80443-15-8

Basic information

• Product Name: 7-(β-D-Galactopyranosyloxy)-5-hydroxy-2-(4-Methoxyphenyl)-
• Synonyms: 7-(β-D-Galactopyranosyloxy)-5-hydroxy-2-(4-Methoxyphenyl)-;Acacetin 7-O-β-D-Galactopyranoside
• CAS NO: 80443-15-8
• Molecular Formula: C₂₂H₂₂O₁₀
• Molecular Weight: 284.26348
• Product Categories: Aromatics;Carbohydrates & Derivatives;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 80443-15-8.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-(β-D-Galactopyranosyloxy)-5-hydroxy-2-(4-Methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 7-(β-D-Galactopyranosyloxy)-5-hydroxy-2-(4-Methoxyphenyl)-(80443-15-8)
• EPA Substance Registry System: 7-(β-D-Galactopyranosyloxy)-5-hydroxy-2-(4-Methoxyphenyl)-(80443-15-8)

Safety Data

• Hazardous Substances Data: 80443-15-8(Hazardous Substances Data)

Usage

Uses

Acacetin-7-O-β-D-galactopyranoside, a natural flavonoid isolated from flower heads of Chrysanthemum morifolium, has been reported to inhibit the replication of HIV in H9 cells.

Upstream product

• 78897-46-8 agastachin 
• 17306-46-6 rhoifolin 
• 80443-10-3 5-hydroxy-4'-methoxyflavone 7-O-β-D-galactopyranoside tetraacetate 
• 480-44-4 5,7-dihydroxy-2-(4'-methoxyphenyl)-4H-1-benzopyran-4-one 
• 10236-47-2 naringin 
• 59115-98-9 2',4',6'-tri(p-methoxybenzoyloxy)acetophenone 
• 80443-16-9 C₃₂H₂₆O₁₀ 
• 1389307-17-8 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 78886-64-3 acacetin 7-O-(2''-O-acetyl)-β-D-glucopyranoside 
• 4163-60-4 β-D-galactose peracetate 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 108-73-6 3,5-dihydroxyphenol 
• 99-96-7 4-hydroxy-benzoic acid 
• 100-09-4 4-methoxybenzoic acid 

Downstream Products

• 10257-28-0 D-Galactose 
• 480-44-4 5,7-dihydroxy-2-(4'-methoxyphenyl)-4H-1-benzopyran-4-one 
• 50-99-7 D-glucose 

Relevant articles and documents

Highly regioselective dehexanoylation in fully hexanoylated flavonoids

Highly selective removal of the 7-O-hexanoyl group in fully hexanoylated flavones, isoflavones, flavanone, and flavonol was achieved under mild conditions using K2CO3 in a 1:1 mixture of CH3OH–CH2Cl2. The resulting 7-OH flavonoids are valuable intermediates for the synthesis of flavonoid 7-O-glycosides via phase-transfer-catalyzed (PTC) glycosylation.

Facile synthesis of acacetin-7-O-β-d-galactopyranoside

Acacetin-7-O-β-d-galactopyranoside (1), a natural flavonoid isolated from flower heads of Chrysanthemum morifolium, has been reported to inhibit the replication of HIV in H9 cells. We achieved the total synthesis of compound 1 by employing a one-pot synthesis of the aglycon. The key reactions in this approach include the modified Baker-Venkataraman reaction and regio- and stereoselective O-glycosylations.

FLAVOR COMPOSITION CONTAINING FLAVONE GLYCOSIDES

The present invention has discovered that flavone glycosides represented by Formula I set forth below have unexpected and advantageous flavor enhancement and modification properties: wherein R1 is selected from the group consisting of H and CH3, R2 is selected from the group consisting of H and OH, and R3 is a 7-O-glycoside. Thus, the flavone glycosides of the present invention can be used to enhance or modify the flavor of orally consumable compositions, such as foodstuff, chewing gums, dental and oral hygiene products, and medicinal products.