3877-67-6

Basic information

• Product Name: (E)-1-(6-hydroxy-2,3,4-triMethoxyphenyl)-3-(4-Methoxyphenyl)prop-2-en-1-one
• Synonyms: (E)-1-(6-hydroxy-2,3,4-triMethoxyphenyl)-3-(4-Methoxyphenyl)prop-2-en-1-one;1-(6-hydroxy-2,3,4-trimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• CAS NO: 3877-67-6
• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.3585
• EINECS: -0
• Mol File: 3877-67-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 558.5°Cat760mmHg
• Flash Point: 200.2°C
• Appearance: /
• Density: 1.211g/cm³
• Vapor Pressure: 4.43E-13mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: (E)-1-(6-hydroxy-2,3,4-triMethoxyphenyl)-3-(4-Methoxyphenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(6-hydroxy-2,3,4-triMethoxyphenyl)-3-(4-Methoxyphenyl)prop-2-en-1-one(3877-67-6)
• EPA Substance Registry System: (E)-1-(6-hydroxy-2,3,4-triMethoxyphenyl)-3-(4-Methoxyphenyl)prop-2-en-1-one(3877-67-6)

Safety Data

• Hazardous Substances Data: 3877-67-6(Hazardous Substances Data)

Usage

Description

(E)-1-(6-hydroxy-2,3,4-triMethoxyphenyl)-3-(4-Methoxyphenyl)prop-2-en-1-one, commonly known as curcumin, is a naturally occurring polyphenolic compound derived from the rhizome of the turmeric plant. It is characterized by its bright yellow color and is widely recognized for its use as a food colorant and flavor enhancer. Curcumin has been a staple in traditional medicine for centuries, and its potential therapeutic effects, such as anti-inflammatory, antioxidant, and anti-cancer properties, are currently under extensive research. (E)-1-(6-hydroxy-2,3,4-triMethoxyphenyl)-3-(4-Methoxyphenyl)prop-2-en-1-one's chemical structure, which includes phenolic rings and a β-diketone moiety, is responsible for its diverse biological activities.

Uses

Used in Food Industry:
Curcumin is used as a natural colorant and flavoring agent in the food industry due to its vibrant yellow hue and distinct taste. Its ability to impart color and flavor to various food products makes it a popular choice for enhancing the visual appeal and taste of dishes.
Used in Pharmaceutical Applications:
Curcumin is employed in the pharmaceutical industry for its potential therapeutic effects, including its anti-inflammatory, antioxidant, and anti-cancer properties. Research is ongoing to explore its potential benefits in treating a variety of health conditions, making it a promising candidate for the development of new drugs and supplements.
Used in Cosmetics Industry:
In the cosmetics industry, curcumin is utilized for its antioxidant and anti-inflammatory properties, which can help improve skin health and reduce signs of aging. Its bright yellow color also makes it a useful ingredient for creating colored cosmetics and skincare products.
Used in Traditional Medicine:
Curcumin has been a key component in traditional medicine for centuries, particularly in Ayurveda and Chinese medicine. It is used to treat various ailments, such as inflammation, pain, and digestive issues, due to its potent anti-inflammatory and antioxidant properties.

InChI:InChI=1/C19H20O6/c1-22-13-8-5-12(6-9-13)7-10-14(20)17-15(21)11-16(23-2)18(24-3)19(17)25-4/h5-11,21H,1-4H3

Upstream product

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Relevant articles and documents

Note concerning the synthesis of the mikanins, a flavonol from Mikania cordata (Burm. f.) B.L. Robinson

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Activities of Wogonin Analogs and Other Flavones against Flavobacterium columnare

In our on-going pursuit to discover natural products and natural product-based compounds to control the bacterial species Flavobacterium columnare, which causes columnaris disease in channel catfish (Ictalurus punctatus), we synthesized flavone and chalcone analogs, and evaluated these compounds, along with flavonoids from natural sources, for their antibacterial activities against two isolates of F. columnare (ALM-00-173 and BioMed) using a rapid bioassay. The flavonoids chrysin (1a), 5,7-dihydroxy-4′-methoxyflavone (11), isorhamnetin (26), luteolin (27), and biochanin A (29), and chalcone derivative 8b showed strong antibacterial activities against F. columnare ALM-00-173 based on minimum inhibition concentration (MIC) results. Flavonoids 1a, 8, 11, 13 (5,4′-dihydroxy-7-methoxyflavone), 26, and 29 exhibited strong antibacterial activities against F. columnare BioMed based upon MIC results. The 24-h 50% inhibition concentration (IC50) results revealed that 27 and 29 were the most active compounds against F. columnare ALM-00-173 (IC50 of 7.5 and 8.5 mg/l, resp.), while 26 and 29 were the most toxic compound against F. columnare BioMed (IC50 of 9.2 and 3.5 mg/l, resp.). These IC50 results were lower than those obtained for wogonin against F. columnare ALM-00-173 and F. columnare BioMed (28.4 and 5.4 mg/l, resp.). However, based on MIC results, none of the compounds evaluated in this study were as active as wogonin (MIC 0.3 mg/l for each F. columnare isolate). Further modification of the wogonin structure to enhance antibacterial is of interest.

4',5,6,7-OXYGENATED FLAVONES AND FLAVANONES.

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