Chrysin

Base Information

• Chemical Name: Chrysin
• CAS No.: 480-40-0
• Molecular Formula: C15H10O4
• Molecular Weight: 254.242
• Hs Code.: 29329990
• Mol file: 480-40-0.mol

Synonyms:5,7-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one;Flavone, 5,7-dihydroxy-;5,7-Dihydroxy-2-phenyl-4H-benzo(b)pyran-4-one;4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-phenyl- (9CI);NSC 407436;BRN 0233276;5-18-04-00076 (Beilstein Handbook Reference);5,7-Dihydroxyflavone;

Chemical Property of Chrysin

Chemical Property:

• Appearance/Colour: beige powder
• Vapor Pressure: 2.67E-10mmHg at 25°C
• Melting Point: 284-286 °C(lit.)
• Refractive Index: 1.698
• Boiling Point: 491.9 °C at 760 mmHg
• PKA: 6.50±0.40(Predicted)
• Flash Point: 192.5 °C
• PSA: 70.67000
• Density: 1.443 g/cm³
• LogP: 2.87120
• Storage Temp.: 0-6°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Chrysin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Description: Chrysin is a natural flavonoid with antioxidant, anti-inflammatory, and anticancer properties. It blocks COX-2 gene expression, PGE2 production, and hydroxyl radical formation in LPS-induced RAW 264.7 cells. Chrysin inhibits insulin-induced HIF-1α expression (~50% at 10 μM) in human prostate cancer DU145 cells and blocks DU145 xenograft-induced angiogenesis in vivo. In a mouse model of ischemia/reperfusion injury, chrysin decreased pro-inflammatory gene expression and oxidative stress, resulting in a reduction of infarct volume and neurological defects.
• Physical properties: beige powder
• Uses: Chrysin is a flavanoid with anti-inflammatory effect and potential protective effects against cancer and cardiovascular disease. Studies show that Chrysin is central benzodiazepine receptor ligand wit h possible anxiolytic effects. Chrysin was initially believed to have aromatase inhibitor but recent in vivo studies have disproved that. Chrysin is a flavanoid with anti-inflammatory effect and potential protective effects against cancer and cardiovascular disease. Studies show that Chrysin is central benzodiazepine receptor ligand with possible anxiolytic effects. Chrysin was initially believed to have aromatase inhibitor but recent in vivo studies have disproved that. Dyes and metabolites.

Technology Process of Chrysin

There total 67 articles about Chrysin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3,5-dihydroxyphenyl-3-phenylpropynoate (396103-20-1) → 5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0)

Guidance literature:

With montmorillonite K-10; In nitrobenzene; at 120 ℃; for 12h;

DOI:10.1055/s-2001-18436

Reference yield: 100.0%

C21H14O6S → 5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0)

Guidance literature:

With potassium carbonate; In methanol; at 65 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-2008-1078597

Reference yield: 96.0%

3,5-dihydroxyphenol (108-73-6) + ethyl 3-oxo-3-phenylpropionate (94-02-0) → 5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0)

Guidance literature:

for 0.05h; microwave irradiation;

DOI:10.1021/jo048685z

upstream raw materials:

pinocembrin

1-phenyl-3-(2,4,6-trimethoxy-phenyl)-propane-1,3-dione

3,5-dihydroxyphenol

ethyl 3-oxo-3-phenylpropionate

Downstream raw materials:

tectochrysine

7-(2-oxocyclohexyloxy)-5-hydroxy-2-phenyl-4H-1-benzopyran-4-one

7-cinnamyloxy-5-hydroxyflavone

5,7-dihydroxy-8-(diphenylmethyl)flavone

Refernces

• 1、 -. "Continuous flow microchannel synthesis process of flavonoid compounds". Paragraph 0050-0060. . Retrieved 2021/06/22.
• 2、 Mokar, Bhanudas Dattatray,Yi, Chae S.. "Scope and Mechanism of the Ruthenium-Catalyzed Dehydrative C-H Coupling of Phenols with α,β-Unsaturated Carbonyl Compounds: Expedient Synthesis of Chromene and Benzoxacyclic Derivatives". supporting information. p. 4625 - 4632. Retrieved 2019/12/24.