A4847

Alsterpaullone

≥98% (HPLC), powder

• Synonym(s): 9-Nitro-7,12-dihydroindolo-[3,2-d][1]benzazepin-6(5)-one
• Empirical Formula (Hill Notation): C₁₆H₁₁N₃O₃
• CAS Number: 237430-03-4
• Molecular Weight: 293.28
• MDL number: MFCD02683579
• UNSPSC Code: 12352200
• PubChem Substance ID: 24890918
• NACRES: NA.77

Properties

• 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.

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 Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves