3-O-Methylquercetin Chemical Properties

Melting point:

275 °C

Boiling point:

643.0±55.0 °C(Predicted)

Density 

1.69±0.1 g/cm3(Predicted)

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

powder

pka

6.31±0.40(Predicted)

color 

Yellow

BRN 

324509

Stability:

Hygroscopic

LogP

2.020 (est)

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

3-O-Methylquercetin Usage And Synthesis

Description

3-O-Methylquercetin is a metabolite in flavone and flavonol biosynthesis. It is a naturally occurring compound present in various plants, and was shown to have potent anticancer-promoting, antioxidant, antiallergy, and antimicrobial activity, and showed strong anti-viral activity inhibition of tomato ringspot virus.
3-O-Methylquercetin significantly inhibits cyclic adenosine monophosphate- (cAMP-) and cyclic guanosine monophosphate- (cGMP-) phosphodiesterase activity. It possess anti-inflammatory, bronchodilating properties and used in treatment of asthma. It suppresses the total inflammatory cells, tumor necrosis factor-α (TNF-α) and attenuates the production of interleukins.

Uses

A metabolite of the flavanoid Quercetin (Q509500) with inhibitory activity on lipopolysaccharide-induced activation of macrophage U937 cells.

Definition

ChEBI: A tetrahydroxyflavone having the 4-hydroxy groups located at the 3'- 4'- 5- and 7-positions as well as a methoxy group at the 2-position.

Biological Activity

3-O-Methylquercetin isolated from the herbs of Croton cascarilloides. It is a selective and competitive PDE3/PDE4 inhibitor,and inhibits PDE3 than PDE4 with a low K(m) value; it inhibits total cAMP- and cGMP-phosphodiesterase (PDE) of guinea pig trachealis at low concentrations.

Biochem/physiol Actions

3-O-Methylquercetin is a metabolite in flavone and flavonol biosynthesis. It is a naturally occurring compound present in various plants, and was shown to have potent anticancer-promoting, antioxidant, antiallergy, and antimicrobial activity, and showed strong anti-viral activity inhibition of tomato ringspot virus.

target

cAMP | PDE | IL Receptor | TNF-α | NOS | NO | Antifection

3-O-Methylquercetin(1486-70-0)Related Product Information

• ISORHAMNETIN-3-GLUCOSIDE
• Peltatoside
• Quercitrin
• Hyperoside
• QUERCETIN-3,7,3',4'-TETRAMETHYL ETHER
• Rutin
• 3,4'-DIMETHOXY-3',5,7-TRIHYDROXYFLAVONE
• CASTICIN
• Myricitrin
• ISORHAMNETIN-3-RUTINOSIDE
• 3,3',5,7 TETRAHYDROXY-4'-METHOXYFLAVONE
• 3,4',5,7-Tetrahydroxy-6-methoxyflavone
• ISOQUERCITRIN
• QUERCETIN-3-O-BETA-D-GLUCOPYRANOSYL-6''-ACETATE
• AVICULARIN
• 5-O-Methyl Quercetin;2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-5-Methoxy-4H-1-benzopyran-4-one
• 3,5,7,4'-TETRAHYDROXY-3'-METHOXYFLAVONE
• Rhamnetin