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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:51:40 UTC

Update Date

2021-09-26 23:00:08 UTC

HMDB ID

HMDB0249353

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Boscalid

Description

Boscalid belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group. Based on a literature review a significant number of articles have been published on Boscalid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Boscalid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Boscalid 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

HMDB0249353
     RDKit          3D
Boscalid
 35 37  0  0  0  0  0  0  0  0999 V2000
    2.3702    2.0179    0.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9234    0.9821    0.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5725    0.7411    0.1396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4921    1.5938    0.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2831    2.8945    0.9121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4010    3.6978    1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6848    3.2570    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8842    1.9628    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8186    1.1506    0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -0.2186   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -0.5138   -1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0976   -1.8250   -1.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779   -2.8867   -0.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8659   -4.5618   -1.2325 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7948   -2.5896    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5504   -1.2910    0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8978   -0.0658   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2814   -1.0331    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1920   -2.0065    0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6904   -1.9807   -0.9439 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2959   -1.0141   -1.7918 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079   -0.0609   -1.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052    1.1805   -2.4897 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3173   -0.1915   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916    3.2901    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874    4.7121    1.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5230    3.9145    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9070    1.6168    0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2649    0.3143   -1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7150   -2.0741   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740   -3.4183    0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341   -1.0889    1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8833   -1.0370    1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4633   -2.7504    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3824   -2.7182   -1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  9  4  1  0
 16 10  1  0
 22 17  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 16 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END

  Mrv1652307282022142D          

 23 25  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 O   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   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   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
  1  2  2  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
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 10 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249353

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=C(C=C1)C1=C(NC(=O)C2=C(Cl)N=CC=C2)C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H12Cl2N2O/c19-13-9-7-12(8-10-13)14-4-1-2-6-16(14)22-18(23)15-5-3-11-21-17(15)20/h1-11H,(H,22,23)

> <INCHI_KEY>
WYEMLYFITZORAB-UHFFFAOYSA-N

> <FORMULA>
C18H12Cl2N2O

> <MOLECULAR_WEIGHT>
343.207

> <EXACT_MASS>
342.03266843

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
33.90455641871459

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-chloro-N-{4'-chloro-[1,1'-biphenyl]-2-yl}pyridine-3-carboxamide

> <ALOGPS_LOGP>
4.91

> <JCHEM_LOGP>
4.9229500863333335

> <ALOGPS_LOGS>
-5.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.05863608705959

> <JCHEM_PKA_STRONGEST_BASIC>
-0.10852538065672557

> <JCHEM_POLAR_SURFACE_AREA>
41.99

> <JCHEM_REFRACTIVITY>
95.24170000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.47e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
boscalid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249353
     RDKit          3D
Boscalid
 35 37  0  0  0  0  0  0  0  0999 V2000
    2.3702    2.0179    0.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9234    0.9821    0.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5725    0.7411    0.1396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4921    1.5938    0.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2831    2.8945    0.9121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4010    3.6978    1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6848    3.2570    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8842    1.9628    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8186    1.1506    0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -0.2186   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -0.5138   -1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0976   -1.8250   -1.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779   -2.8867   -0.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8659   -4.5618   -1.2325 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7948   -2.5896    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5504   -1.2910    0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8978   -0.0658   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2814   -1.0331    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1920   -2.0065    0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6904   -1.9807   -0.9439 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2959   -1.0141   -1.7918 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079   -0.0609   -1.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052    1.1805   -2.4897 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3173   -0.1915   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916    3.2901    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874    4.7121    1.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5230    3.9145    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9070    1.6168    0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2649    0.3143   -1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7150   -2.0741   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740   -3.4183    0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341   -1.0889    1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8833   -1.0370    1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4633   -2.7504    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3824   -2.7182   -1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  9  4  1  0
 16 10  1  0
 22 17  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 16 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END

