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A4847 Sigma-Aldrich

Alsterpaullone

≥98% (HPLC), powder

Synonym: 9-Nitro-7,12-dihydroindolo-[3,2-d][1]benzazepin-6(5)-one

  • CAS Number 237430-03-4

  • Empirical Formula (Hill Notation) C16H11N3O3

  • Molecular Weight 293.28

  •  MDL number MFCD02683579

  •  PubChem Substance ID 24890918

  •  NACRES NA.77

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Properties

Related Categories A to C, A-AM, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
storage condition   desiccated
color   yellow to brown
solubility   DMSO: ≥10 mg/mL
storage temp.   2-8°C
SMILES string   [O-][N+](=O)c1ccc2[nH]c-3c(CC(=O)Nc4ccccc-34)c2c1
InChI   1S/C16H11N3O3/c20-15-8-12-11-7-9(19(21)22)5-6-14(11)18-16(12)10-3-1-2-4-13(10)17-15/h1-7,18H,8H2,(H,17,20)
InChI key   OLUKILHGKRVDCT-UHFFFAOYSA-N
Gene Information   rat ... Gsk3b(84027)

Description

Application

Alsterpaullone has been used to stabilize β-catenin.

Alsterpaullone inhibits GSK-3β, CDK5/p25, and CDK1/cyclin B. Alsterpaullone has also been studied as an antimanic therapeutic for the acute manic phase of bipolar disorder.

Packaging

1 mg in glass bottle

Biochem/physiol Actions

Alsterpaullone (ALP) is a cyclin-dependent kinase (CDK) inhibitor. It is considered as a therapeutic agent for group 3 medulloblastomas. Alsterpaullone modulates the progression of cell cycle. It can arrest cell cycle and stimulate the apoptosis of cancer cells by activating caspase-9 through perturbation of mitochondrial membrane potential.

Potent and selective inhibitor of GSK-3β and CDK5/p25; potent inhibitor of CDK1/cyclin B (IC50 = 0.035 μM).

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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