Phenylethylbeta-D-glucopyranoside

Natural product derived from plant source. 2-Phenylethyl beta-D-glucopyranoside belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. 2-Phenylethyl beta-D-glucopyranoside exists as a solid, soluble (in water), and a very weakly acidic compound (based on its pKa). Within the cell, 2-phenylethyl beta-D-glucopyranoside is primarily located in the cytoplasm. Outside of the human body, 2-phenylethyl beta-D-glucopyranoside can be found in alcoholic beverages, fruits, green vegetables, and herbs and spices. This makes 2-phenylethyl beta-D-glucopyranoside a potential biomarker for the consumption of these food products. Phenylethyl-beta-D-glucopyranoside is a phenolic compound that is found in plants such as Echinacea. Phenylethyl-beta-D-glucopyranoside has been shown to inhibit tumor cell proliferation by increasing the levels of enzyme catalysis and enzyme activity, and decreasing the levels of protocatechuic acid. This compound also inhibits fatty acid synthesis, which may be due to its ability to inhibit the production of 4-hydroxycinnamic acid via inhibition of the enzyme acyl coenzyme A:cholesterol acyltransferase. The cyanobacterial strain Synechococcus elongatus PCC 7942 was found to produce phenylethyl glucoside, an iridoid glucoside with high cytotoxic activity against human tumor cells. CAS Number 18997-54-1 Product Name Phenylethyl beta-D-glucopyranoside IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(2-phenylethoxy)oxane-3,4,5-triol Molecular Formula C14H20O6 Molecular Weight 284.3 g/mol InChI InChI=1S/C14H20O6/c15-8-10-11(16)12(17)13(18)14(20-10)19-7-6-9-4-2-1-3-5-9/h1-5,10-18H,6-8H2/t10-,11-,12+,13-,14-/m1/s1 InChI Key MLRIJUWUQTVDQE-RKQHYHRCSA-N SMILES C1=CC=C(C=C1)CCOC2C(C(C(C(O2)CO)O)O)O Synonyms 2-Phenylethyl-?-D-glucopyranoside; 2-Phenylethyl O-?-D-Glucopyranoside; 2-Phenylethyl ?-D-Glucopyranoside; 2-Phenylethyl ?-D-Glucoside; Phenethyl ?-D-Glucopyranoside; Phenethyl ?-D-Glucoside; Phenylethyl 2-Glucoside; Phenylethyl ?-D-Glucopyranoside; Canonical SMILES C1=CC=C(C=C1)CCOC2C(C(C(C(O2)CO)O)O)O Isomeric SMILES C1=CC=C(C=C1)CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O COA: Product name : Phenylethyl ?-D-glucopyranoside CAS : 18997-54-1 F .M. : C 14 H 20 O 6 F .W. : 284.31 Batch No :20121109 Quantity : 35g Items Standards Results Appearance White crystalline power Positive Solubility Soluble in water and almost insoluble in ether Complies Appearance of solution Dissolve0.5 gin 10 ml of water, and the solution should be clear Complies MS and NMR Should comply Complies Identification IR and HPLC Positive TLC Should be one spot one spot Assay by HPLC Min. 98% 98.2%