Description
ADU-S100 ammonium salt (MIW815 ammonium salt), an activator of stimulator of interferon genes (STING), leads to potent and systemic tumor regression and immunity.
Product information
CAS Number: 1638750-96-5
Molecular Weight: 724.60
Formula: C20H30N12O10P2S2
Chemical Name: (2R, 5R, 7R, 8R, 10R, 12aR, 14R, 15R, 15aS)-7, 14-bis(6-amino-9H-purin-9-yl)-15, 16-dihydroxy-2, 10-dimercaptooctahydro-12H-5, 8-methanofuro[3, 2-l][1, 3, 6, 9, 11]pentaoxa[2, 10]diphosphacyclotetradecine 2, 10-dioxide, diammonia salt
Smiles: N.N.NC1N=CN=C2C=1N=CN2[C@@H]1O[C@@H]2CO[P@@](=O)(S)O[C@H]3[C@@H](O[C@H](CO[P@@](=O)(S)O[C@H]2[C@H]1O)C3O)N1C=NC2C1=NC=NC=2N
InChiKey: VZYXAGGQHVUTHM-WUQMEGSCSA-N
InChi: InChI=1S/C20H24N10O10P2S2.2H3N/c21-15-9-17(25-3-23-15)29(5-27-9)19-12(32)13-8(38-19)2-36-42(34,44)40-14-11(31)7(1-35-41(33,43)39-13)37-20(14)30-6-28-10-16(22)24-4-26-18(10)30;;/h3-8,11-14,19-20,31-32H,1-2H2,(H,33,43)(H,34,44)(H2,21,23,25)(H2,22,24,26);2*1H3/t7-,8-,11?,12-,13-,14-,19-,20-,41-,42-;;/m1../s1
Technical Data
Appearance: Solid Power
Purity: ≥98% (or refer to the Certificate of Analysis)
Solubility: DMSO : 15 mg/mL (20.70 mM; Need ultrasonic and warming). H2O : 7.5 mg/mL (10.35 mM; Need ultrasonic).
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis
Storage Condition: Dry, dark and -20 oC for 1 year or refer to the Certificate of Analysis.
Shelf Life: ≥12 months if stored properly.
Stock Solution Storage: 0 - 4 oC for 1 month or refer to the Certificate of Analysis.
Drug Formulation: To be determined
HS Tariff Code: 382200
How to use
In Vitro:
ADU-S100 ammonium salt has several features that improve both stability and lipophilicity, promoting significantly increased STING signaling as compared to endogenous and pathogen-derived cyclic dinucleotides (CDNs). ADU-S100 shows enhanced type I IFN production over CDA in THP-1 human monocytes. In contrast, the dithio, mixed-linkage cyclic dinucleotide (CDN) derivatives (ML RR-CDA, ML RR-S2 CDG, and ML RR-S2 cGAMP) potently activate all five hSTING alleles, including the refractory hSTINGREF and hSTINGQ alleles. ADU-S100 induces the highest expression of IFN-β and the pro-inflammatory cytokines TNF-α, IL-6, and MCP-1 on a molar equivalent basis, as compared to endogenous ML cGAMP and the TLR3 agonist poly I:C. ADU-S100 is also found to induce aggregation of STING and induce phosphorylation of TBK1 and IRF3 in mouse bone marrow macrophage (BMM). ADU-S100 induces significantly higher levels of IFN-α when compared to ML cGAMP.
In Vivo:
ADU-S100 shows higher anti-tumor control than the endogenous ML cGAMP. A dose response of the ADU-S100 compound is performed in B16 tumor-bearing mice, which identifies an optimal antitumor dose level that also elicites maximum tumor antigen-specific CD8+ T cell responses, and improves long-term survival to 50%.
Products are for research use only. Not for human use.
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