Skip to Content
MilliporeSigma

292710

Phenyl β-D-glucopyranoside

≥95.0%

Synonym(s):

Phenyl beta-D-glucoside

Slide 1 of 2
Sign In to View Organizational & Contract Pricing.

Select a Size

5 G

$110.00

25 G

$309.00

$110.00

Check Cart for Availability
Request a Bulk Order
Ships Every 4 weeks

About This Item

Empirical Formula (Hill Notation):
C12H16O6
CAS Number:
1464-44-4
Molecular Weight:
256.25
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
24857607
EC Number:
215-978-6
Beilstein/REAXYS Number:
87517
MDL number:
MFCD00064089

Key Documents

View All Documentation

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

NEZJDVYDSZTRFS-RMPHRYRLSA-N

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

SMILES string

OC[C@H]1O[C@@H](Oc2ccccc2)[C@H](O)[C@@H](O)[C@@H]1O

assay

≥95.0%

form

powder

optical activity

[α]25/D −70°, c = 1 in H2O

mp

176-178 °C (lit.)

Quality Level

100

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
66940B7877M0779
Phenyl β-D-glucopyranoside ≥95.0%

Sigma-Aldrich

292710

Phenyl β-D-glucopyranoside

Methyl α-D-glucopyranoside ≥99.0%, suitable for microbiology

Millipore

66940

Methyl α-D-glucopyranoside

6-Bromo-2-naphthyl β-D-glucopyranoside ≥99% (TLC)

Sigma-Aldrich

B7877

6-Bromo-2-naphthyl β-D-glucopyranoside

Methyl β-D-glucopyranoside ≥99% (HPLC and GC)

Sigma-Aldrich

M0779

Methyl β-D-glucopyranoside

assay

≥95.0%

assay

≥99.0% (sum of enantiomers, HPLC)

assay

≥99% (TLC)

assay

≥99% (HPLC and GC)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

crystalline powder

form

powder

form

powder

mp

176-178 °C (lit.)

mp

165-169 °C

mp

-

mp

111-113  °C

optical activity

[α]25/D −70°, c = 1 in H2O

optical activity

[α]20/D +157±3°, c = 10% in H2O

optical activity

-

optical activity

[α]/D -36 to -34 °, c = 4% (w/v) in water

Application

Phenyl β-D-glucopyranoside can be used:
  • As a starting material for the synthesis of various derivatives of β-D-glucopyranosides with potential application as anti-HIV agents.[1]
  • As a model for glycosides in the gas phase for their spectroscopic investigation.[2]
  • As an internal standard in GC and GC-MS quantitative analyses.[3]

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCZ9145
MKCW8249
MKCT0481
MKCR7453
MKCP5656

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Chunyan Bao et al.
Carbohydrate research, 339(7), 1311-1316 (2004-04-29)
A new hydrogel based on a substituted phenyl glucoside with a Schiff base in the aglycon was synthesized, and the self-assembling characteristics was studied. FTIR spectra, UV-vis absorption spectra and X-ray diffraction (XRD) revealed that pi-pi interactions between the Schiff
Ying Na et al.
Bioorganic chemistry, 39(3), 111-113 (2011-03-26)
The spontaneous hydrolysis of glycosylamines, where the aglycone is either a primary amine or ammonia, is over a hundred million-times faster than that of O- or S-glycosides. The reason for this (as pointed out by Capon and Connett in 1965)
Udayanath Aich et al.
Carbohydrate research, 341(1), 19-28 (2005-11-26)
Reported is an attractive and environmentally friendly method for the synthesis of the title compounds in moderate yield using inexpensive 1,2,3,4,6-penta-O-acetyl-beta-D-gluco- and galactopyranoses as sugar donors, five different phenols as acceptors and H-beta zeolite as the catalyst. The yield (23-28%)
V T Edwards et al.
Xenobiotica; the fate of foreign compounds in biological systems, 16(9), 801-807 (1986-09-01)
The metabolic fates of 14C-phenol and its model plant conjugates 14C-phenyl glucoside and 14C-phenyl 6-O-malonyl-glucoside have been compared following equimolar oral dosing to rats (1.2 mg phenol/kg). Rapid excretion of radioactivity in the urine (at least 80% within 24 h)
4-(Arylamino)phenyl alpha-D-glucopyranosides as potential anti-HIV agents.
J C Briggs et al.
Carbohydrate research, 282(2), 293-298 (1996-03-18)
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service