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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:26:28 UTC

Update Date

2021-09-26 23:12:49 UTC

HMDB ID

HMDB0256846

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Propyphenazone

Description

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

HMDB0256846
     RDKit          3D
Propyphenazone
 35 36  0  0  0  0  0  0  0  0999 V2000
   -2.1526   -1.3784   -1.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2307   -0.6188   -1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304    0.2591   -0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8929    0.6585    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7599    1.7982    1.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457   -0.4829    1.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3279    0.6759    0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894    1.4894    1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935    0.0683   -0.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0630    0.2959    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6097    1.5399    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9720    1.6741    0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864    0.5629    0.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2554   -0.6926    0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9093   -0.7993    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1192   -0.6909   -1.0597 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434   -1.5258   -2.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3536   -0.8378   -2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1274   -1.5730   -1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6988   -2.3616   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5392    0.9348   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7644    2.2057    1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773    2.6328    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3248    1.4098    2.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0155   -0.1299    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3732   -0.9303    0.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -1.2841    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9786    2.4076    0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4051    2.6341    0.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8397    0.6365    0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903   -1.5925    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4913   -1.7825    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983   -1.6517   -2.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7996   -1.0090   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584   -2.5426   -1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  3  7  1  0
  7  8  2  0
  7  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
 16  2  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END


  Mrv1572004221603222D          

 17 18  0  0  0  0            999 V2000
    3.4656    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991    2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  4  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256846

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N2O/c1-10(2)13-11(3)15(4)16(14(13)17)12-8-6-5-7-9-12/h5-10H,1-4H3

> <INCHI_KEY>
PXWLVJLKJGVOKE-UHFFFAOYSA-N

> <FORMULA>
C14H18N2O

> <MOLECULAR_WEIGHT>
230.311

> <EXACT_MASS>
230.141913208

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.427495335214473

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,5-dimethyl-2-phenyl-4-(propan-2-yl)-2,3-dihydro-1H-pyrazol-3-one

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
2.3461100943333335

> <ALOGPS_LOGS>
-1.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.47294779469232606

> <JCHEM_POLAR_SURFACE_AREA>
23.55

> <JCHEM_REFRACTIVITY>
69.9235

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
demex

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0256846
     RDKit          3D
Propyphenazone
 35 36  0  0  0  0  0  0  0  0999 V2000
   -2.1526   -1.3784   -1.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2307   -0.6188   -1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304    0.2591   -0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8929    0.6585    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7599    1.7982    1.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457   -0.4829    1.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3279    0.6759    0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894    1.4894    1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935    0.0683   -0.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0630    0.2959    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6097    1.5399    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9720    1.6741    0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864    0.5629    0.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2554   -0.6926    0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9093   -0.7993    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1192   -0.6909   -1.0597 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434   -1.5258   -2.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3536   -0.8378   -2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1274   -1.5730   -1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6988   -2.3616   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5392    0.9348   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7644    2.2057    1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773    2.6328    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3248    1.4098    2.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0155   -0.1299    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3732   -0.9303    0.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -1.2841    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9786    2.4076    0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4051    2.6341    0.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8397    0.6365    0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903   -1.5925    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4913   -1.7825    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983   -1.6517   -2.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7996   -1.0090   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584   -2.5426   -1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  3  7  1  0
  7  8  2  0
  7  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
 16  2  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  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       6.469   6.585   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.802   6.585   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.846   3.846   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.811   0.659   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.650  -1.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.182  -1.993   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.024  -0.426   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.087  -0.748   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.929   0.820   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.136   5.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.381   3.370   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.460   0.659   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.136   4.275   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.890   3.370   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.906   1.905   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       4.366   1.905   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       2.425   3.846   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   15                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   12                                                       
CONECT    9    7   12                                                       
CONECT   10    1    2   13                                                  
CONECT   11    3   13   15                                                  
CONECT   12    8    9   16                                                  
CONECT   13   10   11   14                                                  
CONECT   14   13   16   17                                                  
CONECT   15    4   11   16                                                  
CONECT   16   12   14   15                                                  
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0256846
HETATM    1  C1  UNL     1      -2.153  -1.378  -1.905  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.231  -0.619  -1.010  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.530   0.259  -0.005  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.893   0.658   0.436  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.760   1.798   1.453  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.546  -0.483   1.221  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.328   0.676   0.507  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.189   1.489   1.450  1.00  0.00           O  
HETATM    9  N1  UNL     1       0.694   0.068  -0.168  1.00  0.00           N  
HETATM   10  C8  UNL     1       2.063   0.296   0.141  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.610   1.540   0.373  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.972   1.674   0.674  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.786   0.563   0.743  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.255  -0.693   0.513  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.909  -0.799   0.218  1.00  0.00           C  
HETATM   16  N2  UNL     1       0.119  -0.691  -1.060  1.00  0.00           N  
HETATM   17  C14 UNL     1       0.843  -1.526  -2.015  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.354  -0.838  -2.848  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.127  -1.573  -1.423  1.00  0.00           H  
HETATM   20  H3  UNL     1      -1.699  -2.362  -2.140  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.539   0.935  -0.401  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.764   2.206   1.707  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.177   2.633   1.015  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.325   1.410   2.388  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.015  -0.130   2.156  1.00  0.00           H  
HETATM   26  H9  UNL     1      -4.373  -0.930   0.612  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.809  -1.284   1.424  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.979   2.408   0.320  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.405   2.634   0.852  1.00  0.00           H  
HETATM   30  H13 UNL     1       5.840   0.637   0.969  1.00  0.00           H  
HETATM   31  H14 UNL     1       4.890  -1.592   0.561  1.00  0.00           H  
HETATM   32  H15 UNL     1       2.491  -1.783   0.041  1.00  0.00           H  
HETATM   33  H16 UNL     1       0.198  -1.652  -2.937  1.00  0.00           H  
HETATM   34  H17 UNL     1       1.800  -1.009  -2.248  1.00  0.00           H  
HETATM   35  H18 UNL     1       0.958  -2.543  -1.611  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   16
CONECT    3    4    7
CONECT    4    5    6   21
CONECT    5   22   23   24
CONECT    6   25   26   27
CONECT    7    8    8    9
CONECT    9   10   16
CONECT   10   11   11   15
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   32
CONECT   16   17
CONECT   17   33   34   35
END

HMDB0256846
     RDKit          3D
Propyphenazone
 35 36  0  0  0  0  0  0  0  0999 V2000
   -2.1526   -1.3784   -1.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2307   -0.6188   -1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304    0.2591   -0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8929    0.6585    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7599    1.7982    1.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457   -0.4829    1.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3279    0.6759    0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894    1.4894    1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935    0.0683   -0.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0630    0.2959    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6097    1.5399    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9720    1.6741    0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864    0.5629    0.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2554   -0.6926    0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9093   -0.7993    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1192   -0.6909   -1.0597 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434   -1.5258   -2.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3536   -0.8378   -2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1274   -1.5730   -1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6988   -2.3616   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5392    0.9348   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7644    2.2057    1.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773    2.6328    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3248    1.4098    2.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0155   -0.1299    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3732   -0.9303    0.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -1.2841    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9786    2.4076    0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4051    2.6341    0.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8397    0.6365    0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903   -1.5925    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4913   -1.7825    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983   -1.6517   -2.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7996   -1.0090   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584   -2.5426   -1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  3  7  1  0
  7  8  2  0
  7  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
 16  2  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Phenyl-2,3-dimethyl-4-isopropyl-3-pyrazolin-5-one	ChEBI
1-Phenyl-2,3-dimethyl-4-isopropylpyrazol-5-one	ChEBI
4-Isopropyl-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one	ChEBI
4-Isopropylantipyrine	ChEBI
Isopropylantipyrine	ChEBI
Isopropylphenazone	ChEBI
Propifenazona	ChEBI
Propyphenazonum	ChEBI
Yoshipyrin	Kegg
Isoprochin P	MeSH
Demex	MeSH
Commotional	MeSH
Hewedolor propy	MeSH
Propylphenazone	MeSH
4-Isopropyl-2,3-dimethyl-1-phenyl-3-pyrazoline-5-one	MeSH

Chemical Formula

C₁₄H₁₈N₂O

Average Molecular Weight

230.311

Monoisotopic Molecular Weight

230.141913208

IUPAC Name

1,5-dimethyl-2-phenyl-4-(propan-2-yl)-2,3-dihydro-1H-pyrazol-3-one

Traditional Name

demex

CAS Registry Number

Not Available

SMILES

CC(C)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H18N2O/c1-10(2)13-11(3)15(4)16(14(13)17)12-8-6-5-7-9-12/h5-10H,1-4H3

InChI Key

PXWLVJLKJGVOKE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Pyrazoles

Direct Parent

Phenylpyrazoles

Alternative Parents

Substituents

Phenylpyrazole
Monocyclic benzene moiety
Pyrazolinone
Benzenoid
Heteroaromatic compound
Vinylogous amide
Lactam
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazolone (CHEBI:135538 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

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	1.94	ALOGPS
logP	2.35	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Basic)	0.47	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.55 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.92 m³·mol⁻¹	ChemAxon
Polarizability	26.43 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]+	163.545	30932474
DeepCCS	[M-H]-	161.187	30932474
DeepCCS	[M-2H]-	194.073	30932474
DeepCCS	[M+Na]+	169.638	30932474
AllCCS	[M+H]+	151.2	32859911
AllCCS	[M+H-H2O]+	147.3	32859911
AllCCS	[M+NH4]+	154.9	32859911
AllCCS	[M+Na]+	155.9	32859911
AllCCS	[M-H]-	158.6	32859911
AllCCS	[M+Na-2H]-	158.6	32859911
AllCCS	[M+HCOO]-	158.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propyphenazone	CC(C)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1	2863.0	Standard polar	33892256
Propyphenazone	CC(C)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1	1913.4	Standard non polar	33892256
Propyphenazone	CC(C)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1	1915.3	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 - Propyphenazone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0lea-8790000000-05f045c4e3fed0d501c3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propyphenazone 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 - Propyphenazone LC-ESI-ITFT , positive-QTOF	splash10-001i-0590000000-b45ad15ef4971f839e87	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone LC-ESI-ITFT , positive-QTOF	splash10-0fsa-2920000000-5448545b1fe746778dc3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone LC-ESI-ITFT , positive-QTOF	splash10-001r-0690000000-a62e5f9e1a528954b203	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone LC-ESI-ITFT , positive-QTOF	splash10-000i-0910000000-3af6eb80085a93ebcbb4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone LC-ESI-QFT , positive-QTOF	splash10-001i-0190000000-d499d58b0fccdbd7758d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 30V, Positive-QTOF	splash10-001r-0790000000-a63c111df417a06edea0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 55V, Positive-QTOF	splash10-001i-0490000000-368895591c51d5d80622	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 50V, Positive-QTOF	splash10-00lu-0900000000-dd0cd3814c62a260bf8f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 40V, Positive-QTOF	splash10-0f8i-0920000000-c80accd2e5b8569af07b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 40V, Positive-QTOF	splash10-0f8i-0920000000-ef072dac6114d4512241	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 30V, Positive-QTOF	splash10-001r-0790000000-0468b776bd36b1ee1e67	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 10V, Positive-QTOF	splash10-001i-0090000000-b6763bf67c9908d32b03	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 20V, Positive-QTOF	splash10-001i-0290000000-a47fee1a3c22e66ffa4e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 10V, Positive-QTOF	splash10-001i-0090000000-6c20e72c6c862a66f1c0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 50V, Positive-QTOF	splash10-001i-0900000000-2867f081ae6a3623db39	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 20V, Positive-QTOF	splash10-001i-0290000000-691f1e6a3b7bd954c221	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 30V, Positive-QTOF	splash10-001r-0790000000-93cb8889f495c133b4bb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 80V, Positive-QTOF	splash10-0fsa-2920000000-5448545b1fe746778dc3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Propyphenazone 40V, Positive-QTOF	splash10-0f8i-0920000000-89fde583aca806708e0e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyphenazone 10V, Positive-QTOF	splash10-001i-0090000000-d00b2829db8209e15254	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyphenazone 20V, Positive-QTOF	splash10-001r-4890000000-851c7c399bfaee9a52b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyphenazone 40V, Positive-QTOF	splash10-0536-9200000000-ade64ddf14b51d58d50f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyphenazone 10V, Negative-QTOF	splash10-004i-0390000000-3fd3a7fea9fdfe56d37f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyphenazone 20V, Negative-QTOF	splash10-0200-1930000000-6e1c03bedf97c8c378b4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyphenazone 40V, Negative-QTOF	splash10-052f-9610000000-4f6e7c01a129c554071a	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	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

DB13524

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3646

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Propyphenazone

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

135538

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 Propyphenazone (HMDB0256846)

MOL for HMDB0256846 (Propyphenazone)

3D MOL for HMDB0256846 (Propyphenazone)

3D SDF for HMDB0256846 (Propyphenazone)

3D-SDF for HMDB0256846 (Propyphenazone)

PDB for HMDB0256846 (Propyphenazone)

3D PDB for HMDB0256846 (Propyphenazone)

SMILES for HMDB0256846 (Propyphenazone)

INCHI for HMDB0256846 (Propyphenazone)

Structure for HMDB0256846 (Propyphenazone)

3D Structure for HMDB0256846 (Propyphenazone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra