Introduction：Basic information about 3-O-Methylquercetin CAS 1486-70-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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 |
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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 |
| InChI | InChI=1S/C16H12O7/c1-22-16-14(21)13-11(20)5-8(17)6-12(13)23-15(16)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3 |
| InChIKey | WEPBGSIAWZTEJR-UHFFFAOYSA-N |
| SMILES | C1(C2=CC=C(O)C(O)=C2)OC2=CC(O)=CC(O)=C2C(=O)C=1OC |
| LogP | 2.020 (est) |
Safety Information
| Hazard Codes | T |
| Risk Statements | 25 |
| Safety Statements | 45 |
| RIDADR | UN 2811 6.1 / PGIII |
| WGK Germany | 3 |
| Storage Class | 6.1C - Combustible, acute toxic Cat.3
toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 3 Oral |
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 |
