I0536

IWP-2

≥98% (HPLC), powder, Wnt antagonist

• Synonym(s): N-(6-Methyl-2-benzothiazolyl)-2-[(3,4,6,7-tetrahydro-4-oxo-3-phenylthieno[3,2-d]pyrimidin-2-yl)thio]-acetamide
• Empirical Formula (Hill Notation): C₂₂H₁₈N₄O₂S₃
• CAS Number: 686770-61-6
• Molecular Weight: 466.60
• MDL number: MFCD04457599
• UNSPSC Code: 12352202
• PubChem Substance ID: 329815312
• NACRES: NA.77

Properties

• product name: IWP-2, ≥98% (HPLC)
• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• solubility: DMSO: 2 mg/mL, clear (warmed)
• storage temp.: room temp
• SMILES string: Cc1ccc2nc(NC(=O)CSC3=NC4=C(SCC4)C(=O)N3c5ccccc5)sc2c1
• 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

Description

Application

IWP-2 has been used to treat the cell lines L-Wnt-3a and L-Wnt-5a, to demonstrate the inhibitory effect of IWP-2. It has also been used as a Wnt signaling inhibitor to treat WT and Gja1Jrt/+ stromal cells to confirm that, theWnt/β-catenin signaling pathway pathway was not involved in the increased marker expression by Gja1Jrt/+ osteoblasts.

Biochem/physiol Actions

IWP-2 is an inactivator of Porcn function; inhibitor of Wnt production. Wnt/b-catenin (‘canonical′) pathway maintains transcriptional programs that enable stem cells to remain multipotent. Hyperactivation of the Wnt/b-catenin pathway leads to disease stage. IWP-2 inhibits Wnt production. It appears that IWP inactivates Porcn function either by directly inhibiting the Porcn active site or by modulating the function of a Porcn regulator. Porcn is a member of the membrane-bound O-acyltransferase (MBOAT) family, which adds a palmitoyl group to Wnt proteins that is essential to their signaling ability and is required for Wnt secretion. IWP-2 is useful in both regenerative medicine and anticancer efforts.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable