endosulfan (CHEBI:4791)

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ChEBI Name	endosulfan

ChEBI ID	CHEBI:4791

Definition	A cyclic sulfite ester that is 1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepine 3-oxide substituted by chloro groups at positions 6, 7, 8, 9, 10 and 10.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	ZINC000095831512

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Formula

C9H6Cl6O3S

Net Charge

Average Mass

406.92434

Monoisotopic Mass

403.81688

InChI

InChI=1S/C9H6Cl6O3S/c10-5-6(11)8(13)4-2-18-19(16)17-1-3(4)7(5,12)9(8,14)15/h3-4H,1-2H2

InChIKey

RDYMFSUJUZBWLH-UHFFFAOYSA-N

SMILES

ClC1=C(Cl)C2(Cl)C3COS(=O)OCC3C1(Cl)C2(Cl)Cl

Roles Classification
Chemical Role(s):	persistent organic pollutant Any environmental contaminant that is resistant to environmental degradation through photolytic, biological or chemical processes. Such substances can have significant impact on health and the environment, as they persist in the environment, bioaccumulate in animal tissue and so biomagnify in food chains.

Biological Role(s):	GABA-gated chloride channel antagonist

Application(s):	acaricide A substance used to destroy pests of the subclass Acari (mites and ticks). agrochemical An agrochemical is a substance that is used in agriculture or horticulture. insecticide Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. (via organochlorine insecticide ) pesticide Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. (via organochlorine pesticide )

ChEBI Ontology
Outgoing	endosulfan (CHEBI:4791) has role acaricide (CHEBI:22153) endosulfan (CHEBI:4791) has role agrochemical (CHEBI:33286) endosulfan (CHEBI:4791) has role GABA-gated chloride channel antagonist (CHEBI:38999) endosulfan (CHEBI:4791) has role persistent organic pollutant (CHEBI:77853) endosulfan (CHEBI:4791) is a cyclic sulfite ester (CHEBI:39089) endosulfan (CHEBI:4791) is a cyclodiene organochlorine insecticide (CHEBI:23457)

IUPAC Name

6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepine 3-oxide

Synonyms	Sources
1,4,5,6,7,7-Hexachloro-5-norbornene-2,3-dimethanol cyclic sulfite	ChemIDplus
1,4,5,6,7,7-Hexachloro-8,9,10-trinorborn-5-en-2,3-ylenedimethyl sulphite	ChemIDplus
1,9,10,11,12,12-hexachloro-4,6-dioxa-5-thiatricyclo[7.2.1.0^2,8]dodec-10-ene 5-oxide	IUPAC
alpha,beta-1,2,3,4,7,7-Hexachlorobicyclo(2.2.1)-2-heptene-5,6-bisoxymethylene sulfite	ChemIDplus
Benzoepin	KEGG COMPOUND
Endosulfan	KEGG COMPOUND

Last Modified

28 July 2014

General Comment
2014-03-10	The organochlorine insecticide, Endosulfan, has been phased out globally due to its acute toxicity.