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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 02:55:46 UTC

Update Date

2022-03-07 03:17:55 UTC

HMDB ID

HMDB0062513

Secondary Accession Numbers

HMDB62513

Metabolite Identification

Common Name

omega-COOH-tetranor-LTE3

Description

omega-COOH-tetranor-LTE3, also known as prochloraz-MN, belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. omega-COOH-tetranor-LTE3 is a moderately basic compound (based on its pKa). omega-COOH-tetranor-LTE3 is a potentially toxic compound. Prochloraz is an imidazole fungicide that is widely used in Europe, Australia, Asia and South America for gardening and agriculture. Screening studies have shown that prochloraz elicits multiple mechanisms of action in vitro, as it antagonizes the androgen and the oestrogen receptor, agonizes the Ah receptor and inhibits aromatase activity. Prochloraz acts in vitro as a an aromatase inhibitor, aryl hydrocarbon receptor agonist, androgen receptor antagonist, and estrogen receptor antagonist. It can be used alone or in combination with other agents in case of fungal infestation of cereals. It is frequently used in the seed dressing to prevent fungal diseases of many crops, including oilseed rape, sugar beet, vegetables, rice and coffee, as well as for the protection of citrus fruits during storage and transport.

Structure

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

HMDB0062513
     RDKit          3D
omega-COOH-tetranor-LTE3
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.9202   -3.1552   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9985   -1.9702   -0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -1.8482    0.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -0.6654    0.3729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877   -0.8268   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441   -1.0829    1.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687   -1.2378    0.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0054   -0.3599    0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7221    0.5662    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5529    0.6053    2.6026 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5792    1.4724    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.4465   -1.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7898    2.5742   -1.8885 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0137    0.5388   -1.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1383   -0.3902   -1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142   -1.5147   -2.3233 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247    0.5421    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3116    0.4762    1.0330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681    1.8223    0.8932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1405    2.9622    1.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3006    4.0271    1.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913    3.5708    0.9961 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126    2.2261    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637   -4.0192   -1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1943   -3.4205    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8548   -2.9599   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -1.0470   -1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1999   -2.0812   -1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1561   -1.7157    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062   -2.7618    0.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2320   -0.0827   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0849   -1.8005   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8186   -0.2567    1.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5212   -2.0515    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1336    2.1904    0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209    0.5198   -2.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1994    2.9694    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750    5.0541    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627    1.6843    0.4654 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  4 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 15  8  1  0
 23 19  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
 11 35  1  0
 14 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END


  Mrv1652305271900242D          

 23 24  0  0  0  0            999 V2000
    1.2375    0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0789    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -4.5079    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.2211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9599    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -0.6336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9599   -0.8885    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 19 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062513

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCN(CCOC1=C(Cl)C=C(Cl)C=C1Cl)C(=O)N1C=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16Cl3N3O2/c1-2-4-20(15(22)21-5-3-19-10-21)6-7-23-14-12(17)8-11(16)9-13(14)18/h3,5,8-10H,2,4,6-7H2,1H3

> <INCHI_KEY>
TVLSRXXIMLFWEO-UHFFFAOYSA-N

> <FORMULA>
C15H16Cl3N3O2

> <MOLECULAR_WEIGHT>
376.665

> <EXACT_MASS>
375.030809892

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
35.73391275273886

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]-1H-imidazole-1-carboxamide

> <ALOGPS_LOGP>
3.78

> <JCHEM_LOGP>
3.6239054856666657

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.7521170845693548

> <JCHEM_POLAR_SURFACE_AREA>
47.36

> <JCHEM_REFRACTIVITY>
90.9924

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prochloraz

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062513
     RDKit          3D
omega-COOH-tetranor-LTE3
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.9202   -3.1552   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9985   -1.9702   -0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -1.8482    0.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -0.6654    0.3729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877   -0.8268   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441   -1.0829    1.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687   -1.2378    0.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0054   -0.3599    0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7221    0.5662    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5529    0.6053    2.6026 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5792    1.4724    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.4465   -1.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7898    2.5742   -1.8885 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0137    0.5388   -1.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1383   -0.3902   -1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142   -1.5147   -2.3233 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247    0.5421    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3116    0.4762    1.0330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681    1.8223    0.8932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1405    2.9622    1.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3006    4.0271    1.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913    3.5708    0.9961 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126    2.2261    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637   -4.0192   -1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1943   -3.4205    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8548   -2.9599   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -1.0470   -1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1999   -2.0812   -1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1561   -1.7157    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062   -2.7618    0.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2320   -0.0827   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0849   -1.8005   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8186   -0.2567    1.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5212   -2.0515    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1336    2.1904    0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209    0.5198   -2.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1994    2.9694    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750    5.0541    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627    1.6843    0.4654 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  4 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 15  8  1  0
 23 19  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
 11 35  1  0
 14 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0       2.310   0.921   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.080  -0.413   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.310  -1.746   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.770  -1.746   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.540  -3.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.310  -4.414   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.540  -5.747   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       0.000  -5.747   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0      -2.310  -7.081   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.850  -7.081   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0      -4.620  -8.415   0.000  0.00  0.00          Cl+0
HETATM   13  C   UNK     0      -4.620  -5.747   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.850  -4.414   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -4.620  -3.080   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       3.080  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.620  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.390  -4.414   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.620  -0.413   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       5.525   0.833   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.990   0.357   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       6.990  -1.183   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       5.525  -1.659   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    7   15                                                  
CONECT   15   14                                                            
CONECT   16    3   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19    2   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0062513
HETATM    1  C1  UNL     1      -3.920  -3.155  -1.007  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.998  -1.970  -0.990  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.352  -1.848   0.377  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.441  -0.665   0.373  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.088  -0.827  -0.042  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.844  -1.083   1.084  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.169  -1.238   0.722  1.00  0.00           O  
HETATM    8  C6  UNL     1       3.005  -0.360   0.087  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.722   0.566   0.858  1.00  0.00           C  
HETATM   10 CL1  UNL     1       3.553   0.605   2.603  1.00  0.00          CL  
HETATM   11  C8  UNL     1       4.579   1.472   0.274  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.714   1.446  -1.082  1.00  0.00           C  
HETATM   13 CL2  UNL     1       5.790   2.574  -1.889  1.00  0.00          CL  
HETATM   14  C10 UNL     1       4.014   0.539  -1.847  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.138  -0.390  -1.272  1.00  0.00           C  
HETATM   16 CL3  UNL     1       2.314  -1.515  -2.323  1.00  0.00          CL  
HETATM   17  C12 UNL     1      -2.025   0.542   0.754  1.00  0.00           C  
HETATM   18  O2  UNL     1      -3.312   0.476   1.033  1.00  0.00           O  
HETATM   19  N2  UNL     1      -1.468   1.822   0.893  1.00  0.00           N  
HETATM   20  C13 UNL     1      -2.141   2.962   1.262  1.00  0.00           C  
HETATM   21  C14 UNL     1      -1.301   4.027   1.324  1.00  0.00           C  
HETATM   22  N3  UNL     1      -0.091   3.571   0.996  1.00  0.00           N  
HETATM   23  C15 UNL     1      -0.213   2.226   0.737  1.00  0.00           C  
HETATM   24  H1  UNL     1      -3.364  -4.019  -1.431  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.194  -3.421   0.036  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.855  -2.960  -1.559  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.549  -1.047  -1.259  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.200  -2.081  -1.767  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.156  -1.716   1.118  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.806  -2.762   0.618  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.232  -0.083  -0.747  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.085  -1.800  -0.653  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.819  -0.257   1.854  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.521  -2.052   1.575  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.134   2.190   0.881  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.121   0.520  -2.910  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.199   2.969   1.466  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.575   5.054   1.592  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.663   1.684   0.465  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   17
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   11
CONECT   11   12   12   35
CONECT   12   13   14
CONECT   14   15   15   36
CONECT   15   16
CONECT   17   18   18   19
CONECT   19   20   23
CONECT   20   21   21   37
CONECT   21   22   38
CONECT   22   23   23
CONECT   23   39
END

HMDB0062513
     RDKit          3D
omega-COOH-tetranor-LTE3
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.9202   -3.1552   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9985   -1.9702   -0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -1.8482    0.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -0.6654    0.3729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877   -0.8268   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441   -1.0829    1.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687   -1.2378    0.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0054   -0.3599    0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7221    0.5662    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5529    0.6053    2.6026 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5792    1.4724    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.4465   -1.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7898    2.5742   -1.8885 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0137    0.5388   -1.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1383   -0.3902   -1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142   -1.5147   -2.3233 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247    0.5421    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3116    0.4762    1.0330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681    1.8223    0.8932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1405    2.9622    1.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3006    4.0271    1.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913    3.5708    0.9961 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126    2.2261    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3637   -4.0192   -1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1943   -3.4205    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8548   -2.9599   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -1.0470   -1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1999   -2.0812   -1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1561   -1.7157    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062   -2.7618    0.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2320   -0.0827   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0849   -1.8005   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8186   -0.2567    1.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5212   -2.0515    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1336    2.1904    0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209    0.5198   -2.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1994    2.9694    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750    5.0541    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6627    1.6843    0.4654 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  4 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 15  8  1  0
 23 19  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
 11 35  1  0
 14 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)-1H-imidazole	HMDB
Prochloraz-MN	HMDB

Chemical Formula

C₁₅H₁₆Cl₃N₃O₂

Average Molecular Weight

376.665

Monoisotopic Molecular Weight

375.030809892

IUPAC Name

N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]-1H-imidazole-1-carboxamide

Traditional Name

prochloraz

CAS Registry Number

67747-09-5

SMILES

CCCN(CCOC1=C(Cl)C=C(Cl)C=C1Cl)C(=O)N1C=CN=C1

InChI Identifier

InChI=1S/C15H16Cl3N3O2/c1-2-4-20(15(22)21-5-3-19-10-21)6-7-23-14-12(17)8-11(16)9-13(14)18/h3,5,8-10H,2,4,6-7H2,1H3

InChI Key

TVLSRXXIMLFWEO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Imidazole-1-carbonyl group
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Carbonic acid derivative
Urea
Organoheterocyclic compound
Azacycle
Ether
Organochloride
Organohalogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:8434 )
ureas (CHEBI:8434 )
imidazoles (CHEBI:8434 )
trichlorobenzene (CHEBI:8434 )
amide fungicide (CHEBI:8434 )
imidazole fungicide (CHEBI:8434 )
conazole fungicide (CHEBI:8434 )
Amide fungicides (C11182 )

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	0.0091 g/l	ALOGPS
LogP	3.78	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.78	ALOGPS
logP	3.62	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	2.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	47.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.99 m³·mol⁻¹	ChemAxon
Polarizability	35.73 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]+	178.622	30932474
DeepCCS	[M-H]-	176.264	30932474
DeepCCS	[M-2H]-	209.15	30932474
DeepCCS	[M+Na]+	184.95	30932474
AllCCS	[M+H]+	179.9	32859911
AllCCS	[M+H-H2O]+	177.1	32859911
AllCCS	[M+NH4]+	182.5	32859911
AllCCS	[M+Na]+	183.3	32859911
AllCCS	[M-H]-	178.2	32859911
AllCCS	[M+Na-2H]-	178.4	32859911
AllCCS	[M+HCOO]-	178.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
omega-COOH-tetranor-LTE3	CCCN(CCOC1=C(Cl)C=C(Cl)C=C1Cl)C(=O)N1C=CN=C1	3867.1	Standard polar	33892256
omega-COOH-tetranor-LTE3	CCCN(CCOC1=C(Cl)C=C(Cl)C=C1Cl)C(=O)N1C=CN=C1	2677.9	Standard non polar	33892256
omega-COOH-tetranor-LTE3	CCCN(CCOC1=C(Cl)C=C(Cl)C=C1Cl)C(=O)N1C=CN=C1	2697.5	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 - omega-COOH-tetranor-LTE3 GC-MS (Non-derivatized) - 70eV, Positive	splash10-00mn-9600000000-e3f1ea44e71dcb51a115	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - omega-COOH-tetranor-LTE3 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-006x-9313000000-56ec4bdef0bfb8b84a37	2014-10-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0009000000-0ae79f14e960df4bd6a1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0019000000-a4cad4c2d27e0a00f713	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-0ab9-4049000000-c2057b244ebdd5ab5657	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-00di-9120000000-0c81235ba823fac1cfab	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-00di-9210000000-597ced463ae1e858953e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-00di-9610000000-df1ee809ffe2b4459f6e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-00xr-6910000000-57a6bf28f0ea23b864a3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0019000000-91b319fb1a6e7777ede5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-0a4i-4069000000-225b6a986f3dc3d0587e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-00di-9120000000-46b8460a97c9653aee9a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-00di-9410000000-c93a2e4fd9bcd6127fef	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-00di-9600000000-9fcaab5a55a00be40df3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-00xr-4900000000-57c2c3ba2bd53bbb5dd5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0009000000-5ba733f6eda35e12362a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-053r-0298000000-43f074e6f36a1234e94a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-ITFT , positive-QTOF	splash10-053r-0296000000-8970d3b3dccb40b5cd40	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-QFT , positive-QTOF	splash10-0ab9-6129000000-04a16f54678b2eb848a5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-QFT , positive-QTOF	splash10-0a4i-0029000000-c07acfd90f90af9bc2bf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 LC-ESI-QFT , positive-QTOF	splash10-05fr-9075000000-13b15aa68191fddb1897	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 10V, Positive-QTOF	splash10-00or-5209000000-b212e72b864d55b5d685	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 20V, Positive-QTOF	splash10-014i-9402000000-0a6b387ecded9dac65fd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 40V, Positive-QTOF	splash10-014l-9100000000-b04c3c6d40f7449aa7a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 10V, Negative-QTOF	splash10-00di-1409000000-c02564cc693574d2f6f5	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 20V, Negative-QTOF	splash10-0006-1906000000-dc8e3ee3cdad740a721b	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - omega-COOH-tetranor-LTE3 40V, Negative-QTOF	splash10-0296-7931000000-51212958609e711c56aa	2016-08-04	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C11182

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73665

PDB ID

Not Available

ChEBI ID

8434

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

Not Available

Showing metabocard for omega-COOH-tetranor-LTE3 (HMDB0062513)

MOL for HMDB0062513 (omega-COOH-tetranor-LTE3)

3D MOL for HMDB0062513 (omega-COOH-tetranor-LTE3)

3D SDF for HMDB0062513 (omega-COOH-tetranor-LTE3)

3D-SDF for HMDB0062513 (omega-COOH-tetranor-LTE3)

PDB for HMDB0062513 (omega-COOH-tetranor-LTE3)

3D PDB for HMDB0062513 (omega-COOH-tetranor-LTE3)

SMILES for HMDB0062513 (omega-COOH-tetranor-LTE3)

INCHI for HMDB0062513 (omega-COOH-tetranor-LTE3)

Structure for HMDB0062513 (omega-COOH-tetranor-LTE3)

3D Structure for HMDB0062513 (omega-COOH-tetranor-LTE3)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra