SML2681
cRIPGBM
≥98% (HPLC)
Synonym(s):
1-Benzyl-3-(4-fluorobenzyl)-2-methyl-4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d]imidazol-3-ium chloride, RIPGBM proapoptic metabolite
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About This Item
Empirical Formula (Hill Notation):
C26H20ClFN2O2
CAS Number:
Molecular Weight:
446.90
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
O=C1C2=C([N+](CC3=CC=C(F)C=C3)=C(C)N2CC4=CC=CC=C4)C(C5=C1C=CC=C5)=O.[Cl-]
InChI
1S/C26H20FN2O2.ClH/c1-17-28(15-18-7-3-2-4-8-18)23-24(29(17)16-19-11-13-20(27)14-12-19)26(31)22-10-6-5-9-21(22)25(23)30;/h2-14H,15-16H2,1H3;1H/q+1;/p-1
InChI key
IHNGETPFBJHWFE-UHFFFAOYSA-M
Biochem/physiol Actions
Apoptosis inducer that binds receptor-interacting protein kinase 2 (RIPK2, RIP2) and promotes the proapoptotic RIPK2/caspase-1 complex formation.
cRIPGBM is an apoptosis inducer (GBM-1/-5/-39 EC50 = 63/95/290 nM; human neural progenitor cells (NPCs)/astrocytes/lung fibroblasts EC50 = 190/710/960 nM) that binds receptor-interacting protein kinase 2 (RIPK2, RIP2) and promotes the formation of a proapoptotic RIPK2/caspase-1 complex. Cell type-selective metabolic redox conversion of RIPGBM to cRIPGBM in glioblastoma multiforme (GBM) cancer stem cells (CSCs) form the basis of selective GBM CSCs apoptosis induction by RIPGBM over non-GBM cultures.
Storage Class
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
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