4291-60-5

Basic information

• Product Name: ACACETIN-7-GLUCOSIDE
• Synonyms: ACACETIN-7-GLUCOSIDE;TILIANIN;7-(β-D-Glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one;Acacetin 7-O-glucoside;Apigenin-7-O-beta-D-glucopyranoside-4'-O-methyl ether;Astroside;Moldavoside;leptomerine
• CAS NO: 4291-60-5
• Molecular Formula: C₂₂H₂₂O₁₀
• Molecular Weight: 446.4
• Mol File: 4291-60-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 260-262℃
• Boiling Point: 754.9°C at 760 mmHg
• Flash Point: 265.4°C
• Appearance: /
• Density: 1.545g/cm³
• Vapor Pressure: 6.05E-24mmHg at 25°C
• Refractive Index: 1.674
• PKA: 6.11±0.40(Predicted)
• CAS DataBase Reference: ACACETIN-7-GLUCOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ACACETIN-7-GLUCOSIDE(4291-60-5)
• EPA Substance Registry System: ACACETIN-7-GLUCOSIDE(4291-60-5)

Safety Data

• Hazardous Substances Data: 4291-60-5(Hazardous Substances Data)

Usage

General Description

Acacetin-7-glucoside is a natural chemical compound found in various plant sources, including the leaves of the plant Acacia mellifera. It is a flavonoid glycoside, which means it is a flavonoid compound that is bound to a sugar molecule. Acacetin-7-glucoside has been studied for its potential health benefits, including its antioxidant and anti-inflammatory properties. It is also being investigated for its potential role in preventing and treating certain medical conditions, such as cancer, cardiovascular disease, and diabetes. Additionally, acacetin-7-glucoside has been shown to have protective effects on the liver and may offer some protection against liver damage. Overall, this chemical compound shows promise as a natural remedy and may have various potential uses in medicine and health.

InChI:InChI=1/C22H22O10/c1-29-11-4-2-10(3-5-11)15-8-14(25)18-13(24)6-12(7-16(18)31-15)30-22-21(28)20(27)19(26)17(9-23)32-22/h2-8,17,19-24,26-28H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1

Upstream product

• 17306-46-6 rhoifolin 
• 10236-47-2 naringin 
• 99-96-7 4-hydroxy-benzoic acid 
• 100-09-4 4-methoxybenzoic acid 
• 100-07-2 4-methoxy-benzoyl chloride 
• 480-44-4 5,7-dihydroxy-2-(4'-methoxyphenyl)-4H-1-benzopyran-4-one 
• 4163-45-5 2,3,4,6-tetra-O-acetyl-β-galactopyranosyl fluoride 
• 439-03-2 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl fluoride 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 108-73-6 3,5-dihydroxyphenol 
• 80443-10-3 5-hydroxy-4'-methoxyflavone 7-O-β-D-galactopyranoside tetraacetate 
• 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 

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

Floral flavonoids and the potential for pelargonidin biosynthesis in commercial chrysanthemum cultivars

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The invention relates to a raw material to synthesize the tin setose thistle glucoside naringin method (by machine translation)

The invention discloses a to naringin as raw material synthetic tin setose thistle glucoside method, comprises the following steps: S1, synthesis of wild lacquer tree glucoside; S2, compound 5, 7 - dihydroxy - 2 - (4 - methoxyphenyl) - 4 H - chromen - 4 - one synthesis; acetoxy methyl) - 6 - ((5 - hydroxy - 2 - (4 - methoxyphenyl) - 4 - oxo - 4 H - chromen - 7 - yl) oxy) tetrahydro - 2 H - pyran - 3, 4, 5 - [...] acetate synthesis; S4, compound 5 - hydroxy - 2 - (4 - methoxyphenyl) - 7 - (( (2 S, 3 R, 4 S, 5 S, 6 R) - 3, 4, 5 - trihydroxy - 6 - (hydroxymethyl) tetrahydro - 2 H - pyran - 2 - Kiki) oxy) - 4 H - benzopyran - 4 - one synthesis. The invention to naringin as raw materials, by oxidation, methylation, hydrolysis reaction to synthesize tian jigan. (by machine translation)

Semisynthesis of apigenin and acacetin-7-O-β-d-glycosides from naringin and their cytotoxic activities

Apigenin-7-O-β-d-glycosides 1-8 and acacetin-7-O-β-d-glycosides 9-16 were semisynthesized from 4′-O-benzyl apigenin 17 and acacetin 18 by glycosidation and deprotection with the corresponding α-acetylglycosyl bromide, respectively. Compounds 17 and 18 were prepared by iodination followed by base-induced elimination, 4′-O-benzylation, or 4′-O-methylation and acid hydrolysis using naringin as starting material which is readily available and cheap. Their cytotoxic potential against five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7, and SW480) was evaluated by standard MTT method. The results show that compounds 2, 9, and 19 exhibit moderate cytotoxicity against HL-60, SMMC-7721, A-549, MCF-7, and SW480, while compound 3 exhibits potent cytotoxicity against MCF-7 selectively. Among the synthesized target compounds, 3, 4, 7, 11, 12, 15, and 16 were new compounds, the natural product 8 was the first synthesized and the synthesis of natural products 5, 6, 13, and 14 was efficiently improved by the new synthetic routes.