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K3888

Sigma-Aldrich

Kenpaullone

≥98%

Synonyme(s) :

9-Bromo-7,12-dihydro-indolo­[3,2-d]­[1]benzazepin-6(5H)-one, NSC 664704

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About This Item

Formule empirique (notation de Hill):
C16H11BrN2O
Numéro CAS:
142273-20-9
Poids moléculaire :
327.18
Numéro MDL:
MFCD02683595
Code UNSPSC :
12352200
ID de substance PubChem :
24278507
Nomenclature NACRES :
NA.77

Pureté

≥98%

Forme

solid

Couleur

yellow

Solubilité

DMSO: 18 mg/mL, clear, yellow

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

QQUXFYAWXPMDOE-UHFFFAOYSA-N

Informations sur le gène

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

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Conditionnement

Store under argon

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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RO-3306 ≥98% (HPLC)

Sigma-Aldrich

SML0569

RO-3306

PD 0325901 ≥98% (HPLC)

Sigma-Aldrich

PZ0162

PD 0325901

Alsterpaullone A cell-permeable, potent, reversible, and ATP competitive inhibitor of GSK-3β (IC₅₀ = 4 nM) and Cdk1/cyclin B (IC₅₀ = 35 nM).

Sigma-Aldrich

126870

Alsterpaullone

Kenpaullone A potent, cell-permeable, and reversible inhibitor of glycogen synthase kinase-3β (IC₅₀ = 230 nM), Lck (IC₅₀ = 470 nM), and cyclin-dependent kinases (Cdks).

Sigma-Aldrich

422000

Kenpaullone

D W Zaharevitz et al.
Cancer research, 59(11), 2566-2569 (1999-06-11)
Analysis of the National Cancer Institute Human Tumor Cell Line Anti-Cancer Drug Screen data using the COMPARE algorithm to detect similarities in the pattern of compound action to flavopiridol, a known inhibitor of cyclin-dependent kinases (CDKs), has suggested several possible
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
Tomohiro Kitabayashi et al.
Scientific reports, 9(1), 10049-10049 (2019-07-13)
Cancer stem cells are associated with chemoresistance and rapid recurrence of malignant tumors, including glioblastoma (GBM). Although temozolomide (TMZ) is the most effective drug treatment for GBM, GBM cells acquire resistance and become refractory to TMZ during treatment. Therefore, glioma
Letizia Anello et al.
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
AZD5438 a GSK-3a/b and CDK inhibitor is antiapoptotic modulates mitochondrial activity and protects human neurons from mitochondrial toxins.
Shi, et al.
Scientific Reports, 13, 8334-8334 (2023)
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