A cell-permeable, chromene-fused benzopyran-embedded tetracyclic compound that selectively and directly binds to the DNA binding domain box A of high mobility group box (HMGB) proteins and blocks their post-translational phosphorylation and acetylation. Diminishes the cytoplasmic accumulation of HMGB2 in microglial cells. Blocks lipopolysaccharide (LPS)-induced nitrite release in BV-2 microglial cells, RAW 264.7 macrophages, and mouse primary microglial cultures (~50 nM to 20 µM) without inducing any toxicity. However, it is shown to be less potent in primary astrocytes. Suppresses LPS-stimulated increase in the levels of IL-6, IL-1b, NOS2, and TNFalpha genes and inhibits the nuclear translocation of NF-kappaB. Also shown to reduce LPS-induced phosphorylation of ERK, JNK, and p38 MAP kinases in microglia. Reduces neuroinflammation, neurite damage, and spinal cord demyelination in a murine model of auto-immune encephalitis (~10 mg/kg).Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.
Synonyms: HMGB Inhibitor, Inflachromene - Calbiochem; Neuroinflammatory Inhibitor, Inflachromene, HMGB2 Inhibitor, Inflachromene, 10-Hydroxy-7,7-dimethyl-2-phenyl-7,12b-dihydrochromeno[4,3-c][1,2,4]triazolo[1,2-a]pyridazine-1,3(2H,5H)-dione
Molecular Formula: C21H19N3O4
Molecular Weight: 377.39
Linear Structural Formula: C21H19N3O4
Purity: >=98% (HPLC)
Biochem Physiol Actions: Reversible: yes
Legal Information: CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Other Notes: Lee, S., et al. 2014. Nat. Chem. Biol.10, in press.