4H-1-Benzopyran-4-one,5-(b-D-glucopyranosyloxy)-2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one,5-(b-D-glucopyranosyloxy)-2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-
• CAS No.: 23711-00-4
• Molecular Formula: C21H22 O10
• Molecular Weight: 434.4
• Mol file: 23711-00-4.mol

Synonyms:Flavanone,4',5,7-trihydroxy-, 5-b-D-glucopyranoside (8CI); Helichrysin B (6CI); (?à)-Naringenin 5-glucoside; (?à)-Naringenin 5-b-D-glucoside

Chemical Property of 4H-1-Benzopyran-4-one,5-(b-D-glucopyranosyloxy)-2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-

Chemical Property:

• Boiling Point: 824.5±65.0 °C(Predicted)
• PSA: 166.14000
• Density: 1.597±0.06 g/cm3(Predicted)
• LogP: -0.01700

Purity/Quality:

Naringenin5-β-D-Glucoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Naringenin 5-β-D-Glucoside is a flavanone natural product extracted from willow bark of salix species.

Technology Process of 4H-1-Benzopyran-4-one,5-(b-D-glucopyranosyloxy)-2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-

There total 4 articles about 4H-1-Benzopyran-4-one,5-(b-D-glucopyranosyloxy)-2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)- 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: 74.5%

UDP-glucose (133-89-1) + 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on (480-41-1) → naringenin-5-O-glucoside (23711-00-4) + 6-(C-β-D-glucopyranosyl)naringenin (3682-03-9,71963-94-5,139626-87-2)

Guidance literature:

With C-glycosyltransferase from Mangifera indica; In methanol; at 40 ℃; for 12h; pH=6.6; Enzymatic reaction;

DOI:10.1002/chem.201600411

Reference yield:

→ 5β-D-Glucosid von (+/-) Naringenin (529-41-9,19253-00-0,23711-00-4)

Guidance literature:

(+)-Naringenin-5-β-D-glucosid, (-)-Naringenin-5-β-D-glucosid/70percent wss. A.;

Reference yield:

4,2',4',6'-tetrahydroxychalcone 6'-O-β-D-glucoside (4547-85-7,72843-28-8,114612-67-8,121545-97-9,130549-92-7,138665-97-1,20565-42-8,26107-98-2,28757-26-8) → naringenin-5-O-glucoside (23711-00-4)

Guidance literature:

With sodium acetate;

upstream raw materials:

4,2',4',6'-tetrahydroxychalcone 6'-O-β-D-glucoside

UDP-glucose

5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

Downstream raw materials:

4,2',4',6'-tetrahydroxychalcone 6'-O-β-D-glucoside

phloridizin

5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

naringenin

Refernces