57498-96-1

Basic information

• Product Name: 2-(4-Hydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:5,4-b']dipyran-4-one
• Synonyms: 2-(4-Hydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:5,4-b']dipyran-4-one;5-Hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one;Carpachromene;5-Hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-2H,6H-pyrano[3,2-g]chromen-6-one
• CAS NO: 57498-96-1
• Molecular Formula: C₂₀H₁₆O₅
• Molecular Weight: 336.33804
• Mol File: 57498-96-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 562.096°C at 760 mmHg
• Flash Point: 205.795°C
• Appearance: /
• Density: 1.369g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.66
• Storage Temp.: ?20°C
• CAS DataBase Reference: 2-(4-Hydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:5,4-b']dipyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Hydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:5,4-b']dipyran-4-one(57498-96-1)
• EPA Substance Registry System: 2-(4-Hydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:5,4-b']dipyran-4-one(57498-96-1)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 57498-96-1(Hazardous Substances Data)

Usage

Uses

Carpachromene is a biologically active flavonoid displaying anti-inflammatory activity.

InChI:InChI=1/C20H16O5/c1-20(2)8-7-13-16(25-20)10-17-18(19(13)23)14(22)9-15(24-17)11-3-5-12(21)6-4-11/h3-10,21,23H,1-2H3

Upstream product

• 107-86-8 3,3-dimethyl acrylaldehyde 
• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 

Relevant articles and documents

Cytotoxicity and Anti-inflammatory Properties of Apigenin-Derived Isolaxifolin

The rare flavonoid isolaxifolin, a potent insecticide, has been touted as a potential grain-protecting agent. In order to assess any impact of this natural product on human health and to explore its various other biological properties, we have established a semisynthesis from the simpler but structurally related and more abundant natural product apigenin. The five-step reaction sequence has provided, for the first time, sufficient material for an in-depth evaluation of the cytotoxic properties of the title natural product. The impact of isolaxifolin on certain pro-inflammatory cytokines in murine macrophage RAW 264.7 cells has also been examined. Such studies have revealed that isolaxifolin displays no toxic effects toward normal cells while displaying greater cytotoxicities against certain cancer cell lines than its synthetic precursor apigenin. Furthermore, unlike apigenin, isolaxifolin only reduced NO, TNF-α, and IL-6 secretions in LPS-induced RAW 264.7 cells in a rather modest and dose-independent manner.