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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:50:28 UTC

Update Date

2022-03-07 02:54:16 UTC

HMDB ID

HMDB0034913

Secondary Accession Numbers

HMDB34913

Metabolite Identification

Common Name

Imazamethabenz-methyl

Description

Imazamethabenz-methyl is a herbicide. Activity and selectivity are due to differential de-esterification to the active parent acid in target and crop species. Imazamethabenz-methyl is used on cereals and sunflowers, especially against wild oat

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0034913
     RDKit          3D
Imazamethabenz-methyl
 41 42  0  0  0  0  0  0  0  0999 V2000
   -1.6207   -3.8374    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5614   -2.4179    0.0140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7065   -1.7024   -0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971   -2.3190   -0.2456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6995   -0.2620   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9329    0.4039   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0135    1.7542   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8284    2.4753   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8803    3.9701   -0.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6141    1.8376   -0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266    0.4335   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -0.1624   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -1.0663   -0.9737 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6096   -1.3873   -0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2937   -2.2691   -1.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9467   -0.5270    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1672   -1.3921    1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1485    0.3465    0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9660    1.2757   -0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4102   -0.4224    0.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7486    0.2237    0.7780 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6593   -4.2289   -0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4997   -4.1782   -0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7382   -4.1340    1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8190   -0.1929   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532    2.3056   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9528    4.3317    0.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7082    4.3090   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8943    4.3408   -0.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    2.3813   -0.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1660   -1.7543    2.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596   -2.1988    1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -0.7447    2.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2720    0.9764    1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997    0.8142   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9788    1.5503   -1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066    2.2263   -0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4971   -1.3313    0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -0.6027   -1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2599    0.2470    0.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6254    0.9280    1.5527 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 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
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 16 21  1  0
 11  5  1  0
 21 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
M  END


  Mrv0541 05061308082D          

 21 22  0  0  0  0            999 V2000
   -0.9537    1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1082    2.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6180   -0.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9573    2.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199   -2.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4620   -1.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6415   -1.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3126   -0.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1468    2.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7976   -1.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1566   -1.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4922   -0.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0072    0.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6639   -1.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727    0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4053    1.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8178    0.1955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2622    0.9801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488   -0.6444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8573    1.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9994   -2.0655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  6  1  0  0  0  0
 10  8  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 16  4  1  0  0  0  0
 16  9  1  0  0  0  0
 16 15  1  0  0  0  0
 17 13  2  0  0  0  0
 17 15  1  0  0  0  0
 18 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 14  2  0  0  0  0
 20 15  2  0  0  0  0
 21  5  1  0  0  0  0
 21 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034913

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(C=C(C)C=C1)C1=NC(=O)C(C)(N1)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N2O3/c1-9(2)16(4)15(20)17-13(18-16)12-8-10(3)6-7-11(12)14(19)21-5/h6-9H,1-5H3,(H,17,18,20)

> <INCHI_KEY>
FFCCBBNQPIMUJI-UHFFFAOYSA-N

> <FORMULA>
C16H20N2O3

> <MOLECULAR_WEIGHT>
288.3416

> <EXACT_MASS>
288.147392516

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.371490319903387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.46

> <JCHEM_LOGP>
2.8150813979999993

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.17101585939393205

> <JCHEM_POLAR_SURFACE_AREA>
67.76

> <JCHEM_REFRACTIVITY>
80.16629999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.36e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034913
     RDKit          3D
Imazamethabenz-methyl
 41 42  0  0  0  0  0  0  0  0999 V2000
   -1.6207   -3.8374    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5614   -2.4179    0.0140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7065   -1.7024   -0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971   -2.3190   -0.2456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6995   -0.2620   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9329    0.4039   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0135    1.7542   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8284    2.4753   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8803    3.9701   -0.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6141    1.8376   -0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266    0.4335   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -0.1624   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -1.0663   -0.9737 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6096   -1.3873   -0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2937   -2.2691   -1.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9467   -0.5270    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1672   -1.3921    1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1485    0.3465    0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9660    1.2757   -0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4102   -0.4224    0.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7486    0.2237    0.7780 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6593   -4.2289   -0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4997   -4.1782   -0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7382   -4.1340    1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8190   -0.1929   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532    2.3056   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9528    4.3317    0.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7082    4.3090   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8943    4.3408   -0.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    2.3813   -0.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1660   -1.7543    2.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596   -2.1988    1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -0.7447    2.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2720    0.9764    1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997    0.8142   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9788    1.5503   -1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066    2.2263   -0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4971   -1.3313    0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -0.6027   -1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2599    0.2470    0.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6254    0.9280    1.5527 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 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
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 16 21  1  0
 11  5  1  0
 21 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.780   3.559   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.202   5.344   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.887  -1.805   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.787   3.879   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.397  -4.017   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.729  -3.373   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.197  -3.534   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.450  -0.720   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.274   3.879   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.356  -1.966   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.292  -2.288   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.919  -0.881   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.013   0.365   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.239  -2.449   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.002   1.830   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.757   2.735   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.527   0.365   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -0.489   1.830   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       2.144  -1.203   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.467   2.305   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.866  -3.856   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   16                                                            
CONECT    5   21                                                            
CONECT    6    7   10                                                       
CONECT    7    6   11                                                       
CONECT    8   10   12                                                       
CONECT    9    1    2   16                                                  
CONECT   10    3    6    8                                                  
CONECT   11    7   12   14                                                  
CONECT   12    8   11   13                                                  
CONECT   13   12   17   18                                                  
CONECT   14   11   19   21                                                  
CONECT   15   16   17   20                                                  
CONECT   16    4    9   15   18                                             
CONECT   17   13   15                                                       
CONECT   18   13   16                                                       
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21    5   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0034913
HETATM    1  C1  UNL     1      -1.621  -3.837   0.129  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.561  -2.418   0.014  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.706  -1.702  -0.176  1.00  0.00           C  
HETATM    4  O2  UNL     1      -3.797  -2.319  -0.246  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.699  -0.262  -0.295  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.933   0.404  -0.400  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.014   1.754  -0.467  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.828   2.475  -0.429  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.880   3.970  -0.500  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.614   1.838  -0.327  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.527   0.433  -0.258  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.204  -0.162  -0.203  1.00  0.00           C  
HETATM   13  N1  UNL     1       0.280  -1.066  -0.974  1.00  0.00           N  
HETATM   14  C11 UNL     1       1.610  -1.387  -0.598  1.00  0.00           C  
HETATM   15  O3  UNL     1       2.294  -2.269  -1.192  1.00  0.00           O  
HETATM   16  C12 UNL     1       1.947  -0.527   0.533  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.167  -1.392   1.774  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.149   0.347   0.298  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.966   1.276  -0.872  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.410  -0.422   0.081  1.00  0.00           C  
HETATM   21  N2  UNL     1       0.749   0.224   0.778  1.00  0.00           N  
HETATM   22  H1  UNL     1      -0.659  -4.229  -0.241  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.500  -4.178  -0.459  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.738  -4.134   1.177  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.819  -0.193  -0.426  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.953   2.306  -0.550  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.953   4.332   0.552  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.708   4.309  -1.122  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.894   4.341  -0.886  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.669   2.381  -0.294  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.166  -1.754   2.088  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.860  -2.199   1.537  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.542  -0.745   2.593  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.272   0.976   1.204  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.400   0.814  -1.711  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.979   1.550  -1.251  1.00  0.00           H  
HETATM   37  H16 UNL     1       2.507   2.226  -0.523  1.00  0.00           H  
HETATM   38  H17 UNL     1       4.497  -1.331   0.686  1.00  0.00           H  
HETATM   39  H18 UNL     1       4.602  -0.603  -1.006  1.00  0.00           H  
HETATM   40  H19 UNL     1       5.260   0.247   0.408  1.00  0.00           H  
HETATM   41  H20 UNL     1       0.625   0.928   1.553  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   11
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   10
CONECT    9   27   28   29
CONECT   10   11   11   30
CONECT   11   12
CONECT   12   13   13   21
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   18   21
CONECT   17   31   32   33
CONECT   18   19   20   34
CONECT   19   35   36   37
CONECT   20   38   39   40
CONECT   21   41
END

HMDB0034913
     RDKit          3D
Imazamethabenz-methyl
 41 42  0  0  0  0  0  0  0  0999 V2000
   -1.6207   -3.8374    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5614   -2.4179    0.0140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7065   -1.7024   -0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971   -2.3190   -0.2456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6995   -0.2620   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9329    0.4039   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0135    1.7542   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8284    2.4753   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8803    3.9701   -0.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6141    1.8376   -0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266    0.4335   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -0.1624   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -1.0663   -0.9737 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6096   -1.3873   -0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2937   -2.2691   -1.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9467   -0.5270    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1672   -1.3921    1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1485    0.3465    0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9660    1.2757   -0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4102   -0.4224    0.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7486    0.2237    0.7780 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6593   -4.2289   -0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4997   -4.1782   -0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7382   -4.1340    1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8190   -0.1929   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532    2.3056   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9528    4.3317    0.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7082    4.3090   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8943    4.3408   -0.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    2.3813   -0.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1660   -1.7543    2.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596   -2.1988    1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -0.7447    2.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2720    0.9764    1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997    0.8142   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9788    1.5503   -1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066    2.2263   -0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4971   -1.3313    0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -0.6027   -1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2599    0.2470    0.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6254    0.9280    1.5527 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 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
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 16 21  1  0
 11  5  1  0
 21 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
AC 222293	HMDB
Antibiotic am 630b	HMDB
Assert	HMDB
CL 222293	HMDB
Dagger	HMDB
Imazamethabenz methyl	HMDB
Imazamethabenz	HMDB
Methyl 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-p-toluic acid	Generator

Chemical Formula

C₁₆H₂₀N₂O₃

Average Molecular Weight

288.3416

Monoisotopic Molecular Weight

288.147392516

IUPAC Name

methyl 4-methyl-2-[5-methyl-4-oxo-5-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]benzoate

Traditional Name

methyl 2-(4-isopropyl-4-methyl-5-oxo-3H-imidazol-2-yl)-4-methylbenzoate

CAS Registry Number

81405-85-8

SMILES

COC(=O)C1=C(C=C(C)C=C1)C1=NC(=O)C(C)(N1)C(C)C

InChI Identifier

InChI=1S/C16H20N2O3/c1-9(2)16(4)15(20)17-13(18-16)12-8-10(3)6-7-11(12)14(19)21-5/h6-9H,1-5H3,(H,17,18,20)

InChI Key

FFCCBBNQPIMUJI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

benzoate ester (CHEBI:6849 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034913)
Cell membrane (HMDB: HMDB0034913)

Source

Exogenous

Exogenous (HMDB: HMDB0034913)

Food

Food (HMDB: HMDB0034913)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034913)

Environmental role

Environmental contaminant (HMDB: HMDB0034913)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	143 - 151 °C	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
Water Solubility	0.054 g/L	ALOGPS
logP	2.46	ALOGPS
logP	2.82	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	0.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.17 m³·mol⁻¹	ChemAxon
Polarizability	31.37 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
DarkChem	[M+H]+	170.051	31661259
DarkChem	[M-H]-	169.597	31661259
DeepCCS	[M+H]+	175.261	30932474
DeepCCS	[M-H]-	172.875	30932474
DeepCCS	[M-2H]-	207.196	30932474
DeepCCS	[M+Na]+	182.602	30932474
AllCCS	[M+H]+	166.2	32859911
AllCCS	[M+H-H2O]+	162.9	32859911
AllCCS	[M+NH4]+	169.3	32859911
AllCCS	[M+Na]+	170.2	32859911
AllCCS	[M-H]-	173.0	32859911
AllCCS	[M+Na-2H]-	173.1	32859911
AllCCS	[M+HCOO]-	173.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.04 minutes	32390414
Predicted by Siyang on May 30, 2022	14.1085 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.16 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	23.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2433.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	342.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	102.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	574.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	642.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1109.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	482.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1540.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	347.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	401.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	238.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	179.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Imazamethabenz-methyl	COC(=O)C1=C(C=C(C)C=C1)C1=NC(=O)C(C)(N1)C(C)C	2898.6	Standard polar	33892256
Imazamethabenz-methyl	COC(=O)C1=C(C=C(C)C=C1)C1=NC(=O)C(C)(N1)C(C)C	2306.3	Standard non polar	33892256
Imazamethabenz-methyl	COC(=O)C1=C(C=C(C)C=C1)C1=NC(=O)C(C)(N1)C(C)C	2367.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Imazamethabenz-methyl,1TMS,isomer #1	COC(=O)C1=CC=C(C)C=C1C1=NC(=O)C(C)(C(C)C)N1[Si](C)(C)C	2225.5	Semi standard non polar	33892256
Imazamethabenz-methyl,1TMS,isomer #1	COC(=O)C1=CC=C(C)C=C1C1=NC(=O)C(C)(C(C)C)N1[Si](C)(C)C	2212.7	Standard non polar	33892256
Imazamethabenz-methyl,1TBDMS,isomer #1	COC(=O)C1=CC=C(C)C=C1C1=NC(=O)C(C)(C(C)C)N1[Si](C)(C)C(C)(C)C	2423.3	Semi standard non polar	33892256
Imazamethabenz-methyl,1TBDMS,isomer #1	COC(=O)C1=CC=C(C)C=C1C1=NC(=O)C(C)(C(C)C)N1[Si](C)(C)C(C)(C)C	2467.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamethabenz-methyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-5190000000-9738c8cbdc5ab0ecb8e8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamethabenz-methyl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 10V, Positive-QTOF	splash10-000i-0090000000-3fea4dd76062ce149822	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 20V, Positive-QTOF	splash10-0002-1090000000-866b06cdde810e70e143	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 40V, Positive-QTOF	splash10-030r-8930000000-8b31bd00e3f4fdcddb31	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 10V, Negative-QTOF	splash10-000i-0090000000-9a3b909a61a29f45ea2f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 20V, Negative-QTOF	splash10-000i-0290000000-1ffa23ebdb9e5e84ee9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 40V, Negative-QTOF	splash10-03y1-2490000000-d4d986c1527a8c05ac92	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 10V, Positive-QTOF	splash10-0a4i-0090000000-6d46f0d45bd2e3282548	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 20V, Positive-QTOF	splash10-0aor-1490000000-a8f2068c058d6ae669e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 40V, Positive-QTOF	splash10-00kf-9820000000-578071157a2b6e08d9b8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 10V, Negative-QTOF	splash10-000i-0090000000-e438fe3c70c65cd2315f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 20V, Negative-QTOF	splash10-01ri-1190000000-b0f55603a61759853909	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz-methyl 40V, Negative-QTOF	splash10-0006-7950000000-332b52f7c9f0ad11ce30	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB013494

KNApSAcK ID

Not Available

Chemspider ID

49450

KEGG Compound ID

C11494

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21873022

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Imazamethabenz-methyl (HMDB0034913)

MOL for HMDB0034913 (Imazamethabenz-methyl)

3D MOL for HMDB0034913 (Imazamethabenz-methyl)

3D SDF for HMDB0034913 (Imazamethabenz-methyl)

3D-SDF for HMDB0034913 (Imazamethabenz-methyl)

PDB for HMDB0034913 (Imazamethabenz-methyl)

3D PDB for HMDB0034913 (Imazamethabenz-methyl)

SMILES for HMDB0034913 (Imazamethabenz-methyl)

INCHI for HMDB0034913 (Imazamethabenz-methyl)

Structure for HMDB0034913 (Imazamethabenz-methyl)

3D Structure for HMDB0034913 (Imazamethabenz-methyl)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra