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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:07:25 UTC

Update Date

2021-09-26 23:04:44 UTC

HMDB ID

HMDB0252266

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fipronil Desulfinyl

Description

fipronil-desulfinyl 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. fipronil-desulfinyl is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on fipronil-desulfinyl. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fipronil desulfinyl is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fipronil Desulfinyl 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

HMDB0252266
     RDKit          3D
Fipronil Desulfinyl
 28 29  0  0  0  0  0  0  0  0999 V2000
   -4.1591    3.5552   -0.5766 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4447    2.6737   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5678    1.5930    0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2253    1.6108   -0.0937 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068    0.4289    0.3071 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6873    0.1060    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5430    0.3245    1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9851    0.7788    2.8400 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9037    0.1358    1.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3320   -0.2614   -0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8055   -0.4053   -0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9954   -0.5809   -1.8437 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4624    0.7751   -0.1575 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2697   -1.4552    0.2590 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4740   -0.4957   -1.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388   -0.3101   -1.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0614   -0.5364   -2.2900 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727   -0.3616    0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6466   -1.6827    1.1868 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8784    0.3411    0.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2552   -0.1699    0.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2074   -1.4235    1.2395 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7794   -0.3300   -0.5995 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0733    0.6283    1.4353 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5745    0.3387    1.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -0.8454   -2.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4353   -1.9450    2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428   -2.4867    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  1  0
 15 16  2  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 20  3  1  0
 16  6  1  0
  9 25  1  0
 15 26  1  0
 19 27  1  0
 19 28  1  0
M  END

  Mrv1572004251604392D          

 24 25  0  0  0  0            999 V2000
   -1.4884    0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665    3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034    1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    0.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -0.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3390    2.3690    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9731    0.6892    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226   -1.1407    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -0.9581    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3052    0.0117    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.1161    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.2911    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    4.2911    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9512    3.4910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376    3.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  7  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  8  2  0  0  0  0
 11  4  1  0  0  0  0
 12  8  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  1  0  0  0  0
 20 12  1  0  0  0  0
 21  3  3  0  0  0  0
 22 10  1  0  0  0  0
 23  7  2  0  0  0  0
 24  9  1  0  0  0  0
 24 10  1  0  0  0  0
 24 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252266

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=C(C(=NN1C1=C(Cl)C=C(C=C1Cl)C(F)(F)F)C#N)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C12H4Cl2F6N4/c13-5-1-4(11(15,16)17)2-6(14)9(5)24-10(22)8(12(18,19)20)7(3-21)23-24/h1-2H,22H2

> <INCHI_KEY>
JWKXVHLIRTVXLD-UHFFFAOYSA-N

> <FORMULA>
C12H4Cl2F6N4

> <MOLECULAR_WEIGHT>
389.08

> <EXACT_MASS>
387.9717205

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
27.971390290795604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethyl)-1H-pyrazole-3-carbonitrile

> <ALOGPS_LOGP>
4.95

> <JCHEM_LOGP>
4.525162206999999

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.7658594212336116

> <JCHEM_POLAR_SURFACE_AREA>
67.63

> <JCHEM_REFRACTIVITY>
75.27999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethyl)pyrazole-3-carbonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252266
     RDKit          3D
Fipronil Desulfinyl
 28 29  0  0  0  0  0  0  0  0999 V2000
   -4.1591    3.5552   -0.5766 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4447    2.6737   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5678    1.5930    0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2253    1.6108   -0.0937 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068    0.4289    0.3071 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6873    0.1060    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5430    0.3245    1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9851    0.7788    2.8400 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9037    0.1358    1.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3320   -0.2614   -0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8055   -0.4053   -0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9954   -0.5809   -1.8437 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4624    0.7751   -0.1575 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2697   -1.4552    0.2590 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4740   -0.4957   -1.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388   -0.3101   -1.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0614   -0.5364   -2.2900 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727   -0.3616    0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6466   -1.6827    1.1868 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8784    0.3411    0.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2552   -0.1699    0.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2074   -1.4235    1.2395 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7794   -0.3300   -0.5995 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0733    0.6283    1.4353 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5745    0.3387    1.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -0.8454   -2.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4353   -1.9450    2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428   -2.4867    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  1  0
 15 16  2  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 20  3  1  0
 16  6  1  0
  9 25  1  0
 15 26  1  0
 19 27  1  0
 19 28  1  0
M  END

HEADER    PROTEIN                                 25-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-16         0                                  
HETATM    1  C   UNK     0      -2.778   1.769   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.620   0.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.044   6.041   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.152   0.363   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.873   3.015   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.285   1.447   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.580   5.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   6.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.342   2.854   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.088   5.565   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.057  -0.883   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   8.010   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      -2.499   4.422   0.000  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0       1.816   1.286   0.000  0.00  0.00          Cl+0
HETATM   15  F   UNK     0      -3.962  -2.129   0.000  0.00  0.00           F+0
HETATM   16  F   UNK     0      -1.811  -1.789   0.000  0.00  0.00           F+0
HETATM   17  F   UNK     0      -4.303   0.022   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0       1.334   9.550   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0       2.874   8.010   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0      -0.206   8.010   0.000  0.00  0.00           F+0
HETATM   21  N   UNK     0       5.509   6.517   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      -1.377   6.041   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       2.104   4.100   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       0.564   4.100   0.000  0.00  0.00           N+0
CONECT    1    4    5                                                       
CONECT    2    4    6                                                       
CONECT    3    7   21                                                       
CONECT    4    1    2   11                                                  
CONECT    5    1    9   13                                                  
CONECT    6    2    9   14                                                  
CONECT    7    3    8   23                                                  
CONECT    8    7   10   12                                                  
CONECT    9    5    6   24                                                  
CONECT   10    8   22   24                                                  
CONECT   11    4   15   16   17                                             
CONECT   12    8   18   19   20                                             
CONECT   13    5                                                            
CONECT   14    6                                                            
CONECT   15   11                                                            
CONECT   16   11                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   12                                                            
CONECT   20   12                                                            
CONECT   21    3                                                            
CONECT   22   10                                                            
CONECT   23    7   24                                                       
CONECT   24    9   10   23                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0252266
HETATM    1  N1  UNL     1      -4.159   3.555  -0.577  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.445   2.674  -0.317  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.568   1.593   0.013  1.00  0.00           C  
HETATM    4  N2  UNL     1      -1.225   1.611  -0.094  1.00  0.00           N  
HETATM    5  N3  UNL     1      -0.707   0.429   0.307  1.00  0.00           N  
HETATM    6  C3  UNL     1       0.687   0.106   0.210  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.543   0.325   1.243  1.00  0.00           C  
HETATM    8 CL1  UNL     1       0.985   0.779   2.840  1.00  0.00          CL  
HETATM    9  C5  UNL     1       2.904   0.136   1.021  1.00  0.00           C  
HETATM   10  C6  UNL     1       3.332  -0.261  -0.207  1.00  0.00           C  
HETATM   11  C7  UNL     1       4.806  -0.405  -0.470  1.00  0.00           C  
HETATM   12  F1  UNL     1       4.995  -0.581  -1.844  1.00  0.00           F  
HETATM   13  F2  UNL     1       5.462   0.775  -0.157  1.00  0.00           F  
HETATM   14  F3  UNL     1       5.270  -1.455   0.259  1.00  0.00           F  
HETATM   15  C8  UNL     1       2.474  -0.496  -1.254  1.00  0.00           C  
HETATM   16  C9  UNL     1       1.139  -0.310  -1.052  1.00  0.00           C  
HETATM   17 CL2  UNL     1      -0.061  -0.536  -2.290  1.00  0.00          CL  
HETATM   18  C10 UNL     1      -1.673  -0.362   0.680  1.00  0.00           C  
HETATM   19  N4  UNL     1      -1.647  -1.683   1.187  1.00  0.00           N  
HETATM   20  C11 UNL     1      -2.878   0.341   0.503  1.00  0.00           C  
HETATM   21  C12 UNL     1      -4.255  -0.170   0.696  1.00  0.00           C  
HETATM   22  F4  UNL     1      -4.207  -1.423   1.240  1.00  0.00           F  
HETATM   23  F5  UNL     1      -4.779  -0.330  -0.600  1.00  0.00           F  
HETATM   24  F6  UNL     1      -5.073   0.628   1.435  1.00  0.00           F  
HETATM   25  H1  UNL     1       3.574   0.339   1.862  1.00  0.00           H  
HETATM   26  H2  UNL     1       2.785  -0.845  -2.236  1.00  0.00           H  
HETATM   27  H3  UNL     1      -1.435  -1.945   2.189  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.843  -2.487   0.578  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5
CONECT    5    6   18
CONECT    6    7    7   16
CONECT    7    8    9
CONECT    9   10   10   25
CONECT   10   11   15
CONECT   11   12   13   14
CONECT   15   16   16   26
CONECT   16   17
CONECT   18   19   20   20
CONECT   19   27   28
CONECT   20   21
CONECT   21   22   23   24
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fipronil-desulphinyl	Generator

Chemical Formula

C₁₂H₄Cl₂F₆N₄

Average Molecular Weight

389.08

Monoisotopic Molecular Weight

387.9717205

IUPAC Name

5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethyl)-1H-pyrazole-3-carbonitrile

Traditional Name

5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethyl)pyrazole-3-carbonitrile

CAS Registry Number

Not Available

SMILES

NC1=C(C(=NN1C1=C(Cl)C=C(C=C1Cl)C(F)(F)F)C#N)C(F)(F)F

InChI Identifier

InChI=1S/C12H4Cl2F6N4/c13-5-1-4(11(15,16)17)2-6(14)9(5)24-10(22)8(12(18,19)20)7(3-21)23-24/h1-2H,22H2

InChI Key

JWKXVHLIRTVXLD-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
Trifluoromethylbenzene
1,3-dichlorobenzene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Nitrile
Carbonitrile
Azacycle
Organonitrogen compound
Organofluoride
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Amine
Alkyl halide
Alkyl fluoride
Primary amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazoles (CHEBI:83489 )
nitrile (CHEBI:83489 )
dichlorobenzene (CHEBI:83489 )
(trifluoromethyl)benzenes (CHEBI:83489 )

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	4.95	ALOGPS
logP	4.53	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Basic)	0.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.63 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.28 m³·mol⁻¹	ChemAxon
Polarizability	27.97 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]+	173.743	30932474
DeepCCS	[M-H]-	171.359	30932474
DeepCCS	[M-2H]-	205.818	30932474
DeepCCS	[M+Na]+	181.185	30932474
AllCCS	[M+H]+	171.7	32859911
AllCCS	[M+H-H2O]+	168.9	32859911
AllCCS	[M+NH4]+	174.3	32859911
AllCCS	[M+Na]+	175.1	32859911
AllCCS	[M-H]-	156.9	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	154.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fipronil Desulfinyl	NC1=C(C(=NN1C1=C(Cl)C=C(C=C1Cl)C(F)(F)F)C#N)C(F)(F)F	2866.9	Standard polar	33892256
Fipronil Desulfinyl	NC1=C(C(=NN1C1=C(Cl)C=C(C=C1Cl)C(F)(F)F)C#N)C(F)(F)F	2193.7	Standard non polar	33892256
Fipronil Desulfinyl	NC1=C(C(=NN1C1=C(Cl)C=C(C=C1Cl)C(F)(F)F)C#N)C(F)(F)F	1882.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fipronil Desulfinyl,1TMS,isomer #1	C[Si](C)(C)NC1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl	1941.8	Semi standard non polar	33892256
Fipronil Desulfinyl,1TMS,isomer #1	C[Si](C)(C)NC1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl	2069.9	Standard non polar	33892256
Fipronil Desulfinyl,1TMS,isomer #1	C[Si](C)(C)NC1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl	2751.0	Standard polar	33892256
Fipronil Desulfinyl,2TMS,isomer #1	C[Si](C)(C)N(C1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl)[Si](C)(C)C	2005.8	Semi standard non polar	33892256
Fipronil Desulfinyl,2TMS,isomer #1	C[Si](C)(C)N(C1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl)[Si](C)(C)C	2272.2	Standard non polar	33892256
Fipronil Desulfinyl,2TMS,isomer #1	C[Si](C)(C)N(C1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl)[Si](C)(C)C	2611.4	Standard polar	33892256
Fipronil Desulfinyl,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl	2138.9	Semi standard non polar	33892256
Fipronil Desulfinyl,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl	2311.4	Standard non polar	33892256
Fipronil Desulfinyl,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl	2819.7	Standard polar	33892256
Fipronil Desulfinyl,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl)[Si](C)(C)C(C)(C)C	2354.7	Semi standard non polar	33892256
Fipronil Desulfinyl,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl)[Si](C)(C)C(C)(C)C	2685.9	Standard non polar	33892256
Fipronil Desulfinyl,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=C(C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl)[Si](C)(C)C(C)(C)C	2770.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fipronil Desulfinyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-01bi-0409000000-ec310a81e1568ac2389a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fipronil Desulfinyl 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 - Fipronil Desulfinyl 30V, Positive-QTOF	splash10-0udi-0029000000-6d1b4d08a9ab70993af7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fipronil Desulfinyl 15V, Negative-QTOF	splash10-0udi-0009000000-6fbe7ca7dae5b9234dbc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fipronil Desulfinyl 40V, Positive-QTOF	splash10-001i-0095000000-66da6dc241576ddbf5ef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fipronil Desulfinyl 30V, Negative-QTOF	splash10-0udi-0009000000-111600a6e0de6c6fa1e4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fipronil Desulfinyl 35V, Negative-QTOF	splash10-0udi-0019000000-47ab98f58dc6371a1fc6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fipronil Desulfinyl 40V, Negative-QTOF	splash10-001i-0095000000-797b8221a14d8b231e24	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fipronil Desulfinyl 30V, Negative-QTOF	splash10-0udi-0029000000-405669b5d50b88b90078	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fipronil Desulfinyl 35V, Negative-QTOF	splash10-0udi-0009000000-5813fc6a8ac09d8777fc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fipronil Desulfinyl 10V, Negative-QTOF	splash10-0udi-0009000000-958fa8a82a3086c42a19	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fipronil Desulfinyl 20V, Negative-QTOF	splash10-0udi-0009000000-6922278b91f99702f15c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fipronil Desulfinyl 35V, Negative-QTOF	splash10-0udi-0009000000-96ed726f5fdc9f20d3c7	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 10V, Positive-QTOF	splash10-000i-0009000000-b591b93ba15ce8d93241	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 20V, Positive-QTOF	splash10-000i-0009000000-d2eef357c101efe347d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 40V, Positive-QTOF	splash10-014i-2259000000-5c9371c6c82140e4630a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 10V, Negative-QTOF	splash10-000i-0009000000-96f46d3073f4f3964a67	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 20V, Negative-QTOF	splash10-000i-0009000000-ce6c96990712646aa5be	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 40V, Negative-QTOF	splash10-016v-6494000000-147dbcf1dd50501dd354	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 10V, Positive-QTOF	splash10-000i-0009000000-466739b4901a9bc061c2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 20V, Positive-QTOF	splash10-000i-0009000000-466739b4901a9bc061c2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 40V, Positive-QTOF	splash10-00mn-5598000000-ccd01a0cffb221673cb0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 10V, Negative-QTOF	splash10-000i-0009000000-3b96a62f0920836808c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 20V, Negative-QTOF	splash10-000i-0009000000-3b96a62f0920836808c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fipronil Desulfinyl 40V, Negative-QTOF	splash10-0uki-0907000000-1383cb249cd8d168d16f	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

11542895

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

83489

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 Fipronil Desulfinyl (HMDB0252266)

MOL for HMDB0252266 (Fipronil Desulfinyl)

3D MOL for HMDB0252266 (Fipronil Desulfinyl)

3D SDF for HMDB0252266 (Fipronil Desulfinyl)

3D-SDF for HMDB0252266 (Fipronil Desulfinyl)

PDB for HMDB0252266 (Fipronil Desulfinyl)

3D PDB for HMDB0252266 (Fipronil Desulfinyl)

SMILES for HMDB0252266 (Fipronil Desulfinyl)

INCHI for HMDB0252266 (Fipronil Desulfinyl)

Structure for HMDB0252266 (Fipronil Desulfinyl)

3D Structure for HMDB0252266 (Fipronil Desulfinyl)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra