myricetin 3-O-beta-D-glucopyranoside

Base Information

• Chemical Name: myricetin 3-O-beta-D-glucopyranoside
• CAS No.: 19833-12-6
• Molecular Formula: C₂₁H₂₀O₁₃
• Molecular Weight: 480.382
• DSSTox Substance ID: DTXSID20941668
• Nikkaji Number: J94.570F
• Wikidata: Q27145562
• Metabolomics Workbench ID: 122865
• ChEMBL ID: CHEMBL1221722
• Mol file: 19833-12-6.mol

Synonyms:19833-12-6;myricetin 3-O-beta-D-glucopyranoside;Isomericitrin;CHEBI:75813;Myricetin 3-beta-glucoside;Myricetin 3-O-D-glucoside;myricetin 3-O-beta-D-glucoside;CHEMBL1221722;5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one;Isomyricitrin;Myricetin 3-beta-D-glucopyranoside;4H-1-Benzopyran-4-one, 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-;5,7-Dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one;MYRICETIN 3-O-GLUCOSIDE;DTXSID20941668;BDBM50004202;AKOS040760579;Q27145562;5,7-Dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-3-yl hexopyranoside;5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl beta-D-glucopyranoside

Chemical Property of myricetin 3-O-beta-D-glucopyranoside

Chemical Property:

• PSA: 230.74000
• LogP: -0.83330
• XLogP3: 0
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 4
• Exact Mass: 480.09039069
• Heavy Atom Count: 34
• Complexity: 777

Purity/Quality:

98% ^*data from raw suppliers

Myricetin3-β-Glucoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O
• Isomeric SMILES: C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• Uses: Myricetin 3-β-glucoside is an antioxidant and a related compound of Myricetin (M884100), which is a compound with?chemotherapeutic, chemopreventive, and antiangiogenic properties.

Technology Process of myricetin 3-O-beta-D-glucopyranoside

There total 3 articles about myricetin 3-O-beta-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

UDP-glucose (133-89-1) + myricetin (529-44-2) → myricetin 3-O-glucopyranoside (15648-86-9,19833-12-6)

Guidance literature:

With Glycine max (L_.) Merr_. cv. Clark His₆-UDP-glucose:flavonoid 3-O-glucosyltransferase; at 30 ℃; for 0.05h; pH=8; regiospecific reaction; aq. buffer;

DOI:10.1016/j.phytochem.2010.05.009

Reference yield:

uridine 5'-diphospho-D-galactose (2956-16-3) + myricetin (529-44-2) → myricetin 3′-glucoside (15648-86-9,19833-12-6)

Guidance literature:

With 3-O-glycosyltransferase from Scutellaria baicalensis; In aq. buffer; at 45 ℃; for 1h; pH=9; regiospecific reaction; Enzymatic reaction;

DOI:10.1021/acs.orglett.9b00524

Reference yield:

UDP-glucose (133-89-1) + myricetin (529-44-2) → myricetin 3-O-β-D-glucopyranoside (15648-86-9,19833-12-6)

Guidance literature:

With uridine diphosphate glycosyltransferase UGT₇₈D₁; In aq. buffer; at 30 ℃; for 20h; pH=7.2; regioselective reaction; Enzymatic reaction;

DOI:10.1007/s10719-012-9410-5

upstream raw materials:

UDP-glucose

myricetin

uridine 5'-diphospho-D-galactose

Downstream raw materials:

D-glucose

myricetin

Refernces

• 1、 Ren, Guangxiang,Hou, Jingli,Fang, Qinghong,Sun, Hong,Liu, Xiaoyan,Zhang, Lianwen,Wang, Peng George. "Synthesis of flavonol 3-O-glycoside by UGT78D1". . p. 425 - 432. Retrieved 2012/11/13.