Glycitin

Base Information

• Chemical Name: Glycitin
• CAS No.: 40246-10-4
• Molecular Formula: C22H22O10
• Molecular Weight: 446.411
• Hs Code.: 29389090
• UNII: G2S44P62XC
• DSSTox Substance ID: DTXSID80193227
• Nikkaji Number: J396.591K
• Wikipedia: Glycitin
• Wikidata: Q27149383
• Metabolomics Workbench ID: 22234
• Mol file: 40246-10-4.mol

Synonyms:glycitein 7-O-glucoside;glycitin

Chemical Property of Glycitin

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 1.07E-23mmHg at 25°C
• Melting Point: 210 °C
• Refractive Index: 1.674
• Boiling Point: 751.1 °C at 760 mmHg
• PKA: 9.62±0.30(Predicted)
• Flash Point: 264.1 °C
• PSA: 159.05000
• Density: 1.545 g/cm³
• LogP: 0.35290
• Storage Temp.: Store at -20
• Solubility.: DMSO (Slightly, Sonicated), Methanol (Slightly, Heated)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 446.12129689
• Heavy Atom Count: 32
• Complexity: 690

Purity/Quality:

NLT 98% ^*data from raw suppliers

Glycitin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
• Isomeric SMILES: COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• Uses: A derivative of Glycitein. Inhibitor A metabolite of isoflavone derivatives. A metabolite of isoflavone derivatives. A derivative of Glycitein. Inhibitor.

Technology Process of Glycitin

There total 11 articles about Glycitin 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: 94.0%

4'-O-hexanoylglycitein-7-yl 2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranoside (1105697-69-5) → glycitin (40246-10-4)

Guidance literature:

With water; potassium carbonate; In tetrahydrofuran; methanol; at 40 ℃; for 5h; Inert atmosphere;

DOI:10.1002/ejoc.200800803

Reference yield: 70.0%

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-(4-hydroxy-phenyl)-6-methoxy-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-3-yl ester (182284-73-7) → glycitin (40246-10-4)

Guidance literature:

With sodium methylate; for 0.333333h; Heating;

Reference yield: 5.0%

glycitein (40957-83-3) + D-glucose (50-99-7) → glycitein 4'-O-β-D-glucoside (1237605-01-4) + glycitin (40246-10-4)

Guidance literature:

With Lactobacillus delbrueckii subsp. bulgaricus; In water; at 30 ℃; for 120h; Culture medium; Microbiological reaction; Enzymatic reaction;

DOI:10.3390/molecules15085153

upstream raw materials:

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-(4-hydroxy-phenyl)-6-methoxy-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-3-yl ester

glycitein

1-(2,4-Dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)-3,3-dimethoxy-1-propanone

2,4-Dibenzyloxy-5-methoxyacetophenone

Downstream raw materials:

glycitein

glycitein 7-O-β-maltoside

glycitein 7-O-β-maltotrioside

Refernces

• 1、 Shimoda, Kei,Hamada, Hiroki. "Synthesis of β-maltooligosaccharides of glycitein and daidzein and their anti-oxidant and anti-allergic activities". experimental part. p. 5153 - 5161. Retrieved 2011/02/21.
• 2、 -. "METHOD FOR PURIFYING AND SEPARATING SOY ISOFLAVONES". Page 9-10. . Retrieved 2008/06/13.