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Merck

L9908

LY-294,002 hydrochloride

from microbial (Staphylococcus roseus), ≥98% (HPLC), solid, PI3K inhibitor

Synonym(s):

2-(4-Morpholinyl)-8-phenyl-1(4H)-benzopyran-4-one hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H17NO3 · HCl
CAS Number:
934389-88-5
Molecular Weight:
343.80
UNSPSC Code:
12352207
PubChem Substance ID:
24278828
NACRES:
NA.77
MDL number:
MFCD00270881
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

Key Documents

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Product Name

LY-294,002 hydrochloride, solid, ≥98% (HPLC)

SMILES string

O=C1C=C(Oc2c1cccc2-c3ccccc3)N4CCOCC4

InChI

1S/C19H17NO3/c21-17-13-18(20-9-11-22-12-10-20)23-19-15(7-4-8-16(17)19)14-5-2-1-3-6-14/h1-8,13H,9-12H2

InChI key

CZQHHVNHHHRRDU-UHFFFAOYSA-N

biological source

microbial (Staphylococcus roseus)

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >5 mg/mL, H2O: insoluble

storage temp.

2-8°C

Quality Level

100

Related Categories

General description

LY-294,002 hydrochloride is a derivative of the flavonoid, quercetin and elicits higher inhibition on the enzyme phosphoinositide 3-kinase (PI3K). LY-294,002 inhibits nuclear factor kappa B signaling in macrophages. It elevates expression of autophagosomal protein LC3 and promotes apoptosis in gastric and nasopharyngeal cancer cells. LY-294,002 modulates action potential repolarization and improves myocyte contractility.

Application

LY-294,002 hydrochloride has been used in the inhibition of:
  • phosphoinositide 3-kinase (PI3K) in human lung cancer cell line
  • autophagy in mesenchymal stem cells (MSCs).
  • serine/threonine-specific protein kinase (AKT) signaling in fibroblasts and cardiac cells.

Biochem/physiol Actions

Specific cell permeable phosphatidylinositol 3-kinase inhibitor.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide and Kinase Phosphatase Biology research. Discover more featured Cyclic Nucleotide and Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the G Proteins (Heterotrimeric) and Phosphoinositide Kinases pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000184142
0000184142
0000076428
0000071773
095M4608V

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The Phosphatidylinositol 3-kinase (PI3K) inhibitor LY294002 modulates cytokine expression in macrophages via p50 nuclear factor kappa B inhibition, in a PI3K-independent mechanism
Avni D, et al.
Biochemical Pharmacology, 83(1), 106-114 (2012)
Regulation of PKCbeta levels and autophagy by PML is essential for high-glucose-dependent mesenchymal stem cell adipogenesis
Morganti C, et al.
International Journal of Obesity, 1-1 (2018)
Phosphatidylinositol 3-kinase inhibitor (LY294002) induces apoptosis of human nasopharyngeal carcinoma in vitro and in vivo
Jiang H, et al.
Journal of Experimental & Clinical Cancer Research, 29(1), 34-34 (2010)
Endothelial cell activation on 3D-matrices derived from PDGF-BB-stimulated fibroblasts is mediated by Snail1
Herrera A, et al.
Oncogenesis, 7(9), 76-76 (2018)
Class I phosphatidylinositol 3-kinase inhibitor LY294002 activates autophagy and induces apoptosis through p53 pathway in gastric cancer cell line SGC7901
Xing C, et al.
Acta biochimica et biophysica Sinica, 40(3), 194-201 (2008)
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