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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:50:36 UTC

Update Date

2021-09-26 23:06:35 UTC

HMDB ID

HMDB0253405

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Imazapyr

Description

Imazapyr belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Imazapyr is a moderately basic compound (based on its pKa). Imazapyr is a non-selective herbicide for non-crop land applications which is particularly effective on hard-to-control perennial grasses. Its mode of action is non-selective and absorbed by foliage and rapidly translocated. Imazapyr is a potentially toxic compound. Additionally, imazapyr is used to control annual and perennial grass and broadleaved weeds, brush, vines and many deciduous trees. It is used to eliminate Lithocarpus densiflorus (Tan Oak) and Arbutus menziesii (Pacific Madrone). It controls vegetation by interfering with an enzyme pathway. In plants, imazapyr disrupts protein synthesis and interferes with cell growth and DNA synthesis. It accumulates in the meristem region (active growth region) of the plant. Imazapyr is absorbed by the leaves and roots, and moves rapidly through the plant. It is used for the control of a broad range of weeds including terrestrial annual and perennial grasses and broadleaved herbs, woody species, and riparian and emergent aquatic species. It inhibits acetolactate synthase. This compound has been identified in human blood as reported by (PMID: 31557052 ). Imazapyr is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Imazapyr 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

HMDB0253405
     RDKit          3D
Imazapyr
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.9052   -0.3508    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607   -0.7455   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3914   -0.2063   -1.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4781   -0.2805    0.6414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6819   -0.9371    2.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1632   -0.6550    0.1947 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6922    0.4459    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445    0.5066    0.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8006    0.7248    1.6148 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326    0.7885    1.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8633    0.6302    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2729    0.4096   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8582    0.3505   -0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1880    0.1810   -1.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8741    0.0034   -3.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2132   -2.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0257    1.4997    0.7611 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043    1.1852    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3288    2.0360    0.8099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8628   -0.4608    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1603    0.7083    0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7042   -0.9759   -0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4990   -1.8515   -0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9773   -0.9477   -2.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4270    0.0169   -2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440    0.7623   -1.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970   -1.8503    1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1464   -0.2390    2.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037   -1.2489    2.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -1.5533   -0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.9595    2.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9546    0.6719    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7998    0.2798   -1.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3851   -0.5769   -2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  7 17  2  0
 17 18  1  0
 18 19  2  0
 18  4  1  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 16 34  1  0
M  END

  Mrv0541 08291403432D          

 19 20  0  0  0  0            999 V2000
    1.3922    2.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4541    3.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032    2.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1991    2.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -0.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333    0.4394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    1.8053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947    0.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454   -1.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032    2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 13  3  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  6  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 15 12  1  0  0  0  0
 16 10  1  0  0  0  0
 16 13  1  0  0  0  0
 17 11  2  0  0  0  0
 18 11  1  0  0  0  0
 19 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253405

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1(C)NC(=NC1=O)C1=C(C=CC=N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H15N3O3/c1-7(2)13(3)12(19)15-10(16-13)9-8(11(17)18)5-4-6-14-9/h4-7H,1-3H3,(H,17,18)(H,15,16,19)

> <INCHI_KEY>
CLQMBPJKHLGMQK-UHFFFAOYSA-N

> <FORMULA>
C13H15N3O3

> <MOLECULAR_WEIGHT>
261.2765

> <EXACT_MASS>
261.111341361

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.455531961591532

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[5-methyl-4-oxo-5-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
1.1239438513333337

