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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:33 UTC

Update Date

2022-03-07 02:53:07 UTC

HMDB ID

HMDB0031802

Secondary Accession Numbers

HMDB31802

Metabolite Identification

Common Name

(±)-Metalaxyl

Description

(±)-Metalaxyl, also known as R-metalaxyl or acylon, belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Based on a literature review very few articles have been published on (±)-Metalaxyl.

Structure

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

HMDB0031802
     RDKit          3D
(±)-Metalaxyl
 41 41  0  0  0  0  0  0  0  0999 V2000
    3.2344   -1.3065    2.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7442   -2.0773    1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4898   -1.8109    0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.4520    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    0.3064   -0.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0320    0.0124   -0.3747 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -0.8271   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -1.5842   -1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951   -1.5276   -2.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724   -2.4192   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243   -2.4942    0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8506   -1.7341    1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7373   -0.9026    0.9954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2879   -0.1181    2.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    1.3340   -0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7285    1.4234   -2.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4358    2.4080   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948    2.1348    1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5075    3.7163   -0.5159 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654    4.7976    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6298   -1.3346    3.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2140   -1.7903    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5344   -0.2979    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3254   -2.5053   -0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6743   -2.0623    1.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -2.4618   -3.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3936   -0.7033   -3.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1885   -1.4289   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0209   -2.9981   -1.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2025   -3.1324    0.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666   -1.7985    2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436    0.9129    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2077   -0.0838    2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367   -0.5276    3.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1324    1.5413   -1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822    1.0910   -3.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0621    2.4737   -2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    0.8287   -2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271    5.3661   -0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4362    4.5123    1.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1508    5.5193    0.4698 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
  4  6  1  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
  6 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 13  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
M  END


  Mrv1652307282022222D          

 20 20  0  0  0  0            999 V2000
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  1  0  0  0  0
 11  8  2  0  0  0  0
 12  3  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 13  2  0  0  0  0
 18 15  2  0  0  0  0
 19  4  1  0  0  0  0
 19  9  1  0  0  0  0
 20  5  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031802

> <DATABASE_NAME>
hmdb

> <SMILES>
COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C15H21NO4/c1-10-7-6-8-11(2)14(10)16(13(17)9-19-4)12(3)15(18)20-5/h6-8,12H,9H2,1-5H3

> <INCHI_KEY>
ZQEIXNIJLIKNTD-UHFFFAOYSA-N

> <FORMULA>
C15H21NO4

> <MOLECULAR_WEIGHT>
279.3315

> <EXACT_MASS>
279.147058165

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
29.509628308062076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[N-(2,6-dimethylphenyl)-2-methoxyacetamido]propanoate

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
2.1203850950000014

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.797172277919817

> <JCHEM_PKA_STRONGEST_BASIC>
-4.162128188624079

> <JCHEM_POLAR_SURFACE_AREA>
55.84

> <JCHEM_REFRACTIVITY>
75.9203

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+-)-metalaxyl

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031802
     RDKit          3D
(±)-Metalaxyl
 41 41  0  0  0  0  0  0  0  0999 V2000
    3.2344   -1.3065    2.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7442   -2.0773    1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4898   -1.8109    0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.4520    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    0.3064   -0.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0320    0.0124   -0.3747 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -0.8271   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -1.5842   -1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951   -1.5276   -2.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724   -2.4192   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243   -2.4942    0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8506   -1.7341    1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7373   -0.9026    0.9954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2879   -0.1181    2.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    1.3340   -0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7285    1.4234   -2.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4358    2.4080   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948    2.1348    1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5075    3.7163   -0.5159 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654    4.7976    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6298   -1.3346    3.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2140   -1.7903    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5344   -0.2979    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3254   -2.5053   -0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6743   -2.0623    1.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -2.4618   -3.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3936   -0.7033   -3.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1885   -1.4289   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0209   -2.9981   -1.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2025   -3.1324    0.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666   -1.7985    2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436    0.9129    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2077   -0.0838    2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367   -0.5276    3.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1324    1.5413   -1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822    1.0910   -3.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0621    2.4737   -2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    0.8287   -2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271    5.3661   -0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4362    4.5123    1.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1508    5.5193    0.4698 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
  4  6  1  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
  6 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 13  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
M  END

HEADER    PROTEIN                                 28-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-20         0                                  
HETATM    1  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      10.669   4.620   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      13.337   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   19                                                            
CONECT    5   20                                                            
CONECT    6    7    8                                                       
CONECT    7    6   10                                                       
CONECT    8    6   11                                                       
CONECT    9   13   19                                                       
CONECT   10    1    7   14                                                  
CONECT   11    2    8   14                                                  
CONECT   12    3   15   16                                                  
CONECT   13    9   16   17                                                  
CONECT   14   10   11   16                                                  
CONECT   15   12   18   20                                                  
CONECT   16   12   13   14                                                  
CONECT   17   13                                                            
CONECT   18   15                                                            
CONECT   19    4    9                                                       
CONECT   20    5   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0031802
HETATM    1  C1  UNL     1       3.234  -1.306   2.108  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.744  -2.077   1.096  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.490  -1.811   0.641  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.294  -0.452   0.066  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.280   0.306  -0.031  1.00  0.00           O  
HETATM    6  N1  UNL     1       0.032   0.012  -0.375  1.00  0.00           N  
HETATM    7  C4  UNL     1      -1.088  -0.827  -0.214  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.565  -1.584  -1.244  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.895  -1.528  -2.558  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.672  -2.419  -1.111  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.324  -2.494   0.105  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.851  -1.734   1.150  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.737  -0.903   0.995  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.288  -0.118   2.141  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.056   1.334  -0.979  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.729   1.423  -2.244  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.436   2.408  -0.088  1.00  0.00           C  
HETATM   18  O3  UNL     1       0.795   2.135   1.072  1.00  0.00           O  
HETATM   19  O4  UNL     1       0.508   3.716  -0.516  1.00  0.00           O  
HETATM   20  C15 UNL     1       0.965   4.798   0.268  1.00  0.00           C  
HETATM   21  H1  UNL     1       2.630  -1.335   3.041  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.214  -1.790   2.420  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.534  -0.298   1.786  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.325  -2.505  -0.248  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.674  -2.062   1.332  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.122  -2.462  -3.156  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.394  -0.703  -3.126  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.189  -1.429  -2.503  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.021  -2.998  -1.940  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.202  -3.132   0.270  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.367  -1.799   2.097  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.644   0.913   2.079  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.208  -0.084   2.314  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.737  -0.528   3.093  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.132   1.541  -1.278  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.182   1.091  -3.152  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.062   2.474  -2.465  1.00  0.00           H  
HETATM   38  H18 UNL     1       1.670   0.829  -2.194  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.727   5.366  -0.334  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.436   4.512   1.212  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.151   5.519   0.470  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4   24   25
CONECT    4    5    5    6
CONECT    6    7   15
CONECT    7    8    8   13
CONECT    8    9   10
CONECT    9   26   27   28
CONECT   10   11   11   29
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14
CONECT   14   32   33   34
CONECT   15   16   17   35
CONECT   16   36   37   38
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   39   40   41
END

HMDB0031802
     RDKit          3D
(±)-Metalaxyl
 41 41  0  0  0  0  0  0  0  0999 V2000
    3.2344   -1.3065    2.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7442   -2.0773    1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4898   -1.8109    0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.4520    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    0.3064   -0.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0320    0.0124   -0.3747 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -0.8271   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -1.5842   -1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951   -1.5276   -2.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724   -2.4192   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243   -2.4942    0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8506   -1.7341    1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7373   -0.9026    0.9954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2879   -0.1181    2.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    1.3340   -0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7285    1.4234   -2.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4358    2.4080   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948    2.1348    1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5075    3.7163   -0.5159 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654    4.7976    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6298   -1.3346    3.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2140   -1.7903    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5344   -0.2979    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3254   -2.5053   -0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6743   -2.0623    1.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -2.4618   -3.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3936   -0.7033   -3.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1885   -1.4289   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0209   -2.9981   -1.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2025   -3.1324    0.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3666   -1.7985    2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436    0.9129    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2077   -0.0838    2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367   -0.5276    3.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1324    1.5413   -1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822    1.0910   -3.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0621    2.4737   -2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    0.8287   -2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271    5.3661   -0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4362    4.5123    1.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1508    5.5193    0.4698 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
  4  6  1  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
  6 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 13  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ridomil, (L-ala)-isomer	HMDB
Methyl-DL-N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-alaninate	HMDB
Acylon	HMDB
R-Metalaxyl	HMDB
Ridomil	HMDB
rac-Metalaxyl	HMDB
Methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninic acid	HMDB
Metalaxyl	HMDB

Chemical Formula

C₁₅H₂₁NO₄

Average Molecular Weight

279.3315

Monoisotopic Molecular Weight

279.147058165

IUPAC Name

methyl 2-[N-(2,6-dimethylphenyl)-2-methoxyacetamido]propanoate

Traditional Name

(+-)-metalaxyl

CAS Registry Number

Not Available

SMILES

COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C

InChI Identifier

InChI=1S/C15H21NO4/c1-10-7-6-8-11(2)14(10)16(13(17)9-19-4)12(3)15(18)20-5/h6-8,12H,9H2,1-5H3

InChI Key

ZQEIXNIJLIKNTD-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

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 acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Alanine or derivatives
Anilide
M-xylene
Xylene
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Methyl ester
Carboxylic acid ester
Carboxamide group
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Organopnictogen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

ether (CHEBI:82790 )
methyl ester (CHEBI:82790 )
aromatic amide (CHEBI:82790 )
alanine derivative (CHEBI:82790 )
carboxamide (CHEBI:82790 )

Ontology

Cellular substructure

Route of exposure

Parenteral

Enteral

Ingestion (HMDB: HMDB0031802)

Source

Endogenous

Endogenous (HMDB: HMDB0031802)

Exogenous

Food

Food (HMDB: HMDB0031802)

Synthetic

Synthetic (HMDB: HMDB0031802)

Environmental

Wastewater (HMDB: HMDB0031802)

Exogenous (HMDB: HMDB0031802)

Process

Naturally occurring process

Biological process

Biochemical pathway

Asthma (HMDB: HMDB0031802)

Role

Industrial application

Agrochemical (HMDB: HMDB0031802)
Amide fungicide (HMDB: HMDB0031802)

Environmental role

Environmental contaminant (HMDB: HMDB0031802)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	71 - 72 °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	1.34 g/L	ALOGPS
logP	1.47	ALOGPS
logP	2.12	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	15.8	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.84 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	75.92 m³·mol⁻¹	ChemAxon
Polarizability	29.51 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	165.565	31661259
DarkChem	[M-H]-	163.282	31661259
DeepCCS	[M+H]+	169.688	30932474
DeepCCS	[M-H]-	167.33	30932474
DeepCCS	[M-2H]-	200.216	30932474
DeepCCS	[M+Na]+	175.781	30932474
AllCCS	[M+H]+	165.9	32859911
AllCCS	[M+H-H2O]+	162.6	32859911
AllCCS	[M+NH4]+	169.0	32859911
AllCCS	[M+Na]+	169.8	32859911
AllCCS	[M-H]-	168.8	32859911
AllCCS	[M+Na-2H]-	169.3	32859911
AllCCS	[M+HCOO]-	169.9	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.	5.14 minutes	32390414
Predicted by Siyang on May 30, 2022	13.5008 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.41 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	24.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2008.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	296.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	49.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	432.8 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	583.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	85.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1089.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	462.5 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	1287.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	262.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	347.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	293.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	118.1 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	78.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-Metalaxyl	COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C	2641.0	Standard polar	33892256
(??)-Metalaxyl	COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C	1924.5	Standard non polar	33892256
(??)-Metalaxyl	COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C	1920.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Metalaxyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-0592-3930000000-d56e2942ba3f6e452344	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Metalaxyl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-9820000000-d8cdd771b6de936d1891	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-0002-0090000000-aad829151558e72524f6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-001i-0090000000-2591a5eaf859e460f866	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-006x-0970000000-d0bbdb2f36069fe95a29	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-01ox-0910000000-33ece08e09c98f660242	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-03di-0900000000-3e0d4d4098a62b892e27	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-03ea-0900000000-e062baf0dcfc758aedc2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-001i-0900000000-e113e4cc9de04128ed78	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-001i-0090000000-4534a8177ab4532a8e38	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-006x-0970000000-c891e8d01ae69479d14c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-01ox-0910000000-0830c1f0a544a6ba9de5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-03di-0900000000-de907346a6e657727d0b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-03ea-0900000000-f0e6fbc8971da01db24a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-001i-0900000000-eaafbbda1ffa7d96c621	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-ITFT , positive-QTOF	splash10-0002-0090000000-82f49b397d4027b60e85	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl LC-ESI-QFT , positive-QTOF	splash10-022d-0970000000-9799c863c08322bc95a3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl 75V, Positive-QTOF	splash10-01qa-0900000000-22fa4e788c2d25ab89f7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl 60V, Positive-QTOF	splash10-03di-0900000000-cae67fcffc1d51ba2b58	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl 75V, Positive-QTOF	splash10-01qa-0900000000-700f91fa7518b38b9437	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (±)-Metalaxyl 35V, Positive-QTOF	splash10-0002-0090000000-3efd480f1c939fce059f	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Metalaxyl 10V, Positive-QTOF	splash10-001i-0090000000-6264726ac6e0d497a860	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Metalaxyl 20V, Positive-QTOF	splash10-00ej-4390000000-919b2c2707afbecd452e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Metalaxyl 40V, Positive-QTOF	splash10-0002-1900000000-e040c95fea0f0da19cbe	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Metalaxyl 10V, Negative-QTOF	splash10-004j-0090000000-9fa282d3b264d46721d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Metalaxyl 20V, Negative-QTOF	splash10-002b-2290000000-ace0e4668aacb7f19324	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Metalaxyl 40V, Negative-QTOF	splash10-05fu-7920000000-fb750174ac7f551477c1	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB008475

KNApSAcK ID

Not Available

Chemspider ID

38839

KEGG Compound ID

C10947

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42586

PDB ID

Not Available

ChEBI ID

82790

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 (±)-Metalaxyl (HMDB0031802)

MOL for HMDB0031802 ((±)-Metalaxyl)

3D MOL for HMDB0031802 ((±)-Metalaxyl)

3D SDF for HMDB0031802 ((±)-Metalaxyl)

3D-SDF for HMDB0031802 ((±)-Metalaxyl)

PDB for HMDB0031802 ((±)-Metalaxyl)

3D PDB for HMDB0031802 ((±)-Metalaxyl)

SMILES for HMDB0031802 ((±)-Metalaxyl)

INCHI for HMDB0031802 ((±)-Metalaxyl)

Structure for HMDB0031802 ((±)-Metalaxyl)

3D Structure for HMDB0031802 ((±)-Metalaxyl)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra