6601-62-3

Basic information

• Product Name: cirsimaritin
• Synonyms: 4',5-Dihydroxy-6,7-dimethoxyflavone;5-Hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one;6-Methoxygenkwanin;Scrophulein;Skrofulein
• CAS NO: 6601-62-3
• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29
• Product Categories: Miscellaneous Natural Products
• Mol File: 6601-62-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 257 °C
• Boiling Point: 563.6°C at 760 mmHg
• Flash Point: 211.5°C
• Appearance: /
• Density: 1.402g/cm³
• Vapor Pressure: 2.62E-13mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: ?20°C
• PKA: 6.34±0.40(Predicted)
• CAS DataBase Reference: cirsimaritin(CAS DataBase Reference)
• NIST Chemistry Reference: cirsimaritin(6601-62-3)
• EPA Substance Registry System: cirsimaritin(6601-62-3)

Safety Data

• Hazard Codes: T,N
• Statements: 25-50
• Safety Statements: 45-61
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 6601-62-3(Hazardous Substances Data)

Usage

Uses

Cirsimaritin is a flavonoid obtained from Cirsium japonicum var. maackii pappus and is effective as an anti-inflammatory agent as well as antioxidant.

Definition

ChEBI: A dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5 and 4' respectively.

InChI:InChI=1/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3

Upstream product

• 59567-92-9 4,6′-dihydroxy-2′,3′,4′-trimethoxychalcone 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 28736-83-6 7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5-hydroxy-6-methoxy-4H-chromen-4-one 
• 62252-32-8 7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5,6-dihydroxy-4H-chromen-4-one 
• 1351585-69-7 5,6,7-trihydroxy-2-[4-(phenylmethoxy)phenyl]-4H-1-benzopyran-4-one 
• 1402607-40-2 9-hydroxy-2,2-diphenyl-6-[4-(phenylmethoxy)phenyl]-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one 
• 1447-88-7 hispidulin 
• 74-88-4 methyl iodide 
• 1105056-24-3 9-hydroxy-6-(4-hydroxyphenyl)-2,2-diphenyl-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one 
• 529-53-3 scutellarein 
• 27740-01-8 scutellarin 
• 6938-18-7 5,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)-4Hchromen-4-one 
• 59567-92-9 (E)-1-(6-hydroxy-2,3,4-trimethoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one 
• 123-08-0 4-hydroxy-benzaldehyde 

Downstream Products

• 13020-20-7 C₃₁H₃₂O₁₅ 

Relevant articles and documents

Flavonoid glycosides from microtea debilis and their cytotoxic and anti-inflammatory effects

Two new 5-O-glucosylflavones, 5-O-β-D-glucopyranosyl cirsimaritin (1) and 5, 4'-O-β-Ddiglucopyranosyl cirsimaritin (2), four known flavonoids, cirsimarin (3), cirsimaritin (4), salvigenin (5), 4', 5-dihydroxy-7- methoxyflavone (6), and a norisoprenoid, vo

Design, synthesis and evaluation of scutellarein-O-acetamidoalkylbenzylamines as potential multifunctional agents for the treatment of Alzheimer's disease

A series of scutellarein-O-acetamidoalkylbenzylamines derivatives were designed based on a multitarget-directed ligands strategy for the treatment of Alzheimer's disease. Among these compounds, compound T-22 demonstrated excellent acetylcholinesterase inhibitory, moderate inhibitory effects on self-induced Aβ1-42 aggregation, Cu2+-induced Aβ1-42 aggregation, human AChE-induced Aβ1-40 aggregation and disassembled Cu2+-induced aggregation of the well-structured Aβ1-42 fibrils, and also acted as potential antioxidant and biometals chelator. Both kinetic analysis of AChE inhibition and molecular modeling study suggested that T-22 interacted with both the catalytic active site and peripheral anionic site of AChE. Moreover, compound T-22 showed a good neuroprotective effect against H2O2-induced PC12?cell injury and low toxicity in SH-SY5Y cells. Furthermore, the step-down passive avoidance test indicated T-22 significantly reversed scopolamine-induced memory deficit in mice. Taken together, the data showed that T-22 was an interesting multifunctional lead compound worthy of further study for AD.

Flavones and triterpenes from the leaves of Vitex peduncularis

A new flavone, 4'-acetoxy-5-hydroxy-6,7-dimethoxyflavone 1 together with four known compounds, cirsimaritin 2, genkwanin 3, 3α-friedelinol 4 and 3β-friedelinol 5 have been isolated from the leaves of Vitex peduncularis Wall. (Verbenaceae). The structure of the new flavone was elucidated by detailed spectral (including 2D-NMR) and chemical studies.