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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:32:09 UTC

Update Date

2021-09-26 23:03:04 UTC

HMDB ID

HMDB0251205

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Diclobutrazol

Description

DICLOBUTRAZOL belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. DICLOBUTRAZOL is a moderately basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Diclobutrazol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Diclobutrazol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0251205
     RDKit          3D
Diclobutrazol
 40 41  0  0  0  0  0  0  0  0999 V2000
   -2.3469   -1.3622   -1.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1505   -1.3437   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322   -1.3886    0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -2.6176    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396   -0.0717    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477    0.9039    0.2215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    0.4574    0.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682   -0.5034    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936   -0.0932   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0361    0.3465    0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2959    0.7435    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.7141   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2914    1.2213   -1.4822 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7530    0.2795   -1.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908   -0.1136   -1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3872   -0.6505   -2.7244 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1155    1.7520    0.6093 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934    2.0059    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4154    3.3539    1.9728 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0840    3.9223    0.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009    2.9068    0.0453 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791   -2.4273   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3317   -0.9390   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5184   -0.8893   -2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149   -1.7028    1.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1559   -2.1668   -0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0650   -0.3904    0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233   -2.5820    1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989   -3.3385    0.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0811   -3.1304   -0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -0.1243    1.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849    0.8208   -0.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5195    0.6337   -1.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7466   -0.7983    1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816   -1.4481   -0.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8219    0.4019    1.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0412    1.0936    1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292    0.2493   -2.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7251    1.2976    2.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    4.9774    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15  9  1  0
 21 17  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
 18 39  1  0
 20 40  1  0
M  END


  Mrv1572004191602142D          

 21 22  0  0  0  0            999 V2000
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7615   -0.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.2695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0964   -0.4849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 10  4  1  0  0  0  0
 10  6  1  0  0  0  0
 11  5  1  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 12 10  2  0  0  0  0
 13  6  1  0  0  0  0
 14 13  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18  8  1  0  0  0  0
 18  9  2  0  0  0  0
 19  8  2  0  0  0  0
 20  9  1  0  0  0  0
 20 13  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251205

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)C(O)C(CC1=C(Cl)C=C(Cl)C=C1)N1C=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C15H19Cl2N3O/c1-15(2,3)14(21)13(20-9-18-8-19-20)6-10-4-5-11(16)7-12(10)17/h4-5,7-9,13-14,21H,6H2,1-3H3

> <INCHI_KEY>
URDNHJIVMYZFRT-UHFFFAOYSA-N

> <FORMULA>
C15H19Cl2N3O

> <MOLECULAR_WEIGHT>
328.24

> <EXACT_MASS>
327.0905176

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
32.975877065740235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-ol

> <ALOGPS_LOGP>
3.82

> <JCHEM_LOGP>
3.9875460610000006

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.013440771717978

> <JCHEM_PKA_STRONGEST_BASIC>
2.23473410247051

> <JCHEM_POLAR_SURFACE_AREA>
50.94

> <JCHEM_REFRACTIVITY>
96.8877

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vigilex

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251205
     RDKit          3D
Diclobutrazol
 40 41  0  0  0  0  0  0  0  0999 V2000
   -2.3469   -1.3622   -1.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1505   -1.3437   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322   -1.3886    0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -2.6176    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396   -0.0717    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477    0.9039    0.2215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    0.4574    0.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682   -0.5034    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936   -0.0932   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0361    0.3465    0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2959    0.7435    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.7141   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2914    1.2213   -1.4822 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7530    0.2795   -1.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908   -0.1136   -1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3872   -0.6505   -2.7244 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1155    1.7520    0.6093 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934    2.0059    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4154    3.3539    1.9728 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0840    3.9223    0.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009    2.9068    0.0453 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791   -2.4273   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3317   -0.9390   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5184   -0.8893   -2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149   -1.7028    1.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1559   -2.1668   -0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0650   -0.3904    0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233   -2.5820    1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989   -3.3385    0.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0811   -3.1304   -0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -0.1243    1.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849    0.8208   -0.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5195    0.6337   -1.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7466   -0.7983    1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816   -1.4481   -0.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8219    0.4019    1.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0412    1.0936    1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292    0.2493   -2.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7251    1.2976    2.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    4.9774    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15  9  1  0
 21 17  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
 18 39  1  0
 20 40  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.541   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.461   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.437  -2.370   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.421  -0.905   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
HETATM   18  N   UNK     0      -1.897  -2.370   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      -3.913  -0.905   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4    5   10                                                       
CONECT    5    4   11                                                       
CONECT    6   10   13                                                       
CONECT    7   11   12                                                       
CONECT    8   18   19                                                       
CONECT    9   18   20                                                       
CONECT   10    4    6   12                                                  
CONECT   11    5    7   16                                                  
CONECT   12    7   10   17                                                  
CONECT   13    6   14   20                                                  
CONECT   14   13   15   21                                                  
CONECT   15    1    2    3   14                                             
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18    8    9                                                       
CONECT   19    8   20                                                       
CONECT   20    9   13   19                                                  
CONECT   21   14                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0251205
HETATM    1  C1  UNL     1      -2.347  -1.362  -1.500  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.150  -1.344  -0.004  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.632  -1.389   0.541  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.567  -2.618   0.442  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.640  -0.072   0.541  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.648   0.904   0.222  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.330   0.457   0.008  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.768  -0.503   0.260  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.094  -0.093  -0.190  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.036   0.346   0.707  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.296   0.743   0.340  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.670   0.714  -0.978  1.00  0.00           C  
HETATM   13 CL1  UNL     1       6.291   1.221  -1.482  1.00  0.00          CL  
HETATM   14  C12 UNL     1       3.753   0.280  -1.905  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.491  -0.114  -1.499  1.00  0.00           C  
HETATM   16 CL2  UNL     1       1.387  -0.651  -2.724  1.00  0.00          CL  
HETATM   17  N1  UNL     1      -0.115   1.752   0.609  1.00  0.00           N  
HETATM   18  C14 UNL     1       0.393   2.006   1.809  1.00  0.00           C  
HETATM   19  N2  UNL     1       0.415   3.354   1.973  1.00  0.00           N  
HETATM   20  C15 UNL     1      -0.084   3.922   0.864  1.00  0.00           C  
HETATM   21  N3  UNL     1      -0.401   2.907   0.045  1.00  0.00           N  
HETATM   22  H1  UNL     1      -2.379  -2.427  -1.810  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.332  -0.939  -1.812  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.518  -0.889  -2.047  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.515  -1.703   1.591  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.156  -2.167  -0.025  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.065  -0.390   0.500  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.823  -2.582   1.257  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.399  -3.339   0.705  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.081  -3.130  -0.441  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.672  -0.124   1.649  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.885   0.821  -0.734  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.519   0.634  -1.080  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.747  -0.798   1.328  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.482  -1.448  -0.303  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.822   0.402   1.785  1.00  0.00           H  
HETATM   37  H16 UNL     1       5.041   1.094   1.067  1.00  0.00           H  
HETATM   38  H17 UNL     1       4.029   0.249  -2.948  1.00  0.00           H  
HETATM   39  H18 UNL     1       0.725   1.298   2.518  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.183   4.977   0.724  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4    5
CONECT    3   25   26   27
CONECT    4   28   29   30
CONECT    5    6    7   31
CONECT    6   32
CONECT    7    8   17   33
CONECT    8    9   34   35
CONECT    9   10   10   15
CONECT   10   11   36
CONECT   11   12   12   37
CONECT   12   13   14
CONECT   14   15   15   38
CONECT   15   16
CONECT   17   18   21
CONECT   18   19   19   39
CONECT   19   20
CONECT   20   21   21   40
END

HMDB0251205
     RDKit          3D
Diclobutrazol
 40 41  0  0  0  0  0  0  0  0999 V2000
   -2.3469   -1.3622   -1.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1505   -1.3437   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322   -1.3886    0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -2.6176    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396   -0.0717    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477    0.9039    0.2215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    0.4574    0.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682   -0.5034    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936   -0.0932   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0361    0.3465    0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2959    0.7435    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.7141   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2914    1.2213   -1.4822 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7530    0.2795   -1.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908   -0.1136   -1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3872   -0.6505   -2.7244 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1155    1.7520    0.6093 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934    2.0059    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4154    3.3539    1.9728 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0840    3.9223    0.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009    2.9068    0.0453 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791   -2.4273   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3317   -0.9390   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5184   -0.8893   -2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149   -1.7028    1.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1559   -2.1668   -0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0650   -0.3904    0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233   -2.5820    1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989   -3.3385    0.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0811   -3.1304   -0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -0.1243    1.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849    0.8208   -0.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5195    0.6337   -1.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7466   -0.7983    1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816   -1.4481   -0.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8219    0.4019    1.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0412    1.0936    1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292    0.2493   -2.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7251    1.2976    2.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    4.9774    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15  9  1  0
 21 17  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
 18 39  1  0
 20 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Diclobutrazol, ((r,s)-(+-))-isomer	MeSH
Diclobutrazol, (S-(r,r))-isomer	MeSH
1 (2,4-Dichlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-ol	MeSH
Diclobutrazol, ((r,r)-(+-))-isomer	MeSH
Diclobutrazol	MeSH

Chemical Formula

C₁₅H₁₉Cl₂N₃O

Average Molecular Weight

328.24

Monoisotopic Molecular Weight

327.0905176

IUPAC Name

1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-ol

Traditional Name

vigilex

CAS Registry Number

Not Available

SMILES

CC(C)(C)C(O)C(CC1=C(Cl)C=C(Cl)C=C1)N1C=NC=N1

InChI Identifier

InChI=1S/C15H19Cl2N3O/c1-15(2,3)14(21)13(20-9-18-8-19-20)6-10-4-5-11(16)7-12(10)17/h4-5,7-9,13-14,21H,6H2,1-3H3

InChI Key

URDNHJIVMYZFRT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Amphetamine or derivatives
1,3-dichlorobenzene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Azole
Heteroaromatic compound
1,2,4-triazole
Secondary alcohol
Azacycle
Organoheterocyclic compound
Organohalogen compound
Organooxygen compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organochloride
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

triazole fungicide (CHEBI:4506 )
conazole fungicide (CHEBI:4506 )
Conazole fungicides (C11235 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.82	ALOGPS
logP	3.99	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	14.01	ChemAxon
pKa (Strongest Basic)	2.23	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.94 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	96.89 m³·mol⁻¹	ChemAxon
Polarizability	32.98 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]+	172.07	30932474
DeepCCS	[M-H]-	169.712	30932474
DeepCCS	[M-2H]-	202.599	30932474
DeepCCS	[M+Na]+	178.164	30932474
AllCCS	[M+H]+	172.9	32859911
AllCCS	[M+H-H2O]+	169.7	32859911
AllCCS	[M+NH4]+	175.9	32859911
AllCCS	[M+Na]+	176.7	32859911
AllCCS	[M-H]-	175.4	32859911
AllCCS	[M+Na-2H]-	175.5	32859911
AllCCS	[M+HCOO]-	175.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diclobutrazol	CC(C)(C)C(O)C(CC1=C(Cl)C=C(Cl)C=C1)N1C=NC=N1	3154.1	Standard polar	33892256
Diclobutrazol	CC(C)(C)C(O)C(CC1=C(Cl)C=C(Cl)C=C1)N1C=NC=N1	2256.5	Standard non polar	33892256
Diclobutrazol	CC(C)(C)C(O)C(CC1=C(Cl)C=C(Cl)C=C1)N1C=NC=N1	2181.3	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 - Diclobutrazol GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9580000000-cc9d2cfd9b46355f58e3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diclobutrazol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diclobutrazol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diclobutrazol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Diclobutrazol 10V, Positive-QTOF	splash10-03fr-0009000000-647026635fd4713f1736	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 20V, Positive-QTOF	splash10-03dr-2197000000-adef22c27bcf034d8209	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 40V, Positive-QTOF	splash10-00di-9210000000-369940f0ee742cdb88d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 10V, Negative-QTOF	splash10-004i-2019000000-db60db701b69c2acbf43	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 20V, Negative-QTOF	splash10-0690-9148000000-634a44f69deb27c840ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 40V, Negative-QTOF	splash10-014l-9000000000-808c9852931c5c2ab124	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 10V, Positive-QTOF	splash10-004i-1009000000-540425111d09fb37a6e1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 20V, Positive-QTOF	splash10-00di-9011000000-fc2c523f8acc97b1885a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 40V, Positive-QTOF	splash10-00di-9000000000-a7244c1c26acb6d142c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 10V, Negative-QTOF	splash10-002f-0094000000-401fec222aa49ccc516f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 20V, Negative-QTOF	splash10-000i-2980000000-d456c13457cdda806c2c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclobutrazol 40V, Negative-QTOF	splash10-0159-9100000000-98aaeaef681d2e7d8760	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C11235

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53309

PDB ID

Not Available

ChEBI ID

4506

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Diclobutrazol (HMDB0251205)

MOL for HMDB0251205 (Diclobutrazol)

3D MOL for HMDB0251205 (Diclobutrazol)

3D SDF for HMDB0251205 (Diclobutrazol)

3D-SDF for HMDB0251205 (Diclobutrazol)

PDB for HMDB0251205 (Diclobutrazol)

3D PDB for HMDB0251205 (Diclobutrazol)

SMILES for HMDB0251205 (Diclobutrazol)

INCHI for HMDB0251205 (Diclobutrazol)

Structure for HMDB0251205 (Diclobutrazol)

3D Structure for HMDB0251205 (Diclobutrazol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra