2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one

Base Information

• Chemical Name: 2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one
• CAS No.: 861691-37-4
• Molecular Formula: C₂₇H₃₀O₁₆
• Molecular Weight: 610.526
• Mol file: 861691-37-4.mol

Synonyms:2"-O-beta-L-galactopyranosylorientin;

Chemical Property of 2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one

Chemical Property:

• Melting Point: 218-220℃
• Boiling Point: 988.9±65.0 °C(Predicted)
• PKA: 6.19±0.40(Predicted)
• PSA: 280.43000
• Density: 1.87
• LogP: -2.37850

Purity/Quality:

≥98% ^*data from raw suppliers

2"-O-beta-L-galactopyranosylorientin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one

There total 3 articles about 2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-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: 77.8%

uridine 5'-diphospho-D-galactose (2956-16-3) + Luteolin-8-C-glucoside (7480-94-6,28608-75-5) → orientin-2-O-β-D-galactopyranoside (1377947-82-4,861691-37-4)

Guidance literature:

With pET28a-(C-glycosyltransferase TcCGT1-2″-O-galactosyltransferase TcOGT4) fusion protein in E.coli BL21(DE3); In aq. phosphate buffer; at 30 ℃; for 9h; pH=8; Reagent/catalyst; Temperature; pH-value; regioselective reaction; Kinetics; Catalytic behavior; Enzymatic reaction;

DOI:10.1021/acs.orglett.1c02581

Reference yield: 69.4%

UDP-glucose (133-89-1) + Luteolin-8-C-glucoside (7480-94-6,28608-75-5) → orientin-2-O-β-D-glucopyranoside (64661-76-3,861691-37-4)

Guidance literature:

UDP-glucose; Luteolin-8-C-glucoside; With pET₂₈a-C-glycosyltransferase TcCGT₁ protein; In aq. phosphate buffer; at 30 ℃; for 9h; pH=8; Enzymatic reaction;

With 2''-O-galactosyltransferase TcOGT₄ from Trollius chinensis P₃₆₁W mutant; In aq. phosphate buffer; at 30 ℃; pH=8; Temperature; Catalytic behavior;

DOI:10.1021/acs.orglett.1c02581

Reference yield:

6'''-(3-hydroxy-3-methylglutaroyl)-2''-O-β-D-galactopyranosyl orientin → orientin-2-O-β-D-galactopyranoside (1377947-82-4,861691-37-4) + Luteolin-8-C-glucoside (7480-94-6,28608-75-5)

Guidance literature:

With hydrogenchloride; In water; at 60 ℃; for 2h;

DOI:10.1080/10286020.2012.760545

upstream raw materials:

uridine 5'-diphospho-D-galactose

Luteolin-8-C-glucoside

UDP-glucose