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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:07:19 UTC

Update Date

2021-09-26 23:12:22 UTC

HMDB ID

HMDB0256598

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pirimicarb

Description

Pirimicarb belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group. Based on a literature review a significant number of articles have been published on Pirimicarb. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pirimicarb is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pirimicarb 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

HMDB0256598
     RDKit          3D
Pirimicarb
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.0363   -3.0499    0.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6020   -1.6778    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4807   -0.6908   -0.0529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1169    0.5513   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1264    1.5129   -0.6058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835    2.2825    0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6718    1.7003   -1.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    0.7753   -0.5794 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1310   -0.1679   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    0.1005   -0.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.4156    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6798    0.4420    1.6508 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206    0.6938    0.3719 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    0.6570   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4394    1.0037    1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2605   -1.4299   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7437   -2.5296    0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1331   -3.1021    1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0520   -3.1822    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3458   -3.8067    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8010    2.3562    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8433    3.3282    0.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4409    1.7586    1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8131    1.6467   -2.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3187    0.8496   -2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1448    2.6923   -2.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906    0.2157   -1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1018    0.0103   -0.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4326    1.6769   -1.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1518    0.1693    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0550    1.9134    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8173    1.1213    2.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6289   -3.2551   -0.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -2.9420    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7531   -2.0392    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  4  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  2  0
 16 17  1  0
 16  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END


  Mrv1652307282022222D          

 17 17  0  0  0  0            999 V2000
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   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    2.0625    0.0000 C   0  0  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    1.2375    0.0000 O   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 N   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 N   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  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
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256598

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C(=O)OC1=NC(=NC(C)=C1C)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3

> <INCHI_KEY>
YFGYUFNIOHWBOB-UHFFFAOYSA-N

> <FORMULA>
C11H18N4O2

> <MOLECULAR_WEIGHT>
238.2862

> <EXACT_MASS>
238.14297584

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
25.92442996037453

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(dimethylamino)-5,6-dimethylpyrimidin-4-yl N,N-dimethylcarbamate

> <ALOGPS_LOGP>
1.45

> <JCHEM_LOGP>
1.7968819969999994

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.992751815684311

> <JCHEM_POLAR_SURFACE_AREA>
58.56000000000001

> <JCHEM_REFRACTIVITY>
66.6456

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pirimicarb

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256598
     RDKit          3D
Pirimicarb
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.0363   -3.0499    0.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6020   -1.6778    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4807   -0.6908   -0.0529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1169    0.5513   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1264    1.5129   -0.6058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835    2.2825    0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6718    1.7003   -1.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    0.7753   -0.5794 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1310   -0.1679   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    0.1005   -0.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.4156    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6798    0.4420    1.6508 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206    0.6938    0.3719 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    0.6570   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4394    1.0037    1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2605   -1.4299   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7437   -2.5296    0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1331   -3.1021    1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0520   -3.1822    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3458   -3.8067    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8010    2.3562    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8433    3.3282    0.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4409    1.7586    1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8131    1.6467   -2.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3187    0.8496   -2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1448    2.6923   -2.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906    0.2157   -1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1018    0.0103   -0.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4326    1.6769   -1.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1518    0.1693    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0550    1.9134    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8173    1.1213    2.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6289   -3.2551   -0.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -2.9420    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7531   -2.0392    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  4  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  2  0
 16 17  1  0
 16  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 17 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  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   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   3.850   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7   14                                                  
CONECT   14   13                                                            
CONECT   15    9   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0256598
HETATM    1  C1  UNL     1      -2.036  -3.050   0.551  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.602  -1.678   0.145  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.481  -0.691  -0.053  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.117   0.551  -0.417  1.00  0.00           C  
HETATM    5  N2  UNL     1      -3.126   1.513  -0.606  1.00  0.00           N  
HETATM    6  C4  UNL     1      -3.583   2.282   0.517  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.672   1.700  -1.924  1.00  0.00           C  
HETATM    8  N3  UNL     1      -0.810   0.775  -0.579  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.131  -0.168  -0.398  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.469   0.101  -0.575  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.241   0.416   0.529  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.680   0.442   1.651  1.00  0.00           O  
HETATM   13  N4  UNL     1       3.621   0.694   0.372  1.00  0.00           N  
HETATM   14  C8  UNL     1       4.200   0.657  -0.946  1.00  0.00           C  
HETATM   15  C9  UNL     1       4.439   1.004   1.511  1.00  0.00           C  
HETATM   16  C10 UNL     1      -0.261  -1.430  -0.026  1.00  0.00           C  
HETATM   17  C11 UNL     1       0.744  -2.530   0.197  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.133  -3.102   1.658  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.052  -3.182   0.112  1.00  0.00           H  
HETATM   20  H3  UNL     1      -1.346  -3.807   0.175  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.801   2.356   1.310  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.843   3.328   0.251  1.00  0.00           H  
HETATM   23  H6  UNL     1      -4.441   1.759   1.023  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.813   1.647  -2.653  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.319   0.850  -2.160  1.00  0.00           H  
HETATM   26  H9  UNL     1      -4.145   2.692  -2.065  1.00  0.00           H  
HETATM   27  H10 UNL     1       3.491   0.216  -1.696  1.00  0.00           H  
HETATM   28  H11 UNL     1       5.102   0.010  -0.916  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.433   1.677  -1.344  1.00  0.00           H  
HETATM   30  H13 UNL     1       5.152   0.169   1.722  1.00  0.00           H  
HETATM   31  H14 UNL     1       5.055   1.913   1.405  1.00  0.00           H  
HETATM   32  H15 UNL     1       3.817   1.121   2.422  1.00  0.00           H  
HETATM   33  H16 UNL     1       0.629  -3.255  -0.606  1.00  0.00           H  
HETATM   34  H17 UNL     1       0.625  -2.942   1.215  1.00  0.00           H  
HETATM   35  H18 UNL     1       1.753  -2.039   0.196  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   16
CONECT    3    4
CONECT    4    5    8    8
CONECT    5    6    7
CONECT    6   21   22   23
CONECT    7   24   25   26
CONECT    8    9
CONECT    9   10   16   16
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   15
CONECT   14   27   28   29
CONECT   15   30   31   32
CONECT   16   17
CONECT   17   33   34   35
END

