ChemicalBook--->CAS DataBase List--->944328-88-5

944328-88-5

944328-88-5 Structure

944328-88-5 Structure
IdentificationBack Directory
[Name]

QS11
[CAS]

944328-88-5
[Synonyms]

QS11
CS-346
BML-WN117
QS11 hydrate
QS11;BML-WN117
Wnt Synergist, QS11
Wnt Synergist, QS11 - CAS 944328-88-5 - Calbiochem
(S)-2-((9-([1,1'-Biphenyl]-4-ylmethyl)-2-((2,3-dihydro-1H-inden-5-yl)oxy)-9H-purin-6-yl)amino)
(2S)-2-[2-(Indan-5-yloxy)-9-(1,1'-biphenyl-4-yl)methyl)-9H-purin-6-ylamino]-3-phenyl-propan-1-ol
(2S)-2-[2-(Indan-5-yloxy)-9-(1,1′-biphenyl-4-yl)methyl)-9H-purin-6-ylamino]-3-phenyl-propan-1-ol hydrate
(S)-2-((9-([1,1'-Biphenyl]-4-ylmethyl)-2-((2,3-dihydro-1H-inden-5-yl)oxy)-9H-purin-6-yl)amino)-3-phenylpropan-1-ol
Benzenepropanol, β-[[9-([1,1'-biphenyl]-4-ylmethyl)-2-[(2,3-dihydro-1H-inden-5-yl)oxy]-9H-purin-6-yl]amino]-, (βS)-
(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
[Molecular Formula]

C36H33N5O2
[MDL Number]

MFCD12912439
[MOL File]

944328-88-5.mol
[Molecular Weight]

567.69
Chemical PropertiesBack Directory
[Boiling point ]

852.2±75.0 °C(Predicted)
[density ]

1.27
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

Soluble in DMSO
[form ]

Pale amber solid
[pka]

14.46±0.10(Predicted)
Hazard InformationBack Directory
[Description]

QS11 is an inhibitor of GTPase activating protein of ADP-ribosylation factors (ARFGAPs) that increases 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). QS11 exhibits synergy with Wnt-3a ligand-conditioned media, inducing a 200-fold increase in reporter activity compared to 40- and 2-fold increases observed with Wnt-3a ligand-conditioned media alone or QS11 treatment alone, respectively. It 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]

QS 11 is a small molecule Wnt synergistic agonist.
[Definition]

ChEBI: (2S)-2-[[2-(2,3-dihydro-1H-inden-5-yloxy)-9-[(4-phenylphenyl)methyl]-6-purinyl]amino]-3-phenyl-1-propanol is a member of biphenyls.
[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]..
[storage]

Store at +4°C
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

QS11(944328-88-5)1HNMR
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