PCB118 | CAS#31508-00-6 | pollutant

MedKoo Cat#: 561408 | Name: PCB118

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Description:

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

PCB118 is a polychlorinated biphenyl, and an environmental contaminant. PCB118 induces inflammatory responses in the thyroid through a JNK and aryl hydrocarbon receptor-mediated pathway.

Chemical Structure

PCB118

CAS#31508-00-6

Theoretical Analysis

MedKoo Cat#: 561408

Name: PCB118

CAS#: 31508-00-6

Chemical Formula: C12H5Cl5

Exact Mass: 323.8834

Molecular Weight: 326.42

Elemental Analysis: C, 44.16; H, 1.54; Cl, 54.30

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 575.00

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Related CAS #

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Synonym

PCB118; PCB-118; PCB 118;

IUPAC/Chemical Name

2,3',4,4',5-pentachloro-1,1'-biphenyl

InChi Key

IUTPYMGCWINGEY-UHFFFAOYSA-N

InChi Code

InChI=1S/C12H5Cl5/c13-8-2-1-6(3-10(8)15)7-4-11(16)12(17)5-9(7)14/h1-5H

SMILES Code

ClC1=C(Cl)C=C(Cl)C(C2=CC=C(Cl)C(Cl)=C2)=C1

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

>2 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

2934.99.9001

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Product Data

Product Data

Instruction

View handling instruction

Biological target:

PCB118 is a polychlorinated biphenyl, and an environmental contaminant.

In vitro activity:

Mouse islet β-TC-6 cells were cultured with PCB118 as a stimulating factor and ROS inhibitor N-acetyl cysteine (NAC) as an intervention. PCB118 caused significant toxicity to the cells when the stimulation concentration was equal to or greater than 80 nmol/L at 72 hours (p < 0.05) and increased the levels of ROS, NLRP3, caspase-1, IL-1β, IL-6, IL-18, and CCL-2 (p < 0.05); the expressions of procaspase-1 and pro-IL-1β were downregulated in a dose-dependent manner after PCB118 exposure (p < 0.05), which was prevented by pretreatment with NAC (p < 0.05). Reference: Biomed Res Int. 2021 May 17;2021:5522578. https://pubmed.ncbi.nlm.nih.gov/34055976/

In vivo activity:

2,3',4,4',5-Pentachlorobiphenyl (PCB118) is a representative of the 209 toxic PCB congeners. In this study, male mice were exposed to PCB118 at 0, 50, and 500 μg/kg/day for 35 days beginning 3-4 weeks after birth. The results of the study showed that PCB118 exposure during puberty reduced testicular quality, caused tissue damage, decreased sperm motility and sperm count, and increased malformation and testicular cell apoptosis in mice. Moreover, PCB118 increased the oxidative stress levels in sperm and testicular tissue and the expression of aryl hydrocarbon receptor (AhR) and Cyp1a1 and siginificantly decreased the level of nuclear factor-erythroid 2-related factor 2 (Nrf2). Reference: J Hazard Mater. 2023 Mar 5;445:130547. https://pubmed.ncbi.nlm.nih.gov/37055962/

Preparing Stock Solutions

The following data is based on the product molecular weight 326.42 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.

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

Formulation protocol:

1. Jiang C, Wang Y, Guo M, Long Y, Chen J, Fan F, Tang S, Xu Y. PCB118 Induces Inflammation of Islet Beta Cells via Activating ROS-NLRP3 Inflammasome Signaling. Biomed Res Int. 2021 May 17;2021:5522578. doi: 10.1155/2021/5522578. PMID: 34055976; PMCID: PMC8147541. 2. Liang W, Zhang Y, Song L, Li Z. 2,3'4,4',5-Pentachlorobiphenyl induces hepatocellular carcinoma cell proliferation through pyruvate kinase M2-dependent glycolysis. Toxicol Lett. 2019 Oct 1;313:108-119. doi: 10.1016/j.toxlet.2019.06.006. Epub 2019 Jun 25. PMID: 31251971. 3. Wang QY, Zhang L, Han XY, Wang DM, Ding ML, Cheng D, He QL, Liu SZ. 2,3',4,4',5-Pentachlorobiphenyl induces mitochondria-dependent apoptosis mediated by AhR/Cyp1a1 in mouse germ cells. J Hazard Mater. 2023 Mar 5;445:130547. doi: 10.1016/j.jhazmat.2022.130547. Epub 2022 Dec 5. PMID: 37055962. 4. Xu W, Zhu X, Wang L, Ding G, Wang X, Sheng Y, Lv S, Yu J, Liu J, Duan Y. 2,3',4,4',5-Pentachlorobiphenyl induced thyroid dysfunction by increasing mitochondrial oxidative stress. J Toxicol Sci. 2022;47(12):555-565. doi: 10.2131/jts.47.555. PMID: 36450500.

In vitro protocol:

In vivo protocol:

1. Wang QY, Zhang L, Han XY, Wang DM, Ding ML, Cheng D, He QL, Liu SZ. 2,3',4,4',5-Pentachlorobiphenyl induces mitochondria-dependent apoptosis mediated by AhR/Cyp1a1 in mouse germ cells. J Hazard Mater. 2023 Mar 5;445:130547. doi: 10.1016/j.jhazmat.2022.130547. Epub 2022 Dec 5. PMID: 37055962. 2. Xu W, Zhu X, Wang L, Ding G, Wang X, Sheng Y, Lv S, Yu J, Liu J, Duan Y. 2,3',4,4',5-Pentachlorobiphenyl induced thyroid dysfunction by increasing mitochondrial oxidative stress. J Toxicol Sci. 2022;47(12):555-565. doi: 10.2131/jts.47.555. PMID: 36450500.

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Identification of chemical mixtures to which Canadian pregnant women are exposed: The MIREC Study. Environ Int. 2017 Feb;99:321-330. doi: 10.1016/j.envint.2016.12.015. Epub 2016 Dec 29. PubMed PMID: 28040263. 5: Rybnikova V, Usman M, Hanna K. Removal of PCBs in contaminated soils by means of chemical reduction and advanced oxidation processes. Environ Sci Pollut Res Int. 2016 Sep;23(17):17035-48. doi: 10.1007/s11356-016-6881-0. Epub 2016 May 21. PubMed PMID: 27206754. 6: Dirinck E, Dirtu AC, Malarvannan G, Covaci A, Jorens PG, Van Gaal LF. A Preliminary Link between Hydroxylated Metabolites of Polychlorinated Biphenyls and Free Thyroxin in Humans. Int J Environ Res Public Health. 2016 Apr 13;13(4):421. doi: 10.3390/ijerph13040421. PubMed PMID: 27089353; PubMed Central PMCID: PMC4847083. 7: Parada H Jr, Wolff MS, Engel LS, Eng SM, Khankari NK, Neugut AI, Teitelbaum SL, Gammon MD. Polychlorinated biphenyls and their association with survival following breast cancer. 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Toxicol Sci. 2016 Feb;149(2):300-11. doi: 10.1093/toxsci/kfv235. Epub 2015 Oct 31. PubMed PMID: 26519956. 11: O'Connell SG, Kerkvliet NI, Carozza S, Rohlman D, Pennington J, Anderson KA. In vivo contaminant partitioning to silicone implants: Implications for use in biomonitoring and body burden. Environ Int. 2015 Dec;85:182-8. doi: 10.1016/j.envint.2015.09.016. Epub 2015 Sep 25. PubMed PMID: 26408946; PubMed Central PMCID: PMC4721514. 12: Brucker-Davis F, Ganier-Chauliac F, Gal J, Panaïa-Ferrari P, Pacini P, Fénichel P, Hiéronimus S. Neurotoxicant exposure during pregnancy is a confounder for assessment of iodine supplementation on neurodevelopment outcome. Neurotoxicol Teratol. 2015 Sep-Oct;51:45-51. doi: 10.1016/j.ntt.2015.07.009. Epub 2015 Aug 4. PubMed PMID: 26247661. 13: Mesnier A, Champion S, Louis L, Sauzet C, May P, Portugal H, Benbrahim K, Abraldes J, Alessi MC, Amiot-Carlin MJ, Peiretti F, Piccerelle P, Nalbone G, Villard PH. 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