Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-04-06 16:21:30 UTC

Update Date

2021-09-14 15:00:46 UTC

HMDB ID

HMDB0012235

Secondary Accession Numbers

HMDB12235

Metabolite Identification

Common Name

Hydroxybupropion

Description

Hydroxybupropion, also known as b.w.306u, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Hydroxybupropion has been detected, but not quantified in, several different foods, such as sparkleberries (Vaccinium arboreum), kai-lans (Brassica oleracea var. alboglabra), nopals (Opuntia cochenillifera), skunk currants (Ribes glandulosum), and hazelnuts (Corylus). This could make hydroxybupropion a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Hydroxybupropion.

Structure

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

HMDB0012235
     RDKit          3D
Hydroxybupropion
 35 35  0  0  0  0  0  0  0  0999 V2000
    0.0608   -0.1272   -1.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342   -0.0591    0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -0.6701    0.7515 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767   -0.2485    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0473   -0.3225   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5382   -1.1936    1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8886    1.1535    0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0441    2.0808    0.3545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0777   -0.7300    0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -1.7254    1.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4353   -0.2478    0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7499    0.8706   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    1.3054   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0959    0.6000    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8012   -0.5232    0.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1610   -1.4059    1.5969 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5134   -0.9499    1.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    0.8880   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6611   -0.7813   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017   -0.4566   -1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0479    0.9981    0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414   -1.3219    1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814   -1.3420   -1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6325    0.4977   -1.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1709   -0.2067   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6017   -0.8657    2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5276   -1.1635    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956   -2.1930    1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724    1.1846    2.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9530    1.4268    0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6125    2.7980   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.4804   -0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2689    2.1871   -0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302    0.9058    0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -1.8428    1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
  7  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
M  END


  Mrv0541 02241203522D          

 17 17  0  0  0  0            999 V2000
   21.0486  -14.7370    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.3336  -11.8550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9147  -11.0299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1997  -10.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9147  -11.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4847  -10.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6122   -9.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7872  -11.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1997  -12.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6186  -12.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6186  -13.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3336  -13.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9147  -13.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3336  -14.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9147  -14.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6186  -14.7370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4847   -9.3798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  2 10  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  2  0  0  0  0
 15 16  1  0  0  0  0
  6 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012235

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(NC(C)(C)CO)C(=O)C1=CC(Cl)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H18ClNO2/c1-9(15-13(2,3)8-16)12(17)10-5-4-6-11(14)7-10/h4-7,9,15-16H,8H2,1-3H3

> <INCHI_KEY>
AKOAEVOSDHIVFX-UHFFFAOYSA-N

> <FORMULA>
C13H18ClNO2

> <MOLECULAR_WEIGHT>
255.741

> <EXACT_MASS>
255.102606532

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.74029877509603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3-chlorophenyl)-2-[(1-hydroxy-2-methylpropan-2-yl)amino]propan-1-one

