Tricin 7-O-glucoside

Base Information

• Chemical Name: Tricin 7-O-glucoside
• CAS No.: 32769-01-0
• Molecular Formula: C21H20O10
• Molecular Weight: 492.436
• Mol file: 32769-01-0.mol

Synonyms:Glucotricin;3',5'-Dimethoxytricetin 7-O-beta-D-glucopypranoside;Tricin 7-O-glucoside;2,4-DICHLORO-6-(O-CHLOROPHENOXY)-S-TRIAZINE;SCHEMBL22345059;SCHEMBL23764741;Flavone base + 3O, 2MeO, O-Hex

Chemical Property of Tricin 7-O-glucoside

Chemical Property:

• Melting Point: 244-246 °C
• Boiling Point: 819.2±65.0 °C(Predicted)
• PKA: 6.08±0.40(Predicted)
• PSA: 188.51000
• Density: 1.582±0.06 g/cm3(Predicted)
• LogP: 0.06710
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 6
• Exact Mass: 492.12677620
• Heavy Atom Count: 35
• Complexity: 762

Purity/Quality:

Analysis control,92.0% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)OC)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O
• Uses: Tricine 7-Glucoside can be used by itself or in combination with other agents against various strains of bacteria and to treat cancer.

Technology Process of Tricin 7-O-glucoside

There total 8 articles about Tricin 7-O-glucoside 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: 95.8%

5-hydroxy-2-(4-hydroxy-3,5-dimethoxy-phenyl)-7-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)chromen-4-one → tricin-7-β-D-glucopyranoside (32769-01-0)

Guidance literature:

With ammonium hydroxide; In methanol; at 20 ℃;

Reference yield:

UDP-glucose (133-89-1) + 5,7,4'trihydroxy-3',5'-dimethoxyflavone (520-32-1) → tricin-7-β-D-glucopyranoside (32769-01-0)

Guidance literature:

With recombinant flavone 7-O-glucosyltransferase; magnesium chloride; In aq. buffer; at 37 ℃; for 0.333333h; pH=7.4; regioselective reaction; Enzymatic reaction;

DOI:10.1038/s41467-017-02168-x

Reference yield:

5-benzyloxy-2-(4-benzyloxy-3,5-dimethoxy-phenyl)-7-hydroxychromen-4-one → tricin-7-β-D-glucopyranoside (32769-01-0)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrabutylammomium bromide; potassium carbonate / chloroform / 45 °C

2: palladium 10% on activated carbon; hydrogen / ethanol; ethyl acetate / 20 °C / 1500.15 Torr

3: ammonium hydroxide / methanol / 20 °C

With ammonium hydroxide; palladium 10% on activated carbon; tetrabutylammomium bromide; hydrogen; potassium carbonate; In methanol; ethanol; chloroform; ethyl acetate;

upstream raw materials:

1-(2-(benzyloxy)-6-hydroxy-4-(methoxymethoxy)phenyl)ethan-1-one

4-(benzyloxy)-3,5-dimethoxybenzaldehyde

UDP-glucose

5,7,4'trihydroxy-3',5'-dimethoxyflavone

Downstream raw materials:

D-glucose

5,7,4'trihydroxy-3',5'-dimethoxyflavone