Skip to Content
Merck
CN

SML4208

STING agonist C53

≥98% (HPLC), powder, STING agonist

Synonym(s):

1-[(2-Chloro-6-fluorophenyl)methyl]-2,3-dihydro-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]-1H-indole-6-carboxamide, hSTING agonist C53, C53

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C25H19ClF4N2O2
CAS Number:
Molecular Weight:
490.88
MDL number:
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


Quality Segment

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

O=C(C1=CC=C2C(N(CC3=C(Cl)C=CC=C3F)C(C2(C)C)=O)=C1)NCC4=C(F)C=C(F)C=C4F

Application

STING agonist C53 may be used: in promoting STING activation by binding to cryptic pocket in its transmembrane domain, enhancing oligomerization, immune signaling and in antitumor response.

Biochem/physiol Actions

STING agonist C53 (Compound 53), is a potent STING agonist with an EC50 of 185 nM for human STING activation. C53 modestly promotes STING oligomerization by binding to the transmembrane domain (TMD), acting orthogonally to cGAMP, which binds to the ligand-binding domain (LBD). In combination with cGAMP, C53 enhances STING activation (EC50 of 100 nM) and further promotes oligomerization, leading to stronger phosphorylation of STING, TANK-binding kinase 1 (TBK1), and interferon regulatory factor 3 (IRF3) than either compound alone. Uniquely, C53 also inhibits STING′s proton channel activity in the Golgi, blocking processes such as microtubule-associated protein 1A/1B light chain 3 beta (LC3B) lipidation and nucleotide-binding domain, leucine-rich–containing family, pyrin domain–containing-3 (NLRP3) inflammasome activation, while preserving its ability to induce interferon production. Although C53 activates human STING efficiently, it is inactive against mouse STING. In in vivo studies, C53 induces cytokine production and dendritic cell maturation, with increased expression of activation markers CD86 and CD83.


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library