ChemicalBook--->CAS DataBase List--->701976-54-7

701976-54-7

701976-54-7 Structure

701976-54-7 Structure
IdentificationBack Directory
[Name]

SH-5
[CAS]

701976-54-7
[Synonyms]

SH-5
PIA 5
AKT INHIBITOR II
D-3-DEOXY-2-O-METHYL-MYO-INOSITOL 1-[(R)-2-METHOXY-3-(OCTADECYLOXY)PROPYL HYDROGEN PHOSPHATE]
1-Deoxy-6-O-methyl-L-chiro-inositol 5-[(2R)-2-methoxy-3-(octadecyloxy)propyl hydrogen phosphate]
L-chiro-Inositol, 1-deoxy-6-O-methyl-, 5-[(2R)-2-methoxy-3-(octadecyloxy)propyl hydrogen phosphate]
SH5 PIA5. LchiroInositol 1deoxy6Omethyl 5(2R)2methoxy3(octadecyloxy)propyl hydrogen phosphate. Akt inhibitor II
[Molecular Formula]

C29H59O10P
[MDL Number]

MFCD08703608
[MOL File]

701976-54-7.mol
[Molecular Weight]

598.75
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

DMSO: 10mg/mL
[form ]

solid
[color ]

white
Safety DataBack Directory
[WGK Germany ]

WGK 1
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

SH-5 is a potent AKT inhibitor. SH-5 potentiates the apoptosis induced by tumor necrosis factor. SH-5 blocks NF-kB activation induced by TNF-a, lipopolysaccharide (HY-D1056), phorbol ester (HY-18739), and cigarette smoke[1].
[Biological Activity]

Cell permeable: yes''Primary Target
Akt''Product does not compete with ATP.''Reversible: yes
[Enzyme inhibitor]

This phosphatidylinositol analogue (FWfree-acid = 598.76 g/mol), also known as SH-5, inhibits the proto-oncogenic serine/threonine kinase Akt (protein kinase B), inducing apoptosis. Specific inhibition of Akt by these compounds validates ligand design targeted to the PH domains of crucial signaling proteins, thus providing a unique class of possible cancer therapeutics.
[References]

[1] Sethi G, et al. SH-5, an AKT inhibitor potentiates apoptosis and inhibits invasion through the suppression of anti-apoptotic, proliferative and metastatic gene products regulated by IkappaBalpha kinase activation. Biochem Pharmacol. 2008 Dec 1;76(11):1404-16. DOI:10.1016/j.bcp.2008.05.023
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