HEADER    PROTEIN                                 28-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-20         0                                  
HETATM    1  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       9.336  -2.310   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0      -1.334  -0.770   0.000  0.00  0.00          Cl+0
HETATM   20  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    5   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   10                                                       
CONECT   17    2   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0249353
HETATM    1  O1  UNL     1       2.370   2.018   0.822  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.923   0.982   0.319  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.572   0.741   0.140  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.492   1.594   0.478  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.283   2.894   0.912  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.401   3.698   1.182  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.685   3.257   1.037  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.884   1.963   0.605  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.819   1.151   0.333  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.061  -0.219  -0.076  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.858  -0.514  -1.185  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.098  -1.825  -1.529  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.578  -2.887  -0.818  1.00  0.00           C  
HETATM   14 CL1  UNL     1      -2.866  -4.562  -1.233  1.00  0.00          CL  
HETATM   15  C12 UNL     1      -1.795  -2.590   0.272  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.550  -1.291   0.623  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.898  -0.066  -0.117  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.281  -1.033   0.759  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.192  -2.006   0.340  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.690  -1.981  -0.944  1.00  0.00           C  
HETATM   21  N2  UNL     1       4.296  -1.014  -1.792  1.00  0.00           N  
HETATM   22  C18 UNL     1       3.408  -0.061  -1.391  1.00  0.00           C  
HETATM   23 CL2  UNL     1       2.905   1.180  -2.490  1.00  0.00          CL  
HETATM   24  H1  UNL     1       0.317  -0.191  -0.323  1.00  0.00           H  
HETATM   25  H2  UNL     1       0.692   3.290   1.039  1.00  0.00           H  
HETATM   26  H3  UNL     1      -1.187   4.712   1.521  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.523   3.915   1.257  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.907   1.617   0.491  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.265   0.314  -1.743  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.715  -2.074  -2.389  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.374  -3.418   0.849  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.934  -1.089   1.488  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.883  -1.037   1.754  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.463  -2.750   1.073  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.382  -2.718  -1.266  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   17
CONECT    3    4   24
CONECT    4    5    5    9
CONECT    5    6   25
CONECT    6    7    7   26
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   15
CONECT   15   16   16   31
CONECT   16   32
CONECT   17   18   18   22
CONECT   18   19   33
CONECT   19   20   20   34
CONECT   20   21   35
CONECT   21   22   22
CONECT   22   23
END

HMDB0249353
     RDKit          3D
Boscalid
 35 37  0  0  0  0  0  0  0  0999 V2000
    2.3702    2.0179    0.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9234    0.9821    0.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5725    0.7411    0.1396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4921    1.5938    0.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2831    2.8945    0.9121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4010    3.6978    1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6848    3.2570    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8842    1.9628    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8186    1.1506    0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -0.2186   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -0.5138   -1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0976   -1.8250   -1.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779   -2.8867   -0.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8659   -4.5618   -1.2325 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7948   -2.5896    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5504   -1.2910    0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8978   -0.0658   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2814   -1.0331    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1920   -2.0065    0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6904   -1.9807   -0.9439 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2959   -1.0141   -1.7918 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079   -0.0609   -1.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052    1.1805   -2.4897 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3173   -0.1915   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916    3.2901    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874    4.7121    1.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5230    3.9145    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9070    1.6168    0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2649    0.3143   -1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7150   -2.0741   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740   -3.4183    0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341   -1.0889    1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8833   -1.0370    1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4633   -2.7504    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3824   -2.7182   -1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  9  4  1  0
 16 10  1  0
 22 17  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 16 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Chloro-N-(4'-chloro[1,1'-biphenyl]-2-yl)-3-pyridinecarboxamide	ChEBI
2-Chloro-N-(4'-chloro[1,1'-biphenyl]-2-yl)pyridine-3-carboxamide	ChEBI
2-chloro-N-(4-Chlorobiphenyl-2-yl)nicotinamide	MeSH

Chemical Formula

C₁₈H₁₂Cl₂N₂O

Average Molecular Weight

343.207

Monoisotopic Molecular Weight

342.03266843

IUPAC Name

2-chloro-N-{4'-chloro-[1,1'-biphenyl]-2-yl}pyridine-3-carboxamide

Traditional Name

boscalid

CAS Registry Number

Not Available

SMILES

ClC1=CC=C(C=C1)C1=C(NC(=O)C2=C(Cl)N=CC=C2)C=CC=C1

InChI Identifier

InChI=1S/C18H12Cl2N2O/c19-13-9-7-12(8-10-13)14-4-1-2-6-16(14)22-18(23)15-5-3-11-21-17(15)20/h1-11H,(H,22,23)

InChI Key

WYEMLYFITZORAB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Aromatic anilides

Alternative Parents

Substituents

Aromatic anilide
Chlorinated biphenyl
Biphenyl
Nicotinamide
Pyridinecarboxamide
Pyridine carboxylic acid or derivatives
Chlorobenzene
Halobenzene
2-halopyridine
Pyridine
Aryl halide
Aryl chloride
Vinylogous halide
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organopnictogen compound
Organohalogen compound
Organic oxygen compound
Organochloride
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

biphenyls (CHEBI:81822 )
monochlorobenzenes (CHEBI:81822 )
anilide fungicide (CHEBI:81822 )
pyridinecarboxamide (CHEBI:81822 )
Amide fungicides (C18547 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0249353)

Source

Exogenous

Exogenous (HMDB: HMDB0249353)

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	4.91	ALOGPS
logP	4.92	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	12.06	ChemAxon
pKa (Strongest Basic)	-0.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	95.24 m³·mol⁻¹	ChemAxon
Polarizability	33.9 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]+	177.019	30932474
DeepCCS	[M-H]-	174.661	30932474
DeepCCS	[M-2H]-	208.629	30932474
DeepCCS	[M+Na]+	183.965	30932474
AllCCS	[M+H]+	176.2	32859911
AllCCS	[M+H-H2O]+	172.9	32859911
AllCCS	[M+NH4]+	179.2	32859911
AllCCS	[M+Na]+	180.1	32859911
AllCCS	[M-H]-	172.1	32859911
AllCCS	[M+Na-2H]-	171.2	32859911
AllCCS	[M+HCOO]-	170.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Boscalid	ClC1=CC=C(C=C1)C1=C(NC(=O)C2=C(Cl)N=CC=C2)C=CC=C1	4393.5	Standard polar	33892256
Boscalid	ClC1=CC=C(C=C1)C1=C(NC(=O)C2=C(Cl)N=CC=C2)C=CC=C1	2857.0	Standard non polar	33892256
Boscalid	ClC1=CC=C(C=C1)C1=C(NC(=O)C2=C(Cl)N=CC=C2)C=CC=C1	2826.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Boscalid,1TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CN=C1Cl)C1=CC=CC=C1C1=CC=C(Cl)C=C1	2679.7	Semi standard non polar	33892256
Boscalid,1TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CN=C1Cl)C1=CC=CC=C1C1=CC=C(Cl)C=C1	2771.7	Standard non polar	33892256
Boscalid,1TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CN=C1Cl)C1=CC=CC=C1C1=CC=C(Cl)C=C1	3685.5	Standard polar	33892256
Boscalid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1Cl)C1=CC=CC=C1C1=CC=C(Cl)C=C1	2913.6	Semi standard non polar	33892256
Boscalid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1Cl)C1=CC=CC=C1C1=CC=C(Cl)C=C1	2984.8	Standard non polar	33892256
Boscalid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1Cl)C1=CC=CC=C1C1=CC=C(Cl)C=C1	3708.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Boscalid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2020-08-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Boscalid 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 - Boscalid LC-ESI-ITFT , negative-QTOF	splash10-0006-0009000000-08bb054d30b013df8c3a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , negative-QTOF	splash10-0006-0009000000-fd23b8bb2b3eca18d170	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , negative-QTOF	splash10-0002-0900000000-576980b20b4f9254c0a7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , negative-QTOF	splash10-0002-0920000000-018f832c24ec5e51d031	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , negative-QTOF	splash10-01t9-0790000000-b60e0536295f0f6f282b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0009000000-1e0db928185a7c40e0ac	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-0006-0009000000-85c9fae68389f66ef539	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-0a4l-0109000000-35390100c1c858f08950	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0249000000-255b3e9ea0c165968aa2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-00di-0292000000-9a2a555807653da18edd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-00di-1290000000-245c46bd849f5f30c9df	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-00dl-1290000000-55dae94ea9ffe2501875	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-0006-0009000000-85dda4095cd906af3a3a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-0a4l-0109000000-6b7ac2e9e77726c22d55	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0249000000-e9a7fa91517adaaa6474	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-00di-0292000000-621dc4c81d2c4fddc0b0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-00di-1290000000-5a5348758876aeb7aa0d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-00dl-1290000000-68a8a92797d7e0bcc8ba	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boscalid LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0009000000-6329d742a309c6964c06	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boscalid 10V, Positive-QTOF	splash10-0006-0029000000-394375ad83fc8d7d2b46	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boscalid 20V, Positive-QTOF	splash10-0f6x-0269000000-5cf34c5315292816ef3a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boscalid 40V, Positive-QTOF	splash10-0udi-5982000000-8575b981f752a80b50a8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boscalid 10V, Negative-QTOF	splash10-0006-0009000000-a75649df0c3b066935ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boscalid 20V, Negative-QTOF	splash10-0006-0329000000-3421bbf7bf3471368e9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boscalid 40V, Negative-QTOF	splash10-0r29-4594000000-4b65f05a7caf251f35bc	2016-08-03	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

DB12792

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

184713

KEGG Compound ID

C18547

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

81822

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1456161

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 Boscalid (HMDB0249353)

MOL for HMDB0249353 (Boscalid)

3D MOL for HMDB0249353 (Boscalid)

3D SDF for HMDB0249353 (Boscalid)

3D-SDF for HMDB0249353 (Boscalid)

PDB for HMDB0249353 (Boscalid)

3D PDB for HMDB0249353 (Boscalid)

SMILES for HMDB0249353 (Boscalid)

INCHI for HMDB0249353 (Boscalid)

Structure for HMDB0249353 (Boscalid)

3D Structure for HMDB0249353 (Boscalid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra