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Isoxanthohumol is a natural, prenylated chalcone isolated from the hop plant, H. lupulus (hops). It has diverse biological activities, including antiproliferative, anti-inflammatory, and antiviral properties. In B16 and A375 melanoma cells, isoxanthohumol inhibits proliferation (IC50s = 22.15 and 22.9 µM in an MTT assay), slows cell division, and induces apoptosis. Isoxanthohumol reversibly inhibits Kv1.3 channels with an EC50 value of 7.8 µM in human Jurkat T cells using patch clamp electrophysiology. It has also been used as a marker of beer consumption. Isoxanthohumol is metabolized in the liver and intestine to 8-prenylnaringenin (Cay-17462), a potent phytoestrogen.Formal Name: 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one. CAS Number: 521-48-2. Synonyms: IX, IXN. Molecular Formula: C21H22O5. Formula Weight: 354.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 3 mg/ml, DMSO: 2.5 mg/ml, DMSO:PBS(pH 7.2) (1:3): 0.25 mg/ml, Ethanol: 3 mg/ml. lambdamax: 289 nm. SMILES: OC1=CC(OC)=C(C(CC(C2=CC=C(O)C=C2)O3)=O)C3=C1C/C=C(C)/C. InChi Code: InChI=1S/C21H22O5/c1-12(2)4-9-15-16(23)10-19(25-3)20-17(24)11-18(26-21(15)20)13-5-7-14(22)8-6-13/h4-8,10,18,22-23H,9,11H2,1-3H3. InChi Key: YKGCBLWILMDSAV-UHFFFAOYSA-N.
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