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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:50:39 UTC

Update Date

2021-09-26 23:06:36 UTC

HMDB ID

HMDB0253406

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Imazethapyr

Description

5-ethyl-2-[5-methyl-4-oxo-5-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid 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. 5-ethyl-2-[5-methyl-4-oxo-5-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid is a moderately basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Imazethapyr is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Imazethapyr 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

HMDB0253406
     RDKit          3D
Imazethapyr
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.9951   -1.4305   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0842   -1.1345    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177   -0.7719    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867   -1.7879    0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110   -1.5618    0.2243 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0184   -0.3048   -0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3881   -0.1640   -0.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9595   -0.7929   -1.3445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283   -0.4455   -1.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1876   -0.8967   -2.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5830    0.5473   -0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    1.9127   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7073    0.0904    0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9489   -0.0811   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664   -1.2248    1.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279    0.6271    0.3157 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9226    0.7240    0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888    2.0763   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543    3.0137   -0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2630    2.4808   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558    0.4810    0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3794   -1.8401   -0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941   -0.5941   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7160   -2.2653    0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5218   -0.2509    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0698   -1.9504    1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0801   -2.8337    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034    2.6832   -0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3781    2.0186   -1.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9686    2.1056   -1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7957    0.8412    1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9078    0.3228   -1.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8095    0.4106    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2579   -1.1494   -0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4407   -1.1817    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2682   -2.0490    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1972   -1.4783    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2253    1.2083    1.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069    3.3322   -0.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    1.3135    0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 11 16  1  0
  6 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  2  0
 21  3  1  0
 16  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 20 39  1  0
 21 40  1  0
M  END


  Mrv1572004191604222D          

 21 22  0  0  0  0            999 V2000
   -1.3022   -1.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6445    3.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4174    4.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -0.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884    0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034    1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3390    2.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    0.7754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8541    3.0364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1595    2.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665    3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  8  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16  7  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  2  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  2  0  0  0  0
 20 13  1  0  0  0  0
 21 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253406

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=CC(C(O)=O)=C(N=C1)C1=NC(=O)C(C)(N1)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H19N3O3/c1-5-9-6-10(13(19)20)11(16-7-9)12-17-14(21)15(4,18-12)8(2)3/h6-8H,5H2,1-4H3,(H,19,20)(H,17,18,21)

