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Name Description
id 42
T3DB ID T3D0046
Name Heptachlor epoxide
Class SmallMolecule
Description Heptachlor epoxide is a chemical produced when heptachlor is broken down by bacteria and animals. Heptachlor is a manufactured cyclodiene organochlorine insecticide. As it is a persistant organic pollutant, heptachlor use is banned or limited in most areas. The epoxide is more likely to be found in the environment than heptachlor. (L118, L119)
Categories "Pesticide", "Pollutant", "Synthetic Toxin"
Types "Organic Compound", "Organochloride", "Pesticide", "Ether", "Pollutant", "Synthetic Compound"
Synonyms "b-heptachlorepoxide", "Epoxyheptachlor", "Heptachlore epoxide"
CAS Number 1024-57-3
Chemical Formula C10H5Cl7O
Average Molecular Mass 389.32
Monoisotopic Mass 385.82
IUPAC Name 1,6,8,9,10,11,11-heptachloro-4-oxatetracyclo[²,?.0³,?]undec-9-ene
Traditional Name heptachlor epoxide
SMILES ClC1C2OC2C2C1C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl
InChI Identifier InChI=1S/C10H5Cl7O/c11-3-1-2(4-5(3)18-4)9(15)7(13)6(12)8(1,14)10(9,16)17/h1-5H
Kingdom Organic Compounds
Super Class Heterocyclic Compounds
Class Oxanes
Sub Class
Direct Parent Oxanes
Alternate Parents "Vinyl Chlorides", "Chloroalkenes", "Dialkyl Ethers", "Epoxides", "Organochlorides", "Alkyl Chlorides"
Geometric Description Aliphatic Heteropolycyclic Compounds
Substituents "organochloride", "alkyl chloride", "oxane", "dialkyl ether", "oxirane", "Ether", "Organooxygen Compound", "Organohalogen Compound", "Alkyl Halide", "Aliphatic Heteropolycyclic Compound", "Chloroalkene", "Vinyl Chloride", "Vinyl Halide", "Haloalkene"
Descriptors "Organochlorine pesticides (KEGG)"
Status Detected and Not Quantified
Origin Exogenous
Cellular Locations "Membrane"
State Solid
Appearance White powder.
Melting Point 160°C
Boiling Point
Solubility 0.0002 mg/mL at 25 °C [BIGGAR,JW & RIGGS,RI (1974)]
Route of Exposure Oral (L118) ; inhalation (L118) ; dermal (L118)
Mechanism of Toxicity Heptachlor epoxide is a central nervous system stimulant. It non-competitively blocks neurotransmitter action at gamma-amino butyric acid receptors, resulting in overstimulation of the nervous system. Heptachlor epoxide is also believed to exert carcinogenic effects by activating key kinases in signalling pathways and inhibiting apoptosis. (L118, A81, A82)
Metabolism Heptachlor epoxide is readily absorbed by the skin, lungs and gastrointestinal tract and excreted in the urine and faeces. (L118)
Lethal Dose
Carcinogenicity No indication of carcinogenicity (not listed by IARC). (L135)
Uses/Sources Heptachlor epoxide is a chemical produced when heptachlor is broken down by bacteria and animals. Heptachlor was originally widely produced as an insecticide, but is now used only in fire and control in underground transformers. (L118)
Minimum Risk Level
Health Effects Exposure to heptachlor epoxide may cause damage to liver, nervous system, and immune system. (L118)
Symptoms Heptachlor epoxide poisoning may cause convulsions, vomiting, seizures, confusion, incoordination, excitability, coma, hypotension, and respiratory failure. (L118)
Treatment Treatment is symptomatic and is aimed at controlling convulsions, coma, and respiratory depression. (L118)
DrugBank ID
PubChem Compound ID 13930
ChemSpider ID 13328
KEGG Compound ID C14327
UniProt ID 0
ChEBI ID 25520
BioCyc ID
CTD ID D006534
Stitch ID Heptachlor epoxide
ACToR ID 6458
Wikipedia Link
Creation Date 2009-03-06 18:57:59
Update Date 2014-12-24 20:20:58