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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)

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’.

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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
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
Tryptophan-dependent and -independent secretions of tryptophanyl- tRNA synthetase mediate innate inflammatory responses
Cell Reports, 42(1), 111905-111905 (2023)

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