1617-49-8

Basic information

• Product Name: 3,7,8-tri-O-methylellagic acid
• Synonyms: 3,7,8-tri-O-methylellagic acid;Combretum Caffrum
• CAS NO: 1617-49-8
• Molecular Formula: C₁₇H₁₂O₈
• Molecular Weight: 344.27238
• Mol File: 1617-49-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 289-291 °C
• Boiling Point: 630°Cat760mmHg
• Flash Point: 237.5°C
• Appearance: /
• Density: 1.544g/cm³
• Vapor Pressure: 1.82E-16mmHg at 25°C
• Refractive Index: 1.658
• PKA: 7.56±0.20(Predicted)
• CAS DataBase Reference: 3,7,8-tri-O-methylellagic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7,8-tri-O-methylellagic acid(1617-49-8)
• EPA Substance Registry System: 3,7,8-tri-O-methylellagic acid(1617-49-8)

Safety Data

• Hazardous Substances Data: 1617-49-8(Hazardous Substances Data)

Usage

Description

3,7,8-tri-O-methylellagic acid is a natural compound derived from ellagic acid, a polyphenolic compound found in various plant sources such as berries, nuts, and fruits. It possesses antioxidant and anti-inflammatory properties and has been studied for its potential health benefits, including its ability to inhibit cancer cell growth, reduce inflammation, protect against cardiovascular diseases, neurodegenerative disorders, and promote skin health by protecting against UV-induced damage. With its promising therapeutic applications, 3,7,8-tri-O-methylellagic acid is a valuable compound for various health conditions.

Uses

Used in Pharmaceutical Industry:
3,7,8-tri-O-methylellagic acid is used as an anticancer agent for its ability to inhibit the growth of cancer cells. It has been studied for its potential role in treating various types of cancer due to its anti-inflammatory and antioxidant properties.
Used in Nutraceutical Industry:
3,7,8-tri-O-methylellagic acid is used as a dietary supplement for its potential health benefits, including its antioxidant and anti-inflammatory properties, as well as its potential role in protecting against cardiovascular diseases and neurodegenerative disorders.
Used in Cosmetic Industry:
3,7,8-tri-O-methylellagic acid is used as an ingredient in skincare products for its potential to promote skin health and protect against UV-induced damage, making it a valuable component in anti-aging and skin protection formulations.
Used in Functional Food Industry:
3,7,8-tri-O-methylellagic acid can be incorporated into functional foods and beverages for its potential health benefits, including its antioxidant and anti-inflammatory properties, as well as its potential role in promoting overall health and well-being.

InChI:InChI=1/C17H12O8/c1-21-9-5-7-11-10-6(16(19)25-15(11)13(9)23-3)4-8(18)12(22-2)14(10)24-17(7)20/h4-5,18H,1-3H3

Upstream product

• 1259553-14-4 3,3',4'-tri-O-methylellagic acid 4-O-[α-L-rhamnopyranosyl-(1->2)]-β-D-glucopyranoside 
• 13806-84-3 4,4'-di-O-acetyl-3,3'-di-O-methylellagic acid 
• 236392-94-2 2-bromo-4,5-dimethoxy-3-hydroxybenzoic acid methyl ester 
• 100-44-7 benzyl chloride 
• 956031-02-0 methyl 8,10-dibenzyloxy-3,4,9-trimethoxy-6-oxo-6H-dibenzo[b,d]pyran-1-carboxylate 
• 956031-01-9 2'-bromo-5',6'-dimethoxy-3'-methoxycarbonylphenyl 2-bromo-3,5-dibenzyloxy-4-methoxybenzoate 
• 956030-94-7 2-bromo-3,5-dibenzyloxy-4-methoxybenzoic acid 
• 956031-04-2 methyl 8,10-dihydroxy-3,4,9-trimethoxy-6-oxo-6H-dibenzo[b,d]pyran-1-carboxylate 
• 128533-16-4 ellagic acid 3,3',4'-tri-O-methyl ether-4-O-β-tetraacetate-D-glucoside 
• 186581-53-3 diazomethane 
• 84700-15-2 4'-O-acetyl-3,3'-di-O-methylellagic acid 
• 74-88-4 methyl iodide 
• 1617-91-0 4-O-Acetyl-3,3',4'-tri-O-methylellagic acid 

Relevant articles and documents

Tannins and related polyphenols of euphorbiaceous plants. XI. Three new hydrolyzable tannins and a polyphenol glucoside from Euphorbia humifusa

Three new hydrolyzable tannins, euphormisins M1, M2 and M3, were isolated from Euphorbia humifusa Willd., and respectively characterized as 1,3,6-tri-O-galloyl-4-O-brevifolincarboxyl-β-D-glucose (19), an oxidative metabolite (23) of geraniin, and 1,3,6-tri-O-galloyl-α-D-glucose (18), by spectroscopic and chemical methods. A new ellagic acid glucoside (16) and fifteen known tannins, including geraniin (8) and four dimers [euphorbins A (13), B (14), excoecarianin (15) and eumaculin A (12)], were also isolated.

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Ellagic acid glycosides with hepatoprotective activity from traditional Tibetan medicine Potentilla anserina

Two new gallic acid glycosides, potentillanosides G (1) and H (2), were newly isolated from the methanol extract of the tuberous roots of Potentilla anserina (Rosaceae), together with a known compound, ellagic acid 3-O-α-l-rhamnopyranoside (3). Their structures were elucidated on the basis of chemical and physicochemical evidence. Among the constituents, potentillanoside H (2, IC50?=?99.5?μM) was found to show hepatoprotective activity.

Total synthesis of 3,3′,4-tri-O-methylellagic acid from gallic acid

Total synthesis of 3,3′,4-tri-O-methylellagic acid has been described from commercially available gallic acid. Construction of the crucial unsymmetric Ar-Ar bond has been carried out in various methods such as Heck coupling, Heck coupling followed by oxidation or anionic Fries rearrangement, Suzuki cross-coupling, etc., but all the attempts were unsuccessful. Then, finally it has been achieved by intramolecular Ullmann coupling reaction.