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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:49:03 UTC

Update Date

2021-09-26 23:07:30 UTC

HMDB ID

HMDB0253915

Secondary Accession Numbers

None

Metabolite Identification

Common Name

l-Propoxyphene

Description

l-Propoxyphene belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Based on a literature review a small amount of articles have been published on l-Propoxyphene. This compound has been identified in human blood as reported by (PMID: 31557052 ). L-propoxyphene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically l-Propoxyphene is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0253915
     RDKit          3D
l-Propoxyphene
 54 55  0  0  0  0  0  0  0  0999 V2000
   -3.3598   -2.5474   -2.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0019   -1.2594   -1.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346   -1.4240   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -2.5101   -0.8671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2539   -0.4405   -0.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1805   -0.2552    0.7302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3342    1.2106    1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215    2.1794    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7087    3.0363   -0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553    3.9017   -1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4429    3.9131   -2.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5108    3.0780   -1.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4396    2.2194   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5560   -0.9618    2.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5272   -2.3221    2.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8591   -2.9715    3.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232   -2.2561    4.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2610   -0.8923    4.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9271   -0.2582    3.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1142   -0.7957    0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1198   -0.4110    1.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7427   -0.7001   -0.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    0.5604   -1.4954 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578    0.2916   -2.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4083    0.9446   -0.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3846   -2.8933   -2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
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 23 24  1  0
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 13  8  1  0
 19 14  1  0
  1 26  1  0
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  2 29  1  0
  2 30  1  0
  7 31  1  0
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 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
M  END


  Mrv1652309112114492D          

 25 26  0  0  0  0            999 V2000
    1.6204    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -2.2539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3329   -2.2539    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
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 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253915

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)OC(CC1=CC=CC=C1)(C(C)CN(C)C)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3

> <INCHI_KEY>
XLMALTXPSGQGBX-UHFFFAOYSA-N

> <FORMULA>
C22H29NO2

> <MOLECULAR_WEIGHT>
339.479

> <EXACT_MASS>
339.219829178

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
38.85151375876028

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl propanoate

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
4.902155232666666

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.517055044851146

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
102.88060000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propoxyphene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253915
     RDKit          3D
l-Propoxyphene
 54 55  0  0  0  0  0  0  0  0999 V2000
   -3.3598   -2.5474   -2.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0019   -1.2594   -1.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346   -1.4240   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -2.5101   -0.8671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2539   -0.4405   -0.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1805   -0.2552    0.7302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3342    1.2106    1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215    2.1794    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1142   -0.7957    0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1198   -0.4110    1.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7427   -0.7001   -0.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    0.5604   -1.4954 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3952    0.8086   -3.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6133    0.5854   -3.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3133    1.6141   -0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722    1.5520   -1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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  6 14  1  0
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 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
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 22 23  1  0
 23 24  1  0
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 13  8  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
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 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       3.025   2.461   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.255   1.127   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.025  -0.206   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.255  -1.540   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       4.565  -0.206   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.266  -4.405   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.645  -2.874   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       8.415  -4.207   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       7.645  -5.541   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.955  -4.207   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   14   20                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    6   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20    6   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0253915
HETATM    1  C1  UNL     1      -3.360  -2.547  -2.319  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.002  -1.259  -1.651  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.735  -1.424  -0.836  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.146  -2.510  -0.867  1.00  0.00           O  
HETATM    5  O2  UNL     1      -1.254  -0.441  -0.103  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.181  -0.255   0.730  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.334   1.211   1.128  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.322   2.179   0.021  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.709   3.036  -0.255  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.655   3.902  -1.325  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.443   3.913  -2.131  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.511   3.078  -1.906  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.440   2.219  -0.833  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.556  -0.962   2.058  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.527  -2.322   2.183  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.859  -2.971   3.383  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.223  -2.256   4.472  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.261  -0.892   4.378  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.927  -0.258   3.172  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.114  -0.796   0.387  1.00  0.00           C  
HETATM   21  C19 UNL     1       2.120  -0.411   1.500  1.00  0.00           C  
HETATM   22  C20 UNL     1       1.743  -0.700  -0.929  1.00  0.00           C  
HETATM   23  N1  UNL     1       2.095   0.560  -1.495  1.00  0.00           N  
HETATM   24  C21 UNL     1       2.458   0.292  -2.911  1.00  0.00           C  
HETATM   25  C22 UNL     1       3.408   0.945  -0.914  1.00  0.00           C  
HETATM   26  H1  UNL     1      -4.385  -2.893  -2.049  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.613  -3.333  -2.008  1.00  0.00           H  
HETATM   28  H3  UNL     1      -3.311  -2.408  -3.413  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.838  -0.899  -1.034  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.739  -0.460  -2.380  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.328   1.477   1.951  1.00  0.00           H  
HETATM   32  H7  UNL     1      -1.425   1.253   1.478  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.595   3.065   0.387  1.00  0.00           H  
HETATM   34  H9  UNL     1       1.498   4.586  -1.533  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.491   4.591  -2.974  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.354   3.129  -2.575  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.286   1.569  -0.667  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.252  -2.989   1.412  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.825  -4.047   3.445  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.471  -2.792   5.381  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.552  -0.329   5.252  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.987   0.810   3.233  1.00  0.00           H  
HETATM   43  H18 UNL     1       1.046  -1.935   0.592  1.00  0.00           H  
HETATM   44  H19 UNL     1       1.811  -0.903   2.457  1.00  0.00           H  
HETATM   45  H20 UNL     1       3.126  -0.837   1.290  1.00  0.00           H  
HETATM   46  H21 UNL     1       2.113   0.666   1.716  1.00  0.00           H  
HETATM   47  H22 UNL     1       1.067  -1.203  -1.684  1.00  0.00           H  
HETATM   48  H23 UNL     1       2.735  -1.279  -0.968  1.00  0.00           H  
HETATM   49  H24 UNL     1       2.646  -0.792  -3.000  1.00  0.00           H  
HETATM   50  H25 UNL     1       3.395   0.809  -3.193  1.00  0.00           H  
HETATM   51  H26 UNL     1       1.613   0.585  -3.570  1.00  0.00           H  
HETATM   52  H27 UNL     1       4.046   0.060  -0.742  1.00  0.00           H  
HETATM   53  H28 UNL     1       3.313   1.614  -0.056  1.00  0.00           H  
HETATM   54  H29 UNL     1       3.972   1.552  -1.683  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   14   20
CONECT    7    8   31   32
CONECT    8    9    9   13
CONECT    9   10   33
CONECT   10   11   11   34
CONECT   11   12   35
CONECT   12   13   13   36
CONECT   13   37
CONECT   14   15   15   19
CONECT   15   16   38
CONECT   16   17   17   39
CONECT   17   18   40
CONECT   18   19   19   41
CONECT   19   42
CONECT   20   21   22   43
CONECT   21   44   45   46
CONECT   22   23   47   48
CONECT   23   24   25
CONECT   24   49   50   51
CONECT   25   52   53   54
END

HMDB0253915
     RDKit          3D
l-Propoxyphene
 54 55  0  0  0  0  0  0  0  0999 V2000
   -3.3598   -2.5474   -2.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0019   -1.2594   -1.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346   -1.4240   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -2.5101   -0.8671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2539   -0.4405   -0.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1805   -0.2552    0.7302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3342    1.2106    1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215    2.1794    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7087    3.0363   -0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553    3.9017   -1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4429    3.9131   -2.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5108    3.0780   -1.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4396    2.2194   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5560   -0.9618    2.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5272   -2.3221    2.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8591   -2.9715    3.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232   -2.2561    4.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2610   -0.8923    4.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9271   -0.2582    3.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1142   -0.7957    0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1198   -0.4110    1.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7427   -0.7001   -0.9294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    0.5604   -1.4954 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578    0.2916   -2.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4083    0.9446   -0.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3846   -2.8933   -2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6130   -3.3328   -2.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3106   -2.4076   -3.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8383   -0.8988   -1.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7391   -0.4597   -2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276    1.4767    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    1.2533    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5953    3.0649    0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4977    4.5864   -1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4911    4.5914   -2.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3539    3.1288   -2.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2857    1.5694   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2516   -2.9893    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247   -4.0471    3.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4706   -2.7915    5.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5518   -0.3292    5.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9870    0.8097    3.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463   -1.9347    0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111   -0.9028    2.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1263   -0.8373    1.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125    0.6663    1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668   -1.2025   -1.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7354   -1.2785   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6458   -0.7920   -3.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3952    0.8086   -3.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6133    0.5854   -3.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0460    0.0605   -0.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3133    1.6141   -0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722    1.5520   -1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 13  8  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₂₉NO₂

Average Molecular Weight

339.479

Monoisotopic Molecular Weight

339.219829178

IUPAC Name

4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl propanoate

Traditional Name

propoxyphene

CAS Registry Number

Not Available

SMILES

CCC(=O)OC(CC1=CC=CC=C1)(C(C)CN(C)C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3

InChI Key

XLMALTXPSGQGBX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Phenylbutylamine
Benzyloxycarbonyl
Phenylpropane
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

tertiary amine (CHEBI:77401 )
propanoate ester (CHEBI:77401 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.06	ALOGPS
logP	4.9	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	9.52	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	102.88 m³·mol⁻¹	ChemAxon
Polarizability	38.85 Å³	ChemAxon
Number of Rings	2	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]+	181.917	30932474
DeepCCS	[M-H]-	179.559	30932474
DeepCCS	[M-2H]-	213.763	30932474
DeepCCS	[M+Na]+	188.99	30932474
AllCCS	[M+H]+	184.9	32859911
AllCCS	[M+H-H2O]+	182.0	32859911
AllCCS	[M+NH4]+	187.6	32859911
AllCCS	[M+Na]+	188.4	32859911
AllCCS	[M-H]-	188.0	32859911
AllCCS	[M+Na-2H]-	188.0	32859911
AllCCS	[M+HCOO]-	188.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
l-Propoxyphene	CCC(=O)OC(CC1=CC=CC=C1)(C(C)CN(C)C)C1=CC=CC=C1	2911.5	Standard polar	33892256
l-Propoxyphene	CCC(=O)OC(CC1=CC=CC=C1)(C(C)CN(C)C)C1=CC=CC=C1	2243.3	Standard non polar	33892256
l-Propoxyphene	CCC(=O)OC(CC1=CC=CC=C1)(C(C)CN(C)C)C1=CC=CC=C1	2161.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - l-Propoxyphene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9210000000-b4cc812189db38dadd77	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - l-Propoxyphene 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - l-Propoxyphene 75V, Positive-QTOF	splash10-0a4i-9000000000-7d7d7552ae39129dd7bf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - l-Propoxyphene 60V, Positive-QTOF	splash10-0a4i-9000000000-861140d21cedfd9e3b3f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - l-Propoxyphene 15V, Positive-QTOF	splash10-0a4i-9020000000-4aca8903d1057eeda3c0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - l-Propoxyphene 30V, Positive-QTOF	splash10-0a4i-9000000000-aae2392f060c54ff06f9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - l-Propoxyphene 45V, Positive-QTOF	splash10-0a4i-9000000000-efc9ed73848636c77ad1	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - l-Propoxyphene 10V, Positive-QTOF	splash10-0a4i-3091000000-6a35308f43968b28d7c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - l-Propoxyphene 20V, Positive-QTOF	splash10-0a4i-9170000000-1a6a34f040cfbabd8596	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - l-Propoxyphene 40V, Positive-QTOF	splash10-0a4i-9150000000-1c7f4e450596accb7885	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - l-Propoxyphene 10V, Negative-QTOF	splash10-000i-3079000000-99f5982bd699a7286974	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - l-Propoxyphene 20V, Negative-QTOF	splash10-00di-4090000000-68ede0c3e8f0df0216cb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - l-Propoxyphene 40V, Negative-QTOF	splash10-0a6r-0960000000-089ea69c80c636bab071	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

14592

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dextropropoxyphene

METLIN ID

Not Available

PubChem Compound

15330

PDB ID

Not Available

ChEBI ID

77401

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for l-Propoxyphene (HMDB0253915)

MOL for HMDB0253915 (l-Propoxyphene)

3D MOL for HMDB0253915 (l-Propoxyphene)

3D SDF for HMDB0253915 (l-Propoxyphene)

3D-SDF for HMDB0253915 (l-Propoxyphene)

PDB for HMDB0253915 (l-Propoxyphene)

3D PDB for HMDB0253915 (l-Propoxyphene)

SMILES for HMDB0253915 (l-Propoxyphene)

INCHI for HMDB0253915 (l-Propoxyphene)

Structure for HMDB0253915 (l-Propoxyphene)

3D Structure for HMDB0253915 (l-Propoxyphene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra