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1464-44-4, Phenyl-beta-D-glucopyranoside, CAS: 1464-44-4

1464-44-4, Phenyl-beta-D-glucopyranoside,
CAS: 1464-44-4
C12H16O6 / 256.25
MFCD00064089

苯基-BETA-D-吡喃葡萄糖苷, henyl b-D-glucopyranoside

Phenyl b-D-glucopyranoside is a natural compound that is found in various plants. It inhibits the binding of an inhibitor to its substrate molecule by forming a covalent bond with the inhibitor through an ester linkage. Phenyl b-D-glucopyranoside has been shown to inhibit glucose transport and histochemical staining in rat liver tissues and has been used to study autoimmune diseases. Phenyl b-D-glucopyranoside is also used as a monoclonal antibody substrate molecule for tissue culture experiments. The analytical method for determining phenyl b-D-glucopyranoside's molecular weight is based on the ph of hydrolysis, which is optimum at pH 7.0.

CAS Number1464-44-4
Product NamePhenyl beta-D-glucopyranoside
IUPAC Name(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenoxyoxane-3,4,5-triol
Molecular FormulaC12H16O6
Molecular Weight256.25 g/mol
InChIInChI=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 KeyNEZJDVYDSZTRFS-RMPHRYRLSA-N
SMILESC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
Synonymsphenyl beta-D-glucopyranoside, phenyl-beta-glucoside, phenylglucoside, phenylglucoside, (alpha-(D))-isomer, phenylglucoside, (alpha-(L))-isomer
Canonical SMILESC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILESC1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O


CAS No: 1464-44-4 MDL No: MFCD00064089 Chemical Formula: C12H16O6 Molecular Weight: 256.25

COA:

Product name: Phenyl-beta-D-glucopyranoside                    CAS: 1464-44-4

M.F.: C12H16O6                                                                      M.W.: 256.25         

Items

Standards

Results

Appearance

White crystal powder

Complies

Solubility

Soluble in hot water,

insoluble in ether

Complies

Identification

IR and HPLC

Complies

Melting point

170  ~  175 °C

172 ~174 

Specific rotation

( [α]20/D, in H2O)

-70o  ~  -74o

-72.5o

Any other impurity

Max. 0.5%

Complies

Total impurity

Max. 2%

Complies

Heavy metal

Max. 20ppm

Complies

Residue on ignition

Max. 0.5%

0.1%

TLC

One spot

One spot

Assay by HPLC

Min. 98%

98.7%

References:

1. Joniak D, Polakova M, J. Serb. Chem. Soc. 2001, Vol66, p81-86

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