CAS 148717-90-2|Squalamine

Introduction:Basic information about CAS 148717-90-2|Squalamine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSqualamine
CAS Number148717-90-2Molecular Weight627.96200
Density1.13g/cm3Boiling Point/
Molecular FormulaC34H65N3O5SMelting Point/
MSDS/Flash Point/

Names

Namesqualamine

Squalamine BiologicalActivity

DescriptionSqualamine(MSI-1256) is an aminosterol compound with potent broad spectrum antiviral activity.IC50 value: Target: in vitro: squalamine can strongly displace membrane-bound cationic proteins such as Rac1, a ρ-GTPase recruited to the inner leaflet of the eukaryotic cytoplasmic membrane for the actin remodeling necessary for endocytosis. At concentrations between 20 and 60 μg/mL, squalamine has been shown to inhibit a broad array of growth factor-induced, actin-dependent responses in endothelial cells, including cell migration, cell division, and vascular tube formation in a 3D matrix [1]. Squalamine effectively inhibited HBV replication in human primary hepatocytes when added either during the initial exposure of virus to the cells or at 24 h after infection. A similar study was performed to evaluate the effect of squalamine on the replication of HDV. Squalamine was introduced at 20 μg/mL during HDV exposure, and the effects were measured at day 7 when total RNA was extracted and assayed for HDV RNA sequences [1]. in vivo: one time daily treatment with squalamine (15 or 30 mg/kg per d s.c.) was started beginning on day 1 or 2 after viral administration and continuing until day 8 or 9, respectively. Survival was monitored, and animals that remained alive by day 21 were considered cured [1].
Related CatalogSignaling Pathways >>Anti-infection >>BacterialSignaling Pathways >>Anti-infection >>HBVResearch Areas >>InfectionNatural Products >>Others
References

[1]. Zasloff M, et al. Squalamine as a broad-spectrum systemic antiviral agent with therapeutic potential. Proc Natl Acad Sci U S A. 2011 Sep 20;108(38):15978-83.

[2]. Hraiech S, et al. Antibacterial efficacy of inhaled squalamine in a rat model of chronic Pseudomonas aeruginosa pneumonia. J Antimicrob Chemother. 2012 Oct;67(10):2452-8.

[3]. Djouhri-Bouktab L, et al. Squalamine ointment for Staphylococcus aureus skin decolonization in a mouse model. J Antimicrob Chemother. 2011 Jun;66(6):1306-10.

Chemical & Physical Properties

Density1.13g/cm3
Molecular FormulaC34H65N3O5S
Molecular Weight627.96200
Exact Mass627.46400
PSA142.29000
LogP8.11610
Index of Refraction1.548
InChIKeyUIRKNQLZZXALBI-MSVGPLKSSA-N
SMILESCC(C)C(CCC(C)C1CCC2C3C(O)CC4CC(NCCCNCCCCN)CCC4(C)C3CCC12C)OS(=O)(=O)O
Storage condition-20°C
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