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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:03:17 UTC

Update Date

2022-11-23 21:39:02 UTC

HMDB ID

HMDB0250898

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,1-bis(4-Chlorophenyl)ethylene

Description

1,1-bis(4-Chlorophenyl)ethylene, also known as DDNU, 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. Based on a literature review a small amount of articles have been published on 1,1-bis(4-Chlorophenyl)ethylene. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,1-bis(4-chlorophenyl)ethylene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,1-bis(4-Chlorophenyl)ethylene 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

  Mrv1652309112110032D          

 16 17  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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    2.1434   -2.8875    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 Cl  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
    2.8579    0.8250    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250898

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H10Cl2/c1-10(11-2-6-13(15)7-3-11)12-4-8-14(16)9-5-12/h2-9H,1H2

> <INCHI_KEY>
IEAUXBMXWDAYID-UHFFFAOYSA-N

> <FORMULA>
C14H10Cl2

> <MOLECULAR_WEIGHT>
249.13

> <EXACT_MASS>
248.0159557

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
26.15606630179152

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.72

> <JCHEM_LOGP>
5.351235814333333

> <ALOGPS_LOGS>
-5.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
78.90660000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.36e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dmc ethylene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       4.001  -6.930   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       9.336   2.310   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6                                                            
CONECT   10    2   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0250898
HETATM    1  C1  UNL     1       0.079  -2.239  -0.930  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.037  -1.042  -0.413  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.187  -0.520   0.132  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.209   0.405   1.138  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.390   0.944   1.663  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.605   0.537   1.157  1.00  0.00           C  
HETATM    7 CL1  UNL     1      -5.127   1.176   1.772  1.00  0.00          CL  
HETATM    8  C7  UNL     1      -3.596  -0.396   0.142  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.430  -0.923  -0.371  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.253  -0.250  -0.397  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.509  -0.826  -0.363  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.666  -0.083  -0.380  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.530   1.285  -0.431  1.00  0.00           C  
HETATM   14 CL2  UNL     1       4.974   2.261  -0.453  1.00  0.00          CL  
HETATM   15  C13 UNL     1       2.295   1.891  -0.466  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.126   1.123  -0.450  1.00  0.00           C  
HETATM   17  H1  UNL     1       0.978  -2.655  -1.344  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.817  -2.834  -0.942  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.274   0.742   1.583  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.374   1.673   2.456  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.561  -0.711  -0.251  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.443  -1.660  -1.176  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.563  -1.908  -0.322  1.00  0.00           H  
HETATM   24  H8  UNL     1       4.642  -0.582  -0.352  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.193   2.969  -0.507  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.169   1.621  -0.495  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   10
CONECT    3    4    4    9
CONECT    4    5   19
CONECT    5    6    6   20
CONECT    6    7    8
CONECT    8    9    9   21
CONECT    9   22
CONECT   10   11   11   16
CONECT   11   12   23
CONECT   12   13   13   24
CONECT   13   14   15
CONECT   15   16   16   25
CONECT   16   26
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
DDNU	Kegg

Chemical Formula

C₁₄H₁₀Cl₂

Average Molecular Weight

249.13

Monoisotopic Molecular Weight

248.0159557

IUPAC Name

1-chloro-4-[1-(4-chlorophenyl)ethenyl]benzene

Traditional Name

dmc ethylene

CAS Registry Number

Not Available

SMILES

ClC1=CC=C(C=C1)C(=C)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C14H10Cl2/c1-10(11-2-6-13(15)7-3-11)12-4-8-14(16)9-5-12/h2-9H,1H2

InChI Key

IEAUXBMXWDAYID-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
Styrene
Halobenzene
Chlorobenzene
Aryl halide
Aryl chloride
Hydrocarbon derivative
Organochloride
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

chlorophenylethylene (CHEBI:27377 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	5.72	ALOGPS
logP	5.35	ChemAxon
logS	-5.9	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	78.91 m³·mol⁻¹	ChemAxon
Polarizability	26.16 Å³	ChemAxon
Number of Rings	2	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]+	157.938	30932474
DeepCCS	[M-H]-	155.565	30932474
DeepCCS	[M-2H]-	188.451	30932474
DeepCCS	[M+Na]+	164.016	30932474
AllCCS	[M+H]+	150.4	32859911
AllCCS	[M+H-H2O]+	146.3	32859911
AllCCS	[M+NH4]+	154.3	32859911
AllCCS	[M+Na]+	155.4	32859911
AllCCS	[M-H]-	143.9	32859911
AllCCS	[M+Na-2H]-	143.3	32859911
AllCCS	[M+HCOO]-	142.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,1-Bis(4-chlorophenyl)ethylene	ClC1=CC=C(C=C1)C(=C)C1=CC=C(Cl)C=C1	2701.3	Standard polar	33892256
1,1-Bis(4-chlorophenyl)ethylene	ClC1=CC=C(C=C1)C(=C)C1=CC=C(Cl)C=C1	1906.3	Standard non polar	33892256
1,1-Bis(4-chlorophenyl)ethylene	ClC1=CC=C(C=C1)C(=C)C1=CC=C(Cl)C=C1	1962.9	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 - 1,1-bis(4-Chlorophenyl)ethylene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gwk-1690000000-1fdb081553221a521a3d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,1-bis(4-Chlorophenyl)ethylene 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 - 1,1-bis(4-Chlorophenyl)ethylene 10V, Positive-QTOF	splash10-0002-0090000000-eb168cdac8a3f9af41cd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-bis(4-Chlorophenyl)ethylene 20V, Positive-QTOF	splash10-0002-0190000000-6f25f4d738447b235a8c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-bis(4-Chlorophenyl)ethylene 40V, Positive-QTOF	splash10-03di-0920000000-d3ff172fa686a307bd01	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-bis(4-Chlorophenyl)ethylene 10V, Negative-QTOF	splash10-0002-0090000000-a355deba1f6674917dac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-bis(4-Chlorophenyl)ethylene 20V, Negative-QTOF	splash10-0002-0090000000-a355deba1f6674917dac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-bis(4-Chlorophenyl)ethylene 40V, Negative-QTOF	splash10-0002-0490000000-a9dc0b4253801169e329	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

85511

KEGG Compound ID

C06642

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94775

PDB ID

Not Available

ChEBI ID

Not Available

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 1,1-bis(4-Chlorophenyl)ethylene (HMDB0250898)

MOL for HMDB0250898 (1,1-bis(4-Chlorophenyl)ethylene)

3D MOL for HMDB0250898 (1,1-bis(4-Chlorophenyl)ethylene)

3D SDF for HMDB0250898 (1,1-bis(4-Chlorophenyl)ethylene)

3D-SDF for HMDB0250898 (1,1-bis(4-Chlorophenyl)ethylene)

PDB for HMDB0250898 (1,1-bis(4-Chlorophenyl)ethylene)

3D PDB for HMDB0250898 (1,1-bis(4-Chlorophenyl)ethylene)

SMILES for HMDB0250898 (1,1-bis(4-Chlorophenyl)ethylene)

INCHI for HMDB0250898 (1,1-bis(4-Chlorophenyl)ethylene)

Structure for HMDB0250898 (1,1-bis(4-Chlorophenyl)ethylene)

3D Structure for HMDB0250898 (1,1-bis(4-Chlorophenyl)ethylene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra