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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-04-06 16:21:21 UTC

Update Date

2021-09-14 15:19:58 UTC

HMDB ID

HMDB0012227

Secondary Accession Numbers

HMDB12227

Metabolite Identification

Common Name

Erythrohydrobupropion

Description

Erythrohydrobupropion belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. Erythrohydrobupropion has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make erythrohydrobupropion a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Erythrohydrobupropion.

Structure

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

HMDB0242449
     RDKit          3D
(1S,2S)-2-(Tert-Butylamino)-1-(3-chlorophenyl)propan-1-ol
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.1759   -1.4166    0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2133   -0.0631   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005    0.2796   -0.7101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6230    0.3717   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1346   -0.9156    0.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6106    1.4644    1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6744    0.8353   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112    0.0096   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078   -0.8924   -2.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351   -0.0749   -0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643   -1.2094   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1980   -1.2356    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7745   -0.0600    0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0612    1.1120    0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7984    2.6043    1.1474 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8238    1.1169    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8086   -1.4875    1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -2.2293   -0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727   -1.5399    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0747    0.6767    0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445    1.1398   -1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741   -1.7752    0.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0985   -0.9145    1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2459   -1.0357    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072    2.4423    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6194    1.4208    1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8646    1.2759    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2596    0.8408   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5398    0.1390   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0763    1.8313   -0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8283    1.0543   -1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5006   -1.4562   -2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489   -2.1573   -0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7457   -2.1625    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7562   -0.0395    1.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941    2.0506   -0.1342 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
  2  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 16 36  1  0
M  END


  Mrv0541 02241203512D          

 16 16  0  0  0  0            999 V2000
    8.6922   -5.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9777   -5.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9777   -4.5431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6922   -4.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1047   -4.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2797   -3.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4066   -3.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632   -5.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5487   -5.3681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632   -6.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9777   -7.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9777   -7.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632   -8.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5487   -7.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8342   -8.2557    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.5487   -7.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 16  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012227

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H20ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10/h5-9,12,15-16H,1-4H3

> <INCHI_KEY>
NDPTTXIBLSWNSF-UHFFFAOYSA-N

> <FORMULA>
C13H20ClNO

> <MOLECULAR_WEIGHT>
241.757

> <EXACT_MASS>
241.123341974

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.707266067144076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
2.975839052333334

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.806869891919014

> <JCHEM_PKA_STRONGEST_BASIC>
9.713845860741838

> <JCHEM_POLAR_SURFACE_AREA>
32.26

> <JCHEM_REFRACTIVITY>
68.29770000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0242449
     RDKit          3D
(1S,2S)-2-(Tert-Butylamino)-1-(3-chlorophenyl)propan-1-ol
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.1759   -1.4166    0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2133   -0.0631   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005    0.2796   -0.7101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6230    0.3717   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1346   -0.9156    0.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6106    1.4644    1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6744    0.8353   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112    0.0096   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078   -0.8924   -2.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351   -0.0749   -0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643   -1.2094   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1980   -1.2356    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7745   -0.0600    0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0612    1.1120    0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7984    2.6043    1.1474 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8238    1.1169    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8086   -1.4875    1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -2.2293   -0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727   -1.5399    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0747    0.6767    0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445    1.1398   -1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741   -1.7752    0.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0985   -0.9145    1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2459   -1.0357    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072    2.4423    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6194    1.4208    1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8646    1.2759    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2596    0.8408   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5398    0.1390   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0763    1.8313   -0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8283    1.0543   -1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5006   -1.4562   -2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489   -2.1573   -0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7457   -2.1625    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7562   -0.0395    1.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941    2.0506   -0.1342 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
  2  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 16 36  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  C   UNK     0      16.225 -10.790   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.892 -10.020   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      14.892  -8.480   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      16.225  -7.710   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.995  -9.044   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.455  -6.377   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.559  -6.940   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.558 -10.790   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.224 -10.020   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      13.558 -12.330   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.892 -13.100   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.892 -14.641   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.558 -15.411   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.224 -14.641   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      10.891 -15.411   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0      12.224 -13.100   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6    7                                             
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    4                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   10   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0251930
HETATM    1  C1  UNL     1      -1.051  -1.986  -1.385  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.227  -0.851  -0.811  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.900  -0.166   0.208  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.081   0.537  -0.022  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.913   1.709  -1.003  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.301  -0.209  -0.440  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.447   1.228   1.309  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.039  -1.457  -0.275  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.771  -2.348   0.753  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.069  -0.503   0.134  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.208  -1.016   0.726  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.245  -0.216   1.156  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.147   1.150   0.991  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.003   1.696   0.394  1.00  0.00           C  
HETATM   15 CL1  UNL     1       2.933   3.432   0.214  1.00  0.00          CL  
HETATM   16  C13 UNL     1       2.006   0.865  -0.015  1.00  0.00           C  
HETATM   17  H1  UNL     1      -1.649  -1.702  -2.270  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.609  -2.472  -0.575  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.367  -2.805  -1.770  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.027  -0.176  -1.671  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.555  -0.274   1.164  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.140   2.361  -0.556  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.622   1.357  -2.015  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.877   2.261  -1.007  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.469  -1.145   0.103  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.413  -0.282  -1.549  1.00  0.00           H  
HETATM   27  H11 UNL     1      -4.189   0.438  -0.150  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.907   0.460   1.935  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.148   2.036   1.036  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.478   1.587   1.716  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.491  -2.085  -1.102  1.00  0.00           H  
HETATM   32  H16 UNL     1       0.916  -1.846   1.616  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.332  -2.088   0.880  1.00  0.00           H  
HETATM   34  H18 UNL     1       5.148  -0.587   1.620  1.00  0.00           H  
HETATM   35  H19 UNL     1       4.934   1.817   1.311  1.00  0.00           H  
HETATM   36  H20 UNL     1       1.129   1.281  -0.470  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    8   20
CONECT    3    4   21
CONECT    4    5    6    7
CONECT    5   22   23   24
CONECT    6   25   26   27
CONECT    7   28   29   30
CONECT    8    9   10   31
CONECT    9   32
CONECT   10   11   11   16
CONECT   11   12   33
CONECT   12   13   13   34
CONECT   13   14   35
CONECT   14   15   16   16
CONECT   16   36
END

HMDB0242449
     RDKit          3D
(1S,2S)-2-(Tert-Butylamino)-1-(3-chlorophenyl)propan-1-ol
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.1759   -1.4166    0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2133   -0.0631   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005    0.2796   -0.7101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6230    0.3717   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1346   -0.9156    0.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6106    1.4644    1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6744    0.8353   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112    0.0096   -1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078   -0.8924   -2.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351   -0.0749   -0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643   -1.2094   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1980   -1.2356    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7745   -0.0600    0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0612    1.1120    0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7984    2.6043    1.1474 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8238    1.1169    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8086   -1.4875    1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -2.2293   -0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727   -1.5399    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0747    0.6767    0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445    1.1398   -1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741   -1.7752    0.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0985   -0.9145    1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2459   -1.0357    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072    2.4423    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6194    1.4208    1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8646    1.2759    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2596    0.8408   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5398    0.1390   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0763    1.8313   -0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8283    1.0543   -1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5006   -1.4562   -2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489   -2.1573   -0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7457   -2.1625    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7562   -0.0395    1.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941    2.0506   -0.1342 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
  2  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 16 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
erythro-Hydrobupropion(active)	ChEMBL, HMDB
Threohydrobupropion	HMDB, MeSH
Hydrobupropion	MeSH, HMDB
Erythrohydrobupropion	MeSH, HMDB

Chemical Formula

C₁₃H₂₀ClNO

Average Molecular Weight

241.757

Monoisotopic Molecular Weight

241.123341974

IUPAC Name

2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol

Traditional Name

2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-ol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C13H20ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10/h5-9,12,15-16H,1-4H3

InChI Key

NDPTTXIBLSWNSF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
Chlorobenzene
Aralkylamine
Halobenzene
Aryl chloride
Aryl halide
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Organic nitrogen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organooxygen compound
Aromatic alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

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	0.22 g/L	ALOGPS
logP	3.19	ALOGPS
logP	2.98	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.81	ChemAxon
pKa (Strongest Basic)	9.71	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	32.26 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.3 m³·mol⁻¹	ChemAxon
Polarizability	26.71 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	154.659	30932474
DeepCCS	[M-H]-	152.301	30932474
DeepCCS	[M-2H]-	185.322	30932474
DeepCCS	[M+Na]+	160.753	30932474
AllCCS	[M+H]+	154.2	32859911
AllCCS	[M+H-H2O]+	150.6	32859911
AllCCS	[M+NH4]+	157.6	32859911
AllCCS	[M+Na]+	158.5	32859911
AllCCS	[M-H]-	158.3	32859911
AllCCS	[M+Na-2H]-	159.1	32859911
AllCCS	[M+HCOO]-	160.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Erythrohydrobupropion	CC(NC(C)(C)C)C(O)C1=CC(Cl)=CC=C1	2402.8	Standard polar	33892256
Erythrohydrobupropion	CC(NC(C)(C)C)C(O)C1=CC(Cl)=CC=C1	1659.9	Standard non polar	33892256
Erythrohydrobupropion	CC(NC(C)(C)C)C(O)C1=CC(Cl)=CC=C1	1718.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Erythrohydrobupropion,1TMS,isomer #1	CC(NC(C)(C)C)C(O[Si](C)(C)C)C1=CC=CC(Cl)=C1	1639.4	Semi standard non polar	33892256
Erythrohydrobupropion,1TMS,isomer #2	CC(C(O)C1=CC=CC(Cl)=C1)N(C(C)(C)C)[Si](C)(C)C	1803.8	Semi standard non polar	33892256
Erythrohydrobupropion,2TMS,isomer #1	CC(C(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)N(C(C)(C)C)[Si](C)(C)C	1874.8	Semi standard non polar	33892256
Erythrohydrobupropion,2TMS,isomer #1	CC(C(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)N(C(C)(C)C)[Si](C)(C)C	1873.0	Standard non polar	33892256
Erythrohydrobupropion,2TMS,isomer #1	CC(C(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)N(C(C)(C)C)[Si](C)(C)C	1932.6	Standard polar	33892256
Erythrohydrobupropion,1TBDMS,isomer #1	CC(NC(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1	1859.9	Semi standard non polar	33892256
Erythrohydrobupropion,1TBDMS,isomer #2	CC(C(O)C1=CC=CC(Cl)=C1)N(C(C)(C)C)[Si](C)(C)C(C)(C)C	2068.2	Semi standard non polar	33892256
Erythrohydrobupropion,2TBDMS,isomer #1	CC(C(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)N(C(C)(C)C)[Si](C)(C)C(C)(C)C	2348.0	Semi standard non polar	33892256
Erythrohydrobupropion,2TBDMS,isomer #1	CC(C(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)N(C(C)(C)C)[Si](C)(C)C(C)(C)C	2306.8	Standard non polar	33892256
Erythrohydrobupropion,2TBDMS,isomer #1	CC(C(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)N(C(C)(C)C)[Si](C)(C)C(C)(C)C	2161.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Erythrohydrobupropion GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6900000000-929631f57146636b0754	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythrohydrobupropion GC-MS (1 TMS) - 70eV, Positive	splash10-006x-5900000000-35bd810dc15cc637da42	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythrohydrobupropion GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythrohydrobupropion GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythrohydrobupropion GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythrohydrobupropion 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 - Erythrohydrobupropion 10V, Positive-QTOF	splash10-00dl-0190000000-bb211acb897ea01aa775	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 20V, Positive-QTOF	splash10-0g4i-1980000000-e38df392dece1abb85f1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 40V, Positive-QTOF	splash10-0a4i-9610000000-315270eb179a4c7d41f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 10V, Negative-QTOF	splash10-0006-0090000000-22cb01f5849acde59606	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 20V, Negative-QTOF	splash10-00dl-1390000000-49ea1f0971d2d955f65c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 40V, Negative-QTOF	splash10-03k9-4910000000-5ef91dc778f115a1e9d2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 10V, Positive-QTOF	splash10-014l-0970000000-5dd2336331118fdde451	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 20V, Positive-QTOF	splash10-014i-0900000000-def4a16f1a9a3fe3f3eb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 40V, Positive-QTOF	splash10-0a4i-9800000000-3356c55a1fcc75a752a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 10V, Negative-QTOF	splash10-0006-1490000000-4c4fba15fc2b17898ca7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 20V, Negative-QTOF	splash10-000x-7590000000-e5f26724c9a2417034f9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythrohydrobupropion 40V, Negative-QTOF	splash10-001i-9000000000-c2fa753da65a4bac80a1	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB028871

KNApSAcK ID

Not Available

Chemspider ID

432

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Erythrohydrobupropion (HMDB0012227)

MOL for HMDB0012227 (Erythrohydrobupropion)

3D MOL for HMDB0012227 (Erythrohydrobupropion)

3D SDF for HMDB0012227 (Erythrohydrobupropion)

3D-SDF for HMDB0012227 (Erythrohydrobupropion)

PDB for HMDB0012227 (Erythrohydrobupropion)

3D PDB for HMDB0012227 (Erythrohydrobupropion)

SMILES for HMDB0012227 (Erythrohydrobupropion)

INCHI for HMDB0012227 (Erythrohydrobupropion)

Structure for HMDB0012227 (Erythrohydrobupropion)

3D Structure for HMDB0012227 (Erythrohydrobupropion)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra