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Chemical Structure| 686770-61-6 Chemical Structure| 686770-61-6

Structure of IWP-2
CAS No.: 686770-61-6

Chemical Structure| 686770-61-6

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IWP-2 is an inhibitor of porcn-mediated Wnt palmitoylation and secretion with IC50 of 27 nM.

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Product Details of IWP-2

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

Safety of IWP-2

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Isoform Comparison

Biological Activity

Target
  • CK1

    M82FCK1δ, IC50:40 nM

In Vitro:

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:

Species
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

Protocol

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

References

 

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