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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:50:32 UTC

Update Date

2021-09-26 23:06:35 UTC

HMDB ID

HMDB0253404

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Imazamox

Description

Imazamox 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. Imazamox is a member of the imidazolinone class of herbicides. Imazamox is a moderately basic compound (based on its pKa). Imazamox is a potentially toxic compound. This enzyme is key for the biosynthesis of branched chain amino acids. It is registered for post-emergence control of broadleaf weeds and grass in alfalfa, edible legumes and soybeans. It is a systemic herbicide that moves throughout the plant tissue and prevents plants from producing an essential enzyme, acetolactate synthase (ALS), which is not found in animals. Susceptible plants will stop growing soon after treatment, but plant death and decomposition will occur over several weeks. This compound has been identified in human blood as reported by (PMID: 31557052 ). Imazamox is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Imazamox 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

HMDB0253404
     RDKit          3D
Imazamox
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.9769    1.8166   -1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2924    1.4974    0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345    0.1970    0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5806   -0.1120    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    0.8737    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    0.5858    0.3969 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8535   -0.6232    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6006   -0.7458   -0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181    0.3594    0.1241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7115    0.1171    0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3587    0.6363   -1.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3816    0.8037    1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204    2.2736    1.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8790    0.5932    1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8385   -1.3289    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8100   -2.1050    0.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759   -1.8332   -0.0495 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7362   -1.6011   -0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125   -2.8374   -0.9530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3563   -3.0602   -1.5151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642   -3.8432   -0.9715 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299   -1.3402   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026    1.6526   -1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5378    1.1327   -1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1837    2.8666   -1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4150   -0.0012    1.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634   -0.4530   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    1.8699    0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0988    1.6873   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361    0.4374   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451    0.0235   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9922    0.4227    2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6302    2.7225    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    2.7453    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0402    2.5306    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1712   -0.4656    1.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3836    1.2393    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2575    0.9566    2.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386   -2.8298   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0924   -4.7351   -0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8242   -2.1259   -0.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  2  0
 22  4  1  0
 17  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 17 39  1  0
 21 40  1  0
 22 41  1  0
M  END

 
  Mrv0541 09271209152D          
 
 22 23  0  0  0  0            999 V2000
   16.8713  -10.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8713   -9.2813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1700   -8.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4688   -9.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4688  -10.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1700  -10.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1700  -11.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9125  -11.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4688  -11.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7263   -8.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0250   -9.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3238   -8.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5874  -10.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8340  -11.3012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6601  -11.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9232  -10.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2597  -10.0341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1298  -11.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6377  -10.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5478   -9.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3534  -10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6376  -11.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  1 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  2  0  0  0  0
 15 18  2  0  0  0  0
 16 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253404

> <DATABASE_NAME>
hmdb

> <SMILES>
COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2)C(=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H19N3O4/c1-8(2)15(3)14(21)17-12(18-15)11-10(13(19)20)5-9(6-16-11)7-22-4/h5-6,8H,7H2,1-4H3,(H,19,20)(H,17,18,21)

> <INCHI_KEY>
NUPJIGQFXCQJBK-UHFFFAOYSA-N

> <FORMULA>
C15H19N3O4

> <MOLECULAR_WEIGHT>
305.3291

> <EXACT_MASS>
305.137556111

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
32.01452798411724

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
1.340723910333333

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.701640447532679

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6406816084662013

> <JCHEM_PKA_STRONGEST_BASIC>
1.5148103256979901

> <JCHEM_POLAR_SURFACE_AREA>
100.88

> <JCHEM_REFRACTIVITY>
79.5942

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
imazamox

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253404
     RDKit          3D
Imazamox
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.9769    1.8166   -1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2924    1.4974    0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345    0.1970    0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5806   -0.1120    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    0.8737    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    0.5858    0.3969 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8535   -0.6232    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6006   -0.7458   -0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181    0.3594    0.1241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7115    0.1171    0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3587    0.6363   -1.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3816    0.8037    1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204    2.2736    1.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8790    0.5932    1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8385   -1.3289    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8100   -2.1050    0.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759   -1.8332   -0.0495 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7362   -1.6011   -0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125   -2.8374   -0.9530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3563   -3.0602   -1.5151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642   -3.8432   -0.9715 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299   -1.3402   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026    1.6526   -1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5378    1.1327   -1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1837    2.8666   -1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4150   -0.0012    1.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634   -0.4530   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    1.8699    0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0988    1.6873   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361    0.4374   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451    0.0235   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9922    0.4227    2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6302    2.7225    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    2.7453    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0402    2.5306    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1712   -0.4656    1.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3836    1.2393    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2575    0.9566    2.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386   -2.8298   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0924   -4.7351   -0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8242   -2.1259   -0.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  2  0
 22  4  1  0
 17  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 17 39  1  0
 21 40  1  0
 22 41  1  0
M  END

HEADER    PROTEIN                                 27-SEP-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-12         0                                  
HETATM    1  C   UNK     0      31.493 -18.865   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      31.493 -17.325   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      30.184 -16.555   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.875 -17.325   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.875 -18.865   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.184 -19.635   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      30.184 -21.175   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      31.570 -21.945   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      28.875 -21.945   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      27.489 -16.478   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      26.180 -17.248   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      24.871 -16.555   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.830 -19.630   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      33.290 -21.096   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      34.832 -21.111   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.323 -19.649   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      34.085 -18.730   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      35.709 -22.344   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      36.657 -20.419   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.489 -18.406   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      37.993 -19.648   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.657 -21.945   0.000  0.00  0.00           C+0
CONECT    1    2    6   13                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    1   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17   19   20                                             
CONECT   17   16   13                                                       
CONECT   18   15                                                            
CONECT   19   16   21   22                                                  
CONECT   20   16                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0253404
HETATM    1  C1  UNL     1       4.977   1.817  -1.242  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.292   1.497   0.051  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.034   0.197   0.388  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.581  -0.112   0.247  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.663   0.874   0.521  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.390   0.586   0.397  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.853  -0.623   0.014  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.601  -0.746  -0.028  1.00  0.00           C  
HETATM    9  N2  UNL     1      -1.318   0.359   0.124  1.00  0.00           N  
HETATM   10  C7  UNL     1      -2.712   0.117   0.064  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.359   0.636  -1.201  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.382   0.804   1.238  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.120   2.274   1.168  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.879   0.593   1.225  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.839  -1.329   0.093  1.00  0.00           C  
HETATM   16  O2  UNL     1      -3.810  -2.105   0.206  1.00  0.00           O  
HETATM   17  N3  UNL     1      -1.476  -1.833  -0.050  1.00  0.00           N  
HETATM   18  C13 UNL     1       1.736  -1.601  -0.269  1.00  0.00           C  
HETATM   19  C14 UNL     1       1.413  -2.837  -0.953  1.00  0.00           C  
HETATM   20  O3  UNL     1       0.356  -3.060  -1.515  1.00  0.00           O  
HETATM   21  O4  UNL     1       2.364  -3.843  -0.971  1.00  0.00           O  
HETATM   22  C15 UNL     1       3.130  -1.340  -0.145  1.00  0.00           C  
HETATM   23  H1  UNL     1       3.903   1.653  -1.430  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.538   1.133  -1.921  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.184   2.867  -1.508  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.415  -0.001   1.400  1.00  0.00           H  
HETATM   27  H5  UNL     1       5.563  -0.453  -0.358  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.017   1.870   0.835  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.099   1.687  -1.411  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.436   0.437  -1.144  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.945   0.023  -2.035  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.992   0.423   2.203  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.630   2.722   0.271  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.638   2.745   2.049  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.040   2.531   1.174  1.00  0.00           H  
HETATM   36  H14 UNL     1      -5.171  -0.466   1.167  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.384   1.239   0.475  1.00  0.00           H  
HETATM   38  H16 UNL     1      -5.258   0.957   2.220  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.239  -2.830  -0.092  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.092  -4.735  -0.570  1.00  0.00           H  
HETATM   41  H19 UNL     1       3.824  -2.126  -0.364  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4   26   27
CONECT    4    5    5   22
CONECT    5    6   28
CONECT    6    7    7
CONECT    7    8   18
CONECT    8    9    9   17
CONECT    9   10
CONECT   10   11   12   15
CONECT   11   29   30   31
CONECT   12   13   14   32
CONECT   13   33   34   35
CONECT   14   36   37   38
CONECT   15   16   16   17
CONECT   17   39
CONECT   18   19   22   22
CONECT   19   20   20   21
CONECT   21   40
CONECT   22   41
END

HMDB0253404
     RDKit          3D
Imazamox
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.9769    1.8166   -1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2924    1.4974    0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345    0.1970    0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5806   -0.1120    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    0.8737    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    0.5858    0.3969 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8535   -0.6232    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6006   -0.7458   -0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181    0.3594    0.1241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7115    0.1171    0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3587    0.6363   -1.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3816    0.8037    1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204    2.2736    1.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8790    0.5932    1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8385   -1.3289    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8100   -2.1050    0.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759   -1.8332   -0.0495 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7362   -1.6011   -0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125   -2.8374   -0.9530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3563   -3.0602   -1.5151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642   -3.8432   -0.9715 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299   -1.3402   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026    1.6526   -1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5378    1.1327   -1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1837    2.8666   -1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4150   -0.0012    1.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634   -0.4530   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    1.8699    0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0988    1.6873   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361    0.4374   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451    0.0235   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9922    0.4227    2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6302    2.7225    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    2.7453    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0402    2.5306    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1712   -0.4656    1.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3836    1.2393    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2575    0.9566    2.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386   -2.8298   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0924   -4.7351   -0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8242   -2.1259   -0.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  2  0
 22  4  1  0
 17  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 17 39  1  0
 21 40  1  0
 22 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(Methoxymethyl)-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid	ChEBI
5-(Methoxymethyl)-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylate	Generator

Chemical Formula

C₁₅H₁₉N₃O₄

Average Molecular Weight

305.3291

Monoisotopic Molecular Weight

305.137556111

IUPAC Name

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

Traditional Name

imazamox

CAS Registry Number

Not Available

SMILES

COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2)C(=C1)C(O)=O

InChI Identifier

InChI=1S/C15H19N3O4/c1-8(2)15(3)14(21)17-12(18-15)11-10(13(19)20)5-9(6-16-11)7-22-4/h5-6,8H,7H2,1-4H3,(H,19,20)(H,17,18,21)

InChI Key

NUPJIGQFXCQJBK-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
N-acylimine
Amidine
Carboxylic acid amidine
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

ether (CHEBI:83742 )
pyridinemonocarboxylic acid (CHEBI:83742 )
imidazolone (CHEBI:83742 )
Imidazolinone herbicides (C18598 )

Ontology

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	1.21	ALOGPS
logP	1.34	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.64	ChemAxon
pKa (Strongest Basic)	1.51	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.88 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	79.59 m³·mol⁻¹	ChemAxon
Polarizability	32.01 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]+	179.019	30932474
DeepCCS	[M-H]-	176.661	30932474
DeepCCS	[M-2H]-	210.212	30932474
DeepCCS	[M+Na]+	185.884	30932474
AllCCS	[M+H]+	169.4	32859911
AllCCS	[M+H-H2O]+	166.2	32859911
AllCCS	[M+NH4]+	172.4	32859911
AllCCS	[M+Na]+	173.2	32859911
AllCCS	[M-H]-	174.2	32859911
AllCCS	[M+Na-2H]-	174.3	32859911
AllCCS	[M+HCOO]-	174.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Imazamox	COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2)C(=C1)C(O)=O	2884.1	Standard polar	33892256
Imazamox	COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2)C(=C1)C(O)=O	2380.6	Standard non polar	33892256
Imazamox	COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2)C(=C1)C(O)=O	2576.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Imazamox,2TMS,isomer #1	COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)=C1	2425.2	Semi standard non polar	33892256
Imazamox,2TMS,isomer #1	COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)=C1	2336.2	Standard non polar	33892256
Imazamox,2TMS,isomer #1	COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)=C1	3475.4	Standard polar	33892256
Imazamox,2TBDMS,isomer #1	COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1	2790.3	Semi standard non polar	33892256
Imazamox,2TBDMS,isomer #1	COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1	2773.3	Standard non polar	33892256
Imazamox,2TBDMS,isomer #1	COCC1=CN=C(C2=NC(C)(C(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1	3563.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamox GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7190000000-64f822ef5b901ff8bdf2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamox GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamox GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamox GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamox GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamox 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 - Imazamox 45V, Positive-QTOF	splash10-03di-1291000000-d6f81c763134b9d49e47	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 30V, Positive-QTOF	splash10-0a4i-0039000000-78313683dfe0bcb2b1e1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 45V, Negative-QTOF	splash10-014r-0590000000-fbe1ba21526b0fe10e88	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 45V, Negative-QTOF	splash10-014i-0190000000-eaba2f39f3e810421622	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 60V, Positive-QTOF	splash10-00ko-4970000000-de52b1ecd740e1c67f71	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 75V, Positive-QTOF	splash10-029f-2910000000-5960afbc99c0b99bcc9a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 30V, Negative-QTOF	splash10-03di-0090000000-07c6db92993c69441270	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 60V, Negative-QTOF	splash10-000i-0910000000-565176e4c156d1383ee1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 15V, Positive-QTOF	splash10-0a4i-0009000000-b9be1cdf4186414f5b51	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 90V, Positive-QTOF	splash10-03y0-2900000000-f18953d19e2458910b07	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 35V, Positive-QTOF	splash10-03di-0090000000-bbef28d3410f50ea92e9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 60V, Positive-QTOF	splash10-00ko-4970000000-f0730ad7d14da8907595	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 75V, Positive-QTOF	splash10-029f-2910000000-7d68d9c65a8122be58fa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 75V, Negative-QTOF	splash10-000i-0900000000-ae9dd33b90f8a214fa7d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 90V, Negative-QTOF	splash10-014r-0900000000-e57132f569a6ff0f1804	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 60V, Positive-QTOF	splash10-014u-7930000000-34f09ae043781d207f32	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 30V, Positive-QTOF	splash10-02t9-0090000000-788767330c314c87c150	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 45V, Positive-QTOF	splash10-029g-5590000000-345f6cd71bf4fda2d113	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Imazamox 45V, Negative-QTOF	splash10-014i-0190000000-4f0a15bc64588b4a7229	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamox 10V, Positive-QTOF	splash10-0a4i-0097000000-bf1385bbef2ad51807da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamox 20V, Positive-QTOF	splash10-03di-0090000000-cf1afd102c6062b4fb00	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamox 40V, Positive-QTOF	splash10-00yr-9310000000-f70756dd72388180c8e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamox 10V, Negative-QTOF	splash10-0ik9-0095000000-46d3229a26a00c054b5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamox 20V, Negative-QTOF	splash10-03di-0191000000-98dfe5b2a6f52812920c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamox 40V, Negative-QTOF	splash10-00l6-5930000000-395aff550c83f45267f7	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

Not Available

KEGG Compound ID

C18598

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86137

PDB ID

Not Available

ChEBI ID

83742

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 Imazamox (HMDB0253404)

MOL for HMDB0253404 (Imazamox)

3D MOL for HMDB0253404 (Imazamox)

3D SDF for HMDB0253404 (Imazamox)

3D-SDF for HMDB0253404 (Imazamox)

PDB for HMDB0253404 (Imazamox)

3D PDB for HMDB0253404 (Imazamox)

SMILES for HMDB0253404 (Imazamox)

INCHI for HMDB0253404 (Imazamox)

Structure for HMDB0253404 (Imazamox)

3D Structure for HMDB0253404 (Imazamox)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra