1464-44-4, Phenyl-beta-D-glucopyranoside, 
CAS: 1464-44-4
C12H16O6 / 256.25
MFCD00064089
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 Number | 1464-44-4 | 
| Product Name | Phenyl beta-D-glucopyranoside | 
| IUPAC Name | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenoxyoxane-3,4,5-triol | 
| Molecular Formula | C12H16O6 | 
| Molecular Weight | 256.25 g/mol | 
| 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 | C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O | 
| Synonyms | phenyl beta-D-glucopyranoside, phenyl-beta-glucoside, phenylglucoside, phenylglucoside, (alpha-(D))-isomer, phenylglucoside, (alpha-(L))-isomer | 
| Canonical SMILES | C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O | 
| Isomeric SMILES | C1=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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