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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:59:32 UTC

Update Date

2021-09-26 23:03:43 UTC

HMDB ID

HMDB0251622

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dropropizine

Description

Dropropizine, also known as catabex, belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group. Dropropizine is a very strong basic compound (based on its pKa). Dropropizine (or dipropizine) is a cough suppressant that is sold in some African countries such as Congo. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dropropizine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dropropizine 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

HMDB0251622
     RDKit          3D
Dropropizine
 37 38  0  0  0  0  0  0  0  0999 V2000
   -3.1858    2.0239    0.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6125    1.3582   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686   -0.1093   -0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1734   -0.8023   -1.2635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890   -0.7878    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -1.0686   -0.0811 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5078   -1.7582    0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5712   -0.7852    1.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -0.3266    0.0169 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5794    0.1306    0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1994    0.2452    1.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5003    0.6872    1.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862    1.0160    0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5903    0.9105   -1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    0.4570   -1.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -0.3619   -1.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9623   -0.0014   -0.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8516    1.8270    1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0573    1.6214   -1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6801    1.7541   -0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6909   -0.1959    0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5224   -1.6958   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805   -1.6974    1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253   -0.0882    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9580   -2.2839    1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005   -2.4763    0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2203   -1.3634    1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1122    0.1086    1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935   -0.0040    2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262    0.7928    2.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2252    1.3667    0.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1168    1.1647   -1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392    0.3867   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    0.3676   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623   -1.3941   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5237    0.0001   -1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717    0.9822   -0.3726 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17  6  1  0
 15 10  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
M  END

  Mrv1572004221604522D          

 17 18  0  0  0  0            999 V2000
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251622

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC(O)CN1CCN(CC1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H20N2O2/c16-11-13(17)10-14-6-8-15(9-7-14)12-4-2-1-3-5-12/h1-5,13,16-17H,6-11H2

> <INCHI_KEY>
PTVWPYVOOKLBCG-UHFFFAOYSA-N

> <FORMULA>
C13H20N2O2

> <MOLECULAR_WEIGHT>
236.315

> <EXACT_MASS>
236.152477892

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.76974502457376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-phenylpiperazin-1-yl)propane-1,2-diol

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
0.6079722996666661

> <ALOGPS_LOGS>
-0.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.659553771120134

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.997467028754752

> <JCHEM_PKA_STRONGEST_BASIC>
7.648219667374609

> <JCHEM_POLAR_SURFACE_AREA>
46.94

> <JCHEM_REFRACTIVITY>
68.79150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.71e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
katril

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251622
     RDKit          3D
Dropropizine
 37 38  0  0  0  0  0  0  0  0999 V2000
   -3.1858    2.0239    0.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6125    1.3582   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686   -0.1093   -0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1734   -0.8023   -1.2635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890   -0.7878    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -1.0686   -0.0811 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5078   -1.7582    0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5712   -0.7852    1.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -0.3266    0.0169 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5794    0.1306    0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1994    0.2452    1.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5003    0.6872    1.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862    1.0160    0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5903    0.9105   -1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    0.4570   -1.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -0.3619   -1.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9623   -0.0014   -0.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8516    1.8270    1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0573    1.6214   -1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6801    1.7541   -0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6909   -0.1959    0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5224   -1.6958   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805   -1.6974    1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253   -0.0882    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9580   -2.2839    1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005   -2.4763    0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2203   -1.3634    1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1122    0.1086    1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935   -0.0040    2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262    0.7928    2.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2252    1.3667    0.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1168    1.1647   -1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392    0.3867   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    0.3676   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623   -1.3941   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5237    0.0001   -1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717    0.9822   -0.3726 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17  6  1  0
 15 10  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   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   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       2.667   9.240   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   12                                                       
CONECT    5    3   12                                                       
CONECT    6    8   14                                                       
CONECT    7    9   14                                                       
CONECT    8    6   15                                                       
CONECT    9    7   15                                                       
CONECT   10   13   14                                                       
CONECT   11   13   16                                                       
CONECT   12    4    5   15                                                  
CONECT   13   10   11   17                                                  
CONECT   14    6    7   10                                                  
CONECT   15    8    9   12                                                  
CONECT   16   11                                                            
CONECT   17   13                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0254051
HETATM    1  O1  UNL     1      -4.716   0.810  -1.009  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.615   0.015   0.164  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.394   0.558   0.913  1.00  0.00           C  
HETATM    4  O2  UNL     1      -3.120  -0.097   2.079  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.255   0.797  -0.013  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.570  -0.409  -0.457  1.00  0.00           N  
HETATM    7  C4  UNL     1      -0.663   0.008  -1.496  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.648   0.553  -1.019  1.00  0.00           C  
HETATM    9  N2  UNL     1       1.303  -0.421  -0.153  1.00  0.00           N  
HETATM   10  C6  UNL     1       2.641  -0.187   0.231  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.323  -0.971   1.130  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.644  -0.686   1.455  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.333   0.362   0.919  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.650   1.155   0.013  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.343   0.885  -0.319  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.491  -1.543   0.212  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.842  -1.007   0.648  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.654   0.836  -1.290  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.521  -1.041  -0.108  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.508   0.279   0.753  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.740   1.599   1.229  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.536  -0.993   2.187  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.627   1.302  -0.924  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.477   1.447   0.441  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.130   0.808  -2.139  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.452  -0.852  -2.183  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.597   1.541  -0.529  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.295   0.622  -1.939  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.836  -1.813   1.593  1.00  0.00           H  
HETATM   30  H13 UNL     1       5.180  -1.318   2.176  1.00  0.00           H  
HETATM   31  H14 UNL     1       6.362   0.619   1.150  1.00  0.00           H  
HETATM   32  H15 UNL     1       5.178   2.009  -0.438  1.00  0.00           H  
HETATM   33  H16 UNL     1       2.858   1.515  -1.013  1.00  0.00           H  
HETATM   34  H17 UNL     1       0.309  -2.164  -0.708  1.00  0.00           H  
HETATM   35  H18 UNL     1       0.926  -2.183   1.012  1.00  0.00           H  
HETATM   36  H19 UNL     1      -0.682  -0.182   1.388  1.00  0.00           H  
HETATM   37  H20 UNL     1      -1.416  -1.852   1.075  1.00  0.00           H  
CONECT    1    2   18
CONECT    2    3   19   20
CONECT    3    4    5   21
CONECT    4   22
CONECT    5    6   23   24
CONECT    6    7   17
CONECT    7    8   25   26
CONECT    8    9   27   28
CONECT    9   10   16
CONECT   10   11   11   15
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   33
CONECT   16   17   34   35
CONECT   17   36   37
END

HMDB0251622
     RDKit          3D
Dropropizine
 37 38  0  0  0  0  0  0  0  0999 V2000
   -3.1858    2.0239    0.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6125    1.3582   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686   -0.1093   -0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1734   -0.8023   -1.2635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890   -0.7878    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -1.0686   -0.0811 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5078   -1.7582    0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5712   -0.7852    1.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -0.3266    0.0169 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5794    0.1306    0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1994    0.2452    1.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5003    0.6872    1.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862    1.0160    0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5903    0.9105   -1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    0.4570   -1.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -0.3619   -1.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9623   -0.0014   -0.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8516    1.8270    1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0573    1.6214   -1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6801    1.7541   -0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6909   -0.1959    0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5224   -1.6958   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805   -1.6974    1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253   -0.0882    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9580   -2.2839    1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005   -2.4763    0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2203   -1.3634    1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1122    0.1086    1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935   -0.0040    2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262    0.7928    2.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2252    1.3667    0.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1168    1.1647   -1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392    0.3867   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    0.3676   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623   -1.3941   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5237    0.0001   -1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717    0.9822   -0.3726 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17  6  1  0
 15 10  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Catabex	Kegg
Ditustat	MeSH
Levodropropizine	MeSH
Tautoss	MeSH
Dipropizine	MeSH
Levotuss	MeSH
Dropropizine	MeSH
Zyplo	MeSH
Dipropizine, (S)-isomer	MeSH

Chemical Formula

C₁₃H₂₀N₂O₂

Average Molecular Weight

236.315

Monoisotopic Molecular Weight

236.152477892

IUPAC Name

3-(4-phenylpiperazin-1-yl)propane-1,2-diol

Traditional Name

katril

CAS Registry Number

Not Available

SMILES

OCC(O)CN1CCN(CC1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C13H20N2O2/c16-11-13(17)10-14-6-8-15(9-7-14)12-4-2-1-3-5-12/h1-5,13,16-17H,6-11H2

InChI Key

PTVWPYVOOKLBCG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

Phenylpiperazines

Alternative Parents

Substituents

Phenylpiperazine
N-arylpiperazine
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aniline or substituted anilines
N-alkylpiperazine
Benzenoid
Monocyclic benzene moiety
1,3-aminoalcohol
1,2-diol
Tertiary aliphatic amine
Tertiary amine
1,2-aminoalcohol
Secondary alcohol
Azacycle
Organopnictogen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Primary alcohol
Amine
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0251622)

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	0.63	ALOGPS
logP	0.61	ChemAxon
logS	-0.39	ALOGPS
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	7.65	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	46.94 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.79 m³·mol⁻¹	ChemAxon
Polarizability	26.77 Å³	ChemAxon
Number of Rings	2	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]+	151.938	30932474
DeepCCS	[M-H]-	149.58	30932474
DeepCCS	[M-2H]-	183.307	30932474
DeepCCS	[M+Na]+	158.163	30932474
AllCCS	[M+H]+	155.6	32859911
AllCCS	[M+H-H2O]+	151.9	32859911
AllCCS	[M+NH4]+	158.9	32859911
AllCCS	[M+Na]+	159.9	32859911
AllCCS	[M-H]-	158.4	32859911
AllCCS	[M+Na-2H]-	158.8	32859911
AllCCS	[M+HCOO]-	159.2	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dropropizine,2TMS,isomer #1	C[Si](C)(C)OCC(CN1CCN(C2=CC=CC=C2)CC1)O[Si](C)(C)C	2220.1	Semi standard non polar	33892256
Dropropizine,2TMS,isomer #1	C[Si](C)(C)OCC(CN1CCN(C2=CC=CC=C2)CC1)O[Si](C)(C)C	2221.0	Standard non polar	33892256
Dropropizine,2TMS,isomer #1	C[Si](C)(C)OCC(CN1CCN(C2=CC=CC=C2)CC1)O[Si](C)(C)C	2701.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dropropizine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-3910000000-4500192f7ebde6504b6f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dropropizine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dropropizine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dropropizine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dropropizine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dropropizine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dropropizine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dropropizine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine LC-ESI-qTof , Positive-QTOF	splash10-0089-2910000000-0f3c030b838629088a3b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine LC-ESI-QFT , positive-QTOF	splash10-000i-0090000000-ff021b3b696b9edeb6bb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine LC-ESI-QFT , positive-QTOF	splash10-000i-0090000000-16c5346bf4488d42cadd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine LC-ESI-QFT , positive-QTOF	splash10-000i-1980000000-477d507b22202bfb2c55	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine LC-ESI-QFT , positive-QTOF	splash10-00e9-2900000000-5be310fc5f21b3bc11c3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine LC-ESI-QFT , positive-QTOF	splash10-00di-3900000000-d3678a7632c1f934e818	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine LC-ESI-QFT , positive-QTOF	splash10-0fk9-4900000000-be7f53592e57a3d05ca2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine , positive-QTOF	splash10-02h0-3920000000-9f39ba3cf4fe67a21abb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine 15V, Positive-QTOF	splash10-000i-0090000000-e45847f11c8f6aeedeed	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine 30V, Positive-QTOF	splash10-000i-0090000000-e4802c77e48a490be690	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine 45V, Positive-QTOF	splash10-000i-1980000000-0f29a982ef430564df0b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine 60V, Positive-QTOF	splash10-00e9-2910000000-aaeab530101f137f2171	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine 90V, Positive-QTOF	splash10-0fk9-4900000000-3826b5ca7253ebb6e9e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dropropizine 75V, Positive-QTOF	splash10-00di-3900000000-d7fe86982b1ca8f1af2e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 10V, Positive-QTOF	splash10-000i-0190000000-662191795582867362e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 20V, Positive-QTOF	splash10-00p0-1890000000-d3c64a5db7e2fc44e014	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 40V, Positive-QTOF	splash10-0aba-6910000000-691a7998fe7f4c6d84b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 10V, Negative-QTOF	splash10-000i-0090000000-80b45998796f9889cd16	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 20V, Negative-QTOF	splash10-029i-1590000000-df0d73266ebc5cacfdcd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 40V, Negative-QTOF	splash10-06r6-9500000000-2b1af987bb0b92c3f8c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 10V, Negative-QTOF	splash10-000i-0390000000-76060c6803071e5fd838	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 20V, Negative-QTOF	splash10-03di-2900000000-cf9ed1d57b3faf712534	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 40V, Negative-QTOF	splash10-00r6-5900000000-154f29320b4e23cbc356	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 10V, Positive-QTOF	splash10-000i-0090000000-b5fb0dcd9824b53b4c93	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dropropizine 20V, Positive-QTOF	splash10-000i-0390000000-d8d8a58e0e4224652eef	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

DB13785

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dropropizine

METLIN ID

Not Available

PubChem Compound

3169

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

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 Dropropizine (HMDB0251622)

MOL for HMDB0251622 (Dropropizine)

3D MOL for HMDB0251622 (Dropropizine)

3D SDF for HMDB0251622 (Dropropizine)

3D-SDF for HMDB0251622 (Dropropizine)

PDB for HMDB0251622 (Dropropizine)

3D PDB for HMDB0251622 (Dropropizine)

SMILES for HMDB0251622 (Dropropizine)

INCHI for HMDB0251622 (Dropropizine)

Structure for HMDB0251622 (Dropropizine)

3D Structure for HMDB0251622 (Dropropizine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra