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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