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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:32:44 UTC

Update Date

2021-09-26 23:16:28 UTC

HMDB ID

HMDB0259113

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Traxoprodil

Description

Traxoprodil belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group. Based on a literature review a significant number of articles have been published on Traxoprodil. This compound has been identified in human blood as reported by (PMID: 31557052 ). Traxoprodil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Traxoprodil 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

HMDB0259113
     RDKit          3D
Traxoprodil
 49 51  0  0  0  0  0  0  0  0999 V2000
    1.1894   -3.3722    0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3505   -1.8258    0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6527   -1.5563   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879   -1.8906   -1.6210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -0.3424   -0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511   -0.0267   -1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533    1.0728   -1.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614    1.9426   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795    3.0715   -0.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2257    1.6600    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4234    0.5508    0.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934   -1.1780   -0.1660 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598   -1.6981    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2372   -1.3956   -0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    0.0442   -0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2053    0.3215   -1.8501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6265    0.6890   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345    2.0544   -0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    2.7442   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9471    2.1276    0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8606    0.7937    0.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973    0.0935    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2563    0.7967    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393    0.2385    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2265   -3.7685    0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722   -3.7988    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7855   -3.6432   -0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3176   -1.6648    1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3753   -2.4094    0.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0969   -1.1317   -2.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3168   -0.6609   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7347    1.3311   -1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8190    3.0525    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    2.3351    1.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7921    0.3535    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9530    2.6239   -0.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0133    3.8112   -0.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8827    2.6387    0.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6660    0.2656    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245   -0.9510    0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2179    1.8458   -0.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357    0.8271    1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394    0.4552    0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562    0.7823   -0.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 11  5  1  0
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 24 48  1  0
 24 49  1  0
M  END

  Mrv1652309112123332D          

 24 26  0  0  0  0            999 V2000
   -2.2139   -3.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4994   -3.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849   -3.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849   -4.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0704   -5.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0704   -5.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849   -6.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4994   -5.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4994   -5.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849   -7.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0704   -3.5168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0985    0.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6613    1.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8368    1.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4495    0.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121   -0.3134    0.0000 O   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
  3 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 15 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259113

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C(O)C1=CC=C(O)C=C1)N1CCC(O)(CC1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H25NO3/c1-15(19(23)16-7-9-18(22)10-8-16)21-13-11-20(24,12-14-21)17-5-3-2-4-6-17/h2-10,15,19,22-24H,11-14H2,1H3

> <INCHI_KEY>
QEMSVZNTSXPFJA-UHFFFAOYSA-N

> <FORMULA>
C20H25NO3

> <MOLECULAR_WEIGHT>
327.424

> <EXACT_MASS>
327.183443669

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.102088983645416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl]-4-phenylpiperidin-4-ol

> <ALOGPS_LOGP>
2.55

> <JCHEM_LOGP>
2.0620440270261153

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.709526665247612

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.540815704696394

> <JCHEM_PKA_STRONGEST_BASIC>
8.636465144589781

> <JCHEM_POLAR_SURFACE_AREA>
63.93000000000001

> <JCHEM_REFRACTIVITY>
95.1894

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
traxoprodil

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259113
     RDKit          3D
Traxoprodil
 49 51  0  0  0  0  0  0  0  0999 V2000
    1.1894   -3.3722    0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3505   -1.8258    0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6527   -1.5563   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879   -1.8906   -1.6210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -0.3424   -0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511   -0.0267   -1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533    1.0728   -1.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614    1.9426   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795    3.0715   -0.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2257    1.6600    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4234    0.5508    0.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934   -1.1780   -0.1660 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598   -1.6981    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2372   -1.3956   -0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    0.0442   -0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2053    0.3215   -1.8501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6265    0.6890   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345    2.0544   -0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    2.7442   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9471    2.1276    0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8606    0.7937    0.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973    0.0935    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2563    0.7967    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393    0.2385    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2265   -3.7685    0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722   -3.7988    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3176   -1.6648    1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3753   -2.4094    0.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0969   -1.1317   -2.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3168   -0.6609   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7347    1.3311   -1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8190    3.0525    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0163   -1.9177   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0166   -1.9400    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2950    0.6116   -2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9530    2.6239   -0.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0133    3.8112   -0.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8827    2.6387    0.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6660    0.2656    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245   -0.9510    0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2179    1.8458   -0.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357    0.8271    1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394    0.4552    0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562    0.7823   -0.8041 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  2  0
  6  7  1  0
  7  8  2  0
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  8 10  1  0
 10 11  2  0
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 17 18  2  0
 18 19  1  0
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 15 23  1  0
 23 24  1  0
 11  5  1  0
 24 12  1  0
 22 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  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      -4.133  -7.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.799  -6.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.465  -7.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.465  -8.875   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.131  -9.645   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.131 -11.185   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.465 -11.955   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.799 -11.185   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.799  -9.645   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.465 -13.495   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.131  -6.565   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      -2.799  -5.025   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -4.133  -4.255   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.133  -2.715   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.799  -1.945   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.465  -2.715   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.465  -4.255   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.522  -0.585   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.061  -0.531   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.784   0.829   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.968   2.135   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.429   2.081   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.706   0.721   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.076  -0.585   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7                                                            
CONECT   11    3                                                            
CONECT   12    2   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18   24                                             
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   15                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0259113
HETATM    1  C1  UNL     1       1.189  -3.372   0.243  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.350  -1.826   0.398  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.653  -1.556  -0.244  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.488  -1.891  -1.621  1.00  0.00           O  
HETATM    5  C4  UNL     1       3.386  -0.342  -0.101  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.251  -0.027  -1.164  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.053   1.073  -1.149  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.061   1.943  -0.087  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.879   3.071  -0.068  1.00  0.00           O  
HETATM   10  C8  UNL     1       4.226   1.660   0.969  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.423   0.551   0.945  1.00  0.00           C  
HETATM   12  N1  UNL     1       0.193  -1.178  -0.166  1.00  0.00           N  
HETATM   13  C10 UNL     1      -0.960  -1.698   0.576  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.237  -1.396  -0.243  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.359   0.044  -0.465  1.00  0.00           C  
HETATM   16  O3  UNL     1      -2.205   0.321  -1.850  1.00  0.00           O  
HETATM   17  C13 UNL     1      -3.627   0.689  -0.088  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.734   2.054  -0.384  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.887   2.744  -0.066  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.947   2.128   0.538  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.861   0.794   0.834  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.697   0.094   0.517  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.256   0.797   0.217  1.00  0.00           C  
HETATM   24  C20 UNL     1       0.139   0.238   0.003  1.00  0.00           C  
HETATM   25  H1  UNL     1       2.227  -3.768   0.308  1.00  0.00           H  
HETATM   26  H2  UNL     1       0.672  -3.799   1.128  1.00  0.00           H  
HETATM   27  H3  UNL     1       0.786  -3.643  -0.726  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.318  -1.665   1.484  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.375  -2.409   0.073  1.00  0.00           H  
HETATM   30  H6  UNL     1       2.097  -1.132  -2.111  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.317  -0.661  -2.049  1.00  0.00           H  
HETATM   32  H8  UNL     1       5.735   1.331  -1.972  1.00  0.00           H  
HETATM   33  H9  UNL     1       6.819   3.053   0.310  1.00  0.00           H  
HETATM   34  H10 UNL     1       4.206   2.335   1.831  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.792   0.353   1.812  1.00  0.00           H  
HETATM   36  H12 UNL     1      -0.968  -2.778   0.690  1.00  0.00           H  
HETATM   37  H13 UNL     1      -0.974  -1.184   1.552  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.016  -1.918  -1.228  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.017  -1.940   0.270  1.00  0.00           H  
HETATM   40  H16 UNL     1      -1.295   0.612  -2.062  1.00  0.00           H  
HETATM   41  H17 UNL     1      -2.953   2.624  -0.860  1.00  0.00           H  
HETATM   42  H18 UNL     1      -5.013   3.811  -0.279  1.00  0.00           H  
HETATM   43  H19 UNL     1      -6.883   2.639   0.805  1.00  0.00           H  
HETATM   44  H20 UNL     1      -6.666   0.266   1.306  1.00  0.00           H  
HETATM   45  H21 UNL     1      -4.625  -0.951   0.748  1.00  0.00           H  
HETATM   46  H22 UNL     1      -1.218   1.846  -0.171  1.00  0.00           H  
HETATM   47  H23 UNL     1      -1.536   0.827   1.309  1.00  0.00           H  
HETATM   48  H24 UNL     1       0.639   0.455   1.000  1.00  0.00           H  
HETATM   49  H25 UNL     1       0.656   0.782  -0.804  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   12   28
CONECT    3    4    5   29
CONECT    4   30
CONECT    5    6    6   11
CONECT    6    7   31
CONECT    7    8    8   32
CONECT    8    9   10
CONECT    9   33
CONECT   10   11   11   34
CONECT   11   35
CONECT   12   13   24
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   16   17   23
CONECT   16   40
CONECT   17   18   18   22
CONECT   18   19   41
CONECT   19   20   20   42
CONECT   20   21   43
CONECT   21   22   22   44
CONECT   22   45
CONECT   23   24   46   47
CONECT   24   48   49
END

HMDB0259113
     RDKit          3D
Traxoprodil
 49 51  0  0  0  0  0  0  0  0999 V2000
    1.1894   -3.3722    0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3505   -1.8258    0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6527   -1.5563   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879   -1.8906   -1.6210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -0.3424   -0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511   -0.0267   -1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533    1.0728   -1.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614    1.9426   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795    3.0715   -0.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2257    1.6600    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4234    0.5508    0.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934   -1.1780   -0.1660 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598   -1.6981    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2372   -1.3956   -0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    0.0442   -0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2053    0.3215   -1.8501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6265    0.6890   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345    2.0544   -0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    2.7442   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9471    2.1276    0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8606    0.7937    0.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973    0.0935    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2563    0.7967    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393    0.2385    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2265   -3.7685    0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722   -3.7988    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7855   -3.6432   -0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3176   -1.6648    1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3753   -2.4094    0.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0969   -1.1317   -2.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3168   -0.6609   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7347    1.3311   -1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8190    3.0525    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    2.3351    1.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7921    0.3535    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -2.7784    0.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736   -1.1844    1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163   -1.9177   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0166   -1.9400    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2950    0.6116   -2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9530    2.6239   -0.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0133    3.8112   -0.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8827    2.6387    0.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6660    0.2656    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245   -0.9510    0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2179    1.8458   -0.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357    0.8271    1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394    0.4552    0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562    0.7823   -0.8041 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 15 23  1  0
 23 24  1  0
 11  5  1  0
 24 12  1  0
 22 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₅NO₃

Average Molecular Weight

327.424

Monoisotopic Molecular Weight

327.183443669

IUPAC Name

1-[1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl]-4-phenylpiperidin-4-ol

Traditional Name

traxoprodil

CAS Registry Number

Not Available

SMILES

CC(C(O)C1=CC=C(O)C=C1)N1CCC(O)(CC1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C20H25NO3/c1-15(19(23)16-7-9-18(22)10-8-16)21-13-11-20(24,12-14-21)17-5-3-2-4-6-17/h2-10,15,19,22-24H,11-14H2,1H3

InChI Key

QEMSVZNTSXPFJA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Phenylpiperidines

Direct Parent

Phenylpiperidines

Alternative Parents

Substituents

Phenylpiperidine
Phenylpropane
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Tertiary aliphatic amine
Tertiary amine
1,2-aminoalcohol
Secondary alcohol
Azacycle
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Alcohol
Aromatic alcohol
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 (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	2.55	ALOGPS
logP	2.06	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.54	ChemAxon
pKa (Strongest Basic)	8.64	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	63.93 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	95.19 m³·mol⁻¹	ChemAxon
Polarizability	36.1 Å³	ChemAxon
Number of Rings	3	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]+	176.968	30932474
DeepCCS	[M-H]-	174.61	30932474
DeepCCS	[M-2H]-	208.685	30932474
DeepCCS	[M+Na]+	184.275	30932474
AllCCS	[M+H]+	182.4	32859911
AllCCS	[M+H-H2O]+	179.3	32859911
AllCCS	[M+NH4]+	185.2	32859911
AllCCS	[M+Na]+	186.1	32859911
AllCCS	[M-H]-	181.6	32859911
AllCCS	[M+Na-2H]-	181.7	32859911
AllCCS	[M+HCOO]-	182.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Traxoprodil	CC(C(O)C1=CC=C(O)C=C1)N1CCC(O)(CC1)C1=CC=CC=C1	3622.3	Standard polar	33892256
Traxoprodil	CC(C(O)C1=CC=C(O)C=C1)N1CCC(O)(CC1)C1=CC=CC=C1	2688.2	Standard non polar	33892256
Traxoprodil	CC(C(O)C1=CC=C(O)C=C1)N1CCC(O)(CC1)C1=CC=CC=C1	2949.9	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 - Traxoprodil GC-MS (Non-derivatized) - 70eV, Positive	splash10-01si-4932000000-ccdfe314e449e7d7fd59	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Traxoprodil GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-05	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

8240560

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Traxoprodil

METLIN ID

Not Available

PubChem Compound

10065020

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 Traxoprodil (HMDB0259113)

MOL for HMDB0259113 (Traxoprodil)

3D MOL for HMDB0259113 (Traxoprodil)

3D SDF for HMDB0259113 (Traxoprodil)

3D-SDF for HMDB0259113 (Traxoprodil)

PDB for HMDB0259113 (Traxoprodil)

3D PDB for HMDB0259113 (Traxoprodil)

SMILES for HMDB0259113 (Traxoprodil)

INCHI for HMDB0259113 (Traxoprodil)

Structure for HMDB0259113 (Traxoprodil)

3D Structure for HMDB0259113 (Traxoprodil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra