0  0  0  0            999 V2000
    0.7145    2.0625    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
   -2.8579    0.8250    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
    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
    0.7145    1.2375    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
   -2.1434    1.2375    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   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
  7  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  2  1  0  0  0  0
  8  5  2  0  0  0  0
  9  3  1  0  0  0  0
  9  6  1  0  0  0  0
 10  4  2  0  0  0  0
 10  5  1  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  6  1  0  0  0  0
 14 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060954

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(N)COC1=C(C)C=C(O)C=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C11H17NO2/c1-7-4-10(13)5-8(2)11(7)14-6-9(3)12/h4-5,9,13H,6,12H2,1-3H3

> <INCHI_KEY>
YWOSWRCXWBDSRQ-UHFFFAOYSA-N

> <FORMULA>
C11H17NO2

> <MOLECULAR_WEIGHT>
195.2582

> <EXACT_MASS>
195.125928793

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.186225376556354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2-aminopropoxy)-3,5-dimethylphenol

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
1.8258125338996523

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.273641340476797

> <JCHEM_PKA_STRONGEST_BASIC>
9.430479005281546

> <JCHEM_POLAR_SURFACE_AREA>
55.480000000000004

> <JCHEM_REFRACTIVITY>
56.953100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.35e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(2-aminopropoxy)-3,5-dimethylphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060954
     RDKit          3D
p-hydroxymexiletine
 31 31  0  0  0  0  0  0  0  0999 V2000
   -0.5258   -2.3418    0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3976   -1.2023    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -1.2857    0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5848   -0.2341    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508   -0.2641    0.8424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657    0.8899   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295    0.9650   -0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    2.2192   -1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759   -0.0843   -0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620   -0.0609   -0.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805    0.4032    0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382    0.2888   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956    0.8501    0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1540   -1.0804   -0.6347 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271   -2.4442    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1500   -2.3408    1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -3.3010    0.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -2.1692    1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3042   -1.1171    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7502    1.7062   -0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8203    2.3391   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6365    3.0687   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1954    2.3204   -1.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042    1.4882    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150   -0.1487    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053    0.9431   -1.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135    0.9588    1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1973    1.8711    0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406    0.1378    0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8347   -1.2182   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048   -1.1569   -0.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  9  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   1.540   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       1.334  -0.770   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -4.001   3.850   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4    7   10                                                       
CONECT    5    8   10                                                       
CONECT    6    9   14                                                       
CONECT    7    1    4   11                                                  
CONECT    8    2    5   11                                                  
CONECT    9    3    6   12                                                  
CONECT   10    4    5   13                                                  
CONECT   11    7    8   14                                                  
CONECT   12    9                                                            
CONECT   13   10                                                            
CONECT   14    6   11                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0060954
HETATM    1  C1  UNL     1      -0.526  -2.342   0.730  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.398  -1.202   0.436  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.751  -1.286   0.781  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.585  -0.234   0.517  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.951  -0.264   0.842  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.066   0.890  -0.088  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.730   0.965  -0.426  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.274   2.219  -1.072  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.876  -0.084  -0.167  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.462  -0.061  -0.483  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.481   0.403   0.374  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.838   0.289  -0.286  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.896   0.850   0.638  1.00  0.00           C  
HETATM   14  N1  UNL     1       3.154  -1.080  -0.635  1.00  0.00           N  
HETATM   15  H1  UNL     1       0.327  -2.444   0.034  1.00  0.00           H  
HETATM   16  H2  UNL     1      -0.150  -2.341   1.794  1.00  0.00           H  
HETATM   17  H3  UNL     1      -1.105  -3.301   0.639  1.00  0.00           H  
HETATM   18  H4  UNL     1      -3.156  -2.169   1.256  1.00  0.00           H  
HETATM   19  H5  UNL     1      -5.304  -1.117   1.292  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.750   1.706  -0.284  1.00  0.00           H  
HETATM   21  H7  UNL     1      -1.820   2.339  -2.028  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.636   3.069  -0.422  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.195   2.320  -1.148  1.00  0.00           H  
HETATM   24  H10 UNL     1       1.304   1.488   0.531  1.00  0.00           H  
HETATM   25  H11 UNL     1       1.515  -0.149   1.339  1.00  0.00           H  
HETATM   26  H12 UNL     1       2.805   0.943  -1.193  1.00  0.00           H  
HETATM   27  H13 UNL     1       3.513   0.959   1.690  1.00  0.00           H  
HETATM   28  H14 UNL     1       4.197   1.871   0.318  1.00  0.00           H  
HETATM   29  H15 UNL     1       4.741   0.138   0.678  1.00  0.00           H  
HETATM   30  H16 UNL     1       2.835  -1.218  -1.620  1.00  0.00           H  
HETATM   31  H17 UNL     1       4.205  -1.157  -0.628  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3    9
CONECT    3    4   18
CONECT    4    5    6    6
CONECT    5   19
CONECT    6    7   20
CONECT    7    8    9    9
CONECT    8   21   22   23
CONECT    9   10
CONECT   10   11
CONECT   11   12   24   25
CONECT   12   13   14   26
CONECT   13   27   28   29
CONECT   14   30   31
END

HMDB0060954
     RDKit          3D
p-hydroxymexiletine
 31 31  0  0  0  0  0  0  0  0999 V2000
   -0.5258   -2.3418    0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3976   -1.2023    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -1.2857    0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5848   -0.2341    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508   -0.2641    0.8424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657    0.8899   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295    0.9650   -0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    2.2192   -1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759   -0.0843   -0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620   -0.0609   -0.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805    0.4032    0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382    0.2888   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956    0.8501    0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1540   -1.0804   -0.6347 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271   -2.4442    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1500   -2.3408    1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -3.3010    0.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -2.1692    1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3042   -1.1171    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7502    1.7062   -0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8203    2.3391   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6365    3.0687   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1954    2.3204   -1.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042    1.4882    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150   -0.1487    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053    0.9431   -1.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135    0.9588    1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1973    1.8711    0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406    0.1378    0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8347   -1.2182   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048   -1.1569   -0.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  9  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Para-hydroxymexiletine	HMDB
4-Hydroxymexiletine	HMDB

Chemical Formula

C₁₁H₁₇NO₂

Average Molecular Weight

195.2582

Monoisotopic Molecular Weight

195.125928793

IUPAC Name

4-(2-aminopropoxy)-3,5-dimethylphenol

Traditional Name

4-(2-aminopropoxy)-3,5-dimethylphenol

CAS Registry Number

Not Available

SMILES

CC(N)COC1=C(C)C=C(O)C=C1C

InChI Identifier

InChI=1S/C11H17NO2/c1-7-4-10(13)5-8(2)11(7)14-6-9(3)12/h4-5,9,13H,6,12H2,1-3H3

InChI Key

YWOSWRCXWBDSRQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

4-alkoxyphenol
Phenoxy compound
M-xylene
Xylene
M-cresol
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Ether
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
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 (HMDB: HMDB0060954)

Organ

Kidney (HMDB: HMDB0060954)
Liver (HMDB: HMDB0060954)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060954)

Cellular substructure

Cytoplasm (HMDB: HMDB0060954)

Source

Endogenous

Endogenous (HMDB: HMDB0060954)

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	3.35 g/L	ALOGPS
logP	0.98	ALOGPS
logP	1.83	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	10.27	ChemAxon
pKa (Strongest Basic)	9.43	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.48 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.95 m³·mol⁻¹	ChemAxon
Polarizability	22.19 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]+	144.55	31661259
DarkChem	[M-H]-	142.519	31661259
DeepCCS	[M+H]+	144.078	30932474
DeepCCS	[M-H]-	141.618	30932474
DeepCCS	[M-2H]-	177.113	30932474
DeepCCS	[M+Na]+	152.651	30932474
AllCCS	[M+H]+	144.5	32859911
AllCCS	[M+H-H2O]+	140.5	32859911
AllCCS	[M+NH4]+	148.2	32859911
AllCCS	[M+Na]+	149.3	32859911
AllCCS	[M-H]-	146.9	32859911
AllCCS	[M+Na-2H]-	147.8	32859911
AllCCS	[M+HCOO]-	148.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
p-hydroxymexiletine	CC(N)COC1=C(C)C=C(O)C=C1C	2546.1	Standard polar	33892256
p-hydroxymexiletine	CC(N)COC1=C(C)C=C(O)C=C1C	1737.9	Standard non polar	33892256
p-hydroxymexiletine	CC(N)COC1=C(C)C=C(O)C=C1C	1747.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
p-hydroxymexiletine,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)=C1OCC(C)N	1720.3	Semi standard non polar	33892256
p-hydroxymexiletine,1TMS,isomer #2	CC1=CC(O)=CC(C)=C1OCC(C)N[Si](C)(C)C	1855.5	Semi standard non polar	33892256
p-hydroxymexiletine,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)=C1OCC(C)N[Si](C)(C)C	1818.5	Semi standard non polar	33892256
p-hydroxymexiletine,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)=C1OCC(C)N[Si](C)(C)C	1869.8	Standard non polar	33892256
p-hydroxymexiletine,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)=C1OCC(C)N[Si](C)(C)C	2042.0	Standard polar	33892256
p-hydroxymexiletine,2TMS,isomer #2	CC1=CC(O)=CC(C)=C1OCC(C)N([Si](C)(C)C)[Si](C)(C)C	2075.7	Semi standard non polar	33892256
p-hydroxymexiletine,2TMS,isomer #2	CC1=CC(O)=CC(C)=C1OCC(C)N([Si](C)(C)C)[Si](C)(C)C	2046.9	Standard non polar	33892256
p-hydroxymexiletine,2TMS,isomer #2	CC1=CC(O)=CC(C)=C1OCC(C)N([Si](C)(C)C)[Si](C)(C)C	2279.3	Standard polar	33892256
p-hydroxymexiletine,3TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)=C1OCC(C)N([Si](C)(C)C)[Si](C)(C)C	2069.3	Semi standard non polar	33892256
p-hydroxymexiletine,3TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)=C1OCC(C)N([Si](C)(C)C)[Si](C)(C)C	2014.2	Standard non polar	33892256
p-hydroxymexiletine,3TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)=C1OCC(C)N([Si](C)(C)C)[Si](C)(C)C	2038.6	Standard polar	33892256
p-hydroxymexiletine,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)=C1OCC(C)N	1970.1	Semi standard non polar	33892256
p-hydroxymexiletine,1TBDMS,isomer #2	CC1=CC(O)=CC(C)=C1OCC(C)N[Si](C)(C)C(C)(C)C	2099.5	Semi standard non polar	33892256
p-hydroxymexiletine,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)=C1OCC(C)N[Si](C)(C)C(C)(C)C	2273.7	Semi standard non polar	33892256
p-hydroxymexiletine,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)=C1OCC(C)N[Si](C)(C)C(C)(C)C	2298.3	Standard non polar	33892256
p-hydroxymexiletine,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)=C1OCC(C)N[Si](C)(C)C(C)(C)C	2302.9	Standard polar	33892256
p-hydroxymexiletine,2TBDMS,isomer #2	CC1=CC(O)=CC(C)=C1OCC(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2491.7	Semi standard non polar	33892256
p-hydroxymexiletine,2TBDMS,isomer #2	CC1=CC(O)=CC(C)=C1OCC(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2468.5	Standard non polar	33892256
p-hydroxymexiletine,2TBDMS,isomer #2	CC1=CC(O)=CC(C)=C1OCC(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2419.6	Standard polar	33892256
p-hydroxymexiletine,3TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)=C1OCC(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2722.6	Semi standard non polar	33892256
p-hydroxymexiletine,3TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)=C1OCC(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2614.5	Standard non polar	33892256
p-hydroxymexiletine,3TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)=C1OCC(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2365.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - p-hydroxymexiletine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-fe16b4417df0524f82f6	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-hydroxymexiletine GC-MS (1 TMS) - 70eV, Positive	splash10-0006-9340000000-61c54f9a60b4bf1f0190	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-hydroxymexiletine 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 - p-hydroxymexiletine 10V, Positive-QTOF	splash10-0002-0900000000-74e4551d2c08400f7f27	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 20V, Positive-QTOF	splash10-0a4i-9500000000-31291ef8ac680b6ce790	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 40V, Positive-QTOF	splash10-0abc-9400000000-5fc9d59bc3733aaa53c4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 10V, Negative-QTOF	splash10-0006-0900000000-3368f908732158973257	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 20V, Negative-QTOF	splash10-000i-0900000000-b2ecda601025d97bb7e2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 40V, Negative-QTOF	splash10-000i-1900000000-6877b062dac02e1a1a91	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 10V, Positive-QTOF	splash10-0002-0900000000-b7916c29a2b64b69d9f4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 20V, Positive-QTOF	splash10-0a4i-6900000000-f2bb934b00dd6a87c05b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 40V, Positive-QTOF	splash10-00di-7900000000-65b1277b38d3e29a4ba9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 10V, Negative-QTOF	splash10-000f-0900000000-0cde3a41753966056d2d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 20V, Negative-QTOF	splash10-000i-0900000000-dd4c06bdc1a07ce83109	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-hydroxymexiletine 40V, Negative-QTOF	splash10-066r-5900000000-987abb1268d4883f5bb7	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

93286

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

Not Available

Showing metabocard for p-hydroxymexiletine (HMDB0060954)

MOL for HMDB0060954 (p-hydroxymexiletine)

3D MOL for HMDB0060954 (p-hydroxymexiletine)

3D SDF for HMDB0060954 (p-hydroxymexiletine)

3D-SDF for HMDB0060954 (p-hydroxymexiletine)

PDB for HMDB0060954 (p-hydroxymexiletine)

3D PDB for HMDB0060954 (p-hydroxymexiletine)

SMILES for HMDB0060954 (p-hydroxymexiletine)

INCHI for HMDB0060954 (p-hydroxymexiletine)

Structure for HMDB0060954 (p-hydroxymexiletine)

3D Structure for HMDB0060954 (p-hydroxymexiletine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra