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Merck
CN

K3888

Kenpaullone

≥98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H11BrN2O
CAS Number:
Molecular Weight:
327.18
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98%
Form:
solid
Quality level:
Technical Service
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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)

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


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Storage Class

11 - Combustible Solids

wgk

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
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
Nicolas O Fortunel et al.
Nature biomedical engineering, 3(12), 985-997 (2019-10-23)
Expanded autologous skin keratinocytes are currently used in cutaneous cell therapy, and embryonic-stem-cell-derived keratinocytes could become a complementary alternative. Regardless of keratinocyte provenance, for efficient therapy it is necessary to preserve immature keratinocyte precursors during cell expansion and graft processing.



Global Trade Item Number

SKUGTIN
K3888-5MG04061833066126
K3888-1MG04061826675571