ChemicalBook--->CAS DataBase List--->1486-70-0

1486-70-0

1486-70-0 Structure

1486-70-0 Structure
IdentificationBack 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 PropertiesBack 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 DataBack 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 InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

3-O-Methylquercetin(1486-70-0)1HNMR
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