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Merck

681671

IWP-2

≥97% (HPLC), solid, Wnt antagonist, Calbiochem

Synonym(s):

Wnt Antagonist II, IWP-2, Inhibitor of Wnt Production-2, Wnt Pathway Inhibitor II, Porcn Inhibitor I

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About This Item

Empirical Formula (Hill Notation):
C22H18N4O2S3
CAS Number:
686770-61-6
Molecular Weight:
466.60
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD04457599

Key Documents

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Product Name

Wnt Antagonist II, IWP-2, The Wnt Antagonist II, IWP-2, also referenced under CAS 686770-61-6, controls the biological activity of Wnt. This small molecule/inhibitor is primarily used for Cancer applications.

SMILES string

[s]1c2c(nc1NC(=O)CSc3[n]([c](c5c(n3)CCS5)=O)c4ccccc4)ccc(c2)C

InChI

1S/C22H18N4O2S3/c1-13-7-8-15-17(11-13)31-21(23-15)25-18(27)12-30-22-24-16-9-10-29-19(16)20(28)26(22)14-5-3-2-4-6-14/h2-8,11H,9-10,12H2,1H3,(H,23,25,27)

InChI key

WRKPZSMRWPJJDH-UHFFFAOYSA-N

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 2.5 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Related Categories

Disclaimer

Toxicity: Harmful (C)

General description

A cell-permeable benzothiazolyl-acetamide compound that inhibits the cellular Wnt processing and secretion via selective blockage of MBOAT (membrane-bound O-acyltranferase) family member Porcn- (Porcupine) mediated Wnt palmitoylation. IWP-2 does not affect Wnt/β-catenin signaling pathway in general and, unlike IWR-1-endo (Cat. No. 681669), displays no effect against Wnt-stimulated cellular responses.

Other Notes

Chen, B., et al. 2009. Nature Chem. Biol.5, 100.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jeffrey Aalders et al.
Matrix biology : journal of the International Society for Matrix Biology, 126, 14-24 (2024-01-16)
Pathogenic variants in the FBN1 gene, which encodes the extracellular matrix protein fibrillin-1, cause Marfan syndrome (MFS), which affects multiple organ systems, including the cardiovascular system. Myocardial dysfunction has been observed in a subset of patients with MFS and in
Alex Neagu et al.
Nature cell biology, 22(5), 534-545 (2020-05-06)
Following implantation, the naive pluripotent epiblast of the mouse blastocyst generates a rosette, undergoes lumenogenesis and forms the primed pluripotent egg cylinder, which is able to generate the embryonic tissues. How pluripotency progression and morphogenesis are linked and whether intermediate
Jeffrey Aalders et al.
Regenerative therapy, 27, 21-31 (2024-03-18)
Generation of cardiomyocytes from human pluripotent stem cells (hPSCs) is of high interest for disease modelling and regenerative medicine. hPSCs can provide an unlimited source of patient-specific cardiomyocytes that are otherwise difficult to obtain from individuals. Moreover, the low proliferation
Jeffrey Aalders et al.
MethodsX, 7, 101065-101065 (2020-10-03)
Three-dimensional (3D) cell culturing has several advantages over 2D cultures. 3D cell cultures more accurately mimic the in vivo environment, which is vital to obtain reliable results in disease modelling and toxicity testing. With the introduction of the Yamanaka factors
Yuan Gao et al.
Journal of pain research, 13, 1049-1058 (2020-06-18)
The upregulation of spinal NMDA receptor is a crucial mechanism in remifentanil-induced hyperalgesia (RIH). Wnt3a/β-catenin pathway plays an important role in neuropathic pain. We hypothesized that wnt3a inhibitor (iwp-2) could downregulate the expression of NR2B subunit in NMDA receptor, in
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Global Trade Item Number

SKUGTIN
681671-10MGCN04055977225198

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