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18997-54-1, Phenylethyl β-D-glucopyranoside, CAS:18997-54-1

18997-54-1, Phenylethyl β-D-glucopyranoside, CAS:18997-54-1
C14H20O6 / 284.31
MFCD04972099

苯乙基-β-D-葡糖苷 ,  Phenylethyl β-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 Number18997-54-1
Product NamePhenylethyl beta-D-glucopyranoside
IUPAC Name(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(2-phenylethoxy)oxane-3,4,5-triol
Molecular FormulaC14H20O6
Molecular Weight284.3 g/mol
InChIInChI=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 KeyMLRIJUWUQTVDQE-RKQHYHRCSA-N
SMILESC1=CC=C(C=C1)CCOC2C(C(C(C(O2)CO)O)O)O
Synonyms2-Phenylethyl-β-D-glucopyranoside; 2-Phenylethyl O-β-D-Glucopyranoside; 2-Phenylethyl β-D-Glucopyranoside; 2-Phenylethyl β-D-Glucoside; Phenethyl β-D-Glucopyranoside; Phenethyl β-D-Glucoside; Phenylethyl 2-Glucoside; Phenylethyl β-D-Glucopyranoside;
Canonical SMILESC1=CC=C(C=C1)CCOC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILESC1=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 β-D-glucopyranoside                      CAS:18997-54-1   

 F.M.: C14H20O6           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%


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