HMDB0256598
     RDKit          3D
Pirimicarb
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.0363   -3.0499    0.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6020   -1.6778    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4807   -0.6908   -0.0529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1169    0.5513   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1264    1.5129   -0.6058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835    2.2825    0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6718    1.7003   -1.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    0.7753   -0.5794 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1310   -0.1679   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    0.1005   -0.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2412    0.4156    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6798    0.4420    1.6508 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206    0.6938    0.3719 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    0.6570   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4394    1.0037    1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2605   -1.4299   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7437   -2.5296    0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1331   -3.1021    1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0520   -3.1822    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3458   -3.8067    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8010    2.3562    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8433    3.3282    0.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4409    1.7586    1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8131    1.6467   -2.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3187    0.8496   -2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1448    2.6923   -2.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906    0.2157   -1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1018    0.0103   -0.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4326    1.6769   -1.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1518    0.1693    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0550    1.9134    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8173    1.1213    2.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6289   -3.2551   -0.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -2.9420    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7531   -2.0392    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  4  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  2  0
 16 17  1  0
 16  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dimethylcarbamic acid 2-(dimethylamino)-5,6-dimethyl-4-pyrimidinyl ester	ChEBI
Dimethylcarbamate 2-(dimethylamino)-5,6-dimethyl-4-pyrimidinyl ester	Generator
2-dimethylamino-5,6-Dimethylpyrimidin-4-yldimethylcarbamate	MeSH
5,6-Dimethyl-2-dimethylamino-4-dimethylcarbamoyloxypyrimidine	MeSH
Pirimor	MeSH
Pyrimor	MeSH
ZZ-Aphox	MeSH

Chemical Formula

C₁₁H₁₈N₄O₂

Average Molecular Weight

238.2862

Monoisotopic Molecular Weight

238.14297584

IUPAC Name

2-(dimethylamino)-5,6-dimethylpyrimidin-4-yl N,N-dimethylcarbamate

Traditional Name

pirimicarb

CAS Registry Number

Not Available

SMILES

CN(C)C(=O)OC1=NC(=NC(C)=C1C)N(C)C

InChI Identifier

InChI=1S/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3

InChI Key

YFGYUFNIOHWBOB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Dialkylarylamines

Alternative Parents

Substituents

Dialkylarylamine
Aminopyrimidine
Pyrimidine
Heteroaromatic compound
Carbamic acid ester
Carbonic acid derivative
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

carbamate ester (CHEBI:8248 )
tertiary amino compound (CHEBI:8248 )
aminopyrimidine (CHEBI:8248 )
Carbamate insecticides (C11079 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Cytoplasm (HMDB: HMDB0256598)
extracellular (HMDB: HMDB0256598)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

agrochemical (HMDB: HMDB0256598)

Agriculture

Pesticide

Insecticide

carbamate insecticide (HMDB: HMDB0256598)

EC 3.1.1.7 (acetylcholinesterase) inhibitor (HMDB: HMDB0256598)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.45	ALOGPS
logP	1.8	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	4.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	58.56 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.65 m³·mol⁻¹	ChemAxon
Polarizability	25.92 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]+	157.019	30932474
DeepCCS	[M-H]-	154.66	30932474
DeepCCS	[M-2H]-	187.572	30932474
DeepCCS	[M+Na]+	163.111	30932474
AllCCS	[M+H]+	152.3	32859911
AllCCS	[M+H-H2O]+	148.8	32859911
AllCCS	[M+NH4]+	155.5	32859911
AllCCS	[M+Na]+	156.4	32859911
AllCCS	[M-H]-	158.7	32859911
AllCCS	[M+Na-2H]-	159.3	32859911
AllCCS	[M+HCOO]-	160.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pirimicarb	CN(C)C(=O)OC1=NC(=NC(C)=C1C)N(C)C	2014.6	Standard polar	33892256
Pirimicarb	CN(C)C(=O)OC1=NC(=NC(C)=C1C)N(C)C	1793.3	Standard non polar	33892256
Pirimicarb	CN(C)C(=O)OC1=NC(=NC(C)=C1C)N(C)C	1847.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pirimicarb GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2020-08-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirimicarb GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-01b9-9710000000-313bbf6b18b18b212ba3	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 - Pirimicarb LC-ESI-ITFT 16V, positive-QTOF	splash10-001i-0900000000-e5740c854eb7e7ad3c4f	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-ITFT 7V, positive-QTOF	splash10-000i-0090000000-119ebb68ddf4e440b683	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-ITFT 14V, positive-QTOF	splash10-0080-4790000000-4700bd197df64bf01172	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-ITFT 21V, positive-QTOF	splash10-00e9-8900000000-b7381858fe3ce0299f5d	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-ITFT 28V, positive-QTOF	splash10-00di-9500000000-b8cf29b1203436d01225	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-ITFT 35V, positive-QTOF	splash10-00di-9200000000-aa0be7983aec57fbab1a	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-ITFT 42V, positive-QTOF	splash10-00di-9100000000-6179a70cba6a22566220	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-QQ 10V, positive-QTOF	splash10-000i-0190000000-94b7560c0f9c519d58e9	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-QQ 20V, positive-QTOF	splash10-0fer-4960000000-51ffb682b0be3d517b36	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-QQ 30V, positive-QTOF	splash10-00di-9600000000-48515d1eeed29a5ccca4	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-QQ 40V, positive-QTOF	splash10-00di-9400000000-b32e71dc3f93b26df492	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-QQ 50V, positive-QTOF	splash10-00di-9300000000-407204c4c3da85d12b49	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-IT 0V, positive-QTOF	splash10-001i-2900000000-d950836835aaf04daeb7	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-ITFT 26V, positive-QTOF	splash10-00e9-9800000000-5ce80c8c19f69148d8ba	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-ITFT 38V, positive-QTOF	splash10-00di-9300000000-b85802019265ab8ef32c	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-ITFT 16V, positive-QTOF	splash10-001i-0910000000-40accc9af95caf9e2357	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb LC-ESI-QFT 16V, positive-QTOF	splash10-00ei-9550000000-15b94f25ca195031ceb0	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb NA , positive-QTOF	splash10-00di-9420000000-005b33570a1d36c2f1f8	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pirimicarb NA , positive-QTOF	splash10-03di-0090000000-c23356a41acab4bfe7ca	2020-08-04	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirimicarb 10V, Positive-QTOF	splash10-000i-0190000000-df3ac4872d3bfbb37ef8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirimicarb 20V, Positive-QTOF	splash10-0udu-4940000000-48e9e2ce7263ae73cdac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirimicarb 40V, Positive-QTOF	splash10-0udi-9800000000-a5055c18aa1449e07430	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirimicarb 10V, Negative-QTOF	splash10-000i-0190000000-07314debcdcbd5a16f98	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirimicarb 20V, Negative-QTOF	splash10-000l-6980000000-74a27d368386f745e7b9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirimicarb 40V, Negative-QTOF	splash10-00y0-9200000000-5fc58ffeb356a62f4146	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

29348

KEGG Compound ID

C11079

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pirimicarb

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

8248

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1696241

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 Pirimicarb (HMDB0256598)

MOL for HMDB0256598 (Pirimicarb)

3D MOL for HMDB0256598 (Pirimicarb)

3D SDF for HMDB0256598 (Pirimicarb)

3D-SDF for HMDB0256598 (Pirimicarb)

PDB for HMDB0256598 (Pirimicarb)

3D PDB for HMDB0256598 (Pirimicarb)

SMILES for HMDB0256598 (Pirimicarb)

INCHI for HMDB0256598 (Pirimicarb)

Structure for HMDB0256598 (Pirimicarb)

3D Structure for HMDB0256598 (Pirimicarb)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra