A major metabolite of the insecticide endosulfan
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Endosulfan sulfate

Item No. 24255

Technical Information
Formal Name
6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepin, 3,3-dioxide
CAS Number
1031-07-8
Synonyms
  • Endosulfan III
Molecular Formula
C9H6Cl6O4S
Formula Weight
Purity
≥98%
A solid
DMSO: Slightly solubleMethanol: Slightly soluble
SMILES
ClC1(C2(Cl)Cl)C(COS(OC3)(=O)=O)C3C2(Cl)C(Cl)=C1Cl
InChi Code
InChI=1S/C9H6Cl6O4S/c10-5-6(11)8(13)4-2-19-20(16,17)18-1-3(4)7(5,12)9(8,14)15/h3-4H,1-2H2
InChi Key
AAPVQEMYVNZIOO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Endosulfan sulfate is a major metabolite of endosulfan, a broad-spectrum organochlorine insecticide.1 Endosulfan sulfate is formed through oxidation of endosulfan by bacteria and fungi in the environment, where it is considered a persistent organic pollutant (POP). It accumulates in the liver and gonads of wild silverside fish (O. bonariensis) and is found in higher amounts in mature fish than pre-spawning fish.2 Levels of endosulfan sulfate in the gills of mature O. bonariensis correlate with increased levels of lipid peroxidation. It is toxic to freshwater fish, including G. affinis, H. formosa, P. latipinna, and P. promelas, with LC50 values ranging from 2.1 to 3.5 µg/L after a 96-hour exposure.3 Endosulfan sulfate is the main metabolite found in the liver of mice following endosulfan administration at doses of 0.3 and 3 mg/kg.4 It decreases the levels of glutathione (GSH) and malondialdehyde (MDA), a product of lipid peroxidation, in the liver, but increases MDA in the kidney when administered at a dose of 3 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kataoka, R., and Takagi, K. Biodegradability and biodegradation pathways of endosulfan and endosulfan sulfate. Appl. Microbiol. Biotechnol. 97(8), 3285-3292 (2013).

    2. Barni, M.F. Assessment of persistent organic pollutants accumulation and lipid peroxidation in two reproductive stages of wild silverside (Odontesthes bonariensis). Ecotoxicol. Environ. Saf. 99, 45-53 (2014).

    3. Carriger, J.F., Hoang, T.C., Rand, G.M., et alAcute toxicity and effects analysis of endosulfan sulfate to freshwater fish species. Arch. Environ. Contam. Toxicol. 60(2), 281-289 (2011).

    4. Yan, J., Wang, D., Miao, J., et alDiscrepant effects of α-endosulfan, β-endosulfan, and endosulfan sulfate on oxidative stress and energy metabolism in the livers and kidneys of mice. Chemosphere 205, 223-233 (2018).