8-Nitrotryptanthrin

• CAT Number: I004862
• CAS Number: 77603-42-0
• Molecular Formula: C12H26O6
• Molecular Weight: 266.334
• Purity: ≥95%
• Synonyms: 8-Nitrotryptanthrin
• Target: Indoleamine 2,3-Dioxygenase (IDO)
• Solubility: DMSO: ≤ 6.4 mg/mL (Need warming)
• Storage: Store at -20°C
• IC50: 0.97±0.1 μM (hIDO2)
• IUPAC Name: 1-methoxy-2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethane
• InChI: InChI=1S/C12H26O6/c1-13-3-5-15-7-9-17-11-12-18-10-8-16-6-4-14-2/h3-12H2,1-2H3
• InChIKey: DMDPGPKXQDIQQG-UHFFFAOYSA-N
• SMILES: COCCOCCOCCOCCOCCOC

8-Nitrotryptanthrin(CAT I004862) has also been shown to inhibit the activity of indoleamine 2,3-dioxygenase 2 (IDO2), an enzyme involved in tryptophan metabolism and immune regulation. By inhibiting IDO2 activity, 8-Nitrotryptanthrin can reduce the production of kynurenine, an immunosuppressive metabolite that contributes to tumor immune escape. This mechanism of action makes 8-Nitrotryptanthrin a promising candidate for cancer immunotherapy. It has been shown to enhance the antitumor immune response and inhibit tumor growth in preclinical studies. However, its clinical use is limited by its poor solubility and bioavailability

Reference

[1]. Li J, et al. Establishment of a human indoleamine 2, 3-dioxygenase 2 (hIDO2) bioassay system and discovery of tryptanthrin derivatives as potent hIDO2 inhibitors. Eur J Med Chem. 2016 Nov 10;123:171-9.
[2]. Scovill J, et al. Antitrypanosomal activities of tryptanthrins. Antimicrob Agents Chemother. 2002 Mar;46(3):882-3.
[3]. Hwang JM, et al. Design, synthesis, and structure-activity relationship studies of tryptanthrins as antitubercular agents. J Nat Prod. 2013 Mar 22;76(3):354-67.