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Alsterpaullone

Name: Alsterpaullone
Brand: SIGMA

≥98% (HPLC), GSK-3β and CDK5/p25 inhibitor, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₁N₃O₃

CAS Number:

237430-03-4

Molecular Weight:

293.28

UNSPSC Code:

12352200

PubChem Substance ID:

24890918

NACRES:

NA.77

MDL number:

MFCD02683579

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Properties

Product Name

Alsterpaullone, ≥98% (HPLC), powder

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 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.

Alsterpaullone has been used to stabilize β-catenin.

Biochem/physiol Actions

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

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.

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.

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This Item	SML0770	SML2261	SML1310
Sigma-Aldrich A4847 Alsterpaullone	Sigma-Aldrich SML0770 P5091	Sigma-Aldrich SML2261 Conivaptan hydrochloride	Sigma-Aldrich SML1310 NSC756093
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form powder	form powder	form powder	form powder
Quality Level 100	Quality Level 100	Quality Level -	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
storage condition desiccated	storage condition -	storage condition desiccated	storage condition -
solubility DMSO: ≥10 mg/mL	solubility DMSO: 10 mg/mL, clear	solubility DMSO: 2 mg/mL, clear	solubility DMSO: 10 mg/mL, clear

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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