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Merck

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

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About This Item

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

Key Documents

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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

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Related Categories

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)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
123871-25MGCN04055977206319

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