Structure of IWP-2
CAS No.: 686770-61-6
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
IWP-2 is an inhibitor of porcn-mediated Wnt palmitoylation and secretion with IC50 of 27 nM.
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| CAS No. : | 686770-61-6 |
| Formula : | C22H18N4O2S3 |
| M.W : | 466.60 |
| SMILES Code : | O=C(NC1=NC2=CC=C(C)C=C2S1)CSC3=NC(CCS4)=C4C(N3C5=CC=CC=C5)=O |
| MDL No. : | MFCD12912418 |
| InChI Key : | WRKPZSMRWPJJDH-UHFFFAOYSA-N |
| Pubchem ID : | 2155128 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H302 |
| Precautionary Statements: | P280-P305+P351+P338 |
| Target |
|
In Vitro:
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Cell Line
|
Concentration | Treated Time | Description | References |
| HPAF-2 | nanomolar concentrations | 24-48 hours | Inhibition of Wnt/β-catenin reporter activity | Oncogene. 2014 Feb 13;33(7):899-908 |
| AsPC-1 | nanomolar concentrations | 24-48 hours | Inhibition of Wnt/β-catenin reporter activity | Oncogene. 2014 Feb 13;33(7):899-908 |
| Mouse peritoneal macrophages | 0.05 μM | 48 hours | IWP-2 pretreatment significantly reduces the phagocytosis of latex beads and E. coli by peritoneal macrophages. | Proc Natl Acad Sci U S A. 2012 Oct 9;109(41):16600-5 |
| RAW 264.7 macrophages | 0.05 μM | 48 hours | IWP-2 inhibits Wnt5a secretion, reduces phagocytosis and proinflammatory cytokine secretion in macrophages, and accelerates bacterial killing rate. | Proc Natl Acad Sci U S A. 2012 Oct 9;109(41):16600-5 |
| HEK293T cells | 48 hours | IWP-2 significantly inhibited Wnt signaling induced by WNT3A CM, ERG overexpression, or both. | Cancer Res. 2013 Oct 1;73(19):6068-79 | |
| LNCaP cells | 5nM | 24–72 hours | IWP-2 significantly reduced the proliferation of control and ERG-expressing LNCaP cells, likely due to its suppression of both endogenous and ERG-stimulated Wnt ligands secretion. | Cancer Res. 2013 Oct 1;73(19):6068-79 |
| H1-4iLIF hESCs | 2 μM | 3 days | Inhibition of Wnt/β-catenin signaling pathway, reducing cell proliferation | Proc Natl Acad Sci U S A. 2016 Oct 18;113(42):E6382-E6390 |
| ELF1 hESCs | 2 μM | 3 days | Inhibition of Wnt/β-catenin signaling pathway, reducing AXIN2 and TROY expression | Proc Natl Acad Sci U S A. 2016 Oct 18;113(42):E6382-E6390 |
| HT115 cells | 1 and 5 μM | Inhibition of Wnt signaling pathway resulted in dose- and time-dependent inhibition of CRC cell growth | Cell Death Dis. 2015 Jan 22;6(1):e1614 | |
| H9C2 cells | 5 μmol/L | 15 minutes | To investigate the effect of IWP-2 on hypoxia/reoxygenation injury in H9C2 cells, results showed that IWP-2 significantly increased LDH release and decreased the expressions of Wnt3a, p-GSK3β, and β-catenin. | Chin Med J (Engl). 2015 Sep 5;128(17):2346-53 |
| mouse small intestinal organoid cells | 2.5 mg/mL | 48 hours | Induced enterocyte-specific differentiation and promoted the formation of microvillus inclusions | Cell Mol Gastroenterol Hepatol. 2018 Aug 14;6(4):477-493. e1 |
| Endometrial mesenchymal stem-like cells (eMSCs) | 1.25μM | To inhibit the WNT signaling pathway and observe its effect on eMSCs clonogenicity and phenotypic expression. Results showed that IWP-2 treatment suppressed the stimulatory effects of endometrial cells on eMSCs. | Stem Cell Res Ther. 2020 Jun 17;11(1):239 | |
| Capan-1 | nanomolar concentrations | 24-48 hours | Inhibition of Wnt/β-catenin reporter activity | Oncogene. 2014 Feb 13;33(7):899-908 |
In Vivo:
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Species
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Animal Model
|
Administration | Dosage | Frequency | Description | References |
| C57BL/6 mice | Peritoneal infection model | Intraperitoneal injection | 200 μL IWP-2-liposome | Single injection at 2 hours or for 3 consecutive days | IWP-2 significantly reduces the phagocytosis of latex beads and E. coli by peritoneal macrophages, decreases the secretion of proinflammatory cytokines TNF-α and IL-6, and increases the secretion of anti-inflammatory cytokine IL-10. | Proc Natl Acad Sci U S A. 2012 Oct 9;109(41):16600-5 |
| Wistar rats | Isolated rat heart ischemia/reperfusion model | Perfusion | 10 μmol/L | 15 minutes pretreatment followed by 30 minutes ischemia and 60 minutes reperfusion | To investigate the effect of IWP-2 on ischemia/reperfusion injury in isolated rat hearts, results showed that IWP-2 significantly increased infarct size and LDH release, and decreased the expressions of Wnt3a, p-GSK3β, and β-catenin. | Chin Med J (Engl). 2015 Sep 5;128(17):2346-53 |
| Bio Calculators | ||||
| Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
|
1 mM 5 mM 10 mM |
2.14mL 0.43mL 0.21mL |
10.72mL 2.14mL 1.07mL |
21.43mL 4.29mL 2.14mL |
|
Tags: IWP-2 (GMP) | Wnt signalling pathway | cell therapy | differentiate | cardiac | hiPSCs | stem cell | reprogram | inhibitor | 686770-61-6 |
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