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

152613-20-2 , 1,5-Anhydro-4,6-O-benzylidene-3-deoxy-D-glucitol,
CAS:152613-20-2
C13H16O4 / 236.26
MFCD01863331

1,5-Anhydro-4,6-O-benzylidene-3-deoxy-D-glucitol

1,5-脱水-4,6-O-苄叉-3-脱氧-D-葡萄糖醇,

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 Number152613-20-2
Product Name1,5-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 FormulaC₁₃H₁₆O₄
Molecular Weight236.26
InChIInChI=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
SMILESC1C(COC2C1OC(OC2)C3=CC=CC=C3)O
Synonyms1,5-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


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