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552-54-5

552-54-5 Structure

552-54-5 Structure
IdentificationBack Directory
[Name]

3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE
[CAS]

552-54-5
[Synonyms]

C.I.75700
rhamnacene
NSC 678106
RhaMnacine
RHAMNAZIN(SH)
3,7-DIMETHYLQUERCETIN
7,3'-DiMethylquercetin
3',7-Di-O-Methylquercetin
7,3'-Di-O-methylquercetin
QUERCETIN-3,7-DIMETHYL ETHER
Quercetin 7,3'-DiMethyl Ether
3,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE
3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-4-one
3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-
[Molecular Formula]

C17H14O7
[MDL Number]

MFCD00017426
[MOL File]

552-54-5.mol
[Molecular Weight]

330.29
Chemical PropertiesBack Directory
[Melting point ]

214-215 °C
[Boiling point ]

591.6±50.0 °C(Predicted)
[density ]

1.507±0.06 g/cm3(Predicted)
[form ]

powder
[pka]

6.14±0.40(Predicted)
[BRN ]

338203
[InChI]

InChI=1S/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-10(18)12(5-8)23-2/h3-7,18-19,21H,1-2H3
[InChIKey]

MYMGKIQXYXSRIJ-UHFFFAOYSA-N
[SMILES]

C1(C2=CC=C(O)C(OC)=C2)OC2=CC(OC)=CC(O)=C2C(=O)C=1O
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Di-O-methylated flavanol; a polyphenolic metabolite of Rhamnus disperma.
[Definition]

ChEBI: A dimethoxyflavone that is quercetin in which the hydroxy groups at the 3' and 7 positions have been replaced by methoxy groups.
[in vivo]

Rhamnazin (200 mg/kg; i.g.; daily for 25 days) inhibits breast cancer growth and angiogenesis in mice[1].
Rhamnazin (5-20 mg/kg; i.p.; once) shows strong antioxidant and anti-inflammatory properties in the rat acute lung injury model[2].

Animal Model:BALB/c nude mice, breast cancer xenograft model[1]
Dosage:200 mg/kg
Administration:Intragastric administration, daily for 25 days
Result:Dramatically suppressed tumor volumes by 47% compared with the vehicle group. Showed a significant reduction of pVEGFR2Tyr951-positive cells in tumors. Resulted in downregulation of VEGFR2 downstream molecules phosphorylation including MAPK, AKT and STAT3.
[IC 50]

VEGFR2: 4.68 μM (IC50)
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