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Key Documents

SML3765

Sigma-Aldrich

ISA-2011B

new

≥97% (HPLC)

Synonym(s):

rel-(5R,10aR)-5-(5-Chloro-1H-indol-3-yl)-8,9,10a,11-tetrahydro-9-methyl-5H-1,3-dioxolo[4,5-g]pyrazino[1,2-b]isoquinoline-7,10-dione

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About This Item

Empirical Formula (Hill Notation):
C22H18ClN3O4
CAS Number:
Molecular Weight:
423.85
MDL number:
UNSPSC Code:
12352200

Quality Level

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

O=C1N2[C@@H](C3=CC4=C(C=C3C[C@]2(C(N(C)C1)=O)[H])OCO4)C5=CNC6=CC=C(Cl)C=C56

Biochem/physiol Actions

Cell-permeable, selective PIP5K1α inhibitor that blocks its downstream PI3K/AKT phosphorylation and the production of PI(4,5)P2 from its PI(4)P precursor.



ISA-2011B is a cell-permeable, selective PIP5K1α inhibitor that blocks its downstream PI3K/AKT phosphorylation and the production of PI(4,5)P2 from its PI(4)P precursor. ISA-2011B effectively inhibits propagation of both measles and nipah viruses in cell culture (40 - 50 µM) with minimal toxicity, suppresses inflammation, cancer growth and invasion in multiple models.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Tryptophan-dependent and -independent secretions of tryptophanyl- tRNA synthetase mediate innate inflammatory responses
Cell Reports, 42(1), 111905-111905 (2023)
Tianyan Wang et al.
Frontiers in cell and developmental biology, 10, 798590-798590 (2022-04-08)
PIP5K1α has emerged as a promising drug target for the treatment of castration-resistant prostate cancer (CRPC), as it acts upstream of the PI3K/AKT signaling pathway to promote prostate cancer (PCa) growth, survival and invasion. However, little is known of the
Julius Semenas et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(35), E3689-E3698 (2014-07-30)
Nitrogen-containing heterocyclic compounds are an important class of molecules that are commonly used for the synthesis of candidate drugs. Phosphatidylinositol-4-phosphate 5-kinase-α (PIP5Kα) is a lipid kinase, similar to PI3K. However, the role of PIP5K1α in oncogenic processes and the development

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