Phenylalpha-D-glucoside

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Catalog No: A10GD-4345
Cas No: 4630-62-0
Properties: Mol Formula: C12H16O6, Mol Weight: 256.25
IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-phenoxyoxane-3,4,5-triol
Synonym: Phenyl alpha-D-glucoside, Phenyl a-D-glucopyranoside, PHENYLALPHA-D-GLUCOPYRANOSIDE

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Phenyl a-D-glucopyranoside

2-(Hydroxymethyl)-6-phenoxyoxane-3,4,5-triol is a natural product found in Gymnadenia conopsea with data available.

Phenyl a-D-glucopyranoside is a specific inhibitor of the enzyme ?-glucosidase. It is used to study the mechanism of carbohydrate metabolism and its role in diabetes. Phenyl a-D-glucopyranoside binds to the active site of ?-glucosidase, which prevents it from hydrolyzing ?-1,4 glycosidic bonds in carbohydrates. The compound has been shown to inhibit pancreatic ?-glucosidase activity, but not the activity of intestinal enzymes such as sucrase and maltase. Phenyl a-D-glucopyranoside also inhibits ? cells by preventing glucose release from glycogen stores, which may be due to an isotope effect. This compound can act as an acceptor for isotopes such as carbon 14 and deuterium oxide (heavy water).

CAS Number 4630-62-0
Product Name Phenyl alpha-D-glucopyranoside
IUPAC Name (2R,3S,4S,5R,6R)-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-ZIQFBCGOSA-N
SMILES C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
Synonyms Phenyl ?-D-Glucoside;
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: 4630-62-0
MDL No: MFCD00006594
Chemical Formula: C12H16O6
Molecular Weight: 256.25

References:
1. Poretz RD, Goldstein IJ, Biochemistry 1970, Vol9, No14, p2890

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 100 MG, 5 G, Other

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