Np mrd loader

Showing NP-Card for 4,4-Dichlorobenzophenone (NP0002768)

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Record Information
Version2.0
Created at2020-11-23 19:39:57 UTC
Updated at2021-08-12 19:52:05 UTC
NP-MRD IDNP0002768
Secondary Accession NumbersNone
Natural Product Identification
Common Name4,4-Dichlorobenzophenone
Provided ByBMRBBMRB logo
DescriptionBis(4-chlorophenyl)methanone is also known as DBP. 4,4-Dichlorobenzophenone was first documented in 2017 (PMID: 28715764). Based on a literature review a small amount of articles have been published on bis(4-chlorophenyl)methanone (PMID: 33517552).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002768 (4,4-Dichlorobenzophenone)


  Mrv1572004191602122D          

 16 17  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
   -0.7145    3.7125    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
   -0.7145    4.5375    0.0000 Cl  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
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  1  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
M  END
Download

3D MOL for NP0002768 (4,4-Dichlorobenzophenone)

NP0002768
     RDKit          3D

 24 25  0  0  0  0  0  0  0  0999 V2000
    0.5263   -1.9987    1.0085 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273   -0.8147    0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1947   -0.5951    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    0.5845    0.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2502    0.7028    0.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0196   -0.3883   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7532   -0.2674   -0.2361 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622   -1.6037   -0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0066   -1.7146    0.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749   -0.0791    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4311    1.2683   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    1.9481   -0.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500    1.2378   -0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2036    2.0790   -1.1581 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7424   -0.1245   -0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893   -0.7501   -0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3329    1.4877    0.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7162    1.6760    0.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9523   -2.4777   -0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4865   -2.6711   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5993    1.9350    0.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5961    3.0053   -0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6791   -0.6258   -0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057   -1.8136   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  9  3  1  0
 16 10  1  0
  4 17  1  0
  5 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 15 23  1  0
 16 24  1  0
M  END
Download

3D SDF for NP0002768 (4,4-Dichlorobenzophenone)


  Mrv1572004191602122D          

 16 17  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
   -0.7145    3.7125    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
   -0.7145    4.5375    0.0000 Cl  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
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  1  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0002768

> <DATABASE_NAME>
NP-MRD

> <SMILES>
ClC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H8Cl2O/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8H

> <INCHI_KEY>
OKISUZLXOYGIFP-UHFFFAOYSA-N

> <FORMULA>
C13H8Cl2O

> <MOLECULAR_WEIGHT>
251.11

> <EXACT_MASS>
249.9952203

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
25.03261838107638

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
bis(4-chlorophenyl)methanone

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
4.640688206

> <ALOGPS_LOGS>
-5.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.454382891837772

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
66.2431

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,4'-dichlorobenzophenone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002768 (4,4-Dichlorobenzophenone)

NP0002768
     RDKit          3D

 24 25  0  0  0  0  0  0  0  0999 V2000
    0.5263   -1.9987    1.0085 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2273   -0.8147    0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1947   -0.5951    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    0.5845    0.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2502    0.7028    0.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0196   -0.3883   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7532   -0.2674   -0.2361 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622   -1.6037   -0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0066   -1.7146    0.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749   -0.0791    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4311    1.2683   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    1.9481   -0.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500    1.2378   -0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2036    2.0790   -1.1581 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7424   -0.1245   -0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893   -0.7501   -0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3329    1.4877    0.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7162    1.6760    0.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9523   -2.4777   -0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4865   -2.6711   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5993    1.9350    0.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5961    3.0053   -0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6791   -0.6258   -0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057   -1.8136   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  9  3  1  0
 16 10  1  0
  4 17  1  0
  5 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 15 23  1  0
 16 24  1  0
M  END
Download

PDB for NP0002768 (4,4-Dichlorobenzophenone)

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       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   3.850   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      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0      -1.334   8.470   0.000  0.00  0.00          Cl+0
HETATM   15 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   16  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1    5    9                                                       
CONECT    2    6    9                                                       
CONECT    3    7   10                                                       
CONECT    4    8   10                                                       
CONECT    5    1   11                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    4   12                                                       
CONECT    9    1    2   13                                                  
CONECT   10    3    4   13                                                  
CONECT   11    5    6   14                                                  
CONECT   12    7    8   15                                                  
CONECT   13    9   10   16                                                  
CONECT   14   11                                                            
CONECT   15   12                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END
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3D PDB for NP0002768 (4,4-Dichlorobenzophenone)

COMPND    NP0002768
HETATM    1  O1  UNL     1       0.526  -1.999   1.009  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.227  -0.815   0.459  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.195  -0.595   0.362  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.857   0.584   0.469  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.250   0.703   0.291  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.020  -0.388  -0.003  1.00  0.00           C  
HETATM    7 CL1  UNL     1      -5.753  -0.267  -0.236  1.00  0.00          CL  
HETATM    8  C6  UNL     1      -3.362  -1.604  -0.117  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.007  -1.715   0.057  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.375  -0.079   0.096  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.431   1.268  -0.088  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.606   1.948  -0.475  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.750   1.238  -0.680  1.00  0.00           C  
HETATM   14 CL2  UNL     1       5.204   2.079  -1.158  1.00  0.00          CL  
HETATM   15  C12 UNL     1       3.742  -0.124  -0.506  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.589  -0.750  -0.132  1.00  0.00           C  
HETATM   17  H1  UNL     1      -1.333   1.488   0.729  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.716   1.676   0.391  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.952  -2.478  -0.349  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.487  -2.671  -0.032  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.599   1.935   0.037  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.596   3.005  -0.604  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.679  -0.626  -0.686  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.606  -1.814  -0.003  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10
CONECT    3    4    4    9
CONECT    4    5   17
CONECT    5    6    6   18
CONECT    6    7    8
CONECT    8    9    9   19
CONECT    9   20
CONECT   10   11   11   16
CONECT   11   12   21
CONECT   12   13   13   22
CONECT   13   14   15
CONECT   15   16   16   23
CONECT   16   24
END
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SMILES for NP0002768 (4,4-Dichlorobenzophenone)

ClC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1
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INCHI for NP0002768 (4,4-Dichlorobenzophenone)

InChI=1S/C13H8Cl2O/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8H
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Synonyms
ValueSource
DBPKegg
4,4'-DichlorobenzophenoneMeSH
Chemical FormulaC13H8Cl2O
Average Mass251.1100 Da
Monoisotopic Mass249.99522 Da
IUPAC Namebis(4-chlorophenyl)methanone
Traditional Name4,4'-dichlorobenzophenone
CAS Registry NumberNot Available
SMILES
ClC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1
InChI Identifier
InChI=1S/C13H8Cl2O/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8H
InChI KeyOKISUZLXOYGIFP-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzophenones
Direct ParentBenzophenones
Alternative Parents
Substituents
  • Benzophenone
  • Diphenylmethane
  • Aryl-phenylketone
  • Benzoyl
  • Aryl ketone
  • Halobenzene
  • Chlorobenzene
  • Aryl halide
  • Aryl chloride
  • Ketone
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.36ALOGPS
logP4.64ChemAxon
logS-5.2ALOGPS
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity66.24 m³·mol⁻¹ChemAxon
Polarizability25.03 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID6767
KEGG Compound IDC06643
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Garcia Lara B, Wrobel K, Corrales Escobosa AR, Serrano Torres O, Enciso Donis I, Wrobel K: Mass spectrometry-based identification of bacteria isolated from industrially contaminated site in Salamanca (Mexico) and evaluation of their potential for DDT degradation. Folia Microbiol (Praha). 2021 Jun;66(3):355-369. doi: 10.1007/s12223-020-00848-8. Epub 2021 Jan 31. [PubMed:33517552 ]
  2. Kucher S, Schwarzbauer J: DDT-related compounds as non-extractable residues in submarine sediments of the Palos Verdes Shelf, California, USA. Chemosphere. 2017 Oct;185:529-538. doi: 10.1016/j.chemosphere.2017.07.041. Epub 2017 Jul 10. [PubMed:28715764 ]