Myricetin 3-galactoside

Base Information

• Chemical Name: Myricetin 3-galactoside
• CAS No.: 15648-86-9
• Deprecated CAS: 51447-85-9,28454-80-0,39049-12-2,354817-05-3
• Molecular Formula: C₂₁H₂₀O₁₃
• Molecular Weight: 480.382
• DSSTox Substance ID: DTXSID30166087
• Nikkaji Number: J386.585A
• Wikidata: Q27145564
• Metabolomics Workbench ID: 46498
• ChEMBL ID: CHEMBL462244
• Mol file: 15648-86-9.mol

Synonyms:Myricetin 3-O-galactoside;15648-86-9;Myricetin 3-galactoside;Myricetin 3-O-beta-D-galactopyranoside;myricetin-3-galactoside;CHEBI:75815;5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one;Myricetin3-O-galactoside;CHEMBL462244;MEGxp0_000183;SCHEMBL2290443;ACon1_001299;DTXSID30166087;myricetin-3-O-beta-D-galactoside;HY-N3220;AKOS032948879;MS-28930;Gmelinoside I;CS-0023623;BRD-K34010557-001-01-9;Q27145564;Myricetin 3-O-beta-D-Galactopyranoside, >=85% (LC/MS-ELSD);5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl beta-D-galactopyranoside;4H-1-Benzopyran-4-one, 3-(beta-D-galactopyranosyloxy)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-;5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one

Chemical Property of Myricetin 3-galactoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 196-198 °C
• Boiling Point: 957.8°C at 760 mmHg
• PKA: 6.16±0.40(Predicted)
• Flash Point: 334.9°C
• PSA: 230.74000
• Density: 1.96g/cm³
• LogP: -0.83330
• Storage Temp.: ?20°C
• 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

Myricetin 3-O-β-D-Galactopyranoside ≥85% (LC/MS-ELSD) ^*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

Technology Process of Myricetin 3-galactoside

There total 3 articles about Myricetin 3-galactoside 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:

myricetin

D-glucose

Refernces

• 1、 Wang, Zilong,Wang, Shuang,Xu, Zheng,Li, Mingwei,Chen, Kuan,Zhang, Yaqun,Hu, Zhimin,Zhang, Meng,Zhang, Zhiyong,Qiao, Xue,Ye, Min. "Highly Promiscuous Flavonoid 3- O-Glycosyltransferase from Scutellaria baicalensis". supporting information. p. 2241 - 2245. Retrieved 2019/03/19.