| Identification | Back Directory | [Name]
3-O-Methylquercetin | [CAS]
1486-70-0 | [Synonyms]
NSC 154016
3-Methylquercetol
Rutoside Trihydrate Impurity 8
3',4',5,7-Tetrahydroxy-3-methoxyflavone
TETRAHYDROXY-3-METHOXYFLAVONE, 3',4',5,7-(RG)
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
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-Methoxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-Methoxy- | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C16H12O7 | [MDL Number]
MFCD00210588 | [MOL File]
1486-70-0.mol | [Molecular Weight]
316.26 |
| Chemical Properties | Back Directory | [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 Data | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
|
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
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Sigma-Aldrich
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https://www.sigmaaldrich.cn |
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NovoChemy Ltd.
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