944328-88-5

Basic information

• Product Name: QS11
• Synonyms: QS11;(2S)-2-[2-(Indan-5-yloxy)-9-(1,1'-biphenyl-4-yl)methyl)-9H-purin-6-ylamino]-3-phenyl-propan-1-ol;(betaS)-beta-[[9-([1,1'-Biphenyl]-4-ylmethyl)-2-[(2,3-dihydro-1H-inden-5-yl)oxy]-9H-purin-6-yl]amino]benzenepropanol;QS 11 (betaS)-beta-[[9-([1,1'-Biphenyl]-4-ylmethyl)-2-[(2,3-dihydro-1H-inden-5-yl)oxy]-9H-purin-6-yl]amino]benzenepropanol;(2S)-2-[2-(Indan-5-yloxy)-9-(1,1′-biphenyl-4-yl)methyl)-9H-purin-6-ylamino]-3-phenyl-propan-1-ol hydrate;QS11 hydrate;Wnt Synergist, QS11;(S)-2-((9-([1,1'-Biphenyl]-4-ylmethyl)-2-((2,3-dihydro-1H-inden-5-yl)oxy)-9H-purin-6-yl)amino)
• CAS NO: 944328-88-5
• Molecular Formula: C36H33N5O2
• Molecular Weight: 567.7
• Mol File: 944328-88-5.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 852.187 °C at 760 mmHg
• Flash Point: 469.186 °C
• Appearance: /
• Density: 1.27
• Storage Temp.: Store at +4°C
• Solubility: Soluble in DMSO
• PKA: 14.46±0.10(Predicted)
• CAS DataBase Reference: QS11(CAS DataBase Reference)
• NIST Chemistry Reference: QS11(944328-88-5)
• EPA Substance Registry System: QS11(944328-88-5)

Safety Data

• Hazardous Substances Data: 944328-88-5(Hazardous Substances Data)

Usage

Description

QS11 is an inhibitor of GTPase activating protein of ADP-ribosylation factors (ARFGAPs) that increases the activity of ARFs in NIH3T3 cells at a concentration of 1 μM. It activates Wnt/β-catenin activity in a reporter assay using HEK293 cells (EC50 = 0.5 μM) and exhibits synergy with Wnt-3a ligand-conditioned media, inducing a 200-fold increase in reporter activity compared to 40and 2-fold increases observed with Wnt-3a ligand-conditioned media alone or QS11 treatment alone, respectively. QS11 also inhibits ARFGAP1 with an EC50 value of 1.5 μM in an enzyme assay and inhibits the migration of MDA-MB-231 breast cancer cells that overexpress AMAP1, an ARFGAP essential to cellular invasiveness.

Uses

Used in Pharmaceutical Industry:
QS11 is used as a small molecule Wnt synergistic agonist for its ability to activate Wnt/β-catenin activity and exhibit synergy with Wnt-3a ligand-conditioned media, making it a potential candidate for the development of drugs targeting Wnt signaling pathways in various diseases.
Used in Cancer Research:
QS11 is used as an inhibitor of ARFGAP1, which is essential to cellular invasiveness, for its potential to inhibit the migration of MDA-MB-231 breast cancer cells that overexpress AMAP1. This property makes QS11 a promising candidate for the development of anti-cancer drugs targeting cellular invasiveness and metastasis.

in vitro

qs11 showed potent wnt synergist activity with little cytotoxicity in hek293 cells (ec50 = 0.5 μm) and human primary fibroblast cells (ec50 ≥ 10 μm). qs11 at 2.5 μm activated the super(8x)topflash reporter ~200-fold in the presence of wnt-3a conditioned medium. synergistic effect was also observed when qs11 was combined with recombinant wnt-3a protein (10–200 ng/ml) [2].

in vivo

in wnt signaling test model, embryos were injected with qs11, xwnt-8 rna or a combination of qs11and xwnt-8 rna. compared with qs11 alone and xwnt-8 rna alone, injection of a combination of xwnt-8 rna and qs11 induced significantly more full (20.9%) and partial (30.2%) double axis formation [2]..

references

[1] singh mk1, gao h1, sun w1, song z1, schmalzigaug r2, premont rt2, zhang q3. structure-activity relationship studies of qs11, a small molecule wnt synergistic agonist. bioorg med chem lett. 2015 nov 1;25(21):4838-42.[2] zhang q1, major mb, takanashi s, camp nd, nishiya n, peters ec, ginsberg mh, jian x, randazzo pa, schultz pg, moon rt, ding s. small-molecule synergist of the wnt/beta-catenin signaling pathway. proc natl acad sci u s a. 2007 may 1;104(18):7444-8. epub 2007 apr 25.