33708-72-4

Basic information

• Product Name: pachypodol
• Synonyms: pachypodol;3,3',7-Tri-O-methylquercetin;5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxy-4H-1-benzopyran-4-one;Quercetin 3,3',7-trimethyl ether;Ro-09-0179;Ro-9-0179
• CAS NO: 33708-72-4
• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.317
• Mol File: 33708-72-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 598.8°Cat760mmHg
• Flash Point: 220.7°C
• Appearance: /
• Density: 1.45g/cm³
• Vapor Pressure: 6.22E-15mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: pachypodol(CAS DataBase Reference)
• NIST Chemistry Reference: pachypodol(33708-72-4)
• EPA Substance Registry System: pachypodol(33708-72-4)

Safety Data

• Hazardous Substances Data: 33708-72-4(Hazardous Substances Data)

Usage

General Description

Pachypodol is a natural chemical compound found in various plants, including Eysenhardtia polystachya and other leguminous plants. It is a flavonol, which is a type of flavonoid that exhibits antioxidant and anti-inflammatory properties. Pachypodol has been studied for its potential therapeutic effects, including its ability to inhibit the growth of cancer cells and its anti-diabetic and neuroprotective properties. Research has also shown that pachypodol may have beneficial effects on cardiovascular health and could be used in the development of new drugs for various medical conditions. Overall, pachypodol shows promise as a bioactive compound with potential health benefits.

InChI:InChI=1/C18H16O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-11(19)13(6-9)23-2/h4-8,19-20H,1-3H3

Upstream product

• 117-39-5 quercetol 
• 77-78-1 dimethyl sulfate 
• 186581-53-3 diazomethane 
• 74-88-4 methyl iodide 
• 77813-31-1 2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one 
• 70390-87-3 1-(2,6-dihydroxy-4-methoxy-phenyl)-2-methoxy-ethanone 
• 854873-13-5 4-benzoyloxy-3-methoxy-benzoic acid-anhydride 

Downstream Products

• 41206-96-6 quercetin 5,4′-di-O-acetyl-3,7,3′-tri-O-methyl ether 

Relevant articles and documents

Flavonoid sulfates from the Convolvulaceae

A novel flavonoid, quercetin 7-methyl ether-3,3'-disulfate (5), was obtained from the roots of Argyreia mollis, together with the known compounds quercetin 7-methyl ether-3-sulfate (4) and kaempferol 7-methyl ether-3- sulfate (2). Two further new flavonoid sulfates, quercetin 3,7-dimethyl ether-4'-sulfate (6) and quercetin 3',4',7-trimethyl ether-3-sulfate (8), were isolated from the aerial vegetative parts of Ipomoea regnellii, together with the known compound kaempferol 4',7-dimethyl ether-3-sulfate (3). This is the first report on sulfated flavonoids in the Convolvulaceae family and, furthermore, the presence of flavonoids in A. capitata, A. mollis, I. reticulata and I. regnellii is reported for the first time.

Quercetin analogs with high fetal hemoglobin-inducing activity

β-Thalassemia is the major health problems in developing countries, when affected patients and healthy carriers are numerous, resulting a total absence or severe decrease in the production of β-globin chains. The use of chemical agents for increasing the production of fetal hemoglobin (HbF) by reactivating γ-globin gene to balance excess α-globin chains is an alternative therapeutic approach. Therefore, the search for molecules exhibiting the property of inducing γ-globin gene expression is of great interest. In this report, we discovered that quercetin (1), the major flavonoid isolated from the heartwoods of the medicinal plant Anaxagorea luzonensis promoted the expression of γ-globin gene. Chemical modification of 1 to fourteen methyl ether analogs (2?15) was conducted. The structures of these compounds were established on the basis of their spectroscopic data and by comparison with those of the reported values. The parent flavonoid and its chemically modified analogs were investigated for their γ-globin gene induction for the first time. The parent compound 1 exhibited less induced γ-globin gene expression than cisplatin and hemin, the positive controls. 3,4′-Di-O-methylquercetin (7), the modified analog, significantly enhanced γ-globin gene expression with 2.6-fold change at 8 μM, which was slightly higher than cisplatin and hemin. Moreover, compounds 1 and 7 displayed less cytotoxic activity against K562::ΔGγAγEGFP cells than cisplatin. Structure-activity relationship (SAR) study revealed that the methoxyl groups at the 3- and 4?-positions and the free hydroxyl group at the 7-position are required for strong HbF-inducing activity.

3-Alkoxyflavone antiviral agents

Antiviral compositions containing 3-alkoxyflavone compounds as their active ingredients are disclosed.