WIKI4, Wnt/ beta catenin inhibitor

Key facts

CAS number

838818-26-1

Purity

>98%

Form

Solid

form

Molecular weight

521.6 Da

Molecular formula

C₂₉H₂₃N₅O₃S

PubChem

2984337

Nature

Synthetic

Solubility

Soluble in DMSO to 20 mM

Biochemical name

2-[3-[[4-(4-Methoxyphenyl)-5-pyridin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propyl]benzo[de]isoquinoline-1,3-dione

Biological description

WIKI-4 is a potent inhibitor of Wnt/β-catenin signaling EC₅₀ ~ 75 nM (in all cell lines tested including DLD1 colorectal cancer cells, NALM6 B cells, U-2 OS osteosarcoma cells, and hESCs); inhibits auto-ADP-ribosylation of tankyrase 2 (TNKS2) (IC₅₀ ~15 nM). Also a potent and selective inhibitor of TNKS1 and TNKS2 (IC₅₀s = 26 and 15 nM, respectively). It has little or no effect on related polymerases or transferases at 10 μM. Through its effects on TNKS2, WIKI4 prevents AXIN ubiquitinylation and degradation, blocking signaling through the Wnt/β-​catenin pathway. WIKI4 inhibits the expression of β-​catenin target genes and cellular responses to Wnt/β-​catenin signaling in both cancer cell lines and embryonic stem cells

Canonical smiles

COC1=CC=C(C=C1)N2C(=NN=C2SCCCN3C(=O)C4=CC=CC5=C4C(=CC=C5)C3=O)C6=CC=NC=C6

InChi

InChI=1S/C29H23N5O3S/c1-37-22-11-9-21(10-12-22)34-26(20-13-15-30-16-14-20)31-32-29(34)38-18-4-17-33-27(35)23-7-2-5-19-6-3-8-24(25(19)23)28(33)36/h2-3,5-16H,4,17-18H2,1H3

InChiKey

RNUXIZKXJOGYQP-UHFFFAOYSA-N

IUPAC Name

2-[3-[[4-(4-methoxyphenyl)-5-pyridin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propyl]benzo[de]isoquinoline-1,3-dione