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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:07:16 UTC

Update Date

2021-09-26 23:01:26 UTC

HMDB ID

HMDB0250146

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Chlozolinate

Description

ethyl 3-(3,5-dichlorophenyl)-5-methyl-2,4-dioxo-1,3-oxazolidine-5-carboxylate, also known as dichlozolinate, belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it. ethyl 3-(3,5-dichlorophenyl)-5-methyl-2,4-dioxo-1,3-oxazolidine-5-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Chlozolinate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chlozolinate 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

HMDB0250146
     RDKit          3D
Chlozolinate
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.3122    1.6332    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    0.3280    0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0432   -0.2912    0.8059 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3874   -0.6591   -0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464   -0.4255   -1.4628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -1.3033   -0.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9678   -2.5956   -1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -1.4998    1.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -1.0805    1.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2089   -1.2350    2.4414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0240   -0.3917    0.2168 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3146    0.2050    0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839    1.0849    1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9277    1.6814    1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4082    2.8051    2.2877 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8250    1.4175    0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402    0.5314   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5619    0.1860   -2.2741 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1746   -0.0764   -0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0119   -0.4119   -0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403    0.1794   -1.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2408    1.9675   -0.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7652    1.4877   -0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8341    2.4438    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505    0.6613    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1227   -0.3401    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914   -2.9630   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387   -2.4176   -2.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6343   -3.3884   -0.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9990    1.3189    1.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7939    1.9062    0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9131   -0.7582   -1.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 11 20  1  0
 20 21  2  0
 20  6  1  0
 19 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
 13 30  1  0
 16 31  1  0
 19 32  1  0
M  END


  Mrv1572004191602132D          

 21 22  0  0  0  0            999 V2000
    5.4692    3.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1991    2.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6622    3.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4691    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3130   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9540   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7980   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032    2.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7745   -0.1418    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4624   -1.8216    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032    2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0483    3.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538    0.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1102    2.7317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    1.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 13  2  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 16 10  1  0  0  0  0
 16 12  1  0  0  0  0
 17 10  2  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 20  3  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 21 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250146

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1(C)OC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H11Cl2NO5/c1-3-20-11(18)13(2)10(17)16(12(19)21-13)9-5-7(14)4-8(15)6-9/h4-6H,3H2,1-2H3

> <INCHI_KEY>
IGUYEXXAGBDLLX-UHFFFAOYSA-N

> <FORMULA>
C13H11Cl2NO5

> <MOLECULAR_WEIGHT>
332.13

> <EXACT_MASS>
331.0014279

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
30.188954804973406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 3-(3,5-dichlorophenyl)-5-methyl-2,4-dioxo-1,3-oxazolidine-5-carboxylate

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
3.298449931333333

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.368664070846143

> <JCHEM_POLAR_SURFACE_AREA>
72.91000000000001

> <JCHEM_REFRACTIVITY>
73.59129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chlozolinate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250146
     RDKit          3D
Chlozolinate
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.3122    1.6332    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    0.3280    0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0432   -0.2912    0.8059 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3874   -0.6591   -0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464   -0.4255   -1.4628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -1.3033   -0.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9678   -2.5956   -1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -1.4998    1.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -1.0805    1.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2089   -1.2350    2.4414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0240   -0.3917    0.2168 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3146    0.2050    0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839    1.0849    1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9277    1.6814    1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4082    2.8051    2.2877 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8250    1.4175    0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402    0.5314   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5619    0.1860   -2.2741 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1746   -0.0764   -0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0119   -0.4119   -0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403    0.1794   -1.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2408    1.9675   -0.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7652    1.4877   -0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8341    2.4438    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505    0.6613    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1227   -0.3401    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914   -2.9630   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387   -2.4176   -2.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6343   -3.3884   -0.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9990    1.3189    1.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7939    1.9062    0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9131   -0.7582   -1.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 11 20  1  0
 20 21  2  0
 20  6  1  0
 19 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
 13 30  1  0
 16 31  1  0
 19 32  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      10.209   5.924   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.105   5.419   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.703   6.244   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.621  -1.832   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.342   0.820   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.184  -0.748   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.247  -0.426   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.090  -1.993   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.811   0.659   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.381   3.370   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.166   5.419   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.366   1.905   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.136   4.275   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0      10.779  -0.265   0.000  0.00  0.00          Cl+0
HETATM   15 Cl   UNK     0       6.463  -3.400   0.000  0.00  0.00          Cl+0
HETATM   16  N   UNK     0       5.906   1.905   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       7.846   3.846   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.690   6.884   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.460   0.659   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.672   5.099   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.890   3.370   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   13                                                            
CONECT    3    1   20                                                       
CONECT    4    7    8                                                       
CONECT    5    7    9                                                       
CONECT    6    8    9                                                       
CONECT    7    4    5   14                                                  
CONECT    8    4    6   15                                                  
CONECT    9    5    6   16                                                  
CONECT   10   13   16   17                                                  
CONECT   11   13   18   20                                                  
CONECT   12   16   19   21                                                  
CONECT   13    2   10   11   21                                             
CONECT   14    7                                                            
CONECT   15    8                                                            
CONECT   16    9   10   12                                                  
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20    3   11                                                       
CONECT   21   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0250146
HETATM    1  C1  UNL     1       4.312   1.633   0.049  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.310   0.328   0.837  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.043  -0.291   0.806  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.387  -0.659  -0.359  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.946  -0.425  -1.463  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.071  -1.303  -0.238  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.968  -2.596  -1.004  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.742  -1.500   1.091  1.00  0.00           O  
HETATM    9  C6  UNL     1      -0.528  -1.080   1.372  1.00  0.00           C  
HETATM   10  O4  UNL     1      -1.209  -1.235   2.441  1.00  0.00           O  
HETATM   11  N1  UNL     1      -1.024  -0.392   0.217  1.00  0.00           N  
HETATM   12  C7  UNL     1      -2.315   0.205   0.098  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.684   1.085   1.081  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.928   1.681   1.028  1.00  0.00           C  
HETATM   15 CL1  UNL     1      -4.408   2.805   2.288  1.00  0.00          CL  
HETATM   16  C10 UNL     1      -4.825   1.418   0.003  1.00  0.00           C  
HETATM   17  C11 UNL     1      -4.440   0.531  -0.977  1.00  0.00           C  
HETATM   18 CL2  UNL     1      -5.562   0.186  -2.274  1.00  0.00          CL  
HETATM   19  C12 UNL     1      -3.175  -0.076  -0.925  1.00  0.00           C  
HETATM   20  C13 UNL     1      -0.012  -0.412  -0.763  1.00  0.00           C  
HETATM   21  O5  UNL     1       0.040   0.179  -1.884  1.00  0.00           O  
HETATM   22  H1  UNL     1       3.241   1.968  -0.043  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.765   1.488  -0.965  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.834   2.444   0.590  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.451   0.661   1.912  1.00  0.00           H  
HETATM   26  H5  UNL     1       5.123  -0.340   0.516  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.091  -2.963  -0.853  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.039  -2.418  -2.116  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.634  -3.388  -0.671  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.999   1.319   1.904  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.794   1.906   0.004  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.913  -0.758  -1.704  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    8   20
CONECT    7   27   28   29
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   20
CONECT   12   13   13   19
CONECT   13   14   30
CONECT   14   15   16   16
CONECT   16   17   31
CONECT   17   18   19   19
CONECT   19   32
CONECT   20   21   21
END

HMDB0250146
     RDKit          3D
Chlozolinate
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.3122    1.6332    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    0.3280    0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0432   -0.2912    0.8059 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3874   -0.6591   -0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464   -0.4255   -1.4628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -1.3033   -0.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9678   -2.5956   -1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -1.4998    1.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -1.0805    1.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2089   -1.2350    2.4414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0240   -0.3917    0.2168 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3146    0.2050    0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839    1.0849    1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9277    1.6814    1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4082    2.8051    2.2877 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8250    1.4175    0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4402    0.5314   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5619    0.1860   -2.2741 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1746   -0.0764   -0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0119   -0.4119   -0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403    0.1794   -1.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2408    1.9675   -0.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7652    1.4877   -0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8341    2.4438    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505    0.6613    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1227   -0.3401    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914   -2.9630   -0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387   -2.4176   -2.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6343   -3.3884   -0.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9990    1.3189    1.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7939    1.9062    0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9131   -0.7582   -1.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 11 20  1  0
 20 21  2  0
 20  6  1  0
 19 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
 13 30  1  0
 16 31  1  0
 19 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dichlozolinate	Kegg
Dichlozolinic acid	Generator
Ethyl 3-(3,5-dichlorophenyl)-5-methyl-2,4-dioxo-1,3-oxazolidine-5-carboxylic acid	Generator
Chlozolinate	MeSH

Chemical Formula

C₁₃H₁₁Cl₂NO₅

Average Molecular Weight

332.13

Monoisotopic Molecular Weight

331.0014279

IUPAC Name

ethyl 3-(3,5-dichlorophenyl)-5-methyl-2,4-dioxo-1,3-oxazolidine-5-carboxylate

Traditional Name

chlozolinate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1(C)OC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C1

InChI Identifier

InChI=1S/C13H11Cl2NO5/c1-3-20-11(18)13(2)10(17)16(12(19)21-13)9-5-7(14)4-8(15)6-9/h4-6H,3H2,1-2H3

InChI Key

IGUYEXXAGBDLLX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Dichlorobenzenes

Alternative Parents

Substituents

1,3-dichlorobenzene
Oxazolidinedione
Aryl chloride
Aryl halide
Oxazolidinone
Dicarboximide
Oxazolidine
Carbamic acid ester
Carboxylic acid ester
Carbonic acid derivative
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

ethyl ester (CHEBI:83557 )
dicarboximide (CHEBI:83557 )
dichlorobenzene (CHEBI:83557 )
oxazolidinone (CHEBI:83557 )
Dicarboximide fungicides (C10979 )

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	3.15	ALOGPS
logP	3.3	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	72.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.59 m³·mol⁻¹	ChemAxon
Polarizability	30.19 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]+	177.287	30932474
DeepCCS	[M-H]-	174.929	30932474
DeepCCS	[M-2H]-	208.061	30932474
DeepCCS	[M+Na]+	183.38	30932474
AllCCS	[M+H]+	167.3	32859911
AllCCS	[M+H-H2O]+	164.2	32859911
AllCCS	[M+NH4]+	170.2	32859911
AllCCS	[M+Na]+	171.0	32859911
AllCCS	[M-H]-	167.1	32859911
AllCCS	[M+Na-2H]-	166.8	32859911
AllCCS	[M+HCOO]-	166.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chlozolinate	CCOC(=O)C1(C)OC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C1	3490.1	Standard polar	33892256
Chlozolinate	CCOC(=O)C1(C)OC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C1	2271.3	Standard non polar	33892256
Chlozolinate	CCOC(=O)C1(C)OC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C1	2192.6	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 - Chlozolinate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-8290000000-dc01d71184643078a5a0	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlozolinate 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 - Chlozolinate 10V, Positive-QTOF	splash10-001i-0109000000-623d94fd72cd94b833fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 20V, Positive-QTOF	splash10-001i-1019000000-8cf005a8893f0f775842	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 40V, Positive-QTOF	splash10-0a4i-9330000000-2810072a965aabccbd77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 10V, Negative-QTOF	splash10-002r-0093000000-7e60665f195e69e994cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 20V, Negative-QTOF	splash10-0570-0669000000-e717a0c69e11b67d6063	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 40V, Negative-QTOF	splash10-000i-1910000000-ea59855194f57eb2fedb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 10V, Positive-QTOF	splash10-001i-0039000000-00f6102c988e0a3c812a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 20V, Positive-QTOF	splash10-06ri-0693000000-ae2c1fdd304718ab51f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 40V, Positive-QTOF	splash10-052r-5920000000-4264ffcc6d3d0806195a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 10V, Negative-QTOF	splash10-0pdi-0069000000-81a2e9bbb863a61385b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 20V, Negative-QTOF	splash10-0a4i-5390000000-a41f2d9d0f51eb784d12	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlozolinate 40V, Negative-QTOF	splash10-05gr-9310000000-f8163ce6795df9f5e67c	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

C10979

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51574

PDB ID

Not Available

ChEBI ID

83557

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 Chlozolinate (HMDB0250146)

MOL for HMDB0250146 (Chlozolinate)

3D MOL for HMDB0250146 (Chlozolinate)

3D SDF for HMDB0250146 (Chlozolinate)

3D-SDF for HMDB0250146 (Chlozolinate)

PDB for HMDB0250146 (Chlozolinate)

3D PDB for HMDB0250146 (Chlozolinate)

SMILES for HMDB0250146 (Chlozolinate)

INCHI for HMDB0250146 (Chlozolinate)

Structure for HMDB0250146 (Chlozolinate)

3D Structure for HMDB0250146 (Chlozolinate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra