148717-90-2
Chemical Structure
Squalamine
Synonym(s): MSI-1256; ENT-01 free acid
- CAS No.: 148717-90-2
- Formula:C34H65N3O5S
- Molecular Weight:627.96
IUPAC Name: (3R,6R)-6-((3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-((3-((4-aminobutyl)amino)propyl)amino)-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methylheptan-3-yl hydrogen sulfate
InChIKey: UIRKNQLZZXALBI-MSVGPLKSSA-N
SMILES: C[C@@]12[C@](C[C@@H](O)[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@@H](CC[C@H](C(C)C)OS(=O)(O)=O)C)([H])C[C@@H](NCCCNCCCCN)CC1
Biological Activity: Squalamine (MSI-1256) is an aminosterol compound with broad-spectrum antiviral activity. Squalamine makes cells less conducive to certain viral replication by altering the electrostatic interactions in the inner membrane of host cells. Squalamine also has antibacterial and antitumor activities. Squalamine has broad-spectrum antibacterial activity against Gram-negative and Gram-positive bacteria, fungi and protozoa. Squalamine inhibits tumor-related angiogenesis and the growth of human breast cancer cells. Squalamine restores the function of enteric nervous system in Parkinson,s disease mouse models[1][2][3][4][5].
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Squalamine | 98.38% | Squalamine (MSI-1256) is an aminosterol compound with broad-spectrum antiviral activity. Squalamine makes cells less conducive to certain viral replication by altering the electrostatic interactions in the inner membrane of host cells. Squalamine also has antibacterial and antitumor activities. Squalamine has broad-spectrum antibacterial activity against Gram-negative and Gram-positive bacteria, fungi and protozoa. Squalamine inhibits tumor-related angiogenesis and the growth of human breast cancer cells. Squalamine restores the function of enteric nervous system in Parkinson,s disease mouse models. | ||||||||||||||||||||
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- [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. [Content Brief]
- [2]. Márquez-Garbán DC, et al. Squalamine blocks tumor-associated angiogenesis and growth of human breast cancer cells with or without HER-2/neu overexpression. Cancer Lett. 2019 May 1;449:66-75. [Content Brief]
- [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. [Content Brief]
- [4]. West CL, et al. Squalamine Restores the Function of the Enteric Nervous System in Mouse Models of Parkinson's Disease. J Parkinsons Dis. 2020;10(4):1477-1491. [Content Brief]
- [5]. Moore KS, et al. Squalamine: an aminosterol antibiotic from the shark. Proc Natl Acad Sci U S A. 1993 Feb 15;90(4):1354-8. [Content Brief]
Keywords
