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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:32:47 UTC

Update Date

2021-09-26 23:11:43 UTC

HMDB ID

HMDB0256221

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pendimethalin

Description

Pendimethalin, also known as penoxalin, belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group. Based on a literature review a significant number of articles have been published on Pendimethalin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pendimethalin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pendimethalin 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

HMDB0256221
     RDKit          3D
Pendimethalin
 39 39  0  0  0  0  0  0  0  0999 V2000
   -2.7636    2.3199    1.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016    0.9738    0.9143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488    0.4395    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2014   -0.8726   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664   -0.8389   -1.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7892    0.3556    0.9687 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4703   -0.1358    0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -1.4493    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080   -2.3757    1.4061 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.0686   -3.5711    1.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725   -1.9314    2.3523 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0649   -1.8646    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9383   -1.0442   -0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2631   -1.5471   -0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614    0.2685   -0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044    1.1707   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350    0.7091   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9462    2.0794   -0.3260 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.6093    2.4263   -1.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9307    3.0006    0.6785 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.6660    2.8522    1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2232    2.9862    0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1070    2.1800    2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0166    1.1471    0.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3958    0.2880    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7666    1.1905   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151   -1.1863   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070   -1.6064    0.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0861   -0.3964   -2.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5843   -1.9228   -1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2949   -0.4447   -1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254    0.6604    1.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225   -2.9059    0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0706   -0.8855   -0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4629   -2.5558   -0.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2102   -1.6377   -2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0218    2.1291   -1.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961    0.6647   -2.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4399    1.3305   -0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
M  CHG  4   9   1  11  -1  18   1  20  -1
M  END

  Mrv0541 02241204072D          

 20 20  0  0  0  0            999 V2000
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   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
    0.0000    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
    0.0000    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.9639   -0.4987    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  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  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  CHG  4  15   1  16  -1  18   1  19  -1
M  END
> <DATABASE_ID>
HMDB0256221

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(CC)NC1=C(C=C(C)C(C)=C1[N+]([O-])=O)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H19N3O4/c1-5-10(6-2)14-12-11(15(17)18)7-8(3)9(4)13(12)16(19)20/h7,10,14H,5-6H2,1-4H3

> <INCHI_KEY>
CHIFOSRWCNZCFN-UHFFFAOYSA-N

> <FORMULA>
C13H19N3O4

> <MOLECULAR_WEIGHT>
281.3077

> <EXACT_MASS>
281.137556111

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.323164928902603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4-dimethyl-2,6-dinitro-N-(pentan-3-yl)aniline

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
4.821262870000001

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.944536973324537

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0361650699611822

> <JCHEM_POLAR_SURFACE_AREA>
103.66999999999999

> <JCHEM_REFRACTIVITY>
79.19899999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
way up

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256221
     RDKit          3D
Pendimethalin
 39 39  0  0  0  0  0  0  0  0999 V2000
   -2.7636    2.3199    1.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016    0.9738    0.9143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488    0.4395    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2014   -0.8726   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664   -0.8389   -1.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7892    0.3556    0.9687 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4703   -0.1358    0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -1.4493    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080   -2.3757    1.4061 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.0686   -3.5711    1.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725   -1.9314    2.3523 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0649   -1.8646    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9383   -1.0442   -0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2631   -1.5471   -0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614    0.2685   -0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044    1.1707   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350    0.7091   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9462    2.0794   -0.3260 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.6093    2.4263   -1.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9307    3.0006    0.6785 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.6660    2.8522    1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2232    2.9862    0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1070    2.1800    2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0166    1.1471    0.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3958    0.2880    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7666    1.1905   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151   -1.1863   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070   -1.6064    0.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0861   -0.3964   -2.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5843   -1.9228   -1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2949   -0.4447   -1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254    0.6604    1.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225   -2.9059    0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0706   -0.8855   -0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4629   -2.5558   -0.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2102   -1.6377   -2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0218    2.1291   -1.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961    0.6647   -2.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4399    1.3305   -0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
M  CHG  4   9   1  11  -1  18   1  20  -1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+1
HETATM   16  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O-1
HETATM   17  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+1
HETATM   19  O   UNK     0       5.533  -0.931   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    7   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    8   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0256221
HETATM    1  C1  UNL     1      -2.764   2.320   1.541  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.102   0.974   0.914  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.949   0.439   0.110  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.201  -0.873  -0.534  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.366  -0.839  -1.512  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.789   0.356   0.969  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.470  -0.136   0.527  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.823  -1.449   0.722  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.008  -2.376   1.406  1.00  0.00           N1+
HETATM   10  O1  UNL     1       0.069  -3.571   1.127  1.00  0.00           O  
HETATM   11  O2  UNL     1      -0.873  -1.931   2.352  1.00  0.00           O1-
HETATM   12  C8  UNL     1       2.065  -1.865   0.228  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.938  -1.044  -0.432  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.263  -1.547  -0.946  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.561   0.269  -0.614  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.504   1.171  -1.331  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.335   0.709  -0.135  1.00  0.00           C  
HETATM   18  N3  UNL     1       0.946   2.079  -0.326  1.00  0.00           N1+
HETATM   19  O3  UNL     1       0.609   2.426  -1.479  1.00  0.00           O  
HETATM   20  O4  UNL     1       0.931   3.001   0.679  1.00  0.00           O1-
HETATM   21  H1  UNL     1      -3.666   2.852   1.902  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.223   2.986   0.851  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.107   2.180   2.433  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.017   1.147   0.323  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.396   0.288   1.734  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.767   1.190  -0.710  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.315  -1.186  -1.105  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.507  -1.606   0.238  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.086  -0.396  -2.475  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.584  -1.923  -1.729  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.295  -0.445  -1.066  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.825   0.660   1.977  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.323  -2.906   0.392  1.00  0.00           H  
HETATM   34  H14 UNL     1       5.071  -0.886  -0.570  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.463  -2.556  -0.533  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.210  -1.638  -2.031  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.022   2.129  -1.615  1.00  0.00           H  
HETATM   38  H18 UNL     1       3.796   0.665  -2.278  1.00  0.00           H  
HETATM   39  H19 UNL     1       4.440   1.330  -0.756  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4    6   26
CONECT    4    5   27   28
CONECT    5   29   30   31
CONECT    6    7   32
CONECT    7    8    8   17
CONECT    8    9   12
CONECT    9   10   10   11
CONECT   12   13   13   33
CONECT   13   14   15
CONECT   14   34   35   36
CONECT   15   16   17   17
CONECT   16   37   38   39
CONECT   17   18
CONECT   18   19   19   20
END

HMDB0256221
     RDKit          3D
Pendimethalin
 39 39  0  0  0  0  0  0  0  0999 V2000
   -2.7636    2.3199    1.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016    0.9738    0.9143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488    0.4395    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2014   -0.8726   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664   -0.8389   -1.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7892    0.3556    0.9687 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4703   -0.1358    0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -1.4493    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080   -2.3757    1.4061 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.0686   -3.5711    1.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725   -1.9314    2.3523 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0649   -1.8646    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9383   -1.0442   -0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2631   -1.5471   -0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614    0.2685   -0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044    1.1707   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350    0.7091   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9462    2.0794   -0.3260 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.6093    2.4263   -1.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9307    3.0006    0.6785 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.6660    2.8522    1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2232    2.9862    0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1070    2.1800    2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0166    1.1471    0.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3958    0.2880    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7666    1.1905   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151   -1.1863   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070   -1.6064    0.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0861   -0.3964   -2.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5843   -1.9228   -1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2949   -0.4447   -1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254    0.6604    1.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225   -2.9059    0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0706   -0.8855   -0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4629   -2.5558   -0.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2102   -1.6377   -2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0218    2.1291   -1.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961    0.6647   -2.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4399    1.3305   -0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
M  CHG  4   9   1  11  -1  18   1  20  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-Dimethyl-2,6-dinitro-N-(1-ethylpropyl)aniline	ChEBI
N-(1-Ethylpropyl)-2,6-dinitro-3,4-xylidine	ChEBI
N-(1-Ethylpropyl)-3,4-dimethyl-2,6-dinitroaniline	ChEBI
N-(1-Ethylpropyl)-3,4-dimethyl-2,6-dinitrobenzenamine	ChEBI
N-(3-Pentyl)-3,4-dimethyl-2,6-dinitroaniline	ChEBI
Pendimethaline	ChEBI
Penoxalin	ChEBI
Penoxaline	ChEBI
Penoxyn	ChEBI
Phenoxalin	ChEBI
Prowl	MeSH

Chemical Formula

C₁₃H₁₉N₃O₄

Average Molecular Weight

281.3077

Monoisotopic Molecular Weight

281.137556111

IUPAC Name

3,4-dimethyl-2,6-dinitro-N-(pentan-3-yl)aniline

Traditional Name

way up

CAS Registry Number

Not Available

SMILES

CCC(CC)NC1=C(C=C(C)C(C)=C1[N+]([O-])=O)[N+]([O-])=O

InChI Identifier

InChI=1S/C13H19N3O4/c1-5-10(6-2)14-12-11(15(17)18)7-8(3)9(4)13(12)16(19)20/h7,10,14H,5-6H2,1-4H3

InChI Key

CHIFOSRWCNZCFN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Aniline and substituted anilines

Direct Parent

Dinitroanilines

Alternative Parents

Substituents

Dinitroaniline
Nitrobenzene
Nitrotoluene
Phenylalkylamine
Nitroaromatic compound
Xylene
O-xylene
Secondary aliphatic/aromatic amine
C-nitro compound
Organic nitro compound
Organic oxoazanium
Secondary amine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organopnictogen compound
Organic zwitterion
Amine
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:83569 )
substituted aniline (CHEBI:83569 )
secondary amino compound (CHEBI:83569 )
Dinitroaniline herbicides (C11019 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0256221)

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	4.36	ALOGPS
logP	4.82	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	10.94	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	103.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	79.2 m³·mol⁻¹	ChemAxon
Polarizability	28.32 Å³	ChemAxon
Number of Rings	1	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]+	178.235	30932474
DeepCCS	[M-H]-	174.975	30932474
DeepCCS	[M-2H]-	210.311	30932474
DeepCCS	[M+Na]+	186.522	30932474
AllCCS	[M+H]+	164.8	32859911
AllCCS	[M+H-H2O]+	161.6	32859911
AllCCS	[M+NH4]+	167.8	32859911
AllCCS	[M+Na]+	168.7	32859911
AllCCS	[M-H]-	166.6	32859911
AllCCS	[M+Na-2H]-	166.8	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pendimethalin	CCC(CC)NC1=C(C=C(C)C(C)=C1[N+]([O-])=O)[N+]([O-])=O	2742.2	Standard polar	33892256
Pendimethalin	CCC(CC)NC1=C(C=C(C)C(C)=C1[N+]([O-])=O)[N+]([O-])=O	2064.2	Standard non polar	33892256
Pendimethalin	CCC(CC)NC1=C(C=C(C)C(C)=C1[N+]([O-])=O)[N+]([O-])=O	2095.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pendimethalin,1TMS,isomer #1	CCC(CC)N(C1=C([N+](=O)[O-])C=C(C)C(C)=C1[N+](=O)[O-])[Si](C)(C)C	2129.0	Semi standard non polar	33892256
Pendimethalin,1TMS,isomer #1	CCC(CC)N(C1=C([N+](=O)[O-])C=C(C)C(C)=C1[N+](=O)[O-])[Si](C)(C)C	2239.3	Standard non polar	33892256
Pendimethalin,1TMS,isomer #1	CCC(CC)N(C1=C([N+](=O)[O-])C=C(C)C(C)=C1[N+](=O)[O-])[Si](C)(C)C	2563.5	Standard polar	33892256
Pendimethalin,1TBDMS,isomer #1	CCC(CC)N(C1=C([N+](=O)[O-])C=C(C)C(C)=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	2403.7	Semi standard non polar	33892256
Pendimethalin,1TBDMS,isomer #1	CCC(CC)N(C1=C([N+](=O)[O-])C=C(C)C(C)=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	2445.6	Standard non polar	33892256
Pendimethalin,1TBDMS,isomer #1	CCC(CC)N(C1=C([N+](=O)[O-])C=C(C)C(C)=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	2671.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pendimethalin GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-2190000000-0eb48b441cfd67f91051	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pendimethalin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0udi-6970000000-c257c6cd513d6c161144	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 40V, Positive-QTOF	splash10-002b-0900000000-1124a2ab0e02590841f0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 60V, Positive-QTOF	splash10-00kg-3900000000-c8b5aaad7e1660fb8163	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 45V, Positive-QTOF	splash10-0297-2910000000-b484f99c74bd5885b936	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 35V, Positive-QTOF	splash10-03di-0090000000-e5b0cb75fb9100293a0a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 55V, Positive-QTOF	splash10-03di-0090000000-1a42c5869d2756d25804	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 35V, Positive-QTOF	splash10-03fr-2980000000-abaf73326bea0690072e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 15V, Positive-QTOF	splash10-03di-0090000000-b82c77870e70301ba65d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 55V, Positive-QTOF	splash10-00mn-1900000000-5c62bdea59694da44c70	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 80V, Positive-QTOF	splash10-0fr7-3900000000-29fccd1614d8083b5ef1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 30V, Positive-QTOF	splash10-03di-0390000000-abf36ca529adebb5ded3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 90V, Positive-QTOF	splash10-014l-9800000000-10a009231153a223ecaf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 75V, Positive-QTOF	splash10-00kg-5900000000-5758bc0a45fdc9d53407	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 50V, Positive-QTOF	splash10-0002-0900000000-86ff6c4d818fdb9cf7ad	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 50V, Positive-QTOF	splash10-0002-0900000000-ff2e937e85012fa0a2e7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 30V, Positive-QTOF	splash10-01r5-0920000000-0e330e39990dcf5e4300	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 40V, Positive-QTOF	splash10-002b-0900000000-9165c0d471cd1a542ba0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 20V, Positive-QTOF	splash10-03di-0490000000-eb50cf95d5f3c0fcec3c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pendimethalin 10V, Positive-QTOF	splash10-03di-0090000000-aa7e3dcd894241a05706	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pendimethalin 10V, Positive-QTOF	splash10-001i-1090000000-b42ada96d131b12ec1cf	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pendimethalin 20V, Positive-QTOF	splash10-05fr-1090000000-64c713bc372170357a7e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pendimethalin 40V, Positive-QTOF	splash10-00di-9020000000-a1d45e05bba4c7623a01	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pendimethalin 10V, Negative-QTOF	splash10-001i-0090000000-8662412b6faad754679a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pendimethalin 20V, Negative-QTOF	splash10-001i-0090000000-1f45ad080ef2f91e7c2a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pendimethalin 40V, Negative-QTOF	splash10-00di-4190000000-f588e443de7d72c5fea9	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

35265

KEGG Compound ID

C11019

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pendimethalin

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

83569

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1337371

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 Pendimethalin (HMDB0256221)

MOL for HMDB0256221 (Pendimethalin)

3D MOL for HMDB0256221 (Pendimethalin)

3D SDF for HMDB0256221 (Pendimethalin)

3D-SDF for HMDB0256221 (Pendimethalin)

PDB for HMDB0256221 (Pendimethalin)

3D PDB for HMDB0256221 (Pendimethalin)

SMILES for HMDB0256221 (Pendimethalin)

INCHI for HMDB0256221 (Pendimethalin)

Structure for HMDB0256221 (Pendimethalin)

3D Structure for HMDB0256221 (Pendimethalin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra