|
| | 3-O-Methylquercetin Basic information |
| Product Name: | 3-O-Methylquercetin | | Synonyms: | 3',4',5,7-Tetrahydroxy-3-methoxyflavone;2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-Methoxy-4H-1-benzopyran-4-one;3-Methylquercetol;NSC 154016;2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-Methoxy-4H-chroMen-4-one;2-(3,4-Dihydroxyphenyl)-3-methoxy-5,7-dihydroxy-4H-1-benzopyran-4-one;TETRAHYDROXY-3-METHOXYFLAVONE, 3',4',5,7-(RG);4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-Methoxy- | | CAS: | 1486-70-0 | | MF: | C16H12O7 | | MW: | 316.26 | | EINECS: | 200-258-5 | | Product Categories: | Penta-substituted Flavones;Miscellaneous Natural Products;Aromatics;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals | | Mol File: | 1486-70-0.mol |  |
| | 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. | | pka | 6.31±0.40(Predicted) | | form | powder | | color | Yellow | | BRN | 324509 | | Stability: | Hygroscopic | | LogP | 2.020 (est) |
| 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 Preparation Products And Raw materials |
| Raw materials | 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,7-dimethoxy-4-benzopyrone-->QUERCETIN-3,5,7,3',4'-PENTAMETHYL ETHER-->4',7-DIMETHOXY-3,3',5-TRIHYDROXYFLAVONE-->AYANIN-->Rhamnetin-->Quercetin-->Iodomethane | | Preparation Products | 3,4'-DIMETHOXY-3',5,7-TRIHYDROXYFLAVONE |
|