> <INCHI_KEY>
XVOKUMIPKHGGTN-UHFFFAOYSA-N

> <FORMULA>
C15H19N3O3

> <MOLECULAR_WEIGHT>
289.335

> <EXACT_MASS>
289.142641484

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.76436659473841

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.76

> <JCHEM_LOGP>
1.9506571653777447

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.88596893538905

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6693684971567153

> <JCHEM_PKA_STRONGEST_BASIC>
1.7145351816504975

> <JCHEM_POLAR_SURFACE_AREA>
91.65

> <JCHEM_REFRACTIVITY>
77.46929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253406
     RDKit          3D
Imazethapyr
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.9951   -1.4305   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0842   -1.1345    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177   -0.7719    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867   -1.7879    0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110   -1.5618    0.2243 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0184   -0.3048   -0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3881   -0.1640   -0.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9595   -0.7929   -1.3445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283   -0.4455   -1.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1876   -0.8967   -2.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5830    0.5473   -0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    1.9127   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7073    0.0904    0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9489   -0.0811   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664   -1.2248    1.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279    0.6271    0.3157 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9226    0.7240    0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888    2.0763   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543    3.0137   -0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2630    2.4808   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558    0.4810    0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3794   -1.8401   -0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941   -0.5941   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7160   -2.2653    0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5218   -0.2509    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0698   -1.9504    1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0801   -2.8337    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034    2.6832   -0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3781    2.0186   -1.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9686    2.1056   -1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7957    0.8412    1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9078    0.3228   -1.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8095    0.4106    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2579   -1.1494   -0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4407   -1.1817    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2682   -2.0490    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1972   -1.4783    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2253    1.2083    1.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069    3.3322   -0.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    1.3135    0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 11 16  1  0
  6 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  2  0
 21  3  1  0
 16  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 20 39  1  0
 21 40  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -2.431  -2.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.203   7.294   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.779   9.079   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.364   7.614   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.057  -0.883   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.778   1.769   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.620   0.202   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.303   7.614   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.152   0.363   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.873   3.015   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.342   2.854   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.564   4.100   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.499   4.422   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.580   5.565   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   6.470   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.285   1.447   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       2.104   4.100   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       0.088   5.565   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -1.594   5.668   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.031   4.583   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.044   6.041   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    8                                                            
CONECT    3    8                                                            
CONECT    4   15                                                            
CONECT    5    1    9                                                       
CONECT    6    9   10                                                       
CONECT    7    9   16                                                       
CONECT    8    2    3   15                                                  
CONECT    9    5    6    7                                                  
CONECT   10    6   11   13                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   17   18                                                  
CONECT   13   10   19   20                                                  
CONECT   14   15   17   21                                                  
CONECT   15    4    8   14   18                                             
CONECT   16    7   11                                                       
CONECT   17   12   14                                                       
CONECT   18   12   15                                                       
CONECT   19   13                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0253406
HETATM    1  C1  UNL     1       5.995  -1.430  -0.104  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.084  -1.134   1.034  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.718  -0.772   0.669  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.787  -1.788   0.553  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.511  -1.562   0.224  1.00  0.00           N  
HETATM    6  C5  UNL     1       1.018  -0.305  -0.025  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.388  -0.164  -0.377  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.959  -0.793  -1.344  1.00  0.00           N  
HETATM    9  C7  UNL     1      -2.328  -0.445  -1.434  1.00  0.00           C  
HETATM   10  O1  UNL     1      -3.188  -0.897  -2.272  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.583   0.547  -0.368  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.909   1.913  -0.910  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.707   0.090   0.536  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.949  -0.081  -0.277  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.366  -1.225   1.197  1.00  0.00           C  
HETATM   16  N3  UNL     1      -1.328   0.627   0.316  1.00  0.00           N  
HETATM   17  C13 UNL     1       1.923   0.724   0.081  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.489   2.076  -0.220  1.00  0.00           C  
HETATM   19  O2  UNL     1       2.354   3.014  -0.081  1.00  0.00           O  
HETATM   20  O3  UNL     1       0.263   2.481  -0.640  1.00  0.00           O  
HETATM   21  C15 UNL     1       3.256   0.481   0.426  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.379  -1.840  -0.946  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.594  -0.594  -0.458  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.716  -2.265   0.139  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.522  -0.251   1.587  1.00  0.00           H  
HETATM   26  H5  UNL     1       5.070  -1.950   1.815  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.080  -2.834   0.733  1.00  0.00           H  
HETATM   28  H7  UNL     1      -2.503   2.683  -0.191  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.378   2.019  -1.889  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.969   2.106  -1.090  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.796   0.841   1.347  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.908   0.323  -1.287  1.00  0.00           H  
HETATM   33  H12 UNL     1      -5.810   0.411   0.264  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.258  -1.149  -0.364  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.441  -1.182   1.782  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.268  -2.049   0.439  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.197  -1.478   1.886  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.225   1.208   1.200  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.207   3.332  -0.392  1.00  0.00           H  
HETATM   40  H19 UNL     1       3.906   1.313   0.494  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4    4   21
CONECT    4    5   27
CONECT    5    6    6
CONECT    6    7   17
CONECT    7    8    8   16
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   13   16
CONECT   12   28   29   30
CONECT   13   14   15   31
CONECT   14   32   33   34
CONECT   15   35   36   37
CONECT   16   38
CONECT   17   18   21   21
CONECT   18   19   19   20
CONECT   20   39
CONECT   21   40
END

HMDB0253406
     RDKit          3D
Imazethapyr
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.9951   -1.4305   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0842   -1.1345    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177   -0.7719    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867   -1.7879    0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110   -1.5618    0.2243 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0184   -0.3048   -0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3881   -0.1640   -0.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9595   -0.7929   -1.3445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283   -0.4455   -1.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1876   -0.8967   -2.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5830    0.5473   -0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    1.9127   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7073    0.0904    0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9489   -0.0811   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664   -1.2248    1.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279    0.6271    0.3157 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9226    0.7240    0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888    2.0763   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543    3.0137   -0.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2630    2.4808   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558    0.4810    0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3794   -1.8401   -0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941   -0.5941   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7160   -2.2653    0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5218   -0.2509    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0698   -1.9504    1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0801   -2.8337    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034    2.6832   -0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3781    2.0186   -1.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9686    2.1056   -1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7957    0.8412    1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9078    0.3228   -1.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8095    0.4106    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2579   -1.1494   -0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4407   -1.1817    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2682   -2.0490    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1972   -1.4783    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2253    1.2083    1.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069    3.3322   -0.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    1.3135    0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 11 16  1  0
  6 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  2  0
 21  3  1  0
 16  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 20 39  1  0
 21 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Ethyl-2-[5-methyl-4-oxo-5-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylate	Generator
Imazethapyr	MeSH
Imazethapyr, amonium salt	MeSH
Imazethapyr-ammonium	MeSH

Chemical Formula

C₁₅H₁₉N₃O₃

Average Molecular Weight

289.335

Monoisotopic Molecular Weight

289.142641484

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CCC1=CC(C(O)=O)=C(N=C1)C1=NC(=O)C(C)(N1)C(C)C

InChI Identifier

InChI=1S/C15H19N3O3/c1-5-9-6-10(13(19)20)11(16-7-9)12-17-14(21)15(4,18-12)8(2)3/h6-8H,5H2,1-4H3,(H,19,20)(H,17,18,21)

InChI Key

XVOKUMIPKHGGTN-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:82022 )
aromatic carboxylic acid (CHEBI:82022 )
Imidazolinone herbicides (C18865 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	1.76	ALOGPS
logP	1.95	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.67	ChemAxon
pKa (Strongest Basic)	1.71	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	4	ChemAxon
Refractivity	77.47 m³·mol⁻¹	ChemAxon
Polarizability	30.76 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]+	169.283	30932474
DeepCCS	[M-H]-	166.925	30932474
DeepCCS	[M-2H]-	201.174	30932474
DeepCCS	[M+Na]+	176.402	30932474
AllCCS	[M+H]+	166.6	32859911
AllCCS	[M+H-H2O]+	163.3	32859911
AllCCS	[M+NH4]+	169.7	32859911
AllCCS	[M+Na]+	170.6	32859911
AllCCS	[M-H]-	171.8	32859911
AllCCS	[M+Na-2H]-	171.9	32859911
AllCCS	[M+HCOO]-	172.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Imazethapyr	CCC1=CC(C(O)=O)=C(N=C1)C1=NC(=O)C(C)(N1)C(C)C	2938.8	Standard polar	33892256
Imazethapyr	CCC1=CC(C(O)=O)=C(N=C1)C1=NC(=O)C(C)(N1)C(C)C	2344.9	Standard non polar	33892256
Imazethapyr	CCC1=CC(C(O)=O)=C(N=C1)C1=NC(=O)C(C)(N1)C(C)C	2550.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Imazethapyr,2TMS,isomer #1	CCC1=CN=C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)=C1	2388.5	Semi standard non polar	33892256
Imazethapyr,2TMS,isomer #1	CCC1=CN=C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)=C1	2383.9	Standard non polar	33892256
Imazethapyr,2TMS,isomer #1	CCC1=CN=C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)=C1	3429.1	Standard polar	33892256
Imazethapyr,2TBDMS,isomer #1	CCC1=CN=C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1	2737.4	Semi standard non polar	33892256
Imazethapyr,2TBDMS,isomer #1	CCC1=CN=C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1	2815.2	Standard non polar	33892256
Imazethapyr,2TBDMS,isomer #1	CCC1=CN=C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1	3530.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Imazethapyr GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-4090000000-10c0ed9029cfa589d63d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazethapyr GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazethapyr GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazethapyr GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazethapyr GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazethapyr 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 - Imazethapyr 60V, Negative-QTOF	splash10-0udi-0290000000-fda037d43043a8607e10	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 45V, Negative-QTOF	splash10-0udi-0090000000-f29087803c2f7b5c66b5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 75V, Negative-QTOF	splash10-0f79-0960000000-0b78f3e2b6c1b35dcaa0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 90V, Negative-QTOF	splash10-00kr-0920000000-172a4a454553d56f9164	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 90V, Positive-QTOF	splash10-0l91-3900000000-b484ca75f377276cd6f6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 45V, Positive-QTOF	splash10-003b-4490000000-b086972a95d7785fb378	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 15V, Positive-QTOF	splash10-0006-0090000000-75476f1791928824e086	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 30V, Positive-QTOF	splash10-0006-0090000000-3dd9c3cb8edc49af716d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 60V, Positive-QTOF	splash10-00or-7940000000-64c34c9fb268fdcedaa3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 45V, Positive-QTOF	splash10-003b-4490000000-98250bb1c014f812501b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 15V, Negative-QTOF	splash10-0006-0090000000-2e15c0a304a266109586	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 30V, Negative-QTOF	splash10-0udl-0090000000-560bf5aaeb2c41a8a59e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 90V, Positive-QTOF	splash10-0l91-3900000000-644eb1313a7ba0d95a52	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazethapyr 75V, Positive-QTOF	splash10-05r9-4900000000-6273c1dfb3809de77413	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 10V, Positive-QTOF	splash10-0006-0090000000-97d5c663850bb3f3a70b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 20V, Positive-QTOF	splash10-0f7n-0190000000-21f914022301ead98c84	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 40V, Positive-QTOF	splash10-0g5i-9300000000-2102fe86768144ae21e5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 10V, Negative-QTOF	splash10-000f-0090000000-849f519e47d140301533	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 20V, Negative-QTOF	splash10-0006-0290000000-eb9e9cb99e7a91bc010d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 40V, Negative-QTOF	splash10-0zgi-6930000000-b0c5db5892835dbb564d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 10V, Negative-QTOF	splash10-000i-0190000000-a1ef7543f6125e9bbd5b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 20V, Negative-QTOF	splash10-0kdu-0970000000-4c15346095ef364c8523	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 40V, Negative-QTOF	splash10-00xu-4930000000-ffc3b9e9af2407512d41	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 10V, Positive-QTOF	splash10-006x-0090000000-d01d34c028f13f1f2de8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazethapyr 20V, Positive-QTOF	splash10-0006-3690000000-84a2fae879aa600374a5	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C18865

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54740

PDB ID

Not Available

ChEBI ID

Not Available

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 Imazethapyr (HMDB0253406)

MOL for HMDB0253406 (Imazethapyr)

3D MOL for HMDB0253406 (Imazethapyr)

3D SDF for HMDB0253406 (Imazethapyr)

3D-SDF for HMDB0253406 (Imazethapyr)

PDB for HMDB0253406 (Imazethapyr)

3D PDB for HMDB0253406 (Imazethapyr)

SMILES for HMDB0253406 (Imazethapyr)

INCHI for HMDB0253406 (Imazethapyr)

Structure for HMDB0253406 (Imazethapyr)

3D Structure for HMDB0253406 (Imazethapyr)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra