123871

SC79

≥98% (sum of two isomers, HPLC), solid, Akt activator, Calbiochem^®

• Synonym(s): Akt Activator II, SC79, Ethyl-2-amino-6-chloro-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate
• Empirical Formula (Hill Notation): C₁₇H₁₇ClN₂O₅
• CAS Number: 305834-79-1
• Molecular Weight: 364.78
• MDL number: MFCD02681303
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (sum of two isomers, HPLC)
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze, protect from light

Properties

• Product Name: Akt Activator II, SC79, Akt Activator II, SC79, CAS 305834-79-1, is a cell-permeable compound that interacts with Akt PH domain PIP3 binding pocket and makes it more susceptible to phosphorylation by upstream Kinases.
• Quality Level: 100
• assay: ≥98% (sum of two isomers, HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: off-white
• solubility: DMSO: 50 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: Clc1cc2c(cc1)OC(=C(C2C(C(=O)OCC)C#N)C(=O)OCC)N
• InChI: 1S/C17H17ClN2O5/c1-3-23-16(21)11(8-19)13-10-7-9(18)5-6-12(10)25-15(20)14(13)17(22)24-4-2/h5-7,11,13H,3-4,20H2,1-2H3
• InChI key: DXVKFBGVVRSOLI-UHFFFAOYSA-N

Description

General description

A cell-permeable and blood-brain barrier permeant bromo-to-chloro substituted HA14-1 analog that renders Akt in a conformation susceptible to phosphorylation by upstream kinases via specific interaction with Akt pleckstrin homology (PH) domain PtdIns(3,4,5)P3- (PIP3) binding pocket. Shown to enhance both basal and receptor-mediated Akt phosphorylation (Thr308 and Ser473) in a time- and dose-dependent manner (2 to 4 µg/ml) with concomitant inhibition Akt membrane translocation in various cell cultures. Efficiently reduces glutamate-induced neurotoxicity both in primary neuron cultures (EC₅₀ = 4 µg/ml) in vitro and in a murine MCAO (middle cerebral artery occlusion) model (40 mg/kg, i.p.) in vivo.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Pleckstrin homology (PH) domain of Akt

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and immediately freeze (-70°C). Stock solutions are stable for up to 2 weeks at -70°C.

Use only fresh DMSO for reconstitution.

Other Notes

Jo. H., et al. 2012. Proc. Natl. Acad. Sci. USA109, 10581.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable