29702-25-8

Basic information

• Product Name: ISOVITEXIN
• Synonyms: Isovitexin【C-6 isomer】;4H-1-Benzopyran-4-one, 6-beta-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-;6-beta-D-Glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;Isovitexin with;6-Glucosylapigenin;Avroside;ISOVITEXIN;HOMOVITEXIN
• CAS NO: 29702-25-8
• Molecular Formula: C₂₁H₂₀O₁₀
• Molecular Weight: 432.38
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Tetra-substituted Flavones
• Mol File: 29702-25-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 220-221°C
• Boiling Point: 807 °C at 760 mmHg
• Flash Point: 287.1 °C
• Appearance: /
• Density: 1.686 g/cm³
• Vapor Pressure: 1.68E-27mmHg at 25°C
• Refractive Index: 1.743
• Storage Temp.: Hygroscopic, Refrigerator, Under inert atmosphere
• Solubility: DMSO (Slightly, Sonicated), Methanol (Sparingly, Sonicated)
• Stability: Hygroscopic
• CAS DataBase Reference: ISOVITEXIN(CAS DataBase Reference)
• NIST Chemistry Reference: ISOVITEXIN(29702-25-8)
• EPA Substance Registry System: ISOVITEXIN(29702-25-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 29702-25-8(Hazardous Substances Data)

Usage

Description

ISOVITEXIN, also known as a flavone, is a class of flavonoids derived from various plant sources. It possesses antiradical activities and has been studied for its potential health benefits. ISOVITEXIN is characterized by its ability to interact with various biological processes, making it a promising candidate for pharmaceutical and nutraceutical applications.

Uses

Used in Pharmaceutical Applications:
ISOVITEXIN is used as a therapeutic agent for its potential beneficial effects against atherosclerosis, osteoporosis, and certain cancers. It modulates various biological pathways and exhibits antioxidant properties, which contribute to its protective effects against these conditions.
Used in Nutraceutical Applications:
ISOVITEXIN is used as a dietary supplement for its antioxidant and anti-inflammatory properties. It can be incorporated into various health products to support overall well-being and promote a healthy lifestyle.
Used in Antioxidant Applications:
ISOVITEXIN is used as an antioxidant in the process of metabolisms, helping to neutralize free radicals and protect cells from oxidative damage. This application is particularly relevant in the context of aging and age-related diseases.
Used in Cardiovascular Health:
ISOVITEXIN is used as a cardioprotective agent for its potential beneficial effects against atherosclerosis. It may help to improve blood flow, reduce inflammation, and protect the cardiovascular system from damage.
Used in Bone Health:
ISOVITEXIN is used as a bone health supplement for its potential beneficial effects against osteoporosis. It may help to support bone density and strength, reducing the risk of fractures and other bone-related issues.
Used in Cancer Prevention and Treatment:
ISOVITEXIN is used as a chemopreventive agent and a complementary therapy in cancer treatment. Its antiradical activities and potential to modulate various oncological signaling pathways make it a promising candidate for cancer prevention and treatment, particularly in combination with conventional therapies.

InChI:InChI=1/C21H20O10/c22-6-13-17(26)19(28)20(29)21(31-13)14-11(24)5-12-15(18(14)27)16(25)10(7-30-12)8-1-3-9(23)4-2-8/h1-5,7,13,17,19-24,26-29H,6H2/t13-,17-,19+,20-,21+/m1/s1

Upstream product

• 1173925-23-9 isovitexin 2-O-sulfate 
• 10515-29-4 5,7,4'-trihydroxy-6-C-(β-D-glucopyranosyl)flavone peracetate 
• 29774-67-2 vitexin 
• 60767-80-8 5,7,4'-trihydroxyflavone 6-C-(2''-O-β-D-glucopyranosyl-β-D-glucopyranoside) 
• 18065-05-9 1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone 

Downstream Products

• 6991-11-3 2'',3'',4'',6''-tetra-O-acetyl-4',5,7-tri-O-methylisovitexin 
• 20197-48-2 5,7-dimethoxy-2-(4-methoxyphenyl)-8-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one 
• 29774-67-2 vitexin 
• 3681-93-4 vitexin 
• 866737-00-0 chafuroside B 
• 1173925-23-9 isovitexin 2-O-sulfate 
• 1233717-59-3 C₂₈H₂₄O₁₀ 
• 1233717-60-6 C₂₈H₂₄O₁₃S 

Relevant articles and documents

C-Glycosyl Flavones from Two Eastern Siberian Species of Silene

Flavonoids from Silene aprica Turcz. and S. samojedorum (Sambuk) Oxelman (Caryophyllaceae) growing in Baikal region were studied for the first time. A total of 14 compounds including three new compounds 1–3 were isolated. Their structures were established using UV, IR, and NMR spectroscopy and mass spectrometry. Apigenin-6-C-(2″-O-α-L-arabinopyranosyl-6″-O-acetyl)-β-D-glucopyranoside (sileneside A, 1) and apigenin-6-C-(2″-O-β-D-glucopyranosyl-6″-O-acetyl)-β-D-glucopyranoside (sileneside B, 2) were observed in S. aprica; 1 and luteolin-6-C-(2″-O-α-L-arabinopyranosyl-6″-O-acetyl)-β-D-glucopyranoside (sileneside C, 3), in S. samojedorum.

-

-

Polyphenols from Erythrina crista-galli: Structures, molecular docking and phytoestrogenic activity

Objectives: The current study aimed at exploring the secondary metabolites content of Erythrina crista-galli aqueous methanol extract and assessing its phytoestrogenic and cytoprotective activities. Methods: Isolation of the compounds was carried out using conventional chromatographic techniques. The structures of the isolated compounds were elucidated based on the UV, NMR spectral data along with their mass-spectrometric analyses. The phytoestrogenic activity was evaluated in-silico and in vitro using the Arabidopsis thaliana pER8: GUS reporter assay and the proliferation-enhancing activity of MCF-7 cells. Key findings: Phytochemical investigation of E. crista-galli aqueous methanol extract resulted in the isolation and identification of five flavonoids. The plant extract and its fractions showed significant estrogenic activities compared to controls. Conclusion: Five flavonoids were identified from E. crista-galli aqueous methanol extract. To the best of our knowledge, among these flavonoids, apigenin-7-O-rhamnosyl-6-C-glucoside was isolated for the first time from nature. Moreover, luteolin-6-C-glucoside was isolated for the first time from this plant. The plant revealed promising phytoestrogenic activities. This gives rationale to some of its pharmacological properties and suggests additional phytoestrogenic effects, which have not been reported yet.

New C,O-Glycosylflavones from Melandrium divaricatum

The aerial part of Melandrium divaricatum Fenzl (Caryophyllaceae) afforded 11 glycosylflavones including two new compounds that were characterized using UV, IR, and NMR spectroscopy and mass spectrometry as apigenin-6-C-(2″ -O-α-L-rhamnopyranosyl)-β-D-glucopyranoside-7-O-(6″″ -O-feruloyl)-β-Dglucopyranoside (divarioside A, 1) and apigenin-6-C-(2″-O-D-glucopyranosyl)- β-D-glucopyranoside-7-O-(6″″-O-feruloyl)- β-D-glucopyranoside (divarioside B, 2).