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1464-44-4

1464-44-4 | β-D-Glucopyranoside, phenyl

CAS No: 1464-44-4 Catalog No: AG001DZ3 MDL No:MFCD00064089

Product Description

Catalog Number:
AG001DZ3
Chemical Name:
β-D-Glucopyranoside, phenyl
CAS Number:
1464-44-4
Molecular Formula:
C12H16O6
Molecular Weight:
256.2518
MDL Number:
MFCD00064089
IUPAC Name:
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenoxyoxane-3,4,5-triol
InChI:
InChI=1S/C12H16O6/c13-6-8-9(14)10(15)11(16)12(18-8)17-7-4-2-1-3-5-7/h1-5,8-16H,6H2/t8-,9-,10+,11-,12-/m1/s1
InChI Key:
NEZJDVYDSZTRFS-RMPHRYRLSA-N
SMILES:
OC[C@H]1O[C@@H](Oc2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
EC Number:
215-978-6
UNII:
4W3PGI3766

Properties

Complexity:
255  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0
Exact Mass:
256.095g/mol
Formal Charge:
0
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
256.254g/mol
Monoisotopic Mass:
256.095g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
99.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.9  

Literature

Title Journal
Using simple donors to drive the equilibria of glycosyltransferase-catalyzed reactions. Nature chemical biology 20111001
N-phenylglucosylamine hydrolysis: a mechanistic probe of β-glucosidase. Bioorganic chemistry 20110601
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Development and application of a screening assay for glycoside phosphorylases. Analytical biochemistry 20100601
Sugarcane ShSUT1: analysis of sucrose transport activity and inhibition by sucralose. Plant, cell & environment 20061001
Arabidopsis thaliana beta-Glucosidases BGLU45 and BGLU46 hydrolyse monolignol glucosides. Phytochemistry 20060801
Estimation of aroma glycosides of nutmeg and their changes during radiation processing. Journal of chromatography. A 20060310
Stereoselective single-step synthesis and X-ray crystallographic investigation of acetylated aryl 1,2-trans glycopyranosides and aryl 1,2-cis C2-hydroxy-glycopyranosides. Carbohydrate research 20060116
Four orders of magnitude rate increase in artificial enzyme-catalyzed aryl glycoside hydrolysis. The Journal of organic chemistry 20050902
Preparation and properties of gelatin-immobilized beta-glucosidase from Pyrococcus furiosus. Bioscience, biotechnology, and biochemistry 20050101
Synthesis, self-assembly and characterization of a new glucoside-type hydrogel having a Schiff base on the aglycon. Carbohydrate research 20040517
4-(Arylamino)phenyl alpha-D-glucopyranosides as potential anti-HIV agents. Carbohydrate research 19960318
Studies on antiviral glycosides. Synthesis and biological evaluation of various phenyl glycosides. Carbohydrate research 19780401

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