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SML0428 Sigma-Aldrich

GSK690693

≥98% (HPLC)

Synonym: 4-(2-(4-Amino-1,2,5-oxadiazol-3-yl)-1-ethyl-7-{[(3S)-3-piperidinylmethyl]oxy}-1H-imidazo[4,5-c]pyridin-4-yl)-2-methyl-3-butyn-2-ol

  • CAS Number 937174-76-0

  • Empirical Formula (Hill Notation) C21H27N7O3

  • Molecular Weight 425.48

  •  MDL number MFCD14105605

  •  PubChem Substance ID 329825423

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, G,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   DMSO: 5 mg/mL (clear solution)
storage temp.   2-8°C
SMILES string   CCn1c(nc2c(ncc(OC[C@H]3CCCNC3)c12)C#CC(C)(C)O)-c4nonc4N
InChI   1S/C21H27N7O3/c1-4-28-18-15(30-12-13-6-5-9-23-10-13)11-24-14(7-8-21(2,3)29)16(18)25-20(28)17-19(22)27-31-26-17/h11,13,23,29H,4-6,9-10,12H2,1-3H3,(H2,22,27)/t13-/m0/s1
InChI key   KGPGFQWBCSZGEL-ZDUSSCGKSA-N
Gene Information   human ... AKT1(207), AKT2(208), AKT3(10000), PRKACA(5566), PRKACB(5567), PRKACG(5568), PRKCA(5578), PRKCB(5579), PRKCD(5580), PRKCE(5581), PRKCG(5582), PRKCH(5583), PRKCI(5584), PRKCQ(5588), PRKCZ(5590), PRKD1(5587), PRKD3(23683)

Description

Application

GSK690693 has been used in western blotting and immunoprecipitations.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

4-(2-(4-Amino-1,2,5-oxadiazol-3-yl)-1-ethyl-7-{[(3S)-3-piperidinylmethyl]oxy}-1H-imidazo[4,5-c]pyridin-4-yl)-2-methyl-3-butyn-2-ol/GSK690693 is a protein kinase B/AKT inhibitor. GSK690693 can prevent growth and apoptosis in acute lymphoblastic leukemia cell lines.

GSK690693 is an ATP competitive, potent pan-AKT kinase inhibitor with IC50 values of 2, 13, and 9 nM against AKT1, 2, and 3, respectively.

Features and Benefits

This compound is featured on the PKB/Akt page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

PKB/Akt

The PDK1–PKB/Akt axis represents one of the most actively researched cell signaling pathways. This protein kinase cascade is known to play a central role in mediating the actions of a range of stimul...
Keywords: Apoptosis, Atomic absorption spectroscopy, Cancer, Cell proliferation, Cell signaling, Diabetes, Gene expression, Growth factors, Inflammation, Metabolism, Myristoylations, Phosphorylations, Reversible addition-fragmentation chain transfer polymerizations

Peer-Reviewed Papers
15

References

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