Chlorendic acid (CHEM004162)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 01:36:16 UTC
Update Date2016-11-09 01:09:17 UTC
Accession NumberCHEM004162
Identification
Common NameChlorendic acid
ClassSmall Molecule
DescriptionA bridged organochlorine compound resulting from the Diels-Alder reaction of hexachlorocyclopentadiene with maleic anhydride followed by hydrolysis of the resulting anhydride. A chemical intermediate used in the preparation of fire-retardant polyester resins and plasticisers.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • IARC Carcinogens Group 2B
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,4,5,6,7,7-Hexachloro-5-norbornene-2,3-dicarboxylic acidChEBI
1,4,5,6,7,7-Hexachlorobicyclo(2.2.1)-5-heptene-2,3-dicarboxylic acidChEBI
Hexachloro-endo-methylenetetrahydrophthalic acidChEBI
1,4,5,6,7,7-Hexachloro-5-norbornene-2,3-dicarboxylateGenerator
1,4,5,6,7,7-Hexachlorobicyclo(2.2.1)-5-heptene-2,3-dicarboxylateGenerator
Hexachloro-endo-methylenetetrahydrophthalateGenerator
ChlorendateGenerator
Chlorendic acid, (endo,endo)-isomerMeSH
1,2,3,4,7,7-hexachlorobicyclo[2.2.1]Hept-2-ene-5,6-dicarboxylateGenerator
Chlorendic acidMeSH
Chemical FormulaC9H4Cl6O4
Average Molecular Mass388.830 g/mol
Monoisotopic Mass385.824 g/mol
CAS Registry Number115-28-6
IUPAC Name1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
Traditional Namechlorendic acid
SMILESOC(=O)C1C(C(O)=O)C2(Cl)C(Cl)=C(Cl)C1(Cl)C2(Cl)Cl
InChI IdentifierInChI=1S/C9H4Cl6O4/c10-3-4(11)8(13)2(6(18)19)1(5(16)17)7(3,12)9(8,14)15/h1-2H,(H,16,17)(H,18,19)
InChI KeyDJKGDNKYTKCJKD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassDicarboxylic acids and derivatives
Direct ParentDicarboxylic acids and derivatives
Alternative Parents
Substituents
  • Dicarboxylic acid or derivatives
  • Carboxylic acid
  • Vinyl chloride
  • Vinyl halide
  • Haloalkene
  • Chloroalkene
  • Alkyl chloride
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Organic oxygen compound
  • Alkyl halide
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0049 g/LALOGPS
logP3.65ALOGPS
logP3.03ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)2.67ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity71.78 m³·mol⁻¹ChemAxon
Polarizability29.21 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0009000000-63b13f9b8bd3a3246d0cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-0009000000-2c8bf30794e45d5b2b51Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0005-1069000000-b4e7a2c1cf4da66809b1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-e45f1cf19f0758bd5890Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0019000000-cf1ae0687285183df3e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f6w-2009000000-558c70fdba4b05e3a8d0Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkChlorendic_acid
Chemspider IDNot Available
ChEBI ID76603
PubChem Compound ID8266
Kegg Compound IDC19204
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12748725
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1367592
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15318386
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=18961903
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21089823
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21850124
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=2197462
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22584684
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=2629100
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=7120517
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=8792842