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Showing metabocard for P-Dichlorobenzene (HMDB0041971)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-13 11:50:55 UTC
Update Date2022-03-07 02:57:14 UTC
HMDB IDHMDB0041971
Secondary Accession Numbers
  • HMDB41971
Metabolite Identification
Common NameP-Dichlorobenzene
Description1,4-Dichlorobenzene (p-DCB, para-dichlorobenzene) is an organic compound with the formula C6H4Cl2. This colorless solid has a strong odor. In terms of its structure, the molecule consists of two chlorine atoms substituted for hydrogen at opposing sites on a benzene ring. p-DCB is used a pesticide and a deodorant, most familiarly in mothballs in which it is a replacement for the more traditional naphthalene. p-DCB is also used as a precursor in the production of the polymer poly(p-phenylene sulfide).
Structure
Data?1563863719
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0041971 (P-Dichlorobenzene)


  Mrv1652305271900252D          

  8  8  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
    1.4289    0.8250    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
    0.0000    0.8250    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
    0.7145    1.2375    0.0000 C   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
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  1  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
M  END
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3D MOL for HMDB0041971 (P-Dichlorobenzene)

HMDB0041971
     RDKit          3D
P-Dichlorobenzene
 12 12  0  0  0  0  0  0  0  0999 V2000
    3.1466    0.0638    0.1770 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    0.0213    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -1.1696    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6855   -1.2041   -0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.0308   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -0.0515   -0.1777 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277    1.1683   -0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6487    1.1906    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2987   -2.0815    0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560   -2.1743   -0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264    2.1278   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    2.1399    0.0630 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  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  2  1  0
  3  9  1  0
  4 10  1  0
  7 11  1  0
  8 12  1  0
M  END
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3D SDF for HMDB0041971 (P-Dichlorobenzene)


  Mrv1652305271900252D          

  8  8  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
    1.4289    0.8250    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
    0.0000    0.8250    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
    0.7145    1.2375    0.0000 C   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
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  1  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041971

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H4Cl2/c7-5-1-2-6(8)4-3-5/h1-4H

> <INCHI_KEY>
OCJBOOLMMGQPQU-UHFFFAOYSA-N

> <FORMULA>
C6H4Cl2

> <MOLECULAR_WEIGHT>
147.002

> <EXACT_MASS>
145.969005542

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
13.32049784528347

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,4-dichlorobenzene

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
3.181335168666666

> <ALOGPS_LOGS>
-3.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
35.6676

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
paradi

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0041971 (P-Dichlorobenzene)

HMDB0041971
     RDKit          3D
P-Dichlorobenzene
 12 12  0  0  0  0  0  0  0  0999 V2000
    3.1466    0.0638    0.1770 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    0.0213    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -1.1696    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6855   -1.2041   -0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.0308   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -0.0515   -0.1777 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277    1.1683   -0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6487    1.1906    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2987   -2.0815    0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560   -2.1743   -0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264    2.1278   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    2.1399    0.0630 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  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  2  1  0
  3  9  1  0
  4 10  1  0
  7 11  1  0
  8 12  1  0
M  END
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PDB for HMDB0041971 (P-Dichlorobenzene)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       1.334  -2.310   0.000  0.00  0.00          Cl+0
HETATM    8 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    1    3    7                                                  
CONECT    6    2    4    8                                                  
CONECT    7    5                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for HMDB0041971 (P-Dichlorobenzene)

COMPND    HMDB0041971
HETATM    1 CL1  UNL     1       3.147   0.064   0.177  1.00  0.00          CL  
HETATM    2  C1  UNL     1       1.397   0.021   0.079  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.691  -1.170   0.041  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.686  -1.204  -0.037  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.409  -0.031  -0.079  1.00  0.00           C  
HETATM    6 CL2  UNL     1      -3.159  -0.052  -0.178  1.00  0.00          CL  
HETATM    7  C5  UNL     1      -0.728   1.168  -0.043  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.649   1.191   0.035  1.00  0.00           C  
HETATM    9  H1  UNL     1       1.299  -2.081   0.077  1.00  0.00           H  
HETATM   10  H2  UNL     1      -1.156  -2.174  -0.061  1.00  0.00           H  
HETATM   11  H3  UNL     1      -1.226   2.128  -0.073  1.00  0.00           H  
HETATM   12  H4  UNL     1       1.182   2.140   0.063  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3    8
CONECT    3    4    9
CONECT    4    5    5   10
CONECT    5    6    7
CONECT    7    8    8   11
CONECT    8   12
END
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SMILES for HMDB0041971 (P-Dichlorobenzene)

ClC1=CC=C(Cl)C=C1
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INCHI for HMDB0041971 (P-Dichlorobenzene)

InChI=1S/C6H4Cl2/c7-5-1-2-6(8)4-3-5/h1-4H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
p-Chlorophenyl chlorideChEBI
p-DichlorbenzolChEBI
PARAChEBI
ParadichlorbenzolChEBI
ParadichlorobenzeneChEBI
PDCBChEBI
1, 4-DichlorobenzeneHMDB
1,4-ChlorobenzeneHMDB
1,4-DichloorbenzeenHMDB
1,4-Dichlor-benzolHMDB
1,4-Dichloro-benzeneHMDB
1,4-Dichlorobenzene (acd/name 4.0)HMDB
1,4-DiclorobenzeneHMDB
Di-chloricideHMDB
DichlorobenzeneHMDB
Dichlorobenzene, p-, solidHMDB
Dichlorobenzene, paraHMDB
DichlorocideHMDB
EvolaHMDB
GlobolHMDB
KaydoxHMDB
p-DichloorbenzeenHMDB
p-DichlorbenzeneHMDB
p-Dichloro-benzeneHMDB
p-DichlorobenzolHMDB
p-DiclorobenzeneHMDB
Para crystalsHMDB
Para-dichlorobenzeneHMDB
ParacideHMDB
ParadiHMDB
ParadichlorobenzolHMDB
ParadowHMDB
ParamothHMDB
ParanuggetsHMDB
ParazeneHMDB
PDBHMDB
Persia-perazolHMDB
Rcra waste number u070HMDB
Rcra waste number u071HMDB
Rcra waste number u072HMDB
SantochlorHMDB
4-DichlorobenzeneHMDB
P-DichlorobenzeneChEBI
Chemical FormulaC6H4Cl2
Average Molecular Weight147.002
Monoisotopic Molecular Weight145.969005542
IUPAC Name1,4-dichlorobenzene
Traditional Nameparadi
CAS Registry Number106-46-7
SMILES
ClC1=CC=C(Cl)C=C1
InChI Identifier
InChI=1S/C6H4Cl2/c7-5-1-2-6(8)4-3-5/h1-4H
InChI KeyOCJBOOLMMGQPQU-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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Substituents
  • 1,4-dichlorobenzene
  • Aryl halide
  • Aryl chloride
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point52.7 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.081 mg/mL at 25 °CNot Available
LogP3.44Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP3.46ALOGPS
logP3.18ChemAxon
logS-3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.67 m³·mol⁻¹ChemAxon
Polarizability13.32 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+127.11130932474
DeepCCS[M-H]-123.62630932474
DeepCCS[M-2H]-160.52630932474
DeepCCS[M+Na]+135.70630932474
AllCCS[M+H]+125.632859911
AllCCS[M+H-H2O]+120.832859911
AllCCS[M+NH4]+130.032859911
AllCCS[M+Na]+131.332859911
AllCCS[M-H]-118.132859911
AllCCS[M+Na-2H]-120.532859911
AllCCS[M+HCOO]-123.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
P-DichlorobenzeneClC1=CC=C(Cl)C=C11448.2Standard polar33892256
P-DichlorobenzeneClC1=CC=C(Cl)C=C1985.2Standard non polar33892256
P-DichlorobenzeneClC1=CC=C(Cl)C=C11012.3Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Breath
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.000578 uMAdult (>18 years old)Not SpecifiedNormal
    • National Health a...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BreathDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)Not SpecifiedAsthma details
BreathDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothAsthma details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Campylobacter jejuni infection		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Ulcerative Colitis		 details
Associated Disorders and Diseases
Disease References
Asthma
  1. Gahleitner F, Guallar-Hoyas C, Beardsmore CS, Pandya HC, Thomas CP: Metabolomics pilot study to identify volatile organic compound markers of childhood asthma in exhaled breath. Bioanalysis. 2013 Sep;5(18):2239-47. doi: 10.4155/bio.13.184. [PubMed:24053239 ]
  2. van de Kant KD, van Berkel JJ, Jobsis Q, Lima Passos V, Klaassen EM, van der Sande L, van Schayck OC, de Jongste JC, van Schooten FJ, Derks E, Dompeling E, Dallinga JW: Exhaled breath profiling in diagnosing wheezy preschool children. Eur Respir J. 2013 Jan;41(1):183-8. doi: 10.1183/09031936.00122411. [PubMed:23277518 ]
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13866817
KEGG Compound IDC07092
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1,4-Dichlorobenzene
METLIN IDNot Available
PubChem Compound4685
PDB IDNot Available
ChEBI ID28618
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1148841
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Gutierrez-Plascencia P, Ruiz-Sandoval MC, Martinez-Rocha M, Chiquete E, Zuniga-Ramirez C, Ruiz-Sandoval JL: [Dementia associated to paradichlorobenzene poisoning]. Rev Neurol. 2012 Feb 16;54(4):251-2. [PubMed:22314767 ]