1, 5-Anhydro-4, 6-O-benzylidene-3-deoxy-D-glucitol, CAS:152613-20-2

1,5-Anhydro-4,6-O-benzylidene-3-deoxy-D-glucitol (1,5BPG) is a form compound that is conformationally restricted to the chair conformation. It has inhibitory activity against human macrophages and low activity against thp-1 cells. The 1,5BPG inhibits the activation of Nlrp3 and induces apoptosis in macrophages. These effects are mediated through binding to the hydroxyl group of C2 on the glucose moiety of 1,5BPG. The 1,5BPG also has high activity against marrow derived macrophages. This is due to its ability to inhibit the synthesis of phosphatidic acid and other lipids in these cells. CAS Number 152613-20-2 Product Name 1,5-Anhydro-4,6-O-benzylidene-3-deoxy-D-glucitol IUPAC Name (4aR,7R,8aS)-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-ol Molecular Formula C??H??O? Molecular Weight 236.26 InChI InChI=1S/C13H16O4/c14-10-6-11-12(15-7-10)8-16-13(17-11)9-4-2-1-3-5-9/h1-5,10-14H,6-8H2/t10-,11+,12-,13?/m1/s1 SMILES C1C(COC2C1OC(OC2)C3=CC=CC=C3)O Synonyms 1,5-Anhydro-3-deoxy-4,6-O-(phenylmethylene)-D-ribo-hexitol; CAS No: 152613-20-2 Synonyms: 1,5-Anhydro-4,6-O-benzylidene-3-deoxy-D-ribo-hexitol MDL No: MFCD01863331 Chemical Formula: C13H16O4 Molecular Weight: 236.26 References: 1. Boudoub V, Kerremans L, De Bouvere B, et al., Nucleic Acids Res. 27, 6, p14502. Verheggen I, et al., J. Med. Chem. 1993, 36, p2033