4423-37-4

Basic information

• Product Name: SYRINGETIN
• Synonyms: SYRINGETIN;3',5'-DIMETHOXY-3,4',5,7-TETRAHYDROXYFLAVONE;3',5'-DIMETHOXY-3,5,7,4'-TETRAHYDROXYFLAVONE;4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphen yl)-;SYRINGETIN(SH);3'',5''-DIMETHOXY-3,5,7,4''-TETRAHYDROXYFLAVONE WITH HPLC;3'',5''-DIMETHOXY-3,5,7,4''-TETRAHYDROXYYFLAVONE;3,4',5,7-Tetrahydroxy-3',5'-dimethoxyflavone
• CAS NO: 4423-37-4
• Molecular Formula: C₁₇H₁₄O₈
• Molecular Weight: 346.29
• Product Categories: Flavanols
• Mol File: 4423-37-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 287-289°C
• Boiling Point: 622.4°Cat760mmHg
• Flash Point: 231.9°C
• Appearance: /
• Density: 1.591g/cm³
• Vapor Pressure: 4.38E-16mmHg at 25°C
• Refractive Index: 1.707
• PKA: 6.29±0.40(Predicted)
• CAS DataBase Reference: SYRINGETIN(CAS DataBase Reference)
• NIST Chemistry Reference: SYRINGETIN(4423-37-4)
• EPA Substance Registry System: SYRINGETIN(4423-37-4)

Safety Data

• Hazardous Substances Data: 4423-37-4(Hazardous Substances Data)

Usage

Definition

ChEBI: A dimethoxyflavone that is myricetin in which the hydroxy groups at positions 3' and 5' have been replaced by methoxy groups.

InChI:InChI=1/C17H14O8/c1-23-11-3-7(4-12(24-2)14(11)20)17-16(22)15(21)13-9(19)5-8(18)6-10(13)25-17/h3-6,18-20,22H,1-2H3

Upstream product

• 40039-49-4 syringetin-3-O-β-D-galactopyranoside 
• 529-44-2 myricetin 
• 485-80-3 S-adenosyl-L-methionine 

Downstream Products

• 32769-02-1 chrysin-7-glucuronide on cytochrome 

Relevant articles and documents

Characterization of a Flavonoid 3’/5’/7-O-Methyltransferase from Citrus reticulata and Evaluation of the in Vitro Cytotoxicity of Its Methylated Products

O-methylation of flavonoids is an important modification reaction that occurs in plants. O-methylation contributes to the structural diversity of flavonoids, which have several biological and pharmacological functions. In this study, an O-methyltransferase gene (CrOMT2) was isolated from the fruit peel of Citrus reticulata, which encoding a multifunctional O-methyltransferase and could effectively catalyze the methylation of 3’-, 5’-, and 7-OH of flavonoids with vicinal hydroxyl substitutions. Substrate preference assays indicated that this recombinant enzyme favored polymethoxylated flavones (PMF)-type substrates in vitro, thereby providing biochemical evidence for the potential role of the enzyme in plants. Additionally, the cytotoxicity of the methylated products from the enzymatic catalytic reaction was evaluated in vitro using human gastric cell lines SGC-7901 and BGC-823. The results showed that the in vitro cytotoxicity of the flavonoids with the unsaturated C2-C3 bond was increased after being methylated at position 3’. These combined results provide biochemical insight regarding CrOMT2 in vitro and indicate the in vitro cytotoxicity of the products methylated by its catalytic reaction.