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K3888

Sigma-Aldrich

Kenpaullone

≥98%

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Synonym(s):
9-Bromo-7,12-dihydro-indolo­[3,2-d]­[1]benzazepin-6(5H)-one, NSC 664704
Empirical Formula (Hill Notation):
C16H11BrN2O
CAS Number:
Molecular Weight:
327.18
MDL number:
PubChem Substance ID:

Quality Level

assay

≥98%

form

solid

color

yellow

solubility

DMSO: 18 mg/mL, clear, yellow

storage temp.

2-8°C

SMILES string

Brc1ccc2[nH]c-3c(CC(=O)Nc4ccccc-34)c2c1

InChI

1S/C16H11BrN2O/c17-9-5-6-14-11(7-9)12-8-15(20)18-13-4-2-1-3-10(13)16(12)19-14/h1-7,19H,8H2,(H,18,20)

InChI key

QQUXFYAWXPMDOE-UHFFFAOYSA-N

Gene Information

human ... CDC2(983)
mouse ... Gsk3b(56637)
rat ... Gsk3b(84027)

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This Item
D5314422000A3734
vibrant-m

K3888

Kenpaullone

vibrant-m

D5314

DPQ

vibrant-m

422000

Kenpaullone

vibrant-m

A3734

1-Azakenpaullone

form

solid

form

solid

form

solid

form

powder

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

solubility

DMSO: 18 mg/mL, clear, yellow

solubility

DMSO: 1 mg/mL, clear, colorless to faintly yellow

solubility

DMSO: 100 mg/mL

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

color

yellow

color

-

color

yellow-brown

color

gray-brown

Application

Kenpaullone has been used:
  • as a glycogen synthase kinase 3 (GSK3)/ cyclin-dependent kinase (CDK) inhibitor to study its effects on human neural progenitor cell lines
  • as an inhibitor of Krupple-like factor 4 (KLF4) in Gs-coupled designer GPCR (Gs DREADD= GsD) Agouti-related peptide (GsD-AgRP) mice
  • as a GSK3/CDK inhibitor to study its effects on the sea urchin embryo development

Biochem/physiol Actions

Kenpaullone is also an inhibitor of glycogen synthase kinase 3β (GSK3β). It also inhibits cyclin-dependent kinase 1 (CDK1/cyclin B), CDK2/cyclin A, CDK2/cyclin E, and CDK5/p25, majorly by competitive inhibition of adenosine triphosphate (ATP) binding.

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

Store under argon

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Ken-ichiro Nakajima et al.
Nature communications, 7, 10268-10268 (2016-01-09)
Agouti-related peptide (AgRP) neurons of the hypothalamus play a key role in regulating food intake and body weight, by releasing three different orexigenic molecules: AgRP; GABA; and neuropeptide Y. AgRP neurons express various G protein-coupled receptors (GPCRs) with different coupling
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Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 204, 36-44 (2017-11-13)
The selection and validation of bioactive compounds require multiple approaches, including in-depth analyses of their biological activity in a whole-animal context. We exploited the sea urchin embryo in a rapid, medium-scale range screening to test the effects of the small
D W Zaharevitz et al.
Cancer research, 59(11), 2566-2569 (1999-06-11)
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Shi, et al.
Scientific Reports, 13, 8334-8334 (2023)

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