Indirubin-3′-oxime
SIGMA/I0404 - ≥98% (HPLC), solid
Synonym: Indirubin-3′-monoxime
CAS Number: 160807-49-8
Empirical Formula (Hill Notation): C16H11N3O2
Molecular Weight: 277.28
MDL Number: MFCD02683594
Linear Formula: C16H11N3O2
Product Type: Chemical
| assay | ≥98% (HPLC) |
| form | solid |
| InChI | 1S/C16H11N3O2/c20-16-13(9 |
| InChI key | HBDSHCUSXQATPO-BGBJRWHRSA |
| mol wt | 277.28 |
| Quality Level | 100  |
| SMILES string | ON=C1C(Nc2ccccc12)=C3C |
| solubility | DMSO: >10 mg/mL |
| H2O: insoluble | |
| storage temp. | room temp |
| Application: | Indirubin-3′-oxime has been used in the inhibition of glycogen synthase kinase 3 in human monocytic cell line, THP-1. |
| Biochem/physiol Actions: | Indirubin-3′-oxime is a cyclin-dependent kinase inhibitor which functions by competing with ATP for binding to the catalytic subunit; exhibits antiproliferative activity leading to G2/M arrest in many cell lines and G1/S arrest in Jurkat cells. |
| Biochem/physiol Actions: | Indirubin-3′-oxime mediates apoptosis in Jurkat T cells and has anti-tumor functionality. Indirubin-3′-oxime inhibits Y box binding protein 1 (YB1) translocation, contributing to anticancer functionality. Indirubin-3′-oxime decreases expression of estrogen-related receptor γ (ERRγ) and peroxisome proliferator-activated receptor-γ co-activator-1α (PGC1α) in human neuroblastoma, leading to cell cycle arrest and mitochondrial dysfunction. |
| Features and Benefits: | This compound is featured on the CDKs and GSK-3 pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here . |
| Packaging: | 1, 5 mg in glass bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | room temp |
| UNSPSC | 12352200 |