Merck
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L9908

Sigma-Aldrich

LY-294,002 hydrochloride

solid, ≥98% (HPLC)

Synonym(s):
2-(4-Morpholinyl)-8-phenyl-1(4H)-benzopyran-4-one hydrochloride
Empirical Formula (Hill Notation):
C19H17NO3 · HCl
CAS Number:
Molecular Weight:
343.80
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

microbial (Staphylococcus roseus)

Quality Level

Assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >5 mg/mL
H2O: insoluble

storage temp.

2-8°C

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

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This Item
SML0693L5295
LY 320135 ≥98% (HPLC)

Sigma-Aldrich

L5295

LY 320135

form

solid

form

powder

form

powder

color

white to off-white

color

orange-red

color

orange

solubility

DMSO: >5 mg/mL, H2O: insoluble

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

100

Quality Level

100

Quality Level

-

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
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)
The phosphoinositide 3-kinase inhibitor LY294002 enhances cardiac myocyte contractility via a direct inhibition of I k, slow currents
Sun H, et al.
Cardiovascular Research, 62(3), 509-520 (2004)
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)

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Autophagy in Cancer Promotes Therapeutic Resistance

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We present an article about how proliferating cells require the biosynthesis of structural components for biomass production and for genomic replication.

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