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
2.2192024853333336

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.293642231309356

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.793848521641202

> <JCHEM_PKA_STRONGEST_BASIC>
7.648756655865115

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
69.24310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3-chlorophenyl)-2-[(1-hydroxy-2-methylpropan-2-yl)amino]propan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012235
     RDKit          3D
Hydroxybupropion
 35 35  0  0  0  0  0  0  0  0999 V2000
    0.0608   -0.1272   -1.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342   -0.0591    0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -0.6701    0.7515 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767   -0.2485    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0473   -0.3225   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5382   -1.1936    1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8886    1.1535    0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0441    2.0808    0.3545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0777   -0.7300    0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -1.7254    1.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4353   -0.2478    0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7499    0.8706   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    1.3054   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0959    0.6000    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8012   -0.5232    0.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1610   -1.4059    1.5969 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5134   -0.9499    1.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    0.8880   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6611   -0.7813   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017   -0.4566   -1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0479    0.9981    0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414   -1.3219    1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814   -1.3420   -1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6325    0.4977   -1.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1709   -0.2067   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6017   -0.8657    2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5276   -1.1635    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956   -2.1930    1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724    1.1846    2.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9530    1.4268    0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6125    2.7980   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.4804   -0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2689    2.1871   -0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302    0.9058    0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -1.8428    1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
  7  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1 Cl   UNK     0      39.291 -27.509   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0      37.956 -22.129   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      35.307 -20.589   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      33.973 -19.819   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      35.307 -22.129   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.638 -19.049   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.743 -18.485   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.203 -21.154   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      33.973 -22.889   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      36.621 -22.889   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      36.621 -24.429   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      37.956 -25.199   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.307 -25.199   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.956 -26.739   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.307 -26.739   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      36.621 -27.509   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      32.638 -17.509   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   10                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6    7    8                                             
CONECT    5    3    9   10                                                  
CONECT    6    4   17                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    2    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   14                                                       
CONECT   13   11   15                                                       
CONECT   14    1   12   16                                                  
CONECT   15   13   16                                                       
CONECT   16   14   15                                                       
CONECT   17    6                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0012235
HETATM    1  C1  UNL     1       0.061  -0.127  -1.248  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.134  -0.059   0.239  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.287  -0.670   0.752  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.577  -0.248   0.454  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.047  -0.322  -0.971  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.538  -1.194   1.224  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.889   1.153   0.941  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.044   2.081   0.354  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.078  -0.730   0.848  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.909  -1.725   1.578  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.435  -0.248   0.610  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.750   0.871  -0.122  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.042   1.305  -0.342  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.096   0.600   0.189  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.801  -0.523   0.926  1.00  0.00           C  
HETATM   16 CL1  UNL     1       6.161  -1.406   1.597  1.00  0.00          CL  
HETATM   17  C13 UNL     1       3.513  -0.950   1.141  1.00  0.00           C  
HETATM   18  H1  UNL     1      -0.078   0.888  -1.661  1.00  0.00           H  
HETATM   19  H2  UNL     1      -0.661  -0.781  -1.783  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.102  -0.457  -1.529  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.048   0.998   0.567  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.141  -1.322   1.552  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.881  -1.342  -1.337  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.633   0.498  -1.550  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.171  -0.207  -0.983  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.602  -0.866   2.284  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.528  -1.164   0.735  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.096  -2.193   1.171  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.672   1.185   2.031  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.953   1.427   0.828  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.612   2.798  -0.022  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.953   1.480  -0.558  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.269   2.187  -0.921  1.00  0.00           H  
HETATM   34  H17 UNL     1       6.130   0.906   0.039  1.00  0.00           H  
HETATM   35  H18 UNL     1       3.293  -1.843   1.727  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    9   21
CONECT    3    4   22
CONECT    4    5    6    7
CONECT    5   23   24   25
CONECT    6   26   27   28
CONECT    7    8   29   30
CONECT    8   31
CONECT    9   10   10   11
CONECT   11   12   12   17
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   34
CONECT   15   16   17   17
CONECT   17   35
END

HMDB0012235
     RDKit          3D
Hydroxybupropion
 35 35  0  0  0  0  0  0  0  0999 V2000
    0.0608   -0.1272   -1.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342   -0.0591    0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -0.6701    0.7515 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767   -0.2485    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0473   -0.3225   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5382   -1.1936    1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8886    1.1535    0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0441    2.0808    0.3545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0777   -0.7300    0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -1.7254    1.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4353   -0.2478    0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7499    0.8706   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    1.3054   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0959    0.6000    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8012   -0.5232    0.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1610   -1.4059    1.5969 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5134   -0.9499    1.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    0.8880   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6611   -0.7813   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017   -0.4566   -1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0479    0.9981    0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414   -1.3219    1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814   -1.3420   -1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6325    0.4977   -1.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1709   -0.2067   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6017   -0.8657    2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5276   -1.1635    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956   -2.1930    1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724    1.1846    2.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9530    1.4268    0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6125    2.7980   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525    1.4804   -0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2689    2.1871   -0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302    0.9058    0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -1.8428    1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
  7  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Hydroxy bupropion	HMDB
B.W.306u	HMDB
BW-306U	HMDB
BW 306U	HMDB
BW-306-U	HMDB
Hydroxybupropion	MeSH

Chemical Formula

C₁₃H₁₈ClNO₂

Average Molecular Weight

255.741

Monoisotopic Molecular Weight

255.102606532

IUPAC Name

1-(3-chlorophenyl)-2-[(1-hydroxy-2-methylpropan-2-yl)amino]propan-1-one

Traditional Name

1-(3-chlorophenyl)-2-[(1-hydroxy-2-methylpropan-2-yl)amino]propan-1-one

CAS Registry Number

Not Available

SMILES

CC(NC(C)(C)CO)C(=O)C1=CC(Cl)=CC=C1

InChI Identifier

InChI=1S/C13H18ClNO2/c1-9(15-13(2,3)8-16)12(17)10-5-4-6-11(14)7-10/h4-7,9,15-16H,8H2,1-3H3

InChI Key

AKOAEVOSDHIVFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Phenylpropane
Benzoyl
Aryl alkyl ketone
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Alpha-aminoketone
1,2-aminoalcohol
Secondary aliphatic amine
Secondary amine
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Primary alcohol
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: HMDB0012235)

Cellular substructure

Organ

Kidney (HMDB: HMDB0012235)
Liver (HMDB: HMDB0012235)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0012235)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012235)

Source

Endogenous

Endogenous (HMDB: HMDB0012235)

Plant

Animal

Animal (HMDB: HMDB0012235)

Exogenous

Food

Food (HMDB: HMDB0012235)

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Biological role

Drug metabolite (HMDB: HMDB0012235)

Physical Properties

State

Solid

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	0.2 g/L	ALOGPS
logP	1.98	ALOGPS
logP	2.22	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	14.79	ChemAxon
pKa (Strongest Basic)	7.65	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	69.24 m³·mol⁻¹	ChemAxon
Polarizability	26.74 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]+	157.263	30932474
DeepCCS	[M-H]-	154.905	30932474
DeepCCS	[M-2H]-	187.794	30932474
DeepCCS	[M+Na]+	163.356	30932474
AllCCS	[M+H]+	156.9	32859911
AllCCS	[M+H-H2O]+	153.4	32859911
AllCCS	[M+NH4]+	160.2	32859911
AllCCS	[M+Na]+	161.2	32859911
AllCCS	[M-H]-	160.2	32859911
AllCCS	[M+Na-2H]-	160.8	32859911
AllCCS	[M+HCOO]-	161.6	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 × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.33 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6624 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.4 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	63.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1439.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	256.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	121.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	71.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	314.8 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	339.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	779.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	365.8 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	925.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	240.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	261.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	273.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	164.1 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	15.6 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hydroxybupropion,1TMS,isomer #1	CC(NC(C)(C)CO[Si](C)(C)C)C(=O)C1=CC=CC(Cl)=C1	1933.7	Semi standard non polar	33892256
Hydroxybupropion,1TMS,isomer #1	CC(NC(C)(C)CO[Si](C)(C)C)C(=O)C1=CC=CC(Cl)=C1	2033.7	Standard non polar	33892256
Hydroxybupropion,1TMS,isomer #1	CC(NC(C)(C)CO[Si](C)(C)C)C(=O)C1=CC=CC(Cl)=C1	2270.1	Standard polar	33892256
Hydroxybupropion,1TMS,isomer #2	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO)[Si](C)(C)C	1970.3	Semi standard non polar	33892256
Hydroxybupropion,1TMS,isomer #2	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO)[Si](C)(C)C	2059.8	Standard non polar	33892256
Hydroxybupropion,1TMS,isomer #2	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO)[Si](C)(C)C	2532.2	Standard polar	33892256
Hydroxybupropion,2TMS,isomer #1	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO[Si](C)(C)C)[Si](C)(C)C	2042.1	Semi standard non polar	33892256
Hydroxybupropion,2TMS,isomer #1	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO[Si](C)(C)C)[Si](C)(C)C	2147.4	Standard non polar	33892256
Hydroxybupropion,2TMS,isomer #1	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO[Si](C)(C)C)[Si](C)(C)C	2216.8	Standard polar	33892256
Hydroxybupropion,1TBDMS,isomer #1	CC(NC(C)(C)CO[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC(Cl)=C1	2168.1	Semi standard non polar	33892256
Hydroxybupropion,1TBDMS,isomer #1	CC(NC(C)(C)CO[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC(Cl)=C1	2251.5	Standard non polar	33892256
Hydroxybupropion,1TBDMS,isomer #1	CC(NC(C)(C)CO[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC(Cl)=C1	2408.0	Standard polar	33892256
Hydroxybupropion,1TBDMS,isomer #2	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO)[Si](C)(C)C(C)(C)C	2263.3	Semi standard non polar	33892256
Hydroxybupropion,1TBDMS,isomer #2	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO)[Si](C)(C)C(C)(C)C	2276.5	Standard non polar	33892256
Hydroxybupropion,1TBDMS,isomer #2	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO)[Si](C)(C)C(C)(C)C	2577.0	Standard polar	33892256
Hydroxybupropion,2TBDMS,isomer #1	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2547.1	Semi standard non polar	33892256
Hydroxybupropion,2TBDMS,isomer #1	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2545.1	Standard non polar	33892256
Hydroxybupropion,2TBDMS,isomer #1	CC(C(=O)C1=CC=CC(Cl)=C1)N(C(C)(C)CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2435.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxybupropion GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-7920000000-be56f464d785d223b458	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxybupropion GC-MS (1 TMS) - 70eV, Positive	splash10-0079-4910000000-17e69cd1da4ca8936546	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxybupropion 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 - Hydroxybupropion 10V, Positive-QTOF	splash10-0a4r-0090000000-df8d674659496b37c9bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 20V, Positive-QTOF	splash10-000i-2290000000-8f8a9ceb3a4fe0946f85	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 40V, Positive-QTOF	splash10-006y-9510000000-cced4d9478cbf2a8183b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 10V, Negative-QTOF	splash10-0udi-0090000000-52331e78990719b9a759	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 20V, Negative-QTOF	splash10-0f79-1290000000-581579504e584625946f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 40V, Negative-QTOF	splash10-07vr-5940000000-79b17466f2c269e0e451	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 10V, Negative-QTOF	splash10-0udi-0090000000-04c26f716885b28d861f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 20V, Negative-QTOF	splash10-001i-9350000000-913e15c3e3810b02e7e5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 40V, Negative-QTOF	splash10-001i-9000000000-c2fa753da65a4bac80a1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 10V, Positive-QTOF	splash10-0apr-0890000000-3ddcd3174aa3fe048694	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 20V, Positive-QTOF	splash10-014i-0900000000-2df04cfe6fb36f515c31	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxybupropion 40V, Positive-QTOF	splash10-03di-6900000000-1625be8c390576c82adc	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

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

FDB028878

KNApSAcK ID

Not Available

Chemspider ID

433

KEGG Compound ID

Not Available

BioCyc ID

CPD-3483

BiGG ID

Not Available

Wikipedia Link

Hydroxybupropion

METLIN ID

Not Available

PubChem Compound

446

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 Hydroxybupropion (HMDB0012235)

MOL for HMDB0012235 (Hydroxybupropion)

3D MOL for HMDB0012235 (Hydroxybupropion)

3D SDF for HMDB0012235 (Hydroxybupropion)

3D-SDF for HMDB0012235 (Hydroxybupropion)

PDB for HMDB0012235 (Hydroxybupropion)

3D PDB for HMDB0012235 (Hydroxybupropion)

SMILES for HMDB0012235 (Hydroxybupropion)

INCHI for HMDB0012235 (Hydroxybupropion)

Structure for HMDB0012235 (Hydroxybupropion)

3D Structure for HMDB0012235 (Hydroxybupropion)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra