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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:04:07 UTC

Update Date

2021-09-26 23:03:49 UTC

HMDB ID

HMDB0251676

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Eberconazole

Description

Eberconazole belongs to the class of organic compounds known as dibenzocycloheptenes. Dibenzocycloheptenes are compounds containing a dibenzocycloheptene moiety, which consists of two benzene rings connected by a cycloheptene ring. Eberconazole is a very strong basic compound (based on its pKa). Eberconazole is an antifungal drug. As a 1% topical cream, it is an effective treatment for dermatophytosis, candidiasis, and pityriasis. It is also approved for use in Panama, Guatemala, Costa Rica, Honduras, and the Dominican Republic. It was approved for use in Spain in 2015 and is sold under the trade name Ebernet. This compound has been identified in human blood as reported by (PMID: 31557052 ). Eberconazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Eberconazole 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

HMDB0251676
     RDKit          3D
Eberconazole
 36 39  0  0  0  0  0  0  0  0999 V2000
    4.5413   -2.8004   -1.3672 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2256   -1.7304   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9978   -0.5686   -1.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9484    0.2618   -1.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6694    1.6760   -2.0809 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1522   -0.0443   -0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3696   -1.2527    0.5899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4066   -2.0704    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6623   -1.8758    1.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7872   -1.6845    1.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971   -1.0939    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6073   -1.8185    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3959   -1.4645   -0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521   -0.3366   -1.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268    0.3920   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1489    0.0653   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0379    0.8515    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170    2.2191    0.1356 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8207    3.0994   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803    4.3729   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    4.2373    0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2320    2.9416    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -0.2904   -2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6259   -3.0075    0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8834   -2.9886    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1779   -1.4959    2.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746   -2.6614    2.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9754   -0.9981    2.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8921   -2.7053    0.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745   -2.0577   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423   -0.0191   -2.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942    1.2217   -1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    0.7710    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903    2.9855   -0.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7811    5.3136   -0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2052    2.5561    0.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  8  2  1  0
 16 11  1  0
 22 18  1  0
 17  6  1  0
  3 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 19 34  1  0
 20 35  1  0
 22 36  1  0
M  END


  Mrv1652306231722462D          

 22 25  0  0  0  0            999 V2000
    6.1237    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -0.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -0.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    2.5203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1362    3.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    3.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162    3.7898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711    3.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392    2.7028    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6953    0.6078    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 16 20  1  0  0  0  0
 13 21  1  0  0  0  0
 11 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251676

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC(Cl)=C2C(N3C=CN=C3)C3=CC=CC=C3CCC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H14Cl2N2/c19-14-9-13-6-5-12-3-1-2-4-15(12)18(17(13)16(20)10-14)22-8-7-21-11-22/h1-4,7-11,18H,5-6H2

> <INCHI_KEY>
MPTJIDOGFUQSQH-UHFFFAOYSA-N

> <FORMULA>
C18H14Cl2N2

> <MOLECULAR_WEIGHT>
329.22

> <EXACT_MASS>
328.0534039

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
33.510331028285506

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{4,6-dichlorotricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl}-1H-imidazole

> <ALOGPS_LOGP>
4.79

> <JCHEM_LOGP>
5.3583713920000005

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.684790684088436

> <JCHEM_POLAR_SURFACE_AREA>
17.82

> <JCHEM_REFRACTIVITY>
90.69469999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{4,6-dichlorotricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl}imidazole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251676
     RDKit          3D
Eberconazole
 36 39  0  0  0  0  0  0  0  0999 V2000
    4.5413   -2.8004   -1.3672 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2256   -1.7304   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9978   -0.5686   -1.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9484    0.2618   -1.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6694    1.6760   -2.0809 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1522   -0.0443   -0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3696   -1.2527    0.5899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4066   -2.0704    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6623   -1.8758    1.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7872   -1.6845    1.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971   -1.0939    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6073   -1.8185    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3959   -1.4645   -0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521   -0.3366   -1.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268    0.3920   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1489    0.0653   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0379    0.8515    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170    2.2191    0.1356 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8207    3.0994   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803    4.3729   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    4.2373    0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2320    2.9416    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -0.2904   -2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6259   -3.0075    0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8834   -2.9886    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1779   -1.4959    2.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746   -2.6614    2.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9754   -0.9981    2.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8921   -2.7053    0.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745   -2.0577   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423   -0.0191   -2.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942    1.2217   -1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    0.7710    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903    2.9855   -0.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7811    5.3136   -0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2052    2.5561    0.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  8  2  1  0
 16 11  1  0
 22 18  1  0
 17  6  1  0
  3 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 19 34  1  0
 20 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 23-JUN-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-17         0                                  
HETATM    1  C   UNK     0      11.431   1.588   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.088   3.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.617   3.544   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.488   2.496   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.830   0.995   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.302   0.541   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.870  -0.209   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.330  -0.209   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.370   0.995   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.898   0.541   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.770   1.588   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.112   3.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.584   3.544   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.713   2.496   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.100   3.165   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       7.100   4.705   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.854   5.610   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.330   7.074   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       7.870   7.074   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       8.346   5.610   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0       4.926   5.045   0.000  0.00  0.00          Cl+0
HETATM   22 Cl   UNK     0       1.298   1.135   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14    4   16                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   16                                                       
CONECT   21   13                                                            
CONECT   22   11                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0251676
HETATM    1 CL1  UNL     1       4.541  -2.800  -1.367  1.00  0.00          CL  
HETATM    2  C1  UNL     1       3.226  -1.730  -0.881  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.998  -0.569  -1.539  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.948   0.262  -1.133  1.00  0.00           C  
HETATM    5 CL2  UNL     1       1.669   1.676  -2.081  1.00  0.00          CL  
HETATM    6  C4  UNL     1       1.152  -0.044  -0.109  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.370  -1.253   0.590  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.407  -2.070   0.185  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.662  -1.876   1.699  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.787  -1.684   1.850  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.497  -1.094   0.679  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.607  -1.818   0.295  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.396  -1.465  -0.773  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.052  -0.337  -1.484  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.927   0.392  -1.091  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.149   0.065  -0.054  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.038   0.851   0.273  1.00  0.00           C  
HETATM   18  N1  UNL     1       0.117   2.219   0.136  1.00  0.00           N  
HETATM   19  C16 UNL     1      -0.821   3.099  -0.187  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.280   4.373  -0.155  1.00  0.00           C  
HETATM   21  N2  UNL     1       0.998   4.237   0.193  1.00  0.00           N  
HETATM   22  C18 UNL     1       1.232   2.942   0.368  1.00  0.00           C  
HETATM   23  H1  UNL     1       3.624  -0.290  -2.369  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.626  -3.007   0.679  1.00  0.00           H  
HETATM   25  H3  UNL     1       0.883  -2.989   1.761  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.178  -1.496   2.638  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.275  -2.661   2.060  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.975  -0.998   2.737  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.892  -2.705   0.840  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.275  -2.058  -1.057  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.642  -0.019  -2.333  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.694   1.222  -1.699  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.066   0.771   1.462  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.890   2.985  -0.433  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.781   5.314  -0.369  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.205   2.556   0.668  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3    8
CONECT    3    4   23
CONECT    4    5    6    6
CONECT    6    7   17
CONECT    7    8    8    9
CONECT    8   24
CONECT    9   10   25   26
CONECT   10   11   27   28
CONECT   11   12   12   16
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17
CONECT   17   18   33
CONECT   18   19   22
CONECT   19   20   20   34
CONECT   20   21   35
CONECT   21   22   22
CONECT   22   36
END

HMDB0251676
     RDKit          3D
Eberconazole
 36 39  0  0  0  0  0  0  0  0999 V2000
    4.5413   -2.8004   -1.3672 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2256   -1.7304   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9978   -0.5686   -1.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9484    0.2618   -1.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6694    1.6760   -2.0809 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1522   -0.0443   -0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3696   -1.2527    0.5899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4066   -2.0704    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6623   -1.8758    1.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7872   -1.6845    1.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971   -1.0939    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6073   -1.8185    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3959   -1.4645   -0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521   -0.3366   -1.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268    0.3920   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1489    0.0653   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0379    0.8515    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170    2.2191    0.1356 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8207    3.0994   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803    4.3729   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    4.2373    0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2320    2.9416    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -0.2904   -2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6259   -3.0075    0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8834   -2.9886    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1779   -1.4959    2.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746   -2.6614    2.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9754   -0.9981    2.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8921   -2.7053    0.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745   -2.0577   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423   -0.0191   -2.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942    1.2217   -1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    0.7710    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903    2.9855   -0.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7811    5.3136   -0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2052    2.5561    0.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  8  2  1  0
 16 11  1  0
 22 18  1  0
 17  6  1  0
  3 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 19 34  1  0
 20 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2,4-dichloro-10,11-dihydro-5H-dibenzo(a,D)Cyclohepten-5-yl)-1H-imidazole	MeSH

Chemical Formula

C₁₈H₁₄Cl₂N₂

Average Molecular Weight

329.22

Monoisotopic Molecular Weight

328.0534039

IUPAC Name

1-{4,6-dichlorotricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl}-1H-imidazole

Traditional Name

1-{4,6-dichlorotricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl}imidazole

CAS Registry Number

Not Available

SMILES

ClC1=CC(Cl)=C2C(N3C=CN=C3)C3=CC=CC=C3CCC2=C1

InChI Identifier

InChI=1S/C18H14Cl2N2/c19-14-9-13-6-5-12-3-1-2-4-15(12)18(17(13)16(20)10-14)22-8-7-21-11-22/h1-4,7-11,18H,5-6H2

InChI Key

MPTJIDOGFUQSQH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzocycloheptenes. Dibenzocycloheptenes are compounds containing a dibenzocycloheptene moiety, which consists of two benzene rings connected by a cycloheptene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Dibenzocycloheptenes

Sub Class

Not Available

Direct Parent

Dibenzocycloheptenes

Alternative Parents

Substituents

Dibenzocycloheptene
Aryl chloride
Aryl halide
N-substituted imidazole
Azole
Imidazole
Heteroaromatic compound
Organoheterocyclic compound
Azacycle
Organochloride
Organohalogen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

imidazoles (CHEBI:83584 )
organochlorine compound (CHEBI:83584 )
dibenzannulene (CHEBI:83584 )

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	4.79	ALOGPS
logP	5.36	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	6.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.82 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.69 m³·mol⁻¹	ChemAxon
Polarizability	33.51 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	174.753	30932474
DeepCCS	[M-H]-	172.396	30932474
DeepCCS	[M-2H]-	205.645	30932474
DeepCCS	[M+Na]+	180.872	30932474
AllCCS	[M+H]+	173.0	32859911
AllCCS	[M+H-H2O]+	169.8	32859911
AllCCS	[M+NH4]+	176.1	32859911
AllCCS	[M+Na]+	177.0	32859911
AllCCS	[M-H]-	171.8	32859911
AllCCS	[M+Na-2H]-	170.8	32859911
AllCCS	[M+HCOO]-	169.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Eberconazole	ClC1=CC(Cl)=C2C(N3C=CN=C3)C3=CC=CC=C3CCC2=C1	3683.5	Standard polar	33892256
Eberconazole	ClC1=CC(Cl)=C2C(N3C=CN=C3)C3=CC=CC=C3CCC2=C1	2476.8	Standard non polar	33892256
Eberconazole	ClC1=CC(Cl)=C2C(N3C=CN=C3)C3=CC=CC=C3CCC2=C1	2719.4	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 - Eberconazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-4193000000-f9efdeed881b41ae7c9e	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eberconazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 10V, Positive-QTOF	splash10-004i-0009000000-860c7f0720e5226fa0dc	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 20V, Positive-QTOF	splash10-00b9-1539000000-c959ddb4d4952880f629	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 40V, Positive-QTOF	splash10-0403-4091000000-bd172253d8885620b23a	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 10V, Negative-QTOF	splash10-004i-0009000000-beddeee2316ee60e997f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 20V, Negative-QTOF	splash10-004i-4029000000-2a7d65c216ae4a80b5ba	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 40V, Negative-QTOF	splash10-014l-9020000000-533a1a394981f740f165	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 10V, Positive-QTOF	splash10-03fr-0098000000-43ae5d0b297c2e804e7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 20V, Positive-QTOF	splash10-03fr-0098000000-018682e21888c89e7658	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 40V, Positive-QTOF	splash10-08fu-9581000000-12004ce2e98f3e90a3d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 10V, Negative-QTOF	splash10-004i-0009000000-ae58cae6b71bc82d6e57	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 20V, Negative-QTOF	splash10-0059-5019000000-bb7258e8eab23c703693	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eberconazole 40V, Negative-QTOF	splash10-0aor-8091000000-304f5abe60132928fef1	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

DB13656

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Eberconazole

METLIN ID

Not Available

PubChem Compound

72051

PDB ID

Not Available

ChEBI ID

83584

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 Eberconazole (HMDB0251676)

MOL for HMDB0251676 (Eberconazole)

3D MOL for HMDB0251676 (Eberconazole)

3D SDF for HMDB0251676 (Eberconazole)

3D-SDF for HMDB0251676 (Eberconazole)

PDB for HMDB0251676 (Eberconazole)

3D PDB for HMDB0251676 (Eberconazole)

SMILES for HMDB0251676 (Eberconazole)

INCHI for HMDB0251676 (Eberconazole)

Structure for HMDB0251676 (Eberconazole)

3D Structure for HMDB0251676 (Eberconazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra