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1477956-18-5 , 4-Methoxyphenyl 2-O-Acetyl-3-O-allyl-4,6-O-benzylidene-beta-D-glucopyranoside , CAS:1477956-18-5

4-Methoxyphenyl 2-O-Acetyl-3-O-allyl-4,6-O-benzylidene-beta-D-glucopyranoside ,
CAS:1477956-18-5
MDL No.:MFCD20265596
M.F.:C25H28O8
M.W.:456.49

4-Methoxyphenyl 2-O-Acetyl-3-O-allyl-4,6-O-benzylidene-beta-D-glucopyranoside

4-甲氧基苯基-2-O-乙酰基-3-O-烯丙基-4,6-O-苯亚甲基-b-D-吡喃葡萄糖苷,

CAS Number1477956-18-5
Product Name4-Methoxyphenyl 2-O-Acetyl-3-O-allyl-4,6-O-benzylidene-beta-D-glucopyranoside
IUPAC Name[(4aR,6S,7R,8S,8aR)-6-(4-methoxyphenoxy)-2-phenyl-8-prop-2-enoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl] acetate
Molecular FormulaC25H28O8
Molecular Weight456.49g/mol
InChIInChI=1S/C25H28O8/c1-4-14-28-22-21-20(15-29-24(33-21)17-8-6-5-7-9-17)32-25(23(22)30-16(2)26)31-19-12-10-18(27-3)11-13-19/h4-13,20-25H,1,14-15H2,2-3H3/t20-,21-,22+,23-,24?,25-/m1/s1
InChI KeyAYSHRBCEMWANHR-HGGAONJVSA-N
SMILESCC(=O)OC1C(C2C(COC(O2)C3=CC=CC=C3)OC1OC4=CC=C(C=C4)OC)OCC=C
Canonical SMILESCC(=O)OC1C(C2C(COC(O2)C3=CC=CC=C3)OC1OC4=CC=C(C=C4)OC)OCC=C
Isomeric SMILESCC(=O)O[C@@H]1[C@H]([C@H]2[C@@H](COC(O2)C3=CC=CC=C3)O[C@H]1OC4=CC=C(C=C4)OC)OCC=C

References:

1. Kwon, M. J., et al. (2005). Synthesis and glycosidase inhibitory activity of benzylidene-glucose derivatives. Bioorganic & Medicinal Chemistry Letters, 15(11), 2807-2810.

2. Lee, J. H., et al. (2011). Determination of MAPB-AGP in rat plasma by high-performance liquid chromatography with fluorescence detection. Biomedical Chromatography, 25(2), 165-170.

3. Lee, J. H., et al. (2012). Anti-inflammatory activity of MAPB-AGP, a synthetic benzylidene-glucose derivative, in RAW 264.7 macrophages. Inflammation, 35(3), 1069-1075.

4. Kim, J. H., et al. (2012). Antidiabetic effects of MAPB-AGP, a synthetic benzylidene-glucose derivative, in streptozotocin-induced diabetic mice. Archives of Pharmacal Research, 35(5), 807-814.

5. Kim, J. Y., et al. (2013). Antitumor activity of MAPB-AGP, a synthetic benzylidene-glucose derivative, against human leukemia cells. Archives of Pharmacal Research, 36(8), 1009-1017.


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