ICG-001

• CAT Number: I007251
• CAS Number: 780757-88-2
• Molecular Formula: C33H32N4O4
• Molecular Weight: 548.643
• Purity: ≥95%
• Target: Wnt signaling modulator
• Solubility: Soluble in DMSO, not in water
• Storage: 3 years -20C powder
• IUPAC Name: (6S,9aS)-N-benzyl-6-[(4-hydroxyphenyl)methyl]-8-(naphthalen-1-ylmethyl)-4,7-dioxo-3,6,9,9a-tetrahydro-2H-pyrazino[1,2-a]pyrimidine-1-carboxamide
• InChI: InChI=1S/C33H32N4O4/c38-27-15-13-23(14-16-27)19-29-32(40)35(21-26-11-6-10-25-9-4-5-12-28(25)26)22-30-36(18-17-31(39)37(29)30)33(41)34-20-24-7-2-1-3-8-24/h1-16,29-30,38H,17-22H2,(H,34,41)/t29-,30+/m0/s1
• InChIKey: HQWTUOLCGKIECB-XZWHSSHBSA-N
• SMILES: C1CN(C2CN(C(=O)C(N2C1=O)CC3=CC=C(C=C3)O)CC4=CC=CC5=CC=CC=C54)C(=O)NCC6=CC=CC=C6

ICG-001, an isomer or enantiomer of PRI-724, is a potent and selective Wnt signaling modulator. ICG-001 modulates Wnt signaling and increased the expression of genes beneficial for cardiac regeneration in epicardial cells. ICG-001 binds cAMP-responsive element binding (CREB)-binding protein (CBP) to disrupt its interaction with β-catenin and inhibit CBP function as a coactivator of Wnt/β-catenin-mediated transcription. ICG-001 induces cytotoxicity of multiple myeloma cells in Wnt-independent manner. Note: ICG-001 and PRR-724 are not the same molecule, which are enantiomer isomers. Many vendors confused them.

Reference

1:The β-catenin/CBP-antagonist ICG-001 inhibits pediatric glioma tumorigenicity in a Wnt-independent manner. Wiese M, Walther N, Diederichs C, Schill F, Monecke S, Salinas G, Sturm D, Pfister SM, Dressel R, Johnsen SA, Kramm CM.Oncotarget. 2017 Apr 18;8(16):27300-27313. doi: 10.18632/oncotarget.15934. PMID: 28460484 Free PMC Article2:Indocyanine Green-001 (ICG-001) Attenuates Wnt/β-catenin-induces Myocardial Injury Following Sepsis. Yousif NG, Hadi NR, Hassan AM.J Pharmacol Pharmacother. 2017 Jan-Mar;8(1):14-20. doi: 10.4103/jpp.JPP_153_16. PMID: 28405131 Free PMC Article3:Inhibition of collagen production by ICG-001, a small molecule inhibitor for Wnt/β-catenin signaling, in skin fibroblasts. Kim KI, Jeong DS, Yoon TJ, Jung EC, Lee JH, Kim CD.J Dermatol Sci. 2017 Apr;86(1):76-78. doi: 10.1016/j.jdermsci.2017.01.005. Epub 2017 Jan 6. No abstract available. PMID: 28094100 4:Wnt/β-catenin signaling inhibitor ICG-001 enhances pigmentation of cultured melanoma cells. Kim KI, Jeong DS, Jung EC, Lee JH, Kim CD, Yoon TJ.J Dermatol Sci. 2016 Nov;84(2):160-168. doi: 10.1016/j.jdermsci.2016.08.013. Epub 2016 Aug 20. PMID: 27567978 5:Canonical Wnt pathway inhibitor ICG-001 induces cytotoxicity of multiple myeloma cells in Wnt-independent manner. Grigson ER, Ozerova M, Pisklakova A, Liu H, Sullivan DM, Nefedova Y.PLoS One. 2015 Jan 30;10(1):e0117693. doi: 10.1371/journal.pone.0117693. eCollection 2015. PMID: 25635944 Free PMC Article6:The CREB-binding protein inhibitor ICG-001 suppresses pancreatic cancer growth. Arensman MD, Telesca D, Lay AR, Kershaw KM, Wu N, Donahue TR, Dawson DW.Mol Cancer Ther. 2014 Oct;13(10):2303-14. doi: 10.1158/1535-7163.MCT-13-1005. Epub 2014 Jul 31. PMID: 25082960 Free PMC Article7:The small molecule Wnt signaling modulator ICG-001 improves contractile function in chronically infarcted rat myocardium. Sasaki T, Hwang H, Nguyen C, Kloner RA, Kahn M.PLoS One. 2013 Sep 12;8(9):e75010. doi: 10.1371/journal.pone.0075010. eCollection 2013. PMID: 24069374 Free PMC Article8:ICG-001, a novel small molecule regulator of TCF/beta-catenin transcription. Eguchi M, Nguyen C, Lee SC, Kahn M.Med Chem. 2005 Sep;1(5):467-72. PMID: 16787331