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Indirubin-3'-monoxime

Catalog No. T5200   CAS 160807-49-8
Synonyms: Indirubin-3'-oxime

Indirubin-3'-monoxime (Indirubin-3'-oxime) is a potent inhibitor of GSK3β (IC50: 22 nM) and also inhibits CDKs ( (IC50s: 100/180/250 nM for Cdk5/p35, Cdk1/cyclin B, Cdk2/cyclin E).

All products from TargetMol are for Research Use Only. Not for Human or Veterinary or Therapeutic Use.
Indirubin-3'-monoxime Chemical Structure
Indirubin-3'-monoxime, CAS 160807-49-8
Pack Size Availability Price/USD Quantity
1 mg In stock $ 30.00
5 mg In stock $ 62.00
10 mg In stock $ 98.00
25 mg In stock $ 212.00
50 mg In stock $ 376.00
100 mg In stock $ 579.00
1 mL * 10 mM (in DMSO) In stock $ 67.00
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Purity: 99.65%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Indirubin-3'-monoxime (Indirubin-3'-oxime) is a potent inhibitor of GSK3β (IC50: 22 nM) and also inhibits CDKs ( (IC50s: 100/180/250 nM for Cdk5/p35, Cdk1/cyclin B, Cdk2/cyclin E).
Targets&IC50 Cdk2/cyclin E:250 nM (cell free), CDK5/p25:100 nM (cell free), Cdk1/cyclin B:180 nM (cell free), GSK-3β:22 nM (cell free)
In vitro Indirubins are powerful inhibitors (IC50: 5-50 nM) of GSK-3 beta. Bacterially expressed recombinant human tau was indeed phosphorylated in vitro by GSK-3β, and this phosphorylation was inhibited in a dose-dependent manner by indirubin-3′-monoxime, with an IC50 value of around 100 nM [1]. Indirubin-3'-monoxime reversibly arrests asynchronous HBL-100 cells in G2. Indirubin-3'-monoxime inhibits the phosphorylation of consensus CDK phosphorylation sites as well as of nucleolin at a specific CDK1/cyclin B phosphorylation site [2]. In cell-based and cell-free assays, Indirubin-3'-monoxime selectively inhibited 5-lipoxygenase (5-LO), the key enzyme in LT biosynthesis, with an IC50 in the low micromolar range [3].
In vivo The mice treated with IMX showed a significant reduction in plasma glucose, triglycerides, cholesterol, insulin levels and improvement in learning and memory performance, attenuated the oxidative stress and AChE activity. Moreover, IMX dose-dependently augments the brain insulin and BDNF levels in HFD fed mice [4].
Kinase Assay Kinase activities were assayed in Buffer A or C (unless otherwise stated), at 30?°C, at a final ATP concentration of 15 μM. Blank values were subtracted, and activities were calculated as picomoles of phosphate incorporated for a 10-min incubation. The activities are usually expressed in percentage of the maximal activity, i.e. in the absence of inhibitors. Controls were performed with appropriate dilutions of dimethyl sulfoxide. In a few cases, phosphorylation of the substrate was assessed by autoradiography after SDS-PAGE [1].
Cell Research To determine the effects of aminopurvalanol and indirubin-3′-monoxime on tau phosphorylation, Sf9 cells infected with baculovirus expressing htau23 protein were treated 36 h post-infection (when cells have already expressed levels of tau sufficient for the outgrowth of cell processes) with 20 μM inhibitors for 3 h before being harvested [1].
Animal Research Male mice (5–6 weeks old) were randomly assigned into five groups (n = 10). Group 1: received normal pellet diet (NPD); Group 2: received a HFD; Group 3–5 received HFD for 8 weeks followed by Indirubin-3'-monoxime (IMX) treatment (0.1, 0.2 and 0.4 mg/kg i.p, respectively) once daily for 1 week. IMX was dissolved in (2.5% v/v) DMSO in saline. The mice in NPD and HFD groups received an equivalent volume of vehicle (2.5% v/v DMSO in saline). The composition of HFD was similar as described by Srinivasan. Doses of IMX were selected based on the reports available in literature. Mice were kept under standard husbandry conditions (22 ± 1 C and 60% humidity) and maintained on a 12/12-h light/dark schedule with free access to food and water for 8 weeks. Body weight was recorded weekly throughout the experimental period [4].
Synonyms Indirubin-3'-oxime
Molecular Weight 277.28
Formula C16H11N3O2
CAS No. 160807-49-8

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

H2O: Insoluble

Ethanol: 15 mg/mL

DMSO: 55 mg/mL (198.36 mM)

TargetMolReferences and Literature

1. Leclerc S, et al. Indirubins inhibit glycogen synthase kinase-3 beta and CDK5/p25, two protein kinases involved in abnormal tau phosphorylation in Alzheimer's disease. A property common to most cyclin-dependent kinase inhibitors? J Biol Chem. 2001 Jan 5;276(1):251-60. 2. Damiens E, et al. Anti-mitotic properties of indirubin-3'-monoxime, a CDK/GSK-3 inhibitor: induction of endoreplication following prophase arrest. Oncogene. 2001 Jun 28;20(29):3786-97. 3. Blazevic T, et al. Indirubin-3'-monoxime exerts a dual mode of inhibition towards leukotriene-mediated vascular smooth muscle cell migration. Cardiovasc Res. 2014 Mar 1;101(3):522-32. 4. Sharma S, et al. Neuroprotective role of Indirubin-3'-monoxime, a GSKβ inhibitor in high fat diet induced cognitive impairment in mice. Biochem Biophys Res Commun. 2014 Oct 3;452(4):12009-15.

Related compound libraries

This product is contained In the following compound libraries:
Anti-Neurodegenerative Disease Compound Library Metabolism Compound Library Kinase Inhibitor Library NO PAINS Compound Library Human Metabolite Library Lipid Metabolism Compound Library Anti-Cancer Compound Library Bioactive Compound Library Anti-Pancreatic Cancer Compound Library Glycolysis Compound Library

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Keywords

Indirubin-3'-monoxime 160807-49-8 Cell Cycle/Checkpoint Metabolism PI3K/Akt/mTOR signaling Stem Cells GSK-3 Lipoxygenase CDK Indirubin 3' monoxime LOX Indirubin-3'-oxime inhibit Indirubin3'monoxime Inhibitor Glycogen synthase kinase-3 Glycogen synthase kinase 3 Cyclin dependent kinase inhibitor

 

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