4’-O-Methyl Quercetin

• CAT Number: R054045
• CAS Number: 603-61-2
• Molecular Formula: C16H12O7
• Molecular Weight: 316.265
• Purity: ≥95%
• Synonyms: 3,5,7-Trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one; 3,3’,5,7-Tetrahydroxy-4’-methoxyflavone; Tamaraxetin; 4’-Methoxyquercetin; 4’-Methylquercetin; Quercetin 4’-methyl ether; Tamarixetin
• Target: Endogenous Metabolite
• Storage: -20°C
• IUPAC Name: 3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
• InChI: InChI=1S/C16H12O7/c1-22-11-3-2-7(4-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3
• InChIKey: FPLMIPQZHHQWHN-UHFFFAOYSA-N
• SMILES: COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O

4/’-O-methyl Quercetin is a flavonoid isolated from C. ordata with anticancer and antiplasmodial activity. 4/’-O-methyl Quercetin is a major metabolite of quercetin (Item No. 10005169) that inhibits the viability of HL-60, U937, MOLT-3, Raji, K562, MCF-7, SK-MEL-1, and A549 human tumor cell lines with IC50 values ranging from 5.5-24.1 μM. It induces G2-M arrest and inhibits tubulin polymerization in vitro in a dose-dependent manner. 4/’-O-methyl Quercetin inhibits breast cancer resistance protein (BCRP/ABCG2; IC50 = 40 nM in a vesicular transport assay) with no cellular toxicity indicating potential for use in overcoming multidrug resistance in chemotherapy. 4/’-O-methyl Quercetin also reduces in vitro proliferation of chloroquine-resistant P. falciparum (IC50 = 4.8 μM) and suppresses infection in mice (65-81% suppression at 2.5-5 mg/kg dose).