Baicalein 6-O-glucoside

Base Information

• Chemical Name: Baicalein 6-O-glucoside
• CAS No.: 28279-72-3
• Molecular Formula: C21H20O10
• Molecular Weight: 432.384
• DSSTox Substance ID: DTXSID20498465
• Nikkaji Number: J412.157K
• Wikipedia: Tetuin
• Wikidata: Q3546111
• Mol file: 28279-72-3.mol

Synonyms:Baicalein 6-O-glucoside;28279-72-3;Tetuin;5,7-dihydroxy-2-phenyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one;Baicalein 6-O-glucopyranoside;DTXSID20498465;BAicalein 6-O-|A-D-glucopyranoside;AKOS040760291;Q3546111

Chemical Property of Baicalein 6-O-glucoside

Chemical Property:

• Melting Point: 112 - 114 °C (methanol)
• PSA: 170.05000
• LogP: 0.04990
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 432.10564683
• Heavy Atom Count: 31
• Complexity: 677

Purity/Quality:

Analysis control,HPLC≥95% ^*data from raw suppliers

Baicalein6-O-glucoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)OC4C(C(C(C(O4)CO)O)O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O

Technology Process of Baicalein 6-O-glucoside

There total 6 articles about Baicalein 6-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: 80.0%

5,7-Dibenzyloxy-6-hydroxyflavon-6-O-β-D-glucopyranosid (74293-56-4) → baicalein 6-O-β-D-glucopyranoside (28279-72-3)

Guidance literature:

With hydrogen; catalytic;

Reference yield:

7-(benzyloxy)-5,6-dihydroxy-2-phenyl-4H-1-benzopyran-4-one (5928-35-8) → baicalein 6-O-β-D-glucopyranoside (28279-72-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / py / CHCl₃ / 16 h

2: 75 percent / K₂CO₃, KI / acetone / 4.5 h / Heating

3: 61 percent / 1 N NaOMe

5: 80 percent / H₂ / catalytic

With pyridine; hydrogen; sodium methylate; potassium carbonate; potassium iodide; In chloroform; acetone;

Reference yield:

6-Benzoyloxy-7-benzyloxy-5-hydroxyflavon (67047-08-9) → baicalein 6-O-β-D-glucopyranoside (28279-72-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / K₂CO₃, KI / acetone / 4.5 h / Heating

2: 61 percent / 1 N NaOMe

4: 80 percent / H₂ / catalytic

With hydrogen; sodium methylate; potassium carbonate; potassium iodide; In acetone;

upstream raw materials:

5,7-Dibenzyloxy-6-hydroxyflavon-6-O-β-D-glucopyranosid

7-(benzyloxy)-5,6-dihydroxy-2-phenyl-4H-1-benzopyran-4-one

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide

5,7-Dibenzyloxy-6-hydroxyflavon

Downstream raw materials:

5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one