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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:12:41 UTC

Update Date

2021-09-24 12:12:41 UTC

HMDB ID

HMDB0304759

Secondary Accession Numbers

None

Metabolite Identification

Common Name

p,p'-DDE

Description

P,P'-DDE , also known as DDE or DDMU, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. P,P'-DDE is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on P,P'-DDE .

Structure

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


  Mrv1652304032007412D          

 18 19  0  0  0  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    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
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    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
   -4.2868   -2.4750    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
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 Cl  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 13  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304759

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC(Cl)=C(C1=CC=C(Cl)C=C1)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H8Cl4/c15-11-5-1-9(2-6-11)13(14(17)18)10-3-7-12(16)8-4-10/h1-8H

> <INCHI_KEY>
UCNVFOCBFJOQAL-UHFFFAOYSA-N

> <FORMULA>
C14H8Cl4

> <MOLECULAR_WEIGHT>
318.025

> <EXACT_MASS>
315.938011084

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
30.790270569391073

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-chloro-4-[2,2-dichloro-1-(4-chlorophenyl)ethenyl]benzene

> <ALOGPS_LOGP>
6.22

> <JCHEM_LOGP>
6.105564200666667

> <ALOGPS_LOGS>
-6.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
99.3062

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.25e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
p,p'-DDE

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -4.001   3.850   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0      -9.336  -5.390   0.000  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0      -2.667  -4.620   0.000  0.00  0.00          Cl+0
HETATM   18 Cl   UNK     0      -1.334  -2.310   0.000  0.00  0.00          Cl+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   15                                                  
CONECT   12    7    8   16                                                  
CONECT   13    9   10   14                                                  
CONECT   14   13   17   18                                                  
CONECT   15   11                                                            
CONECT   16   12                                                            
CONECT   17   14                                                            
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0304759
HETATM    1 CL1  UNL     1       1.088   3.624   0.095  1.00  0.00          CL  
HETATM    2  C1  UNL     1      -0.272   2.511   0.115  1.00  0.00           C  
HETATM    3 CL2  UNL     1      -1.866   3.260   0.234  1.00  0.00          CL  
HETATM    4  C2  UNL     1      -0.136   1.203   0.034  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.282   0.286   0.055  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.328  -0.778  -0.838  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.372  -1.679  -0.857  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.399  -1.501   0.052  1.00  0.00           C  
HETATM    9 CL3  UNL     1      -4.767  -2.618   0.084  1.00  0.00          CL  
HETATM   10  C7  UNL     1      -3.355  -0.446   0.939  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.301   0.468   0.961  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.173   0.609  -0.084  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.451  -0.533   0.665  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.658  -1.157   0.604  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.644  -0.654  -0.219  1.00  0.00           C  
HETATM   16 CL4  UNL     1       5.176  -1.518  -0.239  1.00  0.00          CL  
HETATM   17  C13 UNL     1       3.411   0.466  -0.971  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.180   1.076  -0.890  1.00  0.00           C  
HETATM   19  H1  UNL     1      -0.538  -0.939  -1.559  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.425  -2.514  -1.546  1.00  0.00           H  
HETATM   21  H3  UNL     1      -4.155  -0.276   1.674  1.00  0.00           H  
HETATM   22  H4  UNL     1      -2.327   1.276   1.692  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.674  -0.922   1.308  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.820  -2.029   1.200  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.210   0.843  -1.615  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.037   1.945  -1.502  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    4    4
CONECT    4    5   12
CONECT    5    6    6   11
CONECT    6    7   19
CONECT    7    8    8   20
CONECT    8    9   10
CONECT   10   11   11   21
CONECT   11   22
CONECT   12   13   13   18
CONECT   13   14   23
CONECT   14   15   15   24
CONECT   15   16   17
CONECT   17   18   18   25
CONECT   18   26
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,1-Dichloro-2,2-bis(4'-chlorophenyl)ethylene	ChEBI
1,1-Dichloro-2,2-bis(4-chlorophenyl)ethylene	ChEBI
4,4'-DDE	ChEBI
p,P'-(dichlorodiphenyl)-2,2-dichloroethylene	ChEBI
p,P'-dde	ChEBI
DDE	Kegg
1,1-Dichloro-2,2-bis(p-chlorophenyl)ethylene	MeSH
DDMU	MeSH
DDX	MeSH
Dichlorodiphenyl dichloroethylene	MeSH
Dichloroethylene, dichlorodiphenyl	MeSH
p,p-Dichlorodiphenyldichloroethylene	MeSH

Chemical Formula

C₁₄H₈Cl₄

Average Molecular Weight

318.025

Monoisotopic Molecular Weight

315.938011084

IUPAC Name

1-chloro-4-[2,2-dichloro-1-(4-chlorophenyl)ethenyl]benzene

Traditional Name

p,p'-DDE

CAS Registry Number

Not Available

SMILES

ClC(Cl)=C(C1=CC=C(Cl)C=C1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C14H8Cl4/c15-11-5-1-9(2-6-11)13(14(17)18)10-3-7-12(16)8-4-10/h1-8H

InChI Key

UCNVFOCBFJOQAL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Halobenzene
Chlorobenzene
Aryl halide
Aryl chloride
Ketene acetal or derivatives
Chloroalkene
Haloalkene
Vinyl halide
Vinyl chloride
Hydrocarbon derivative
Organochloride
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monochlorobenzenes (CHEBI:16598 )
chlorophenylethylene (CHEBI:16598 )
Organochlorine pesticides (C04596 )
a small molecule (DICHLOROBIS-CPD )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.22	ALOGPS
logP	6.11	ChemAxon
logS	-6.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	99.31 m³·mol⁻¹	ChemAxon
Polarizability	30.79 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	160.751	32859911
AllCCS	[M+H-H2O]+	157.218	32859911
AllCCS	[M+Na]+	164.971	32859911
AllCCS	[M+NH4]+	164.029	32859911
AllCCS	[M-H]-	141.465	32859911
AllCCS	[M+Na-2H]-	140.563	32859911
AllCCS	[M+HCOO]-	139.7	32859911
DeepCCS	[M+H]+	168.001	30932474
DeepCCS	[M-H]-	165.643	30932474
DeepCCS	[M-2H]-	198.529	30932474
DeepCCS	[M+Na]+	174.094	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
MS	Mass Spectrum (Electron Ionization)	splash10-00kb-4896000000-e447ccc2473725f3964c	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 10V, Positive-QTOF	splash10-014i-0009000000-96632808adf4e0147839	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 20V, Positive-QTOF	splash10-014i-0009000000-96632808adf4e0147839	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 40V, Positive-QTOF	splash10-014i-0039000000-1b043fe64dd9229a4ef9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 10V, Negative-QTOF	splash10-03di-0009000000-6e21e2199c351677e850	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 20V, Negative-QTOF	splash10-03di-0009000000-6e21e2199c351677e850	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 40V, Negative-QTOF	splash10-03di-0029000000-41f08522a50d8c198d53	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 10V, Positive-QTOF	splash10-014i-0009000000-e79107c176e5cc237cb9	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 20V, Positive-QTOF	splash10-0159-0059000000-46952aba66e3d00946f0	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 40V, Positive-QTOF	splash10-001i-0090000000-28b5d0e3a7569c799971	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 10V, Negative-QTOF	splash10-03di-0009000000-71fa56931a72ac866267	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 20V, Negative-QTOF	splash10-03di-0009000000-71fa56931a72ac866267	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p,p'-DDE 40V, Negative-QTOF	splash10-03fr-2097000000-246be02d84aeebd5a0e8	2021-10-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB097419

KNApSAcK ID

Not Available

Chemspider ID

2927

KEGG Compound ID

C04596

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dichlorodiphenyldichloroethylene

METLIN ID

Not Available

PubChem Compound

3035

PDB ID

Not Available

ChEBI ID

16598

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1175701

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for p,p'-DDE (HMDB0304759)

MOL for HMDB0304759 (p,p'-DDE)

3D MOL for HMDB0304759 (p,p'-DDE)

3D SDF for HMDB0304759 (p,p'-DDE)

3D-SDF for HMDB0304759 (p,p'-DDE)

PDB for HMDB0304759 (p,p'-DDE)

3D PDB for HMDB0304759 (p,p'-DDE)

SMILES for HMDB0304759 (p,p'-DDE)

INCHI for HMDB0304759 (p,p'-DDE)

Structure for HMDB0304759 (p,p'-DDE)

3D Structure for HMDB0304759 (p,p'-DDE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra

NMR Spectra