Indirubin An inhibitor of GSK-3β and cyclin-dependent kinases

Indirubin (CAS 479-41-4)

Indirubin | CAS 479-41-4 is rated 5.0 out of 5 by 1.
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Synonym: Isoindogotin; Indigo Red
Application: An inhibitor of GSK-3β and cyclin-dependent kinases
CAS Number: 479-41-4
Purity: ≥98%
Molecular Weight: 262.26
Molecular Formula: C16H10N2O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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Indirubin, also known as isoindigotin, is an inhibitor of cyclin-dependent kinases (CDK1/cyclin B (IC50 = 10µM), CDK2/cyclin A (IC50 = 2.2µM), CDK2/cyclin E (IC50 = 7.5µM), CDK4/cyclin D1 (IC50 = 12µM), CDK5/p35 (IC50 = 5.5µM)) and of GSK-3β (IC50 = 600nM). Studies investigating functional isoindigos show that they have the ability to disrupt cell growth and proliferation. The compound is a potent aryl hydrocarbon receptor ligand and is found in human urine and fetal bovine serum. Synthesized isoindigo-based oligothiophenes are used to study heterojunction solar cells. Shown to inhibit allergic contact dermatitis by regulating T helper mediated immune system in a DNCB-induced model.


References

1. Wu, K M., et al., 1985. [Potential antileukemic agents, synthesis of derivatives of indirubin, indigo, and isoindigotin]. Yao xue xue bao = Acta pharmaceutica Sinica. 20(11): 821-6. PMID: 3869774
2. Leclerc, S., et al., 2001. 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? The Journal of biological chemistry. 276(1): 251-60. PMID: 11013232
3. Adachi, J., et al., 2001. Indirubin and indigo are potent aryl hydrocarbon receptor ligands present in human urine. The Journal of biological chemistry. 276(34): 31475-8. PMID: 11425848
4. Wee, Xi Kai., et al., 2009. Synthesis and evaluation of functionalized isoindigos as antiproliferative agents. Bioorganic & medicinal chemistry. 17(21): 7562-71. PMID: 19783149
5. Mei, Jianguo., et al., 2010. Synthesis of isoindigo-based oligothiophenes for molecular bulk heterojunction solar cells. Organic letters. 12(4): 660-3. PMID: 20099892

Physical State :
Solid
Derived From :
Synthetic
Solubility :
Soluble in DMSO(warmed) (>2 mg/ml).
Storage :
Store at 4° C
Refractive Index :
n20D 1.71
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
5359405
SMILES :
C1=CC=C2C(=C1)/C(=C\\3/C(=O)C4=CC=CC=C4N3)/C(=O)N2

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Indirubin  Product Citations

See how others have used Indirubin. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 11425848  Adachi, J. et al. 2001. J. Biol. Chem. 276: 31475-31478.

Citations 1 to 1 of 1 total

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. Indirubin, sc-201531, is in brown powder form.
Answered by: Chemical Support 4
Date published: 2017-06-07
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Rated 5 out of 5 by from Adachi et al Adachi et al. (PubMed ID 11425848) showed that Indirubin activated Aryl hydrocarbon receptor-mediated signaling in human urine. -SCBT Publication Review
Date published: 2015-01-22
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