Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

G2911

Sigma-Aldrich

GF 109203X

synthetic, ≥90% (HPLC)

Synonym(s):

3-(N-[Dimethylamino]propyl-3-indolyl)-4-(3-indolyl)maleimide, 3-[1-[3-(Dimethylamino)propyl]1H-indol-3-yl]-4-(1Hindol-3-yl)1H-pyrrole-2,5dione, Bisindolylmaleimide I

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C25H24N4O2
CAS Number:
133052-90-1
Molecular Weight:
412.48
MDL number:
MFCD00236428
UNSPSC Code:
12352202
PubChem Substance ID:
329799908
NACRES:
NA.77

biological source

synthetic

Quality Level

100

Assay

≥90% (HPLC)

solubility

DMSO: soluble (~1 mg/ml)

storage temp.

2-8°C

SMILES string

CN(C)CCCn1cc(C2=C(C(=O)NC2=O)c3c[nH]c4ccccc34)c5ccccc15

InChI

1S/C25H24N4O2/c1-28(2)12-7-13-29-15-19(17-9-4-6-11-21(17)29)23-22(24(30)27-25(23)31)18-14-26-20-10-5-3-8-16(18)20/h3-6,8-11,14-15,26H,7,12-13H2,1-2H3,(H,27,30,31)

InChI key

QMGUOJYZJKLOLH-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

GF 109203X has been used as a protein kinase C inhibitor in HUVECs (human umbilical vein endothelial cells), angiotensinogen gene knockout (AGT KO) mice, and in granulosa cell cultures of female rats.

Biochem/physiol Actions

A potent and selective competitive inhibitor of protein kinase C (PKC) and of glycogen synthase kinase-3 (GSK-3). Inhibits parathyroid hormone-induced Ca2+ resorption from isolated bone tissue, Staurosporine, another protein kinase inhibitor, actually enhanced Ca2+ resorption elicited by a number of agents, but GF109203X counteracted that enhancement.
A potent and selective competitive inhibitor of protein kinase C (PKC) and of glycogen synthase kinase-3 (GSK-3). In certain cells, inhibition of PKC leads to an increase in autophagy. For PKC inhibition, typically used at a concentration of 0.1-10 μM.

Quantity

For PKC inhibition, typically used at a concentration of 0.1-10 μM.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H350

Hazard Classifications

Carc. 1B

Supplementary Hazards

EUH019

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

UCN-01 ≥97% (HPLC), powder

Sigma-Aldrich

U6508

UCN-01

PD-166866 ≥98% (HPLC)

Sigma-Aldrich

PZ0114

PD-166866

ML-7 powder

Sigma-Aldrich

I2764

ML-7

Follicle-stimulating hormone (FSH) stimulates phosphorylation and activation of protein kinase B (PKB/Akt) and serum and glucocorticoid-induced kinase (Sgk): evidence for A kinase-independent signaling by FSH in granulosa cells.
Gonzalez-Robayna IJ, et al.
Molecular Endocrinology, 14(8), 1283-1300 (2000)
Kristin Klarström Engström et al.
Scientific reports, 9(1), 2296-2296 (2019-02-21)
To prevent the onset of urosepsis and reduce mortality, a better understanding of how uropathogenic Escherichia coli (UPEC) manages to infiltrate the bloodstream through the kidneys is needed. The present study elucidates if human renal interstitial fibroblasts are part of
Yun Zhu et al.
Environmental toxicology and pharmacology, 48, 197-202 (2016-11-07)
Studies have shown that corticotrophin-releasing hormone (CRH) and relaxin are associated with early delivery. Our lab previously has shown the mycotoxin zeranol increases placental CRH expression. The mycotoxin is used in the farming industry to promote cattle growth, and some
Src is required for mechanical stretch-induced cardiomyocyte hypertrophy through angiotensin II type 1 receptor-dependent beta-arrestin2 pathways.
Wang S, et al.
PloS one, 9(4), e92926-e92926 (2014)
Jingzhen Yuan et al.
Frontiers in physiology, 8, 1014-1014 (2017-12-23)
Nuclear factor-kappa B (NF-κB) activation is a key early signal regulating inflammatory and cell death responses in acute pancreatitis. Our previous
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service