MedKoo Cat#: 558574 | Name: Endosulfan

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Endosulfan is a chlorinated polycyclic organochlorine insecticide with broad-spectrum bioactivity against agricultural pests. It acts as a neurotoxicant by antagonizing GABA-gated chloride channels, leading to hyperexcitation and convulsions in target organisms. Due to its persistence, lipophilicity, and bioaccumulative potential, it poses significant ecotoxicological and human health risks.

Chemical Structure

Endosulfan
Endosulfan
CAS#115-29-7

Theoretical Analysis

MedKoo Cat#: 558574

Name: Endosulfan

CAS#: 115-29-7

Chemical Formula: C9H6Cl6O3S

Exact Mass: 403.8200

Molecular Weight: 406.90

Elemental Analysis: C, 26.57; H, 1.49; Cl, 52.27; O, 11.80; S, 7.88

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Synonym
Endosulfan; Endocel; Thionate; Thionex; Thiosulfan; Benzoepin; Thiodan;
IUPAC/Chemical Name
5-Norbornene-2,3-dimethanol, 1,4,5,6,7,7-hexachloro-, cyclic sulfite
InChi Key
RDYMFSUJUZBWLH-UHFFFAOYSA-N
InChi Code
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
SMILES Code
ClC1(Cl)C2(Cl)C(Cl)=C(Cl)C1(Cl)C(CO3)C2COS3=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 406.90 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Sin DW, Wong YL, Cheng EC, Lo MF, Ho C, Mok CS, Wong SK. S1 certification of alpha-endosulfan, beta-endosulfan, and endosulfan sulfate in a candidate certified reference material (organochlorine pesticides in tea) by isotope dilution gas chromatography-mass spectrometry. Anal Bioanal Chem. 2015 Apr;407(11):3009-21. doi: 10.1007/s00216-015-8455-2. Epub 2015 Jan 27. PubMed PMID: 25619984. 2: Seralathan MV, Sivanesan S, Nargunanathan S, Bafana A, Kannan K, Chakrabarti T. Chemotaxis-based endosulfan biotransformation: enrichment and isolation of endosulfan-degrading bacteria. Environ Technol. 2015 Jan-Feb;36(1-4):60-7. doi: 10.1080/09593330.2014.937464. Epub 2014 Jul 21. PubMed PMID: 25409584. 3: Du H, Wang M, Dai H, Hong W, Wang M, Wang J, Weng N, Nie Y, Xu A. Endosulfan isomers and sulfate metabolite induced reproductive toxicity in Caenorhabditis elegans involves genotoxic response genes. Environ Sci Technol. 2015 Feb 17;49(4):2460-8. doi: 10.1021/es504837z. Epub 2015 Feb 4. PubMed PMID: 25612189. 4: Singh V, Singh N. Uptake and accumulation of endosulfan isomers and its metabolite endosulfan sulfate in naturally growing plants of contaminated area. Ecotoxicol Environ Saf. 2014 Jun;104:189-93. doi: 10.1016/j.ecoenv.2014.02.025. Epub 2014 Mar 28. PubMed PMID: 24681448. 5: Wang DG, Alaee M, Guo MX, Pei W, Wu Q. Concentration, distribution, and human health risk assessment of endosulfan from a manufacturing facility in Huai'an, China. Sci Total Environ. 2014 Sep 1;491-492:163-9. doi: 10.1016/j.scitotenv.2014.01.050. Epub 2014 Jan 31. PubMed PMID: 24491393. 6: Kataoka R, Takagi K. Biodegradability and biodegradation pathways of endosulfan and endosulfan sulfate. Appl Microbiol Biotechnol. 2013 Apr;97(8):3285-92. doi: 10.1007/s00253-013-4774-4. Epub 2013 Mar 7. Review. PubMed PMID: 23463248. 7: Bussian BM, Pandelova M, Lehnik-Habrink P, Aichner B, Henkelmann B, Schramm KW. Persistent endosulfan sulfate is found with highest abundance among endosulfan I, II, and sulfate in German forest soils. Environ Pollut. 2015 Nov;206:661-6. doi: 10.1016/j.envpol.2015.08.023. Epub 2015 Aug 28. PubMed PMID: 26319511. 8: Schmidt WF, Hapeman CJ, McConnell LL, Mookherji S, Rice CP, Nguyen JK, Qin J, Lee H, Chao K, Kim MS. Temperature-dependent Raman spectroscopic evidence of and molecular mechanism for irreversible isomerization of β-endosulfan to α-endosulfan. J Agric Food Chem. 2014 Mar 5;62(9):2023-30. doi: 10.1021/jf404404w. Epub 2014 Feb 21. PubMed PMID: 24491184. 9: Grondona SI, Gonzalez M, Martínez DE, Massone HE, Miglioranza KS. Endosulfan leaching from Typic Argiudolls in soybean tillage areas and groundwater pollution implications. Sci Total Environ. 2014 Jun 15;484:146-53. doi: 10.1016/j.scitotenv.2014.03.016. Epub 2014 Apr 1. PubMed PMID: 24698801. 10: Abraham J, Silambarasan S. Plant growth promoting bacteria Enterobacter asburiae JAS5 and Enterobacter cloacae JAS7 in mineralization of endosulfan. Appl Biochem Biotechnol. 2015 Apr;175(7):3336-48. doi: 10.1007/s12010-015-1504-7. Epub 2015 Feb 1. PubMed PMID: 25638268. 11: Potter TL, Hapeman CJ, McConnell LL, Harman-Fetcho JA, Schmidt WF, Rice CP, Schaffer B. Endosulfan wet deposition in Southern Florida (USA). Sci Total Environ. 2014 Jan 15;468-469:505-13. doi: 10.1016/j.scitotenv.2013.08.070. Epub 2013 Sep 19. PubMed PMID: 24055666. 12: Ozmen O, Mor F. Effects of vitamin C on pathology and caspase-3 activity of kidneys with subacute endosulfan toxicity. Biotech Histochem. 2015 Jan;90(1):25-30. doi: 10.3109/10520295.2014.936507. Epub 2014 Aug 25. PubMed PMID: 25151990. 13: Kong L, Zhu S, Zhu L, Xie H, Wei K, Yan T, Wang J, Wang J, Wang F, Sun F. Colonization of Alcaligenes faecalis strain JBW4 in natural soils and its detoxification of endosulfan. Appl Microbiol Biotechnol. 2014 Feb;98(3):1407-16. doi: 10.1007/s00253-013-5033-4. Epub 2013 Jun 29. PubMed PMID: 23812277. 14: Odukkathil G, Vasudevan N. Biodegradation of endosulfan isomers and its metabolite endosulfate by two biosurfactant producing bacterial strains of Bordetella petrii. J Environ Sci Health B. 2015;50(2):81-9. doi: 10.1080/03601234.2015.975596. PubMed PMID: 25587777. 15: Svartz G, Marino D, Ronco A, Pérez Coll CS. Differential uptake of endosulfan in the South American toad under sublethal exposure. Arch Environ Contam Toxicol. 2015 Jul;69(1):104-11. doi: 10.1007/s00244-015-0164-5. Epub 2015 May 21. PubMed PMID: 25994079. 16: Shah NS, Khan JA, Nawaz S, Khan HM. Role of aqueous electron and hydroxyl radical in the removal of endosulfan from aqueous solution using gamma irradiation. J Hazard Mater. 2014 Aug 15;278:40-8. doi: 10.1016/j.jhazmat.2014.05.073. Epub 2014 Jun 2. PubMed PMID: 24952221. 17: Shah NS, Khan JA, Nawaz S, Ismail M, Khan K, Khan HM. Kinetic and mechanism investigation on the gamma irradiation induced degradation of endosulfan sulfate. Chemosphere. 2015 Feb;121:18-25. doi: 10.1016/j.chemosphere.2014.10.046. Epub 2014 Nov 18. PubMed PMID: 25466821. 18: Milesi MM, Alarcón R, Ramos JG, Muñoz-de-Toro M, Luque EH, Varayoud J. Neonatal exposure to low doses of endosulfan induces implantation failure and disrupts uterine functional differentiation at the pre-implantation period in rats. Mol Cell Endocrinol. 2015 Feb 5;401:248-59. doi: 10.1016/j.mce.2014.11.028. Epub 2014 Dec 5. PubMed PMID: 25486513. 19: Deepak TS, Rashmi S, Manonmani HK. Comparison of colorimetric and chemiluminescent enzyme-linked immunosorbent assay for the detection of endosulfan in food samples. Luminescence. 2015 Dec;30(8):1274-9. doi: 10.1002/bio.2892. Epub 2015 Mar 24. PubMed PMID: 25808457. 20: Abaga NO, Dousset S, Munier-Lamy C, Billet D. Effectiveness of vetiver grass (Vetiveria zizanioides L. Nash) for phytoremediation of endosulfan in two cotton soils from Burkina Faso. Int J Phytoremediation. 2014;16(1):95-108. PubMed PMID: 24912218.