7-Hydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one

Base Information

• Chemical Name: 7-Hydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one
• CAS No.: 551-15-5
• Molecular Formula: C21H22O9
• Molecular Weight: 418.4
• Hs Code.: 29389090
• Wikidata: Q104977346
• Mol file: 551-15-5.mol

Synonyms:7-hydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one;Oprea1_694225;SCHEMBL13931703;SCHEMBL24209243;HMS3345A09;FT-0686655

Chemical Property of 7-Hydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one

Chemical Property:

• Vapor Pressure: 2.01E-23mmHg at 25°C
• Melting Point: 208 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.67
• Boiling Point: 746.8 °C at 760 mmHg
• PKA: 7.70±0.40(Predicted)
• Flash Point: 265.9 °C
• PSA: 145.91000
• Density: 1.529 g/cm³
• LogP: 0.27740
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 418.12638228
• Heavy Atom Count: 30
• Complexity: 593

Purity/Quality:

95%-98% ^*data from raw suppliers

Liquiritin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O
• Uses: Liquiritin is a major constituent of Glycyrrhiza Radix that has a neuroprotective effect against glutamate toxicity in DPC12 cells and may have potential for the treatment of neurodegenerative diseases.

Technology Process of 7-Hydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one

There total 2 articles about 7-Hydroxy-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one 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:

C9H10FNO → [2-(2-fluoro-phenyl)-ethyl]-methyl-amine (485404-58-8)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 2h; Heating;

DOI:10.1016/j.bmc.2008.06.009

Reference yield:

liquiritin apioside → liquiritin(sh) (551-15-5)

Guidance literature:

With ion exchange resin (Dowex 50W x 8); In methanol; for 6h; Product distribution; Ambient temperature;

DOI:10.1016/S0031-9422(00)83548-7

Reference yield: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + liquiritin(sh) (551-15-5) → 7-Methoxy-2-[4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-chroman-4-one

Guidance literature:

In methanol; diethyl ether; at 20 ℃; for 1h;

DOI:10.1248/cpb.50.788

Downstream raw materials:

β-D-glucose

7,4'-dihydroxy-dihydroflavone

liquiritigenin dimethyl ether

7-Methylliquiritigenin

Refernces

• 1、 Nakanishi, Tsutomu,Inada, Akira,Kambayashi, Kazuko,Yoneda, Kaisuke. "FLAVONOID GLYCOSIDES OF THE ROOTS OF GLYCYRRHIZA URALENSIS". . p. 339 - 342. Retrieved 2007/10/02.