Showing Compound Card for 1,3-Dichlorobenzene (CDB000496)

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Record Information
Version1.0
Created at2020-03-19 00:40:10 UTC
Updated at2020-12-07 19:07:28 UTC
CannabisDB IDCDB000496
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name1,3-Dichlorobenzene
Description1,3-dichlorobenzene or m-Dichlorobenzene belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it. m-Dichlorobenzene is possibly neutral. m-Dichlorobenzene is a potentially toxic compound. No direct experimental information is available regarding the reproductive, developmental, or carcinogenic effects of 1,3-dichlorobenzene in humans. However, a National Toxicology Program (NTP) study reported that 1,3-dichlorobenzene caused kidney tumors in male rats and liver tumors in both sexes of mice by gavage (experimentally placing the chemical in their stomachs). The liver damage caused in rats by m-Dichlorobenzene is accompanied by induction of xenobiotic metabolizing enzymes of the phenobarbital type. In rats, a disturbance in thyroid homoeostasis can develop by hepatic enzyme induction: m-Dichlorobenzene induces glucuronosyl transferases. This leads to an increased release of T4 and T3 in the thyroid follicles. In humans, acute (short-term) exposure to 1,3-dichlorobenzene via inhalation, results in irritation of the skin, throat, and eyes. Chronic (long-term) 1,3-dichlorobenzene inhalation exposure results in effects on the liver, skin, and central nervous system (CNS). Dichlorobenzene has been detected as a volatile component of cannabis (PMID: 26657499 ) and, as such, it can also be detected as constituent of marijuana smoke ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
m-Phenylene dichlorideChEBI
Meta-dichlorobenzeneChEBI
MetadichlorobenzeneChEBI
1,3-DichlorobenzeneHMDB
m-DichlorobenzeneChEBI
Chemical FormulaC6H4Cl2
Average Molecular Weight147.0
Monoisotopic Molecular Weight145.969
IUPAC Name1,3-dichlorobenzene
Traditional Name3-dichlorobenzene
CAS Registry NumberNot Available
SMILES
ClC1=CC(Cl)=CC=C1
InChI Identifier
InChI=1S/C6H4Cl2/c7-5-2-1-3-6(8)4-5/h1-4H
InChI KeyZPQOPVIELGIULI-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
  • 1,3-dichlorobenzene
  • Aryl halide
  • Aryl chloride
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Organoleptic effect:

Disposition

Source:

Biological location:

Role

Indirect biological role:

Environmental role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.45ALOGPS
logP3.18ChemAxon
logS-3.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.67 m³·mol⁻¹ChemAxon
Polarizability13.28 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS1,3-Dichlorobenzene, non-derivatized, GC-MS Spectrumsplash10-01ot-1911110000-f6260abecf7b329b06c4Spectrum
GC-MS1,3-Dichlorobenzene, non-derivatized, GC-MS Spectrumsplash10-0002-7900000000-e1d7f62522ad8abfbc9eSpectrum
GC-MS1,3-Dichlorobenzene, non-derivatized, GC-MS Spectrumsplash10-0002-1900000000-1207145e8dd1dbd6ef68Spectrum
GC-MS1,3-Dichlorobenzene, non-derivatized, GC-MS Spectrumsplash10-0002-2900000000-2281bf748000d702c707Spectrum
GC-MS1,3-Dichlorobenzene, non-derivatized, GC-MS Spectrumsplash10-01ot-1911110000-f6260abecf7b329b06c4Spectrum
Predicted GC-MS1,3-Dichlorobenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-2900000000-a3ed59e8b50943bb1a99Spectrum
Predicted GC-MS1,3-Dichlorobenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS1,3-Dichlorobenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - EBE 12V, positivesplash10-0002-0900000000-b53c01a205ef67a09ee62020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-981c08953feda7b094e42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-981c08953feda7b094e42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-1900000000-02f1e39ad7a96a59470f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-6e3ba38a82febd07ba412016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-6e3ba38a82febd07ba412016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-3900000000-29f04df89a8c0025da232016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-a9d440f8a98d9647aefb2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-a9d440f8a98d9647aefb2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0900000000-d0500c4431b70d46583f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-49a9c8d124e4edc0341a2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-49a9c8d124e4edc0341a2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-1900000000-9e0fb848fd0b53c8ecd42021-09-23View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0059855
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13857694
KEGG Compound IDC19397
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDichlorobenzene
METLIN IDNot Available
PubChem Compound10943
PDB IDNot Available
ChEBI ID36693
References
General References
  1. Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]