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.89559810279832

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.652565042370728

> <JCHEM_PKA_STRONGEST_BASIC>
1.3598401847600687

> <JCHEM_POLAR_SURFACE_AREA>
91.65

> <JCHEM_REFRACTIVITY>
67.82709999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-isopropyl-4-methyl-5-oxo-3H-imidazol-2-yl)pyridine-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253405
     RDKit          3D
Imazapyr
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.9052   -0.3508    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607   -0.7455   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3914   -0.2063   -1.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4781   -0.2805    0.6414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6819   -0.9371    2.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1632   -0.6550    0.1947 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6922    0.4459    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445    0.5066    0.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8006    0.7248    1.6148 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326    0.7885    1.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8633    0.6302    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2729    0.4096   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8582    0.3505   -0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1880    0.1810   -1.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8741    0.0034   -3.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2132   -2.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0257    1.4997    0.7611 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043    1.1852    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3288    2.0360    0.8099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8628   -0.4608    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1603    0.7083    0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7042   -0.9759   -0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4990   -1.8515   -0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9773   -0.9477   -2.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4270    0.0169   -2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440    0.7623   -1.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970   -1.8503    1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1464   -0.2390    2.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037   -1.2489    2.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -1.5533   -0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.9595    2.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9546    0.6719    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7998    0.2798   -1.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3851   -0.5769   -2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  7 17  2  0
 17 18  1  0
 18 19  2  0
 18  4  1  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 16 34  1  0
M  END

HEADER    PROTEIN                                 29-AUG-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-AUG-14         0                                  
HETATM    1  C   UNK     0       2.599   5.099   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.581   6.884   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.166   5.419   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.650  -1.832   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.182  -1.993   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.024  -0.426   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.105   5.419   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.087  -0.748   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.460   0.659   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.366   1.905   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.618  -0.909   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.381   3.370   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.136   4.275   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.929   0.820   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       5.906   1.905   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       3.890   3.370   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       6.523   0.337   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.245  -2.315   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       7.846   3.846   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3   13                                                            
CONECT    4    5    6                                                       
CONECT    5    4    8                                                       
CONECT    6    4   14                                                       
CONECT    7    1    2   13                                                  
CONECT    8    5    9   11                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   15   16                                                  
CONECT   11    8   17   18                                                  
CONECT   12   13   15   19                                                  
CONECT   13    3    7   12   16                                             
CONECT   14    6    9                                                       
CONECT   15   10   12                                                       
CONECT   16   10   13                                                       
CONECT   17   11                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0253405
HETATM    1  C1  UNL     1      -3.905  -0.351   0.261  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.561  -0.745  -0.302  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.391  -0.206  -1.688  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.478  -0.280   0.641  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.682  -0.937   2.004  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.163  -0.655   0.195  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.692   0.446   0.445  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.144   0.507   0.434  1.00  0.00           C  
HETATM    9  N2  UNL     1       2.801   0.725   1.615  1.00  0.00           N  
HETATM   10  C8  UNL     1       4.133   0.788   1.678  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.863   0.630   0.525  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.273   0.410  -0.691  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.858   0.350  -0.714  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.188   0.181  -1.983  1.00  0.00           C  
HETATM   15  O1  UNL     1       2.874   0.003  -3.017  1.00  0.00           O  
HETATM   16  O2  UNL     1       0.825   0.213  -2.082  1.00  0.00           O  
HETATM   17  N3  UNL     1      -0.026   1.500   0.761  1.00  0.00           N  
HETATM   18  C13 UNL     1      -1.404   1.185   0.745  1.00  0.00           C  
HETATM   19  O3  UNL     1      -2.329   2.036   0.810  1.00  0.00           O  
HETATM   20  H1  UNL     1      -3.863  -0.461   1.374  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.160   0.708   0.010  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.704  -0.976  -0.168  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.499  -1.851  -0.347  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.977  -0.948  -2.398  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.427   0.017  -2.081  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.844   0.762  -1.726  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.297  -1.850   1.839  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.146  -0.239   2.708  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.704  -1.249   2.446  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.124  -1.553  -0.220  1.00  0.00           H  
HETATM   31  H12 UNL     1       4.646   0.960   2.603  1.00  0.00           H  
HETATM   32  H13 UNL     1       5.955   0.672   0.518  1.00  0.00           H  
HETATM   33  H14 UNL     1       4.800   0.280  -1.618  1.00  0.00           H  
HETATM   34  H15 UNL     1       0.385  -0.577  -2.578  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   23
CONECT    3   24   25   26
CONECT    4    5    6   18
CONECT    5   27   28   29
CONECT    6    7   30
CONECT    7    8   17   17
CONECT    8    9    9   13
CONECT    9   10
CONECT   10   11   11   31
CONECT   11   12   32
CONECT   12   13   13   33
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   34
CONECT   17   18
CONECT   18   19   19
END

