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14155-23-8, Methyl 4,6-O-benzylidene-b-D-glucopyranoside, CAS:14155-23-8

14155-23-8, Methyl 4,6-O-benzylidene-b-D-glucopyranoside,
CAS:14155-23-8
C14H18O6 / 282.289
MFCD00184635

甲基-4,6-O-苄叉-b-D-吡喃葡萄糖苷 , Methyl 4,6-O-benzylidene-b-D-glucopyranoside

Methyl 4,6-O-benzylidene-b-D-glucopyranoside is a nitro derivative of methyl b-D-glucopyranoside. The anomeric proton and the nitro group are in the same plane and on opposite sides of the molecule. This compound has been shown to be both a receptor binding agent and a gelation agent. It is used to study biological membranes because it binds to phospholipids in the cell membrane, which alters its physical properties. Methyl 4,6-O-benzylidene-b-D-glucopyranoside is also known for its ability to form hydrogen bonds with water molecules. This is due to its cavity that can accommodate one water molecule per monomer unit. The crystal structure of this compound has been determined by x ray crystallography and shows that it forms dimers through hydrogen bonding between two molecules in each dimer.

CAS Number14155-23-8
Product Name(4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
IUPAC Name(4aR,6R,7R,8R,8aS)-6-methoxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
Molecular FormulaC₁₄H₁₈O₆
Molecular Weight282.289
InChIInChI=1S/C14H18O6/c1-17-14-11(16)10(15)12-9(19-14)7-18-13(20-12)8-5-3-2-4-6-8/h2-6,9-16H,7H2,1H3/t9-,10-,11-,12-,13?,14-/m1/s1
SMILESCOC1C(C(C2C(O1)COC(O2)C3=CC=CC=C3)O)O
SynonymsMethyl 4,6-O-(Phenylmethylene)-β-D-glucopyranoside;
CAS No: 14155-23-8 MDL No: MFCD00184635 Chemical Formula: C14H18O6 Molecular Weight: 282.289
References: 1. Khan R, Patel G, Carbohydr. Res. 1990, Sep 19, 205, 211-23


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