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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:06:48 UTC

Update Date

2021-09-26 23:12:21 UTC

HMDB ID

HMDB0256590

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pirazolac

Description

Pirazolac 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 Pirazolac. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pirazolac is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pirazolac 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

HMDB0256590
     RDKit          3D
Pirazolac
 35 37  0  0  0  0  0  0  0  0999 V2000
    0.8124    2.5196    2.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2216    3.1854    1.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    4.3319    1.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9380    2.7185   -0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2140    1.4263   -0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1258    1.2693   -0.2609 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4657    0.0003   -0.2470 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7758   -0.5789   -0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773   -0.4280   -1.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8437   -0.9840   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3087   -1.7188   -0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5530   -2.2815   -0.5326 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482   -1.9038    0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3004   -1.3312    0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3483   -0.6823   -0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651    0.1849   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1303   -0.2980    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5171   -1.3147   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851   -1.8627   -0.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7264   -1.4190    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3553   -2.0848    0.1019 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -0.4238    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0778    0.1285    0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537    5.2281    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242    2.6632   -0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3507    3.5356   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2118    0.1488   -2.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4704   -0.8569   -2.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9586   -2.4946    1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -1.4490    1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2682   -1.7588   -0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7523   -1.6535   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597   -2.6445   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1023   -0.0626    1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8405    0.8907    1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16  5  1  0
 23 17  1  0
 14  8  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 19 33  1  0
 22 34  1  0
 23 35  1  0
M  END

  Mrv1652309112119072D          

 23 25  0  0  0  0            999 V2000
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792   -2.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
  3 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256590

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC1=NN(C=C1C1=CC=C(Cl)C=C1)C1=CC=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H12ClFN2O2/c18-12-3-1-11(2-4-12)15-10-21(20-16(15)9-17(22)23)14-7-5-13(19)6-8-14/h1-8,10H,9H2,(H,22,23)

> <INCHI_KEY>
YAMFWQIVVMITPG-UHFFFAOYSA-N

> <FORMULA>
C17H12ClFN2O2

> <MOLECULAR_WEIGHT>
330.74

> <EXACT_MASS>
330.0571335

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
32.58513419718628

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[4-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-pyrazol-3-yl]acetic acid

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
4.476634912

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.1123685112052835

> <JCHEM_PKA_STRONGEST_BASIC>
1.2883893868264433

> <JCHEM_POLAR_SURFACE_AREA>
55.120000000000005

> <JCHEM_REFRACTIVITY>
85.51270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pirazolac

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256590
     RDKit          3D
Pirazolac
 35 37  0  0  0  0  0  0  0  0999 V2000
    0.8124    2.5196    2.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2216    3.1854    1.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    4.3319    1.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9380    2.7185   -0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2140    1.4263   -0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1258    1.2693   -0.2609 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4657    0.0003   -0.2470 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7758   -0.5789   -0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773   -0.4280   -1.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8437   -0.9840   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3087   -1.7188   -0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5530   -2.2815   -0.5326 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482   -1.9038    0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3004   -1.3312    0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3483   -0.6823   -0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651    0.1849   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1303   -0.2980    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5171   -1.3147   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851   -1.8627   -0.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7264   -1.4190    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3553   -2.0848    0.1019 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -0.4238    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0778    0.1285    0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537    5.2281    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242    2.6632   -0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3507    3.5356   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2118    0.1488   -2.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4704   -0.8569   -2.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9586   -2.4946    1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -1.4490    1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2682   -1.7588   -0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7523   -1.6535   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597   -2.6445   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1023   -0.0626    1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8405    0.8907    1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16  5  1  0
 23 17  1  0
 14  8  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 19 33  1  0
 22 34  1  0
 23 35  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       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.104  -4.680   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       0.564  -4.680   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.521  -3.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.201  -5.276   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -3.986  -3.294   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   22  F   UNK     0       5.724  -9.663   0.000  0.00  0.00           F+0
HETATM   23 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    9   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
CONECT   23    3                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0256590
HETATM    1  O1  UNL     1       0.812   2.520   2.259  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.222   3.185   1.272  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.924   4.332   1.532  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.938   2.719  -0.106  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.214   1.426  -0.153  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.126   1.269  -0.261  1.00  0.00           N  
HETATM    7  N2  UNL     1      -1.466   0.000  -0.247  1.00  0.00           N  
HETATM    8  C4  UNL     1      -2.776  -0.579  -0.338  1.00  0.00           C  
HETATM    9  C5  UNL     1      -3.577  -0.428  -1.444  1.00  0.00           C  
HETATM   10  C6  UNL     1      -4.844  -0.984  -1.540  1.00  0.00           C  
HETATM   11  C7  UNL     1      -5.309  -1.719  -0.472  1.00  0.00           C  
HETATM   12  F1  UNL     1      -6.553  -2.281  -0.533  1.00  0.00           F  
HETATM   13  C8  UNL     1      -4.548  -1.904   0.664  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.300  -1.331   0.707  1.00  0.00           C  
HETATM   15  C10 UNL     1      -0.348  -0.682  -0.130  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.765   0.185  -0.065  1.00  0.00           C  
HETATM   17  C12 UNL     1       2.130  -0.298   0.038  1.00  0.00           C  
HETATM   18  C13 UNL     1       2.517  -1.315  -0.846  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.785  -1.863  -0.839  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.726  -1.419   0.054  1.00  0.00           C  
HETATM   21 CL1  UNL     1       6.355  -2.085   0.102  1.00  0.00          CL  
HETATM   22  C16 UNL     1       4.372  -0.424   0.930  1.00  0.00           C  
HETATM   23  C17 UNL     1       3.078   0.128   0.916  1.00  0.00           C  
HETATM   24  H1  UNL     1       1.554   5.228   1.255  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.924   2.663  -0.616  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.351   3.536  -0.592  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.212   0.149  -2.281  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.470  -0.857  -2.423  1.00  0.00           H  
HETATM   29  H6  UNL     1      -4.959  -2.495   1.487  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.666  -1.449   1.578  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.268  -1.759  -0.086  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.752  -1.653  -1.549  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.060  -2.644  -1.530  1.00  0.00           H  
HETATM   34  H11 UNL     1       5.102  -0.063   1.641  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.840   0.891   1.614  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   24
CONECT    4    5   25   26
CONECT    5    6    6   16
CONECT    6    7
CONECT    7    8   15
CONECT    8    9    9   14
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   13
CONECT   13   14   14   29
CONECT   14   30
CONECT   15   16   16   31
CONECT   16   17
CONECT   17   18   18   23
CONECT   18   19   32
CONECT   19   20   20   33
CONECT   20   21   22
CONECT   22   23   23   34
CONECT   23   35
END

HMDB0256590
     RDKit          3D
Pirazolac
 35 37  0  0  0  0  0  0  0  0999 V2000
    0.8124    2.5196    2.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2216    3.1854    1.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    4.3319    1.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9380    2.7185   -0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2140    1.4263   -0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1258    1.2693   -0.2609 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4657    0.0003   -0.2470 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7758   -0.5789   -0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773   -0.4280   -1.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8437   -0.9840   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3087   -1.7188   -0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5530   -2.2815   -0.5326 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482   -1.9038    0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3004   -1.3312    0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3483   -0.6823   -0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651    0.1849   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1303   -0.2980    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5171   -1.3147   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851   -1.8627   -0.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7264   -1.4190    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3553   -2.0848    0.1019 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -0.4238    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0778    0.1285    0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537    5.2281    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242    2.6632   -0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3507    3.5356   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2118    0.1488   -2.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4704   -0.8569   -2.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9586   -2.4946    1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -1.4490    1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2682   -1.7588   -0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7523   -1.6535   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597   -2.6445   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1023   -0.0626    1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8405    0.8907    1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16  5  1  0
 23 17  1  0
 14  8  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 19 33  1  0
 22 34  1  0
 23 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[4-(4-Chlorophenyl)-1-(4-fluorophenyl)-1H-pyrazol-3-yl]acetate	HMDB
4-(4-Chlorophenyl)-1-(4-fluorophenyl)pyrazole-3-acetic acid	HMDB

Chemical Formula

C₁₇H₁₂ClFN₂O₂

Average Molecular Weight

330.74

Monoisotopic Molecular Weight

330.0571335

IUPAC Name

2-[4-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-pyrazol-3-yl]acetic acid

Traditional Name

pirazolac

CAS Registry Number

Not Available

SMILES

OC(=O)CC1=NN(C=C1C1=CC=C(Cl)C=C1)C1=CC=C(F)C=C1

InChI Identifier

InChI=1S/C17H12ClFN2O2/c18-12-3-1-11(2-4-12)15-10-21(20-16(15)9-17(22)23)14-7-5-13(19)6-8-14/h1-8,10H,9H2,(H,22,23)

InChI Key

YAMFWQIVVMITPG-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
Chlorobenzene
Fluorobenzene
Halobenzene
Aryl chloride
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
Organohalogen compound
Organochloride
Organofluoride
Organonitrogen compound
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	4.28	ALOGPS
logP	4.48	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	1.29	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.51 m³·mol⁻¹	ChemAxon
Polarizability	32.59 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]+	176.501	30932474
DeepCCS	[M-H]-	174.143	30932474
DeepCCS	[M-2H]-	208.013	30932474
DeepCCS	[M+Na]+	183.24	30932474
AllCCS	[M+H]+	172.8	32859911
AllCCS	[M+H-H2O]+	169.5	32859911
AllCCS	[M+NH4]+	175.8	32859911
AllCCS	[M+Na]+	176.7	32859911
AllCCS	[M-H]-	169.6	32859911
AllCCS	[M+Na-2H]-	168.4	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pirazolac	OC(=O)CC1=NN(C=C1C1=CC=C(Cl)C=C1)C1=CC=C(F)C=C1	4190.3	Standard polar	33892256
Pirazolac	OC(=O)CC1=NN(C=C1C1=CC=C(Cl)C=C1)C1=CC=C(F)C=C1	2624.7	Standard non polar	33892256
Pirazolac	OC(=O)CC1=NN(C=C1C1=CC=C(Cl)C=C1)C1=CC=C(F)C=C1	2769.3	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 - Pirazolac GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1591000000-54e8d7fc46e999240921	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirazolac GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirazolac GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirazolac GC-MS (TBDMS_1_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

46414

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51222

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 Pirazolac (HMDB0256590)

MOL for HMDB0256590 (Pirazolac)

3D MOL for HMDB0256590 (Pirazolac)

3D SDF for HMDB0256590 (Pirazolac)

3D-SDF for HMDB0256590 (Pirazolac)

PDB for HMDB0256590 (Pirazolac)

3D PDB for HMDB0256590 (Pirazolac)

SMILES for HMDB0256590 (Pirazolac)

INCHI for HMDB0256590 (Pirazolac)

Structure for HMDB0256590 (Pirazolac)

3D Structure for HMDB0256590 (Pirazolac)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra