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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2013-02-26 19:10:05 UTC
Update Date2017-12-07 15:49:23 UTC
HMDB IDHMDB0059785
Secondary Accession Numbers
  • HMDB59785
Metabolite Identification
Common Namebeta-Hexachlorocyclohexane
Descriptionbeta-Hexachlorocyclohexane is a by-product of the production of the insecticide lindane. It belongs to the family of Cycloalkanes. These are alkanes containing one or more saturated rings of carbon atoms. They consist of only carbon and hydrogen atoms and are saturated.
Structure
Thumb
Synonyms
ValueSource
(1alpha,2beta,3alpha,4beta,5alpha,6beta)-1,2,3,4,5,6-HexachlorocyclohexaneChEBI
beta-1,2,3,4,5,6-HexachlorocyclohexaneChEBI
beta-Benzene hexachlorideChEBI
beta-BHCChEBI
beta-HCHChEBI
beta-LindaneChEBI
trans-1,2,3,4,5,6-HexachlorocyclohexaneChEBI
(1a,2b,3a,4b,5a,6b)-1,2,3,4,5,6-HexachlorocyclohexaneGenerator
(1α,2β,3α,4β,5α,6β)-1,2,3,4,5,6-hexachlorocyclohexaneGenerator
b-HexachlorocyclohexaneGenerator
β-hexachlorocyclohexaneGenerator
b-1,2,3,4,5,6-HexachlorocyclohexaneGenerator
β-1,2,3,4,5,6-hexachlorocyclohexaneGenerator
b-Benzene hexachlorideGenerator
β-benzene hexachlorideGenerator
b-BHCGenerator
β-BHCGenerator
b-HCHGenerator
β-HCHGenerator
b-LindaneGenerator
β-lindaneGenerator
Chemical FormulaC6H6Cl6
Average Molecular Weight290.83
Monoisotopic Molecular Weight287.860066434
IUPAC Name(1r,2r,3r,4r,5r,6r)-1,2,3,4,5,6-hexachlorocyclohexane
Traditional Namelindex
CAS Registry NumberNot Available
SMILES
Cl[C@H]1[C@H](Cl)[C@@H](Cl)[C@H](Cl)[C@@H](Cl)[C@@H]1Cl
InChI Identifier
InChI=1S/C6H6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H/t1-,2-,3+,4+,5-,6-
InChI KeyJLYXXMFPNIAWKQ-CDRYSYESSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as cyclohexyl halides. These are organohalogen compounds containing a monocyclic cyclohexane moiety that is substituted at one or more positions by an halogen atom.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassAlkyl halides
Sub ClassCyclohexyl halides
Direct ParentCyclohexyl halides
Alternative Parents
Substituents
  • Cyclohexyl halide
  • Hydrocarbon derivative
  • Organochloride
  • Alkyl chloride
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Route of exposure:

Biological location:

Role

Industrial application:

Environmental role:

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
Water Solubility0.0055 g/LALOGPS
logP3.94ALOGPS
logP4.35ChemAxon
logS-4.7ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity54.08 m³·mol⁻¹ChemAxon
Polarizability23.6 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00lr-5950000000-bf51969786af0cb11256View in MoNA
GC-MSGC-MS Spectrum - GC-EI-Q (Non-derivatized)splash10-07cr-4920000000-cceb62b1188d00a943e6View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00lr-5950000000-bf51969786af0cb11256View in MoNA
GC-MSGC-MS Spectrum - GC-EI-Q (Non-derivatized)splash10-07cr-4920000000-cceb62b1188d00a943e6View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f6x-5890000000-755b89193e302e983a48View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0090000000-a80ad4b803c6cfbad7f9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0190000000-94757a7ebf0ca8417382View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000f-4590000000-a1b5e62bd325a4408726View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-094eac0e1195e28c6f04View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-b09c755105529e48aaa9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f79-0090000000-ee4766742eba17f9525eView in MoNA
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID10468512
KEGG Compound IDC06988
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBeta-Hexachlorocyclohexane
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID28428
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Porta D, Fantini F, De Felip E, Blasetti F, Abballe A, Dell'Orco V, Fano V, Ingelido AM, Narduzzi S, Forastiere F: A biomonitoring study on blood levels of beta-hexachlorocyclohexane among people living close to an industrial area. Environ Health. 2013 Jul 16;12:57. doi: 10.1186/1476-069X-12-57. [PubMed:23866943 ]
  2. Palou-Serra A, Murcia M, Lopez-Espinosa MJ, Grimalt JO, Rodriguez-Farre E, Ballester F, Sunol C: Influence of prenatal exposure to environmental pollutants on human cord blood levels of glutamate. Neurotoxicology. 2014 Jan;40:102-10. doi: 10.1016/j.neuro.2013.12.003. Epub 2013 Dec 19. [PubMed:24361731 ]