JavaScript is disabled in your browser. Please enable JavaScript to view this website.
AB141019

Deltamethrin, protein phosphatase 2B inhibitor

Be the first to review this product! Submit a review

|

(3 Publications)

MW 505.2 Da, Purity >98%. Potent protein phosphatase 2B inhibitor (IC50 = 0.03 nM). Induces neurotoxicity by slowing the opening and closing of Na+ channels. Active in vivo.

View Alternative Names

BAR, BXR, Bile acid receptor, ERR a, ERR-alpha, ERR1 protein, ERR1_HUMAN, ESRL 1, ESRR A, Estrogen receptor related 1, Estrogen receptor-like 1, Estrogen-related receptor alpha, Estrra, Farnesoid X-activated receptor, Farnesol receptor HRR-1, HRR 1, NR1I2_HUMAN, NR3B1, NR3C3, Nuclear receptor subfamily 1 group I member 2, Nuclear receptor subfamily 3 group B member 1, Nuclear receptor subfamily 3 group C member 3, ONR 1, OTTHUMP00000215173, OTTHUMP00000215174, OTTHUMP00000215175, Orphan nuclear receptor PAR 1, Orphan nuclear receptor PXR, PAR, PAR q, PGR, PR, PRA, PRB, PRGR_HUMAN, PRR, Pregnane X receptor, Progesterone receptor, Progestin receptor form A, Progestin receptor form B, RIP 14, RXR-interacting protein 14, Retinoid X receptor-interacting protein 14, SXR, Steroid and xenobiotic receptor, Steroid hormone receptor ERR1, estrogen receptor related receptor alpha, hERR1, pregnane X nuclear receptor variant 2

2 Images
Immunocytochemistry/ Immunofluorescence - Deltamethrin, protein phosphatase 2B inhibitor (AB141019)
  • ICC/IF

Unknown

Immunocytochemistry/ Immunofluorescence - Deltamethrin, protein phosphatase 2B inhibitor (AB141019)

ab11419 staining DDIT3 in SKNSH cells treated with deltamethrin (ab141019), by ICC/IF. Increase of DDIT3 expression correlates with increased concentration of deltamethrin, as described in literature.
The cells were incubated at 37°C for 48 hours in media containing different concentrations of ab141019 (deltamethrin) in DMSO, fixed with 100% methanol for 5 minutes at -20°C and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab11419 (10 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight® 488 anti-mouse polyclonal antibody (ab96879) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

Chemical Structure - Deltamethrin, protein phosphatase 2B inhibitor (AB141019)
  • Chemical Structure

Lab

Chemical Structure - Deltamethrin, protein phosphatase 2B inhibitor (AB141019)

2D chemical structure image of ab141019, Deltamethrin, protein phosphatase 2B inhibitor

Key facts

CAS number

52918-63-5

Purity

>98%

Form

Solid

form

Molecular weight

505.2 Da

Molecular formula

C<sub>2</sub><sub>2</sub>H<sub>1</sub><sub>9</sub>Br<sub>2</sub>NO<sub>3</sub>

PubChem

40585

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Soluble in ethanol to 10 mM

Biochemical name

Deltamethrin

Biological description

Potent protein phosphatase 2B inhibitor (IC50 = 0.03 nM). Induces neurotoxicity by slowing the opening and closing of Na+ channels. Active in vivo.

Canonical smiles

CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Br)Br)C

Isomeric smiles

CC1([C@H]([C@H]1C(=O)O[C@H](C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Br)Br)C

InChi

InChI=1S/C22H19Br2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18+,20-/m0/s1

InChiKey

OWZREIFADZCYQD-NSHGMRRFSA-N

IUPAC Name

[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Progesterone Receptor (PR) PXR (Pregnane X Receptor) and Estrogen Related Receptor alpha (ERRα) serve significantly different roles at the molecular level but they share common involvement in the regulation of gene expression. Progesterone Receptor also known as NR3C3 is a protein of approximately 91 kDa and is expressed in various reproductive tissues. PXR also called NR1I2 has a similar role in regulating gene expression through ligand-activated transcription and is mainly expressed in the liver and intestines. Estrogen Related Receptor alpha with a molecular weight around 46 kDa shows expression in tissues like the heart and skeletal muscle functioning without binding to estrogen.
Biological function summary

Each of these receptors acts as a nuclear transcription factor that modulates gene expression contributing to vital physiological processes. Progesterone Receptor often part of a protein complex plays a central role in reproductive function influencing systems like menstrual regulation and pregnancy maintenance. PXR is integral in the body's defense against foreign substances by modulating drug metabolism. Estrogen Related Receptor alpha affects energy metabolism and mitochondrial function impacting cell growth and differentiation similarly participating in complex interactions with other co-regulating proteins.

Pathways

These nuclear receptors fit into distinct yet interconnected biological pathways that regulate essential processes. Progesterone Receptor is a part of the steroid hormone signaling pathway while PXR is involved in the xenobiotic signaling pathway. These pathways work together with critical proteins like cytochrome P450 enzymes and protein phosphatases coordinating in liver metabolism and detoxification. Estrogen Related Receptor alpha plays its role in the energy metabolism pathway interacting with proteins such as PGC-1α for mitochondrial biogenesis and oxidative metabolism.

These receptors are linked to significant health conditions. Progesterone Receptor is implicated in breast and endometrial cancers where its expression levels can influence tumor progression in conjunction with proteins like HER2. PXR is connected to disorders like liver diseases and inflammatory bowel disease due to its role in detoxification. Estrogen Related Receptor alpha's involvement in metabolic disorders is noteworthy often interacting with proteins like nuclear respiratory factor-1 (NRF1) in the context of mitochondrial dysfunction and metabolic syndrome.

Product protocols

Publications (3)

Recent publications for all applications. Explore the full list and refine your search

Toxicology 440:152488 PubMed32387285

2020

Effects of Deltamethrin Acute Exposure on Nav1.6 Channels and Medium Spiny Neurons of the Nucleus Accumbens.

Applications

Unspecified application

Species

Unspecified reactive species

Cynthia M Tapia,Oluwarotimi Folorunso,Aditya K Singh,Kathleen McDonough,Fernanda Laezza

Antioxidants (Basel, Switzerland) 8: PubMed31835893

2019

Exercise Training Promotes Cardiac Hydrogen Sulfide Biosynthesis and Mitigates Pyroptosis to Prevent High-Fat Diet-Induced Diabetic Cardiomyopathy.

Applications

Unspecified application

Species

Unspecified reactive species

Sumit Kar,Hamid R Shahshahan,Bryan T Hackfort,Santosh K Yadav,Roopali Yadav,Tyler N Kambis,David J Lefer,Paras K Mishra

Neurotoxicology 60:150-160 PubMed28007400

2016

Consequences of acute Na1.1 exposure to deltamethrin.

Applications

Unspecified application

Species

Unspecified reactive species

T F James,Miroslav N Nenov,Cynthia M Tapia,Marzia Lecchi,Shyny Koshy,Thomas A Green,Fernanda Laezza
View all publications

Product promise

We are committed to supporting your work with high-quality reagents, and we're here for you every step of the way. In the unlikely event that one of our products does not perform as expected, you're protected by our Product Promise.
For full details, please see our Terms & Conditions

Please note: All products are 'FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC OR THERAPEUTIC PROCEDURES'.

For licensing inquiries, please contact partnerships@abcam.com