HMDB0253405
     RDKit          3D
Imazapyr
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.9052   -0.3508    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607   -0.7455   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3914   -0.2063   -1.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4781   -0.2805    0.6414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6819   -0.9371    2.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1632   -0.6550    0.1947 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6922    0.4459    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445    0.5066    0.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8006    0.7248    1.6148 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326    0.7885    1.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8633    0.6302    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2729    0.4096   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8582    0.3505   -0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1880    0.1810   -1.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8741    0.0034   -3.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2132   -2.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0257    1.4997    0.7611 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043    1.1852    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3288    2.0360    0.8099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8628   -0.4608    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1603    0.7083    0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7042   -0.9759   -0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4990   -1.8515   -0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9773   -0.9477   -2.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4270    0.0169   -2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440    0.7623   -1.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970   -1.8503    1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1464   -0.2390    2.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037   -1.2489    2.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -1.5533   -0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.9595    2.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9546    0.6719    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7998    0.2798   -1.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3851   -0.5769   -2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  7 17  2  0
 17 18  1  0
 18 19  2  0
 18  4  1  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 16 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Arsenal	MeSH
Imazapyr, (-)-isomer	MeSH
Imazapyr, ammonium salt	MeSH
Imazapyr, calcium salt	MeSH
Imazapyr, potassium salt	MeSH
Imazapyr, sodium salt	MeSH
Imazapyr, (+)-isomer	MeSH
Imazapyr, (+-)-isomer	MeSH
Imazapyr, (S)-isomer	MeSH
Imazapyr, lithium salt	MeSH
2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid	MeSH
Imazapyr, (R)-isomer	MeSH
Imazapyr, barium salt	MeSH
Imazapyr, copper (2) salt	MeSH
Imazapyr, iron (2) salt	MeSH
Imazapyr, iron (3) salt	MeSH
Imazapyr, magnesium salt	MeSH

Chemical Formula

C₁₃H₁₅N₃O₃

Average Molecular Weight

261.2765

Monoisotopic Molecular Weight

261.111341361

IUPAC Name

2-[5-methyl-4-oxo-5-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid

Traditional Name

2-(4-isopropyl-4-methyl-5-oxo-3H-imidazol-2-yl)pyridine-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)C1(C)NC(=NC1=O)C1=C(C=CC=N1)C(O)=O

InChI Identifier

InChI=1S/C13H15N3O3/c1-7(2)13(3)12(19)15-10(16-13)9-8(11(17)18)5-4-6-14-9/h4-7H,1-3H3,(H,17,18)(H,15,16,19)

InChI Key

CLQMBPJKHLGMQK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Imidazolyl carboxylic acid derivative
Imidazolinone
Pyridine
2-imidazoline
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Carboxylic acid amidine
Carboxylic acid
Monocarboxylic acid or derivatives
Amidine
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridines (CHEBI:82021 )
aromatic carboxylic acid (CHEBI:82021 )
Imidazolinone herbicides (C18864 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Cytoplasm (HMDB: HMDB0253405)
Extracellular (HMDB: HMDB0253405)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Biosynthesis Of Amino Acids (HMDB: HMDB0253405)

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	1.1	ALOGPS
logP	1.12	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.65	ChemAxon
pKa (Strongest Basic)	1.36	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.65 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	67.83 m³·mol⁻¹	ChemAxon
Polarizability	26.46 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	170.381	30932474
DeepCCS	[M-H]-	168.023	30932474
DeepCCS	[M-2H]-	200.909	30932474
DeepCCS	[M+Na]+	176.474	30932474
AllCCS	[M+H]+	158.3	32859911
AllCCS	[M+H-H2O]+	154.7	32859911
AllCCS	[M+NH4]+	161.6	32859911
AllCCS	[M+Na]+	162.6	32859911
AllCCS	[M-H]-	161.8	32859911
AllCCS	[M+Na-2H]-	161.8	32859911
AllCCS	[M+HCOO]-	161.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Imazapyr	CC(C)C1(C)NC(=NC1=O)C1=C(C=CC=N1)C(O)=O	2800.4	Standard polar	33892256
Imazapyr	CC(C)C1(C)NC(=NC1=O)C1=C(C=CC=N1)C(O)=O	2156.2	Standard non polar	33892256
Imazapyr	CC(C)C1(C)NC(=NC1=O)C1=C(C=CC=N1)C(O)=O	2332.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Imazapyr,2TMS,isomer #1	CC(C)C1(C)C(=O)N=C(C2=NC=CC=C2C(=O)O[Si](C)(C)C)N1[Si](C)(C)C	2223.4	Semi standard non polar	33892256
Imazapyr,2TMS,isomer #1	CC(C)C1(C)C(=O)N=C(C2=NC=CC=C2C(=O)O[Si](C)(C)C)N1[Si](C)(C)C	2172.6	Standard non polar	33892256
Imazapyr,2TMS,isomer #1	CC(C)C1(C)C(=O)N=C(C2=NC=CC=C2C(=O)O[Si](C)(C)C)N1[Si](C)(C)C	3205.0	Standard polar	33892256
Imazapyr,2TBDMS,isomer #1	CC(C)C1(C)C(=O)N=C(C2=NC=CC=C2C(=O)O[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C	2555.2	Semi standard non polar	33892256
Imazapyr,2TBDMS,isomer #1	CC(C)C1(C)C(=O)N=C(C2=NC=CC=C2C(=O)O[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C	2593.7	Standard non polar	33892256
Imazapyr,2TBDMS,isomer #1	CC(C)C1(C)C(=O)N=C(C2=NC=CC=C2C(=O)O[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C	3326.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Imazapyr GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5290000000-009fb59af30104749882	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazapyr GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazapyr GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazapyr GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazapyr GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazapyr GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazapyr 20V, Positive-QTOF	splash10-03di-0090000000-c384ad9ab4e6730091ee	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazapyr 10V, Positive-QTOF	splash10-03di-0090000000-a7c5bd513454ae7f0469	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazapyr 30V, Positive-QTOF	splash10-0fr2-0890000000-11f8428e1bd5bfbca550	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazapyr 50V, Positive-QTOF	splash10-001j-0900000000-d12b68ab2423d570f1da	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazapyr 30V, Positive-QTOF	splash10-0fr2-0890000000-d8f1e08d9ac3aab507bd	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 10V, Negative-QTOF	splash10-02t9-0090000000-4d0d33e51d3f18d1a799	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 20V, Negative-QTOF	splash10-014i-0390000000-6e11820b37998d215427	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 40V, Negative-QTOF	splash10-00gj-7900000000-3104747debcbadb86894	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 10V, Negative-QTOF	splash10-02t9-0090000000-44cad758d29bd273711b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 20V, Negative-QTOF	splash10-114i-1590000000-193556092eedfde47a29	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 40V, Negative-QTOF	splash10-004j-7910000000-d17d3d1b021c1f5409f0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 10V, Positive-QTOF	splash10-03di-0090000000-0518d226091f2b17f49c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 20V, Positive-QTOF	splash10-0gi0-0190000000-b6a067182981ed45a8fb	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 40V, Positive-QTOF	splash10-00yr-9200000000-e8c75a45604eef0b85c8	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 10V, Positive-QTOF	splash10-0006-0090000000-9530cf6a708448382f1d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 20V, Positive-QTOF	splash10-03dl-2490000000-33e1652bddeca192c25f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazapyr 40V, Positive-QTOF	splash10-0ab9-2910000000-28b55a5ad1c3c171997b	2021-10-12	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

Not Available

KEGG Compound ID

C18864

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Imazapyr

METLIN ID

Not Available

PubChem Compound

54738

PDB ID

Not Available

ChEBI ID

133187

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Imazapyr (HMDB0253405)

MOL for HMDB0253405 (Imazapyr)

3D MOL for HMDB0253405 (Imazapyr)

3D SDF for HMDB0253405 (Imazapyr)

3D-SDF for HMDB0253405 (Imazapyr)

PDB for HMDB0253405 (Imazapyr)

3D PDB for HMDB0253405 (Imazapyr)

SMILES for HMDB0253405 (Imazapyr)

INCHI for HMDB0253405 (Imazapyr)

Structure for HMDB0253405 (Imazapyr)

3D Structure for HMDB0253405 (Imazapyr)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra