2,3,4,6,7,8,11-Heptachlorotridecane (T3D4954)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesGene RegulationTargets (1)XML
Targets (1)
Record Information
Version2.0
Creation Date2014-09-17 20:23:40 UTC
Update Date2014-12-24 20:27:00 UTC
Accession NumberT3D4954
Identification
Common Name2,3,4,6,7,8,11-Heptachlorotridecane
ClassSmall Molecule
Description2,3,4,6,7,8,11-Heptachlorotridecane is a short chain chlorinated paraffin (SCCP). Chlorinated paraffins are synthetic compounds used primarily as coolants and lubricants in metal forming and cutting, in addition to being used as plasticizers and flame retardants in rubber, paints, adhesives, sealants and plastics. SCCPs (C10РC13 chloroalkanes) were included in 2008 in the European Chemicals Agency (ECHA) list of Substances of Very High Concern (SVHC) due their being a PBT (persistent, bioaccumulative and toxic) and vPvB (very persistent and very bioaccumulative) class of compounds. Substances in the list of SVHCs are those for which ECHA is considering imposing a requirement for authorization for some or all uses. Acute toxicity of SCCPs (C10-13) is very low. SCCPs may cause skin and eye irritation upon repeated application, but do not appear to induce skin sensitization (1). Chlorinated paraffins (average chain length C12; approx. 60% chlorine by weight) are listed on the International Agency for Research on Cancer's (IARC) Carcinogen List as 'Possible Carcinogens.' On the U.S. National Toxicology Program (NTP) Carcinogen List they are listed as 'Reasonably Anticipated to Be a Carcinogen.' There are no data on fertility or developmental effects for humans. No changes in reproductive organs were observed in a 13 week study with rats and mice dosed with 5000 and 2000 mg/kg/day of an SCCP. In addition, developmental effects were observed in rats at 2000 mg/kg/day but not at lower doses (1). (2)
Compound Type
  • Coolant
  • Industrial/Workplace Toxin
  • Lachrymator
  • Organic Compound
  • Organochloride
  • Plastic
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
SynonymsNot Available
Chemical FormulaC13H21Cl7
Average Molecular Mass425.477 g/mol
Monoisotopic Mass421.946 g/mol
CAS Registry NumberNot Available
IUPAC Name2,3,4,6,7,8,11-heptachlorotridecane
Traditional Name2,3,4,6,7,8,11-heptachlorotridecane
SMILESCCC(Cl)CCC(Cl)C(Cl)C(Cl)CC(Cl)C(Cl)C(C)Cl
InChI IdentifierInChI=1/C13H21Cl7/c1-3-8(15)4-5-9(16)13(20)11(18)6-10(17)12(19)7(2)14/h7-13H,3-6H2,1-2H3
InChI KeyInChIKey=HVAZUEGTYITCDZ-UHFFFAOYNA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as organochlorides. Organochlorides are compounds containing a chemical bond between a carbon atom and a chlorine atom.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassOrganochlorides
Sub ClassNot Available
Direct ParentOrganochlorides
Alternative Parents
Substituents
  • Hydrocarbon derivative
  • Organochloride
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
LogPNot Available
Predicted Properties
PropertyValueSource
Water Solubility4.7e-06 g/LALOGPS
logP6.45ALOGPS
logP7.11ChemAxon
logS-8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity93.46 m³·mol⁻¹ChemAxon
Polarizability39.69 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0216900000-3bcbd21aa88ce683222c2016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1216900000-f50c79cce570288056bd2016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0r90-6920000000-c0999b804b59b59858552016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0964400000-21bc4f52070e4c280f482016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001j-0009100000-b82238cdca8d35f5d7c12016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05cs-5898000000-b00221f92b1938bac7fb2016-08-03View Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)2B, possibly carcinogenic to humans. (3)
Uses/SourcesChlorinated paraffins are used primarily as coolants and lubricants in metal forming and cutting, in addition to being used as plasticizers and flame retardants in rubber, paints, adhesives, sealants and plastics. (2)
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
PubChem Compound IDNot Available
ChEMBL IDNot Available
ChemSpider IDNot Available
KEGG IDNot Available
UniProt IDNot Available
OMIM ID
ChEBI IDNot Available
BioCyc IDNot Available
CTD IDNot Available
Stitch IDNot Available
PDB IDNot Available
ACToR IDNot Available
Wikipedia LinkNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
  1. United Nations Environment Programme. (UNEP). Stockholm Convention on Persistent Organic Pollutants (POPs). Persistent Organic Pollutants Review Committee. Revised Draft Risk Profile: Short-Chained Chlorinated Paraffins. 9 July 2009. [Link]
  2. Toxipedia - Chlorinated Paraffins [Link]
  3. International Agency for Research on Cancer (2014). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. [Link]
Gene Regulation
Up-Regulated GenesNot Available
Down-Regulated GenesNot Available

Targets

Target Details
1. Transient receptor potential cation channel subfamily A member 1
General Function:
Temperature-gated cation channel activity
Specific Function:
Receptor-activated non-selective cation channel involved in detection of pain and possibly also in cold perception and inner ear function (PubMed:25389312, PubMed:25855297). Has a central role in the pain response to endogenous inflammatory mediators and to a diverse array of volatile irritants, such as mustard oil, cinnamaldehyde, garlic and acrolein, an irritant from tears gas and vehicule exhaust fumes (PubMed:25389312, PubMed:20547126). Is also activated by menthol (in vitro)(PubMed:25389312). Acts also as a ionotropic cannabinoid receptor by being activated by delta(9)-tetrahydrocannabinol (THC), the psychoactive component of marijuana (PubMed:25389312). May be a component for the mechanosensitive transduction channel of hair cells in inner ear, thereby participating in the perception of sounds. Probably operated by a phosphatidylinositol second messenger system (By similarity).
Gene Name:
TRPA1
Uniprot ID:
O75762
Molecular Weight:
127499.88 Da
References
  1. Nilius B, Prenen J, Owsianik G: Irritating channels: the case of TRPA1. J Physiol. 2011 Apr 1;589(Pt 7):1543-9. doi: 10.1113/jphysiol.2010.200717. Epub 2010 Nov 15. [21